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

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Isle of Wight

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1,802 Holiday homes

(6) Excellent 

Certificate of Excellence

11

Holiday home in Seaview

Isle of Wight / Seaview

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £140 / night

£1,000 - £1,800 / week

Book View

from £140 / night

(24) Excellent 

29

Seaview holiday home rental

Isle of Wight / Seaview

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £150 / night

£1,045 - £1,495 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £150 / night

(18) Very Good 

29

Barn rental in Bonchurch

Ventnor / Bonchurch

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £200 / night

£690 - £1,190 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £200 / night

(24) Excellent 

32

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 £130 / night

£660 - £1,420 / week

Book View

from £130 / night

(9) 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 £50 / night

£250 - £795 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £50 / night

(22) Excellent 

33

Holiday home with golf nearby in Seaview

Isle of Wight / Seaview

3 7 5 nights min

  • 3 bedrooms
  • sleeps 7
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £105 / night

£695 - £1,200 / week

Book View

from £105 / night

(22) Excellent 

Certificate of Excellence

25

Holiday apartment rental

Isle of Wight / Shanklin

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £80 / night

£625 - £850 / week

Book View

from £80 / night

(42) Excellent 

40

Holiday cottage rental

Ventnor / St Lawrence, Ventnor

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“A super stay in a fantastic cottage” I could not fault this cottage and it's gardens. The cottage has a classic cottage look with a big mature garden and great sea views. Inside, the cottage is homely, has all the mod cons, very clean and roomy. There is a small post office shop just down the road and Ventnor is only a couple of miles away. The service was friendly and efficient. I would definately recommend staying here.

from £150 / night

£525 - £1,295 / week

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from £150 / night

(2) Excellent 

19

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £84 / night

£735 - £1,260 / week

Book View

Responds fast!
avg. 3 hours 40 minutes

from £84 / night

(14) Excellent 

Certificate of Excellence

16

St Helens holiday caravan/mobile home rental

Isle of Wight / St Helens

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £45 / night

£315 / week

Book View

from £45 / night

(22) Excellent 

20

Holiday cottage in Bonchurch

Ventnor / Bonchurch

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Excellent facilities, in a unique setting” The facilities were excellent and the accommodation very close to the sea. There were two very good restaurants close by which had been recommended by the owner.

from £110 / night

£690 - £790 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £110 / night

(11) Very Good 

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

from £45 / night

£280 - £415 / week

Book View

Responds fast!
avg. 56 minutes

from £45 / night

(22) 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 £115 / night

£799 / week

Book View

from £115 / night

(29) 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 - £900 / week

Enquire View

from £150 / night

(14) Excellent 

13

Cottage rental in Bonchurch

Ventnor / Bonchurch

2 4 min stay varies

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

from £130 / night

£950 - £980 / week

Book View

Responds fast!
avg. 27 minutes

from £130 / night

48

Holiday home in Ventnor

Isle of Wight / Ventnor

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary

from £175 / night

£1,089 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £175 / 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 - £900 / week

Enquire View

from £72 / night

(7) Excellent 

13

Shanklin holiday home rental

Shanklin / Luccombe Village

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £285 / night

£1,995 / week

Book View

from £285 / night

(8) Very Good 

27

Holiday cottage rental

Freshwater / Freshwater Bay

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children

from £72 / night

£360 - £560 / week

Book View

from £72 / night

(8) Excellent 

29

Home letting in Bembridge

Bembridge / Bembridge Village

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly

from £266 / night

£1,300 - £2,150 / week

Book View

Responds fast!
avg. 56 minutes

from £266 / night

(1) Excellent 

11

Holiday home rental

Isle of Wight / Newport

3 6 7 nights min

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

from £10 / night

£950 / week

Book View

from £10 / night

22

Holiday chalet rental

Isle of Wight / Seaview

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £54 / night

£307 - £648 / week

Book View

from £54 / night

17

Holiday home in Newport

Isle of Wight / Newport

4 7 7 nights min

  • 4 bedrooms
  • sleeps 7
  • 7 nights min
  • Nearest beach 8 km
  • Child friendly
  • Private garden

from £10 / night

£1,250 / week

Book View

from £10 / night

(11) Excellent 

30

Ventnor holiday home rental

Isle of Wight / Ventnor

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Fantastic holiday home” We had a brilliant time at Plum Cottage, the house was just like the pictures, very tastefully decorated and spotless clean. Location was great being in the centre of Ventnor and the owner couldn't have been more helpful. Hope to return!

from £120 / night

£700 - £1,095 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £120 / night

(20) Excellent 

20

Studio rental in Ventnor with golf nearby

Isle of Wight / Ventnor

Studio 2 2 nights min

  • Studio
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
“Seafood for the soul” This is a wonderful apartment, suitable for one person or a couple. It has unrivalled views of the sea and is beautifully appointed - everything to ensure guests' comfort and enjoyment has been provided by the thoughtful owners. Relax in the comfortable lounge, sleep soundly in the very relaxing bedroom or cook up a storm in the well-equipped kitchen - there's nothing here to disappoint. The sea views are amazing - spend your time sitting on the lovely little balcony admiring the passing parade and the changing weather. You'll wish you could stay at Royal Marine House studio forever.

from £80 / night

£420 - £710 / week

Enquire View

from £80 / night

(41) Excellent 

10

Holiday bungalow in Gurnard

Isle of Wight / Gurnard

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Seawinds is a great base to see the Island and to come home to such comfort is a bonus!” Carl and Michelle made us feel very welcome as soon as we arrived at Seawinds, which was dead on 2pm (the time we were allowed in the property), everything was clean, and very much like a home from home with lovely little touches. The view from the front of the property is great as you get to watch all the local folks taking their boats out, and in the evenings the sunsets are gorgeous! Everyone in our experience was really friendly on the Island and we would definitely recommend the IOW to friends and most definitely Seawinds as a place to stay.

from £120 / night

£840 / week

Book View

from £120 / night

(16) Excellent 

Certificate of Excellence

18

Holiday home in Niton, Isle of Wight

Ventnor / Niton, Isle of Wight

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

Certificate of Excellence

from £115 / night

£800 - £1,600 / week

Book View

Responds fast!
avg. 3 hours 23 minutes

from £115 / night

(6) Very Good 

21

Holiday chalet rental

Isle of Wight / Seaview

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £54 / night

£307 - £648 / week

Book View

from £54 / night

(14) Excellent 

19

Cowes holiday bungalow rental

Cowes / West Cowes

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £110 / night

£495 - £1,640 / week

Enquire View

from £110 / night

(10) Excellent 

Certificate of Excellence

11

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

Certificate of Excellence

from £110 / night

£595 - £1,245 / week

Book View

from £110 / night

(20) Excellent 

Certificate of Excellence

12

Holiday apartment with golf nearby in Ryde

Ryde / Appley

2 3 min stay varies

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

Certificate of Excellence

from £62 / night

£434 / week

Book View

from £62 / night

(13) Very Good 

26

Holiday cottage in Seaview

Isle of Wight / Seaview

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £157 / night

£1,095 / week

Book View

from £157 / night

(36) Excellent 

Certificate of Excellence

8

Cottage rental in Newport

Isle of Wight / Newport

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Amazing stay !” Second time we've been back to this lovely cottage and it certainly won't be our last! Delightful stay , clean and cosy and Lynn made it so easy with the Ferry!

Certificate of Excellence

from £105 / night

£720 - £1,120 / week

Book View

Responds fast!
avg. 1 hour 0 minutes

from £105 / night

(9) Excellent 

14

Holiday apartment in Cowes

Cowes / West Cowes

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £110 / night

£500 - £900 / week

Book View

from £110 / night

(21) Excellent 

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.

from £50 / night

£245 - £399 / week

Book View

from £50 / night

(2) Excellent 

23

Bungalow rental in Newport

Isle of Wight / Newport

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Child friendly
  • Private garden

from £300 / night

£2,100 / week

Book View

from £300 / night

(13) Excellent 

Certificate of Excellence

20

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

2 4 7 nights min

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

Certificate of Excellence

from £43 / night

£300 - £525 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £43 / night

(12) Excellent 

21

Holiday apartment in Cowes

Isle of Wight / Cowes

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Car not necessary
“Lovely apartment with fantastic views” A perfect base with all amenities in walking distance. The location is great with amazing views from the lounge and balcony. Would definitely recommend

from £100 / night

£395 - £885 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £100 / night

(10) Excellent 

7

Cowes holiday apartment rental

Isle of Wight / Cowes

2 4 min stay varies

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

from £125 / night

£500 - £750 / week

Book View

from £125 / night

(5) Excellent 

14

Villa rental in Ventnor

Isle of Wight / Ventnor

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £95 / night

£407 - £842 / week

Book View

from £95 / 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

Portholes
Great chalet in a great location

The chalet is located on the sea front with a short walk along the esplanade to a sandy beach, shops and restaurants. The views across the bay are beautiful. The accommodation as recently been refurbished and is very modern and clean. It is equipped with everything you need during your stay. We would definately return again.see more
Rosemary, Buttercup Barn Retreats located in Wootton Bridge, Isle Of Wight
Small but perfectly formed....

Rosemary is located in a large meadow with 3 other shepherd huts, well separated in their own large fenced gardens. The owner met us on arrival and was very helpful with information about the rental. It is extremely well equipped and was spotlessly clean. The weather was a bonus, especially in the evenings, sitting out with a chilled bottle! We will definitely be returning.see more
Sudbury
Brilliant stay, great facilities and location.

Our weeks stay in this lovely bungalow with a great garden for the children, toys, books and other activities began with the great person and her daughter who looks after the property greeting us with the keys and giving us a good idea of places to visit and amenities. The bungalow has everything you need, including towels - a great help. There was a constant supply of hot water which is needed when the children have been having an active day. The bungalow was ideal for the beach, shops and cafes. The local library was ideal for more information about the island. The bus service we used daily is fantastic, I would recommend getting a weeks pass which we hopped on and off, although the initial outlay seems a lot, worked out for all seven of us and the amount of travel we did seeing majority of the island was remarkably low. We recommend visiting the local zoo at Sandown where the staff really care about conservation and the animals and do the most amazing job and you can return for your 2nd visit for only £1 each. Steephill Cove is a great place to visit and very scenic, you can go out kayaking which the adults and children enjoyed. A truly remarkable and beautiful area to see and stay. I would recommend this bungalow to family and friends. A bonus for us all is the close proximity of the beach and bus stops.see more
Marmalade Cottage with Sea, Countryside & Garden Views
Amazing

I thought my stay at the cottage with my amazing family. I would like to visit there in the future as it was a relaxing holiday and the owners were very kind and welcoming,will visit again. … see more
Lovely self catering cottage-rural retreat for up to 4 guests and a baby/toddler
Brilliant family holiday

We had a fantastic family holiday staying at Dean Croft. The hosts were very helpful and welcoming with great knowledge about places to visit. They were both very approachable and happy to help wherever possible. Dean Croft Holiday Cottage is a lovely place to stay. The cottage is a very homely and comfortable stay. When we got there the place was spotless, with lovely welcome gifts (flowers, biscuits, wine, disposable BBQs, loads of information leaflets). Everything has been thought of to make your stay as comfortable as possible. It was a great base to travel around the island, visit the attractions for the children, and to reach the beaches. Dean Croft was also perfect for those lazy, chilled out evenings playing games. We even managed to have a BBQ due to the brilliant weather. As a family, we would all recommend a stay at Dean Croft and the children have already asked to go back! Thank you both so much for your hospitality.see more
Ferndale
fantastic family holiday

Stayed at Ferndale with our extended family for a week in July 2018. A fabulous time was had by all. The house was just as advertised and was well presented and clean. Our grandchildren adored the large garden, especially the wild part at the bottom and spent a lot of time exploring. The Isle of Wight has everything a family could hope for and we plan to return to Ferndale in the future.see more