Cottages in Highcliffe and Holiday homes - Holiday Lettings - Holiday Rentals Highcliffe

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1,721 Holiday homes

(7) Very Good 

Certificate of Excellence

    12

    Holiday home with golf nearby in Highcliffe

    Christchurch / Highcliffe

    3 6 min stay varies

    • 3 bedrooms
    • sleeps 6
    • min stay varies
    • Beach / lakeside relaxation
    • Nearest beach 0.4 km
    • Child friendly

    Certificate of Excellence

    from £75 / night

    £470 - £1,030 / week

    Book View

    Responds fast!
    avg. 3 hours 52 minutes

    from £75 / night

      46

      Highcliffe holiday home rental

      Christchurch / Highcliffe

      4 8 min stay varies

      • 4 bedrooms
      • sleeps 8
      • min stay varies
      • Child friendly
      • Pet friendly
      • Private garden

      from £148 / night

      £1,144 - £1,431 / week

      Book View

      from £148 / night

      (12) Very Good 

        30

        Holiday bungalow in Highcliffe

        Christchurch / Highcliffe

        3 6 min stay varies

        • 3 bedrooms
        • sleeps 6
        • min stay varies
        • Nearest beach 0.5 km
        • Child friendly
        • Private garden

        from £109 / night

        £458 - £1,369 / week

        Book View

        from £109 / night

        (1) Excellent 

          9

          Holiday home rental

          Christchurch / Highcliffe

          3 6 7 nights min

          • 3 bedrooms
          • sleeps 6
          • 7 nights min
          • Nearest beach 0.6 km
          • Child friendly
          • Pet friendly

          from £82 / night

          £573 - £1,140 / week

          Book View

          from £82 / night

          (20) Very Good 

            14

            Holiday cottage in Highcliffe

            Christchurch / Highcliffe

            1 2 7 nights min

            • 1 bedroom
            • sleeps 2
            • 7 nights min
            • Pet friendly
            • Private garden

            from £99 / night

            £687 / week

            Book View

            from £99 / night

            (3) Very Good 

              32

              Holiday cottage with golf nearby in Highcliffe

              Christchurch / Highcliffe

              4 8 min stay varies

              • 4 bedrooms
              • sleeps 8
              • min stay varies
              • Beach / lakeside relaxation
              • Nearest beach 1 km
              • Child friendly

              from £148 / night

              £801 - £1,602 / week

              Book View

              Responds fast!
              avg. 24 minutes

              from £148 / night

              (38) Very Good 

              Certificate of Excellence

                6

                Holiday chalet with shared pool in Highcliffe

                Christchurch / Highcliffe

                2 5 min stay varies

                • 2 bedrooms
                • sleeps 5
                • min stay varies
                • Beach / lakeside relaxation
                • Swimming pool
                • Child friendly

                Certificate of Excellence

                from £40 / night

                £252 - £630 / week

                Book View

                Responds fast!
                avg. 3 hours 51 minutes

                from £40 / night

                (21) Excellent 

                  41

                  Highcliffe holiday caravan/mobile home rental

                  Christchurch / Highcliffe

                  2 4 min stay varies

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

                  from £69 / night

                  £401 - £974 / week

                  Book View

                  Responds fast!
                  avg. 3 hours 44 minutes

                  from £69 / night

                    32

                    Holiday home in Highcliffe

                    Christchurch / Highcliffe

                    3 6 7 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 7 nights min
                    • Child friendly
                    • Private garden

                    from £126 / night

                    £882 / week

                    Book View

                    from £126 / night

                    (1) Excellent 

                      9

                      Holiday home in Highcliffe

                      Christchurch / Highcliffe

                      2 4 3 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 3 nights min
                      • Child friendly
                      • Pet friendly
                      • Private garden

                      from £145 / night

                      £433 - £1,697 / week

                      Enquire View

                      from £145 / night

                        36

                        Holiday cottage in Highcliffe

                        Christchurch / Highcliffe

                        3 5 3 nights min

                        • 3 bedrooms
                        • sleeps 5
                        • 3 nights min
                        • Pet friendly
                        • Private garden

                        from £122 / night

                        £436 - £1,382 / week

                        Enquire View

                        from £122 / night

                        Great rentals within 20 miles that match your search

                        Distance approx 4.17 miles from Highcliffe

                        (22) Excellent 

                          30

                          Holiday caravan/mobile home in Milford on Sea

                          Lymington / Milford on Sea

                          2 6 3 nights min

                          • 2 bedrooms
                          • sleeps 6
                          • 3 nights min
                          • Nearest beach 3 km
                          • Child friendly
                          • Private garden

                          from £75 / night

                          £521 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 46 minutes

                          from £75 / night

                          Distance approx 8.19 miles from Highcliffe

                          (17) Excellent 

                          Certificate of Excellence

                            16

                            Freshwater holiday bungalow rental

                            Isle of Wight / Freshwater

                            2 5 3 nights min

                            • 2 bedrooms
                            • sleeps 5
                            • 3 nights min
                            • Child friendly

                            Certificate of Excellence

                            from £92 / night

                            £567 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 55 minutes

                            from £92 / night

                            Distance approx 6.42 miles from Highcliffe

                            (33) Very Good 

                              22

                              Lymington holiday townhouse rental

                              New Forest / Lymington

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Nearest beach 4 km
                              • Child friendly

                              from £132 / night

                              £922 / week

                              Book View

                              from £132 / night

                              Distance approx 4.17 miles from Highcliffe

                              (14) Excellent 

                              Certificate of Excellence

                                12

                                Holiday lodge in Milford on Sea

                                Lymington / Milford on Sea

                                2 5 min stay varies

                                • 2 bedrooms
                                • sleeps 5
                                • min stay varies
                                • Nearest beach 1 km
                                • Child friendly

                                Certificate of Excellence

                                from £109 / night

                                £682 - £945 / week

                                Book View

                                Responds fast!
                                avg. 2 hours 35 minutes

                                from £109 / night

                                Distance approx 1.8 miles from Highcliffe Show on Map

                                (11) Excellent 

                                  16

                                  Mudeford holiday caravan/mobile home rental

                                  Christchurch / Mudeford

                                  2 5 min stay varies

                                  • 2 bedrooms
                                  • sleeps 5
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0.15 km
                                  • Swimming pool

                                  from £73 / night

                                  £410 - £1,500 / week

                                  Book View

                                  from £73 / night

                                  Distance approx 12.29 miles from Highcliffe

                                    13

                                    Holiday home letting

                                    Dorset / Broadstone

                                    5 9 7 nights min

                                    • 5 bedrooms
                                    • sleeps 9
                                    • 7 nights min
                                    • Child friendly
                                    • Private garden

                                    from £164 / night

                                    £1,145 / week

                                    Book View

                                    from £164 / night

                                    Distance approx 5.24 miles from Highcliffe

                                    (39) Excellent 

                                      13

                                      Holiday cottage in Brockenhurst

                                      New Forest / Brockenhurst

                                      2 4 min stay varies

                                      • 2 bedrooms
                                      • sleeps 4
                                      • min stay varies
                                      • Nearest beach 5 km
                                      • Child friendly
                                      • Car not necessary

                                      from £114 / night

                                      £745 - £911 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 16 minutes

                                      from £114 / night

                                      Distance approx 6.67 miles from Highcliffe

                                      (4) Excellent 

                                      Certificate of Excellence

                                        9

                                        Lymington holiday caravan/mobile home rental

                                        New Forest / Lymington

                                        2 4 min stay varies

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

                                        Certificate of Excellence

                                        from £81 / night

                                        £378 - £699 / week

                                        Book View

                                        from £81 / night

                                        Distance approx 3.07 miles from Highcliffe

                                        (16) Excellent 

                                          65

                                          Holiday cottage in Sway

                                          Brockenhurst / Sway

                                          5 10 min stay varies

                                          • 5 bedrooms
                                          • sleeps 10
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 3 km
                                          • Child friendly

                                          from £375 / night

                                          £1,750 - £3,000 / week

                                          Enquire View

                                          from £375 / night

                                          Distance approx 19.35 miles from Highcliffe

                                          (13) Excellent 

                                            17

                                            Newport holiday yurt rental

                                            Isle of Wight / Newport

                                            1 6 2 nights min

                                            • 1 bedroom
                                            • sleeps 6
                                            • 2 nights min
                                            • Child friendly
                                            • Private garden

                                            from £114 / night

                                            £1,155 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 6 minutes

                                            from £114 / night

                                            Distance approx 17.9 miles from Highcliffe

                                            (5) Excellent 

                                            Certificate of Excellence

                                              15

                                              Cowes holiday apartment rental

                                              Isle of Wight / Cowes

                                              2 4 min stay varies

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

                                              Certificate of Excellence

                                              from £126 / night

                                              £573 - £1,031 / week

                                              Book View

                                              from £126 / night

                                              Distance approx 14.96 miles from Highcliffe

                                              (62) Very Good 

                                              Certificate of Excellence

                                                14

                                                Holiday studio rental

                                                New Forest / Dibden

                                                Studio 2 3 nights min

                                                • Studio
                                                • sleeps 2
                                                • 3 nights min
                                                • Private garden

                                                Certificate of Excellence

                                                from £75 / night

                                                £521 / week

                                                Book View

                                                Responds fast!
                                                avg. 45 minutes

                                                from £75 / night

                                                Distance approx 14.64 miles from Highcliffe

                                                (42) Excellent 

                                                  25

                                                  Holiday cottage in Swanage Bay

                                                  Swanage / Swanage Bay

                                                  3 6 min stay varies

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

                                                  from £70 / night

                                                  £400 - £1,375 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 31 minutes

                                                  from £70 / night

                                                  Distance approx 10.36 miles from Highcliffe

                                                  (31) Very Good 

                                                    14

                                                    Holiday cottage in Lyndhurst

                                                    New Forest / Lyndhurst

                                                    3 8 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Nearest beach 19 km
                                                    • Child friendly
                                                    • Pet friendly

                                                    from £160 / night

                                                    £810 - £1,270 / week

                                                    Enquire View

                                                    from £160 / night

                                                    Distance approx 13.54 miles from Highcliffe

                                                    (2) Very Good 

                                                      27

                                                      Holiday home in Fordingbridge

                                                      New Forest / Fordingbridge

                                                      3 6 3 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 3 nights min
                                                      • Child friendly
                                                      • Pet friendly
                                                      • Private garden

                                                      from £298 / night

                                                      £2,084 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 47 minutes

                                                      from £298 / night

                                                      Distance approx 14.43 miles from Highcliffe

                                                        11

                                                        Poole holiday home rental

                                                        Dorset / Poole

                                                        2 6 3 nights min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 3 nights min
                                                        • Nearest beach 0.01 km
                                                        • Swimming pool
                                                        • Child friendly

                                                        from £115 / night

                                                        £802 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 2 hours 23 minutes

                                                        from £115 / night

                                                        Distance approx 17.75 miles from Highcliffe

                                                        (4) Excellent 

                                                          18

                                                          Holiday townhouse rental

                                                          Isle of Wight / Cowes

                                                          5 12 min stay varies

                                                          • 5 bedrooms
                                                          • sleeps 12
                                                          • min stay varies
                                                          • Nearest beach 2 km
                                                          • Child friendly
                                                          • Car not necessary

                                                          from £367 / night

                                                          £2,176 - £2,977 / week

                                                          Book View

                                                          from £367 / night

                                                          Distance approx 16.57 miles from Highcliffe

                                                            15

                                                            Holiday chalet with shared pool in Gurnard

                                                            Isle of Wight / Gurnard

                                                            2 5 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 5
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child friendly

                                                            from £81 / night

                                                            £401 - £802 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 2 hours 25 minutes

                                                            from £81 / night

                                                            Distance approx 7.65 miles from Highcliffe

                                                            (4) Excellent 

                                                              23

                                                              Holiday apartment in Ringwood

                                                              New Forest / Ringwood

                                                              3 6 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Nearest beach 17 km
                                                              • Child friendly

                                                              from £165 / night

                                                              £1,155 - £1,880 / week

                                                              Enquire View

                                                              from £165 / night

                                                              Distance approx 17.84 miles from Highcliffe

                                                              (2) Very Good 

                                                                16

                                                                Holiday home in Cowes

                                                                Isle of Wight / Cowes

                                                                3 6 3 nights min

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • 3 nights min
                                                                • Nearest beach 1 km
                                                                • Child friendly
                                                                • Pet friendly

                                                                from £144 / night

                                                                £831 - £1,260 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 2 hours 40 minutes

                                                                from £144 / night

                                                                Distance approx 14.45 miles from Highcliffe

                                                                  9

                                                                  Home rental in Swanage

                                                                  Isle of Purbeck / Swanage

                                                                  1 2 7 nights min

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

                                                                  from £84 / night

                                                                  £591 - £923 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 3 hours 35 minutes

                                                                  from £84 / night

                                                                  Distance approx 17.43 miles from Highcliffe

                                                                  (3) Very Good 

                                                                    16

                                                                    Holiday home accommodation

                                                                    Isle of Wight / Cowes

                                                                    4 8 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Child friendly
                                                                    • Pet friendly
                                                                    • Private garden

                                                                    from £138 / night

                                                                    £573 - £1,031 / week

                                                                    Book View

                                                                    from £138 / night

                                                                    Distance approx 17.73 miles from Highcliffe

                                                                      15

                                                                      Holiday home in Cowes

                                                                      Isle of Wight / Cowes

                                                                      4 10 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 10
                                                                      • min stay varies
                                                                      • Child friendly

                                                                      from £161 / night

                                                                      £745 - £1,718 / week

                                                                      Book View

                                                                      from £161 / night

                                                                      Distance approx 1.82 miles from Highcliffe Show on Map

                                                                      (14) Excellent 

                                                                        12

                                                                        Holiday caravan/mobile home in Mudeford

                                                                        Christchurch / Mudeford

                                                                        3 6 min stay varies

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

                                                                        from £109 / night

                                                                        £745 - £1,432 / week

                                                                        Book View

                                                                        from £109 / night

                                                                        Distance approx 16.38 miles from Highcliffe

                                                                          20

                                                                          Shorwell holiday cottage rental

                                                                          Isle of Wight / Shorwell

                                                                          1 2 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • min stay varies
                                                                          • Nearest beach 3 km
                                                                          • Child friendly
                                                                          • Pet friendly

                                                                          from £115 / night

                                                                          £458 - £705 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 40 minutes

                                                                          from £115 / night

                                                                          Distance approx 17.7 miles from Highcliffe

                                                                          (29) Excellent 

                                                                            16

                                                                            Holiday home in Cowes

                                                                            Cowes / West Cowes

                                                                            4 8 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 2 km
                                                                            • Child friendly

                                                                            from £175 / night

                                                                            £650 - £3,600 / week

                                                                            Enquire View

                                                                            from £175 / night

                                                                            Distance approx 4.18 miles from Highcliffe

                                                                              17

                                                                              Holiday home in Mudeford

                                                                              Christchurch / Mudeford

                                                                              8 27 min stay varies

                                                                              • 8 bedrooms
                                                                              • sleeps 27
                                                                              • min stay varies
                                                                              • Child friendly

                                                                              from £573 / night

                                                                              £4,008 / week

                                                                              Book View

                                                                              from £573 / night

                                                                              Distance approx 8.26 miles from Highcliffe

                                                                                18

                                                                                Holiday apartment rental

                                                                                Isle of Wight / Freshwater

                                                                                1 2 2 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 2
                                                                                • 2 nights min
                                                                                • Private garden

                                                                                from £54 / night

                                                                                £269 - £573 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 1 hour 59 minutes

                                                                                from £54 / night

                                                                                Distance approx 2 miles from Highcliffe Show on Map

                                                                                  30

                                                                                  Holiday home rental

                                                                                  Christchurch / Mudeford

                                                                                  3 5 min stay varies

                                                                                  • 3 bedrooms
                                                                                  • sleeps 5
                                                                                  • min stay varies
                                                                                  • Nearest beach 0.5 km
                                                                                  • Child friendly
                                                                                  • Private garden

                                                                                  from £100 / night

                                                                                  £564 - £1,718 / week

                                                                                  Book View

                                                                                  from £100 / night

                                                                                  Top Destination reviews

                                                                                  Sundorne
                                                                                  Short bread away

                                                                                  SUNDORNE is a lovely house in an excellent location. Our first day was spent walking to Highcliffe castle for coffee.although the weather forecast was not good for the area as we were in 'the pocket' ie sheltered by the I-o-Wight the sun appeared and it was hot and sunny. We spent the afternoon in the garden which is a lovely suntrap. The house is equipped with all necessary for a family holiday suitable for young and old alike.All in all a very nice break away.see more
                                                                                  Chalet sleep 5 Hoburne Naish
                                                                                  Great value break with beautiful views

                                                                                  We Loved: Sea views Hydrangea bush in full flower Eating outside (but dining table available inside if poor weather) Good park facilities (pools, gym, bar, park, mini golf...) Thoughtful extras - iPhone charger etc Very quiet spot Parking very close Well equipped, clean chalet which is tastefully decorated Friendly owners Great location (close to New Forest & Dorset beaches) Amazing cliff top walks Less keen on: The park reception staff not helpful at all (perhaps we caught them on a rare off day?!) We'll be booking again!see more
                                                                                  3 bed bungalow 5min walk to sea & Highcliffe castle & WiFi Suitable for disabled
                                                                                  A lovely place to stay

                                                                                  This was a really comfortable and cosy bungalow; the conservatory particularly was a real luxury. Thanks to Susan and Steve for being helpful with the booking process. We all very much enjoyed our stay! … see more
                                                                                  Lovely 4 bedroomed family cottage sleeping 8 people - Available for half term!
                                                                                  A good place to stay

                                                                                  Location and parking are excellent. The standard of the accommodation is high, and everything was spotlessly clean when we arrived. The kitchen is especially well-equipped, with enormous fridge. We only had one quibble and that concerned the WiFi. Effectively there was no usable WiFi during the 5 days that we were in the property. This may not be an issue at other times but it certainly was for us. The children eventually found that they could get WiFi if they sat in the front upstairs bedroom with their devices propped up against the window but elsewhere there was none usable. This sounds a bit pathetic but we had hoped to catch up with programmes that we had missed and so forth. We would respectfully suggest that the owners ensure that there is usable WiFi throughout the season.see more
                                                                                  New Forest Coach House
                                                                                  Stay at Easter

                                                                                  The coach house has all the facilities that you would need for a wonderful stay. My husband and two dogs had an amazing time and the weather did not dampen the stay at all. We will definitely be back hopefully in the summer months do that we can make use of the fantastic garden which comes with the property. We went on some lovely walks near and the beach is brilliant for the dogs. If there was one criticism it would be there was no where to hang wet clothes but we did manage and it didn’t spoil out stay at all.see more
                                                                                  Fantastic Caravan at Hoburne Park, Christchurch
                                                                                  Caravan lovely, lots of amenities in the park, local area lovely

                                                                                  Just returned from a four day break, caravan was lovely. A few gripes, we didn't realise you had to purchase entertainment tickets for the pool seperately. I would suggest you take fans the heat in the caravan was unbearable. I was also surprised we were asked to clear up? This should be included in the price.see more

                                                                                  Also consider