Cottages in Isle of Wight and Self catering accommodation – Holiday Lettings – Holiday Rentals Isle of Wight

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1,720 Holiday homes

(27) Excellent 

    31

    Holiday cottage in Wootton

    Isle of Wight / Wootton

    2 4 min stay varies

    • 2 bedrooms
    • sleeps 4
    • min stay varies
    • Beach / lakeside relaxation
    • Nearest beach 1 km
    • Child friendly

    from £140 / night

    £660 - £1,420 / week

    Book View

    from £140 / night

    (21) Excellent 

      10

      Holiday cottage accommodation

      Isle of Wight / Bembridge

      4 8 7 nights min

      • 4 bedrooms
      • sleeps 8
      • 7 nights min
      • Beach / lakeside relaxation
      • Child friendly
      • Car not necessary
      “Lovely Cottage” We stayed here for a week over the Easter break. The cottage is in an ideal location, very comfortable and well equipped. A short walk down the lane brings you to the beach where there is the lifeboat station and café. The beach has some sandy areas but mainly rocks and pebbles, very interesting beach, lovely to walk along. The cottage has a beach hut on the front which is equipped with deck chairs etc. The cottage is also in easy walking distance of the shops and pubs. We would recommend ‘The Crab and Lobster Inn’ which is very friendly and with very good food.

      from £72 / night

      £500 - £920 / week

      Enquire View

      from £72 / night

      (1) Excellent 

        14

        Ventnor holiday lodge rental

        Isle of Wight / Ventnor

        2 4 min stay varies

        • 2 bedrooms
        • sleeps 4
        • min stay varies
        • Child friendly
        • Pet friendly
        • Private garden

        from £75 / night

        £687 / week

        Book View

        Responds fast!
        avg. 3 hours 41 minutes

        from £75 / night

        (39) Excellent 

          18

          Sandown holiday apartment rental

          Isle of Wight / Sandown

          2 4 min stay varies

          • 2 bedrooms
          • sleeps 4
          • min stay varies
          • Beach / lakeside relaxation
          • Nearest beach 0.5 km
          • Child friendly

          from £70 / night

          £350 - £850 / week

          Book View

          Responds fast!
          avg. 1 hour 15 minutes

          from £70 / night

          (35) Excellent 

          Certificate of Excellence

            29

            Apartment rental in Shanklin

            Isle of Wight / Shanklin

            2 4 min stay varies

            • 2 bedrooms
            • sleeps 4
            • min stay varies
            • Beach / lakeside relaxation
            • Child friendly
            • Car not necessary
            “Seaside View Shanklin Isle of Wight” It's exactly as advertised a View of the Seaside, an EXCELLENT apartment to stay at couldn't be any closer to the beach, with nice places to eat and drink along the esplanade, facilities at the Seaside View are spot on & would have no hesitation at all going back there.

            Certificate of Excellence

            from £99 / night

            £436 - £687 / week

            Book View

            Responds fast!
            avg. 3 hours 22 minutes

            from £99 / night

            (12) Very Good 

            Certificate of Excellence

              23

              Holiday chalet in Niton

              Isle of Wight / Niton

              1 2 min stay varies

              • 1 bedroom
              • sleeps 2
              • min stay varies
              • Nearest beach 5 km
              • Private garden

              Certificate of Excellence

              from £52 / night

              £321 - £476 / week

              Book View

              Responds fast!
              avg. 1 hour 25 minutes

              from £52 / night

              (30) Excellent 

                43

                Holiday home in Ventnor

                Isle of Wight / Ventnor

                3 7 min stay varies

                • 3 bedrooms
                • sleeps 7
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 0.3 km
                • Child friendly
                “Lovely homely house, great location” Lovely spacious comfy house. Went with a mixed family group teenagers and toddlers and the house accomodated us all perfectly, we even took the dog ! House very clean and well presented with all the bits and bobs you need. House has a lovely safe garden with great views for an evening glass of wine or two !First trip to Isle of Wright and we loved it, Location was great , we never needed to get in the car. Definetely can recomend the Perch, we will go again.

                from £150 / night

                £500 - £995 / week

                Enquire View

                from £150 / night

                (23) Excellent 

                Certificate of Excellence

                  20

                  Apartment letting in Bembridge

                  Bembridge / St Helens, Bembridge

                  1 4 min stay varies

                  • 1 bedroom
                  • sleeps 4
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Child friendly
                  • Car not necessary
                  “Island Retreat” From start to finish our stay at 'The Villas' was simply 'Great'. From the hassle free booking, straight forward instructions into the property & the welcome folder where very helpful. The holiday let was very clean, fresh and modern with the bedroom overlooking a quiet street. Plenty of extra linen & towels if required. It didn't matter that we couldn't park outside the peoperty, it was only a short walk to 'The green' & was a delightful added difference to the daily trips out. We were fortunate to have good weather and brought our bikes, which we were secured in the back yard overnight. The local area is beautiful and very easy to access on foot, with some very disirable cafes, pubs & restaurant on your doorstep. Leaflets can be found in the lounge of the holiday let. We would definetly stay here again.

                  Certificate of Excellence

                  from £75 / night

                  £258 - £572 / week

                  Book View

                  Responds fast!
                  avg. 1 hour 45 minutes

                  from £75 / night

                  (28) Excellent 

                    33

                    Holiday home with golf nearby in Seaview

                    Isle of Wight / Seaview

                    3 7 min stay varies

                    • 3 bedrooms
                    • sleeps 7
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Child friendly
                    • Private garden

                    from £121 / night

                    £796 - £1,483 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 47 minutes

                    from £121 / night

                    (17) Very Good 

                      21

                      Apartment rental in Totland

                      Totland Bay / Totland Bay

                      3 6 min stay varies

                      • 3 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Child friendly

                      from £201 / night

                      £682 - £1,483 / week

                      Book View

                      Responds fast!
                      avg. 26 minutes

                      from £201 / night

                        10

                        Apartment rental in Ryde

                        Isle of Wight / Ryde

                        1 4 2 nights min

                        • 1 bedroom
                        • sleeps 4
                        • 2 nights min
                        • Nearest beach 0.1 km
                        • Child friendly
                        • Car not necessary

                        from £63 / night

                        £344 - £401 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 3 minutes

                        from £63 / night

                        (54) Excellent 

                        Certificate of Excellence

                          15

                          St Lawrence, Ventnor holiday apartment let

                          Ventnor / St Lawrence, Ventnor

                          2 4 min stay varies

                          • 2 bedrooms
                          • sleeps 4
                          • min stay varies
                          • Beach / lakeside relaxation
                          • Nearest beach 2 km
                          • Child friendly

                          Certificate of Excellence

                          from £58 / night

                          £275 - £844 / week

                          Book View

                          from £58 / night

                          (11) Very Good 

                            23

                            Holiday apartment in Ventnor

                            Isle of Wight / Ventnor

                            2 5 min stay varies

                            • 2 bedrooms
                            • sleeps 5
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Nearest beach 0.1 km
                            • Child friendly

                            from £86 / night

                            £430 - £859 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 1 minutes

                            from £86 / night

                            (3) Excellent 

                              36

                              East Cowes holiday home rental

                              Isle of Wight / East Cowes

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Nearest beach 0.5 km
                              • Child friendly
                              • Car not necessary

                              from £138 / night

                              £2,290 / week

                              Book View

                              Responds fast!
                              avg. 8 minutes

                              from £138 / night

                                19

                                Merstone holiday cottage rental

                                Isle of Wight / Merstone

                                1 2 7 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 7 nights min
                                • Child friendly

                                from £47 / night

                                £325 - £723 / week

                                Enquire View

                                from £47 / night

                                (18) Very Good 

                                  10

                                  Holiday home in Gurnard

                                  Isle of Wight / Gurnard

                                  2 4 min stay varies

                                  • 2 bedrooms
                                  • sleeps 4
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Child friendly
                                  • Private garden

                                  from £69 / night

                                  £1,804 / week

                                  Book View

                                  from £69 / night

                                  (3) Excellent 

                                    7

                                    Bonchurch holiday apartment rental

                                    Ventnor / Bonchurch

                                    2 4 min stay varies

                                    • 2 bedrooms
                                    • sleeps 4
                                    • min stay varies
                                    • Child friendly
                                    • Pet friendly

                                    from £98 / night

                                    £630 - £790 / week

                                    Book View

                                    from £98 / night

                                      11

                                      Holiday cottage rental

                                      Isle of Wight / Freshwater

                                      3 6 7 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 7 nights min
                                      • Child friendly
                                      • Pet friendly

                                      from £48 / night

                                      £332 - £1,249 / week

                                      Enquire View

                                      from £48 / night

                                        9

                                        Holiday cottage in Apse Heath

                                        Isle of Wight / Apse Heath

                                        2 4 7 nights min

                                        • 2 bedrooms
                                        • sleeps 4
                                        • 7 nights min
                                        • Child friendly
                                        • Pet friendly

                                        from £62 / night

                                        £430 - £1,298 / week

                                        Enquire View

                                        from £62 / night

                                        (1) Excellent 

                                          19

                                          Ventnor holiday villa rental

                                          Isle of Wight / Ventnor

                                          3 7 min stay varies

                                          • 3 bedrooms
                                          • sleeps 7
                                          • min stay varies
                                          • Child friendly
                                          • Car not necessary
                                          • Pet friendly

                                          from £132 / night

                                          £605 - £1,002 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 40 minutes

                                          from £132 / night

                                          (29) Excellent 

                                          Certificate of Excellence

                                            16

                                            Holiday chalet in Sandown

                                            Isle of Wight / Sandown

                                            2 6 min stay varies

                                            • 2 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Nearest beach 0.2 km
                                            • Child friendly
                                            • Pet friendly
                                            “Chalet 191” We enjoyed our 2 week stay in chalet 191 in Sandown. It has everything you need, it's comfy and clean. I would highly recommend staying there. Jayne, the owner is very helpful and mid way through our stay changed the beds and cleaned which was lovely! I will definitely be back

                                            Certificate of Excellence

                                            from £40 / night

                                            £287 - £573 / week

                                            Book View

                                            Responds fast!
                                            avg. 22 minutes

                                            from £40 / night

                                              9

                                              Holiday cottage in Carisbrooke

                                              Isle of Wight / Carisbrooke

                                              2 4 7 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 7 nights min
                                              • Child friendly

                                              from £51 / night

                                              £355 - £1,076 / week

                                              Enquire View

                                              from £51 / night

                                              (3) Average 

                                                26

                                                Holiday cottage accommodation

                                                Ventnor / St Lawrence

                                                2 4 min stay varies

                                                • 2 bedrooms
                                                • sleeps 4
                                                • min stay varies
                                                • Nearest beach 1 km
                                                • Child friendly
                                                • Private garden

                                                from £121 / night

                                                £674 - £1,088 / week

                                                Book View

                                                Responds fast!
                                                avg. 51 minutes

                                                from £121 / night

                                                (8) Excellent 

                                                  14

                                                  Merstone holiday cottage rental

                                                  Isle of Wight / Merstone

                                                  3 7 4 nights min

                                                  • 3 bedrooms
                                                  • sleeps 7
                                                  • 4 nights min
                                                  • Child friendly

                                                  from £109 / night

                                                  £647 - £991 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 18 minutes

                                                  from £109 / night

                                                  (3) Excellent 

                                                    16

                                                    Cowes holiday apartment rental

                                                    Isle of Wight / Cowes

                                                    3 6 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Child friendly

                                                    from £166 / night

                                                    £779 - £1,546 / week

                                                    Book View

                                                    from £166 / night

                                                    (4) Excellent 

                                                      16

                                                      Holiday cottage in Seaview

                                                      Isle of Wight / Seaview

                                                      3 6 3 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 3 nights min
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 0.5 km
                                                      • Child friendly

                                                      from £166 / night

                                                      £1,163 / week

                                                      Book View

                                                      from £166 / night

                                                      (15) Very Good 

                                                        24

                                                        Holiday chalet in Niton

                                                        Isle of Wight / Niton

                                                        1 2 3 nights min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 3 nights min
                                                        • Nearest beach 5 km
                                                        • Car not necessary

                                                        from £46 / night

                                                        £287 - £458 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 13 minutes

                                                        from £46 / night

                                                        (23) Excellent 

                                                        Certificate of Excellence

                                                          26

                                                          Holiday cottage in Brighstone

                                                          Isle of Wight / Brighstone

                                                          2 4 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 1 km
                                                          • Child friendly

                                                          Certificate of Excellence

                                                          from £114 / night

                                                          £453 - £1,025 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 40 minutes

                                                          from £114 / night

                                                            20

                                                            Calbourne holiday barn rental

                                                            Isle of Wight / Calbourne

                                                            1 2 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • min stay varies
                                                            • Child friendly

                                                            from £150 / night

                                                            £400 - £650 / week

                                                            Enquire View

                                                            from £150 / night

                                                            (4) Excellent 

                                                            Certificate of Excellence

                                                              28

                                                              Shorwell holiday cottage rental

                                                              Isle of Wight / Shorwell

                                                              2 4 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • min stay varies
                                                              • Nearest beach 4 km
                                                              • Child friendly
                                                              • Private garden

                                                              Certificate of Excellence

                                                              from £144 / night

                                                              £890 - £1,374 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 51 minutes

                                                              from £144 / night

                                                              (30) Very Good 

                                                                12

                                                                Seaview holiday cottage rental

                                                                Isle of Wight / Seaview

                                                                2 4 7 nights min

                                                                • 2 bedrooms
                                                                • sleeps 4
                                                                • 7 nights min
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 0.5 km
                                                                • Child friendly

                                                                from £131 / night

                                                                £915 / week

                                                                Book View

                                                                from £131 / night

                                                                  10

                                                                  Carisbrooke holiday cottage rental

                                                                  Isle of Wight / Carisbrooke

                                                                  3 6 7 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • 7 nights min
                                                                  • Child friendly
                                                                  • Pet friendly

                                                                  from £58 / night

                                                                  £400 - £1,264 / week

                                                                  Enquire View

                                                                  from £58 / night

                                                                  (7) Excellent 

                                                                  Certificate of Excellence

                                                                    25

                                                                    Holiday chalet in Sandown

                                                                    Isle of Wight / Sandown

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Nearest beach 0.5 km
                                                                    • Child friendly
                                                                    • Car not necessary

                                                                    Certificate of Excellence

                                                                    from £46 / night

                                                                    £172 - £630 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 53 minutes

                                                                    from £46 / night

                                                                      12

                                                                      Holiday cottage in Fishbourne

                                                                      Isle of Wight / Fishbourne

                                                                      1 2 7 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 7 nights min

                                                                      from £48 / night

                                                                      £332 - £681 / week

                                                                      Enquire View

                                                                      from £48 / night

                                                                      (4) Excellent 

                                                                      Certificate of Excellence

                                                                        25

                                                                        Holiday apartment accommodation

                                                                        Ventnor / Ventnor Bay

                                                                        3 7 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 7
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 0.05 km
                                                                        • Child friendly

                                                                        Certificate of Excellence

                                                                        from £115 / night

                                                                        £630 - £1,088 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 0 minutes

                                                                        from £115 / night

                                                                        (12) Very Good 

                                                                          24

                                                                          Cowes holiday home rental

                                                                          Cowes / West Cowes

                                                                          2 5 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 5
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Child friendly
                                                                          • Car not necessary

                                                                          from £132 / night

                                                                          £922 / week

                                                                          Book View

                                                                          from £132 / night

                                                                            12

                                                                            Cottage rental in Whitwell

                                                                            Ventnor / Whitwell

                                                                            3 7 7 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 7
                                                                            • 7 nights min
                                                                            • Child friendly

                                                                            from £59 / night

                                                                            £413 - £1,418 / week

                                                                            Enquire View

                                                                            from £59 / night

                                                                            (6) Excellent 

                                                                              35

                                                                              Holiday home in East Cowes

                                                                              Isle of Wight / East Cowes

                                                                              3 6 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Nearest beach 0.5 km
                                                                              • Child friendly
                                                                              • Car not necessary

                                                                              from £138 / night

                                                                              £2,004 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 8 minutes

                                                                              from £138 / night

                                                                              (13) Excellent 

                                                                                15

                                                                                Holiday chalet in Ventnor

                                                                                Isle of Wight / Ventnor

                                                                                3 6 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Beach / lakeside relaxation
                                                                                • Child friendly
                                                                                • Car not necessary

                                                                                from £123 / night

                                                                                £630 - £1,220 / week

                                                                                Book View

                                                                                from £123 / night

                                                                                (3) Excellent 

                                                                                  17

                                                                                  Holiday apartment in Shanklin

                                                                                  Isle of Wight / Shanklin

                                                                                  2 3 min stay varies

                                                                                  • 2 bedrooms
                                                                                  • sleeps 3
                                                                                  • min stay varies
                                                                                  • Child friendly

                                                                                  from £181 / night

                                                                                  £525 - £990 / week

                                                                                  Enquire View

                                                                                  from £181 / night

                                                                                  Why Isle of Wight?

                                                                                  The Isle of Wight is just off England's south coast and is less than two hours from London via the Isle of Wight Ferry. It's home to picturesque villages, traditional seaside towns and some of the most beautiful beaches in the UK. Its mild climate and family-friendly attractions make it the ideal choice for a UK break near the sea. So, whether you're looking for a romantic cottage in Cowes, a seaside apartment in Sandown or family-sized townhouse in Ryde, the Isle of Wight has some fantastic holiday rentals to choose from.

                                                                                  Fantastic days out

                                                                                  There's so much to see and do in the Isle of Wight, you'll want to come back year after year. For a fun-filled family day out, head to Blackgang Chine. This enchanting theme park overlooking the south coast is set in beautiful gardens. From fairytale castles to life-sized dinosaurs, a day out here is like something straight from a storybook and will inspire imaginations.

                                                                                  Take your little monkeys to Monkey Haven, an award-winning sanctuary for birds, reptiles and, of course, monkeys, in Newport. To see Shanklin in miniature, visit the charming Model Village in Godshill; the attention to detail is simply incredible. And if you fancy a bit (well, a lot) of stately grandeur, then how about a day out at Queen Victoria's holiday home, Osborne House?

                                                                                  Beside the seaside

                                                                                  There are some beautiful beaches on the Isle of Wight. Some highlights include the peaceful beach at St Helens, the family-friendly beach at Sandown with its pier and amusement arcades, and the unspoilt Brighstone Bay. If watersports are your thing, Ryde beach is great for swimming, sailing and windsurfing, so you can easily spend the whole day out in the waves. And if you're looking for a romantic place to take your significant other, Steephill Cove is a peaceful idyll with a fantastic seafood restaurant nearby.

                                                                                  Top Destination reviews

                                                                                  2 Bed Single Storey Sea-Front Cottage with Large Balcony overlooking the Solent
                                                                                  Wonderful place to run away and hide!

                                                                                  We have used this chalet several times and love it! Excellent for a break for 2 or 4 people. Wonderful views over the Solent and well placed for exploring the island. Very comfortable, modern and well equipped. Cosy but not cramped. Good places to eat locally - fantastic breakfasts at the beach-side café a minute's walk away. Good parking nearby. We are already booked in for next year.see more
                                                                                  Fovant cottage
                                                                                  Great

                                                                                  Lovely accommodation. We spent 4 amazing days in there and will be happy to visit it again. Thank you … see more
                                                                                  FEBRUARY DISCOUNTS Penthouse Apartment at Freshwater Bay with Stunning Sea Views
                                                                                  Spotless

                                                                                  Mrs D is quick to reply to emails and very reasonable when answering queries. The apartment has sea views from the front bedroom and the living/dining room which are lovely. There is a short walk to the coastline and a coastal walk is sign posted from there. The apartment is a generous size with 2 double sized bedrooms, living /dining space, a fully equipped kitchen and bathroom. The equipment is all spotless and looks new, as does the rest of the apartment. The balcony would be lovely to use in the summertime. The block is quite quiet and the apartment is on the 2nd floor up quite a few stairs. Freshwater Bay is pretty and is easy to get to anywhere else on the Island by car and there are plenty of bus stops around. Thank you Mrs D for great communication, great rates and a great apartment.see more
                                                                                  1 Barton Lodge
                                                                                  Very comfortable

                                                                                  We had a lovely few nights at Barton lodge. We wanted somewhere warm and cosy in the winter time and it was perfect with 2 log burners, one in the Living room and the dining room. Bedrooms all well furnished and spacious. Close proximity to Osborne house , Cowes and ferry a bonus. Very large garden- great in summersee more
                                                                                  1 Drayton Villas
                                                                                  Brilliant

                                                                                  We had a lovely relaxing family weekend and was very nice and peaceful, will definitely be planning to go again … see more
                                                                                  'The View' - Stunning Sea Side Apartment
                                                                                  Awesome place, nice ambiance, sea view. Emma is also very nice lady. Appartment was cleaned

                                                                                  Awesome place, nice ambiance, sea view. Emma is also very nice lady. Appartment was cleaned with so many amenities. It was best time to stay there. Memorable moments. … see more

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