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

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1,569 Holiday homes

Holiday cottage in Wootton

Wootton cottage

2 bedrooms / 2 bathrooms / sleeps 4

“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.

28

from €132 / night

€761 - €1,636 / week

Holiday cottage accommodation

Bembridge cottage

4 bedrooms / 2 bathrooms / sleeps 8

“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.

26

from €79 / night

€547 - €1,050 / week

Holiday home in Ventnor

Ventnor house

3 bedrooms / 3 bathrooms / sleeps 7

“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.

34

from €164 / night

€657 - €1,089 / week

Apartment rental in Shanklin

Shanklin apartment

2 bedrooms / 1 bathroom / sleeps 4

“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.

43

Responds fast! avg. 2 hours 56 minutes

from €108 / night

€476 - €752 / week

Sandown holiday apartment rental

Sandown apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Great holiday” Rosie's Place did not disappoint, exceptionally well equipped, and very clean and comfortable. We were reliant on public transport, found buses easy to use, frequent, and got around to many places. Hope to return.

45

Responds fast! avg. 35 minutes

from €93 / night

€438 - €985 / week

Holiday chalet in Niton

Niton chalet

1 bedroom / 1 bathroom / sleeps 2

13

Responds fast! avg. 34 minutes

from €57 / night

€351 - €539 / week

Ventnor holiday lodge rental

Ventnor lodge

2 bedrooms / 1 bathroom / sleeps 4

3

Responds fast! avg. 2 hours 38 minutes

from €87 / night

€524 - €877 / week

Holiday home in Gurnard

Gurnard house

2 bedrooms / 1 bathroom / sleeps 4

19

from €76 / night

€1,973 / week

St Lawrence, Ventnor holiday apartment let

St Lawrence, Ventnor apartment

2 bedrooms / 1 bathroom / sleeps 4

“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.

54

from €63 / night

€307 - €923 / week

Holiday apartment in Ventnor

Ventnor apartment

2 bedrooms / 2 bathrooms / sleeps 5

11

Responds fast! avg. 2 hours 52 minutes

from €101 / night

€564 - €996 / week

Apartment rental in Ryde

Ryde apartment

1 bedroom / 1 bathroom / sleeps 4

2

Responds fast! avg. 1 hour 43 minutes

from €94 / night

€595 - €771 / week

Apartment letting in Bembridge

Bembridge apartment

1 bedroom / 1 bathroom / sleeps 4

“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.

24

Responds fast! avg. 3 hours 20 minutes

from €82 / night

€332 - €625 / week

Holiday home with golf nearby in Seaview

Seaview house

3 bedrooms / 3 bathrooms / sleeps 7

30

Responds fast! avg. 2 hours 31 minutes

from €132 / night

€871 - €1,873 / week

Yarmouth holiday cottage rental

Yarmouth cottage

2 bedrooms / 1 bathroom / sleeps 4

“A classic british holiday break” Myself, my wife and our 6-year old Springer Spaniel had a wonderful break here. Lovely cosy cottage, great sea location, and a short walk into Yarmouth town. We recommend this property without reservation

57

Responds fast! avg. 3 hours 30 minutes

from €113 / night

€520 - €1,622 / week

Apartment rental in Totland

Totland apartment

3 bedrooms / 2 bathrooms / sleeps 6

20

Responds fast! avg. 1 hour 40 minutes

from €162 / night

€953 - €1,990 / week

Holiday cottage accommodation

St Lawrence cottage

2 bedrooms / 1 bathroom / sleeps 4

5

Responds fast! avg. 1 hour 12 minutes

from €106 / night

€737 / week

Holiday apartment accommodation

Ventnor Bay apartment

3 bedrooms / 2 bathrooms / sleeps 7

4

Responds fast! avg. 3 hours 2 minutes

from €126 / night

€689 - €1,253 / week

Holiday home in Seaview

Seaview house

4 bedrooms / 3 bathrooms / sleeps 7

9

Responds fast! avg. 1 hour 48 minutes

from €176 / night

€940 - €1,378 / week

Holiday chalet in Niton

Niton chalet

1 bedroom / 1 bathroom / sleeps 2

17

Responds fast! avg. 9 minutes

from €50 / night

€314 - €439 / week

Shorwell holiday cottage rental

Shorwell cottage

3 bedrooms / 2 bathrooms / sleeps 6

“Brilliant” We stayed for a week and it was like a home from home, everything you could need or want. We really enjoyed our visit to the Isle of Wight and Brookside Cottage provided a lovely haven to come back to after a day exploring.

22

Responds fast! avg. 56 minutes

from €126 / night

€495 - €1,372 / week

Holiday cottage in Brighstone

Brighstone cottage

2 bedrooms / 1 bathroom / sleeps 4

25

Responds fast! avg. 56 minutes

from €119 / night

€520 - €1,146 / week

Holiday home with golf nearby in Cowes

Cowes house

3 bedrooms / 2 bathrooms / sleeps 8

“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.

17

from €126 / night

€877 / week

Holiday chalet in Sandown

Sandown chalet

2 bedrooms / 1 bathroom / sleeps 6

“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

40

Responds fast! avg. 21 minutes

from €40 / night

€263 - €652 / week

Holiday bungalow in Freshwater

Freshwater bungalow

3 bedrooms / 1 bathroom / sleeps 6

17

from €94 / night

€451 - €1,140 / week

Holiday apartment in East Cowes

East Cowes apartment

2 bedrooms / 1 bathroom / sleeps 4

1

from €50 / night

€345 / week

Freshwater holiday bungalow rental

Freshwater bungalow

2 bedrooms / 1 bathroom / sleeps 5

20

Responds fast! avg. 1 hour 11 minutes

from €126 / night

€814 - €1,128 / week

Bonchurch holiday apartment rental

Bonchurch apartment

2 bedrooms / 1 bathroom / sleeps 4

4

from €107 / night

€689 - €865 / week

Holiday bungalow in Freshwater

Freshwater bungalow

3 bedrooms / 1 bathroom / sleeps 5

“Great location and beautiful vuews” We had a wonderful few days on the Isle of Wight staying in this perfect bungalow - extremely clean, well equipped and perfect location with 2 young boys to entertain. The views are beautiful and with great weather we were able to enjoy the sunsets. The beach is only a short walk down and is great for kids. We had an amazing meal at The Beach Hut and would thoroughly recommend the fish and chips at the Rainbow Fish Bar in freshwater. Margaret was extremely helpful with any queries we had and always responded quickly. Thank you for a perfect holiday!

9

Responds fast! avg. 2 hours 23 minutes

from €54 / night

€376 - €1,128 / week

Holiday chalet in Ventnor

Ventnor chalet

3 bedrooms / 2 bathrooms / sleeps 6

14

Responds fast! avg. 3 hours 28 minutes

from €141 / night

€743 - €1,289 / week

Cowes holiday home rental

Cowes house

2 bedrooms / 1 bathroom / sleeps 5

12

from €119 / night

€833 / week

Holiday home in Sandown

Sandown house

2 bedrooms / 2 bathrooms / sleeps 4

15

from €47 / night

€282 - €493 / week

Holiday tree house in Whippingham

Whippingham tree house

2 bedrooms / 1 bathroom / sleeps 6

35

Responds fast! avg. 3 hours 49 minutes

from €188 / night

€940 - €1,879 / week

Holiday chalet in Niton

Niton chalet

1 bedroom / 1 bathroom / sleeps 2

“Perfect” Perfect little place for a long weekend getaway with everything you need. Everything was nice and clean. Owner was nice to have a chat with as we arrived a bit early. Couldn't have asked for anything more. Great stay.

18

Responds fast! avg. 9 minutes

from €50 / night

€314 - €439 / week

Cowes holiday apartment rental

Cowes apartment

3 bedrooms / 2 bathrooms / sleeps 6

3

from €182 / night

€852 - €1,691 / week

Ventnor holiday villa rental

Ventnor villa

3 bedrooms / 1 bathroom / sleeps 7

3

Responds fast! avg. 2 hours 14 minutes

from €142 / night

€649 - €1,103 / week

Holiday bungalow in Yaverland

Yaverland bungalow

3 bedrooms / 1 bathroom / sleeps 6

5

from €178 / night

€1,247 / week

Holiday cottage in Brading

Brading cottage

4 bedrooms / 1 bathroom / sleeps 8

from €65 / night

€452 / week

Holiday apartment in Cowes

Cowes apartment

2 bedrooms / 2 bathrooms / sleeps 5

“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

18

from €126 / night

€495 - €2,187 / week

Holiday apartment in Wootton

Wootton apartment

3 bedrooms / 2 bathrooms / sleeps 6

17

Responds fast! avg. 2 hours 54 minutes

from €169 / night

€764 - €1,315 / week

Merstone holiday cottage rental

Merstone cottage

3 bedrooms / 2 bathrooms / sleeps 7

11

Responds fast! avg. 40 minutes

from €126 / night

€721 - €1,096 / week

Viewing 40 of 1,569
rentals in Isle of Wight

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Isle of Wight holidays

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

Bucks Farm (Surf Shack)
Bucks Farm - Surf Shack

Quiet location on farm a little distance from village. The "shack" is perfect! Compact, beautifully finished and equipped. A great spot for a night or a week. Fantastic walking and cycling options with the 'surf' 15 minutes by car. I'll be back … see more
No. 6, Hambrough House; Luxury three bed apartment with sea views
Even better than the photos!

Very comfortable, well appointed flat for my family of five adults. Wonderful views and easy access to shops and restaurants. … see more
Albury SC Villa
Wonderful relaxing holiday in this lovely home. 5*

Right from the moment of contact with Elaine I knew we would have a lovely few days away. We we not disappointed at all, actually it was better than I thought. Beautiful welcome basket which could not have been cheap to make up. The rooms and all we clean and welcoming. Close to town and beach. Communication was brilliant, look forward to visiting again soon!see more
Sea view
Fantastic Weekend Away

Fun and relaxing weekend away, would definitely come back again! Beautiful sea views, awesome outside decking/garden to chill in, and only a short walk to the beach! All in all it has been a great stay! … see more
32 Marinus
fantastic apartment

A beautifully appointed and equipped apartment with fantastic views. it was a great centre for touring the island. Communication with the owner was very easy. Would certainly recommend. … see more
The boat House (Hot tub hire)
Sandown 2020

Not been to the IOW or Sandown for many years and was somewhat shocked to see the very poor state of the town and its buildings. Perhaps the new hotel on the front will bring more visitors. Overall we enjoyed our stay our week in the boathouse. The property was as described but in need of some minor improvements, especially the safety, none of the electrical appliances had been tested and approved. No fire blanket in the kitchen and no 'In the event of a fire notice' Extractor fan hood in need of a deep clean. Unable to use the ground floor shower (broken door) which the owners were aware. Very poor communications with the owers pre-arrival and during our stay.see more

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