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

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1,662 Holiday homes

(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

£450 - £995 / week

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from £150 / night

(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
“Perfect place to relax.” Well set out on one floor, with plenty of room to chill out. We had two small dogs with us that were able to explore the garden without any worry. Although the weather wasn't very kind to us our weeks stay was most enjoyable.

from £140 / night

£660 - £1,420 / week

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from £140 / night

(28) 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

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from £105 / night

(3) Excellent 

39

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 £110 / night

£700 - £2,000 / week

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Responds fast!
avg. 7 minutes

from £110 / 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 £45 / night

£280 - £415 / week

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Responds fast!
avg. 1 hour 20 minutes

from £45 / 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 £65 / night

£340 - £699 / week

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from £65 / night

(14) Very Good 

Certificate of Excellence

8

Holiday caravan/mobile home in St Helens

Isle of Wight / St Helens

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £59 / night

£413 / week

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Responds fast!
avg. 35 minutes

from £59 / night

(54) Excellent 

Certificate of Excellence

15

St Lawrence, Ventnor holiday apartment let

Ventnor / St Lawrence, Ventnor

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Fantastic accommodation - great location.” Stayed in Flat 1 for a week with partner and 11 year old. Plenty of space. Nice and clean. The view from living room and main bedroom was fantastic. We spent many hours just looking at the boats sailing past! Garden is nice and pleasant to sit in or play games, or enjoy a drink after a day out exploring the Island. Great value for money compared to other accommodation we looked at. Would definitely stay here again should we visit IOW.

Certificate of Excellence

from £60 / night

£225 - £403 / week

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from £60 / 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 / week

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from £72 / 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 £86 / night

£380 - £600 / week

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Responds fast!
avg. 3 hours 45 minutes

from £86 / night

19

Merstone holiday cottage rental

Isle of Wight / Merstone

1 2 7 nights min

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

from £47 / night

£325 - £723 / week

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from £47 / night

(38) 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 - £900 / week

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Responds fast!
avg. 58 minutes

from £70 / night

8

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 £76 / night

£480 - £500 / week

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Responds fast!
avg. 1 hour 1 minutes

from £76 / 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 £115 / night

£799 / week

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from £115 / night

9

Nettlestone holiday cottage rental

Isle of Wight / Nettlestone

2 4 7 nights min

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

from £44 / night

£303 - £529 / week

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from £44 / 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 £456 / night

£400 - £650 / week

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from £456 / night

(16) 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 £195 / night

£725 - £1,275 / week

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Responds fast!
avg. 1 hour 19 minutes

from £195 / night

(8) Excellent 

24

St Helens holiday caravan/mobile home rental

Isle of Wight / St Helens

3 7 2 nights min

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

from £59 / night

£413 / week

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Responds fast!
avg. 35 minutes

from £59 / night

(10) 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

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Responds fast!
avg. 3 hours 4 minutes

from £50 / night

(17) Very Good 

20

Holiday home with golf nearby in Cowes

Isle of Wight / Cowes

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Wonderful IOW” Had a fantastic trip to Cowes staying in a lovely house called the boathouse? The house is close to all the amenities that Cowes has to offer. The house is spacious and well decorated with a very homely feel and is spotless clean. We had a fantastic time eating and drinking with some shopping thrown in and sitting watching the beautiful boats coming and going from the harbour. I would highly recommend both this property and Cowes for a wonderful holiday.

from £125 / night

£875 / week

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from £125 / night

12

Cottage rental in Whitwell

Ventnor / Whitwell

3 7 7 nights min

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

from £59 / night

£413 - £1,418 / week

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from £59 / 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 £125 / night

£777 - £1,371 / week

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Responds fast!
avg. 52 minutes

from £125 / night

8

Cottage rental in Calbourne

Isle of Wight / Calbourne

2 4 7 nights min

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

from £53 / night

£369 - £1,065 / week

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from £53 / 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 £56 / night

£392 - £1,264 / week

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from £56 / night

(22) 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 £65 / night

£265 - £480 / week

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Responds fast!
avg. 2 hours 52 minutes

from £65 / night

9

Holiday cottage in Carisbrooke

Isle of Wight / Carisbrooke

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly

from £51 / night

£355 - £1,076 / week

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from £51 / night

14

Holiday cottage in Shorwell

Isle of Wight / Shorwell

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly

from £65 / night

£451 - £931 / week

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from £65 / 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 £40 / night

£250 - £400 / week

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Responds fast!
avg. 13 minutes

from £40 / 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 £317 / night

£525 - £990 / week

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from £317 / night

(16) Excellent 

Certificate of Excellence

21

Holiday home in East Cowes

Isle of Wight / East Cowes

2 4 min stay varies

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

Certificate of Excellence

from £100 / night

£450 - £700 / week

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from £100 / 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 £115 / night

£528 - £875 / week

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Responds fast!
avg. 1 hour 42 minutes

from £115 / night

(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 £80 / night

£495 / week

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Responds fast!
avg. 2 hours 13 minutes

from £80 / night

(28) 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 £38 / night

£250 - £500 / week

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Responds fast!
avg. 23 minutes

from £38 / 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 £145 / night

£680 - £1,350 / week

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from £145 / night

15

Holiday apartment in Shanklin

Isle of Wight / Shanklin

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly

from £215 / night

£545 - £1,035 / week

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from £215 / 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 £61 / night

£422 - £772 / week

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from £61 / 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 £60 / night

£1,575 / week

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from £60 / night

(4) Excellent 

19

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 £145 / night

£1,015 / week

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from £145 / night

(16) Very Good 

17

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £50 / night

£230 - £480 / week

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from £50 / night

19

Holiday apartment rental

Isle of Wight / Cowes

2 4 7 nights min

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

from £73 / night

£506 - £1,011 / week

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from £73 / 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

Amazing sea views
Fantastic accommodation, location and views!

How nice to arrive at accommodation that has been so undersold on the website. This incredibly spacious, immaculately clean, welcoming and well equipped bungalow was an absolute pleasure to stay in. Bob and Kim have thought of everything and no expense has been spared. A short walk to the high street with lots of restaurants, pubs, shops and supermarkets is ideal. The views are wonderful and the garden is a great place to taken them all in. I would have absolutely no hesitation in recommending a stay!see more
‘Hurst View’ with sea views, Yarmouth, Isle of Wight.
Great relaxing holiday

Large and comfortable house! Excellent sea views from bedroom picture window. Great base to explore the island-we will be back.... … see more
Superb Luxury Caravan Whitecliff Bay
Best place to stay in Isle of Wight

The place is modern and spacious And much better than the picture. We enjoyed every bit of our stay. … see more
BOUTIQUE BEACH HOUSE WITH SEA VIEWS
A lovely place to relax

A very well presented and comfortable beach house. A lot of time and effort has gone into this holiday home and it shows. Situated in a very convenient and quite location it is within a short walk to the beach. … see more
Ferndale
Lovely Ferndale Again

Booked at very short notice, excellent communication from Ken. Wonderful house, perfect for our needs. We are booked in again at Christmas! … see more
5 The Priory
Great Apartment

Excellent apartment over looking the sea. Large gardens to explore. All you need for a a holiday on the Isle of Wight. … see more

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