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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1,527 Holiday homes

(5) Excellent 

19

Holiday home in Cowes

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden

from £175 / night

£1,225 / week

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Responds fast!
avg. 2 hours 12 minutes

from £175 / night

(34) Excellent 

45

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
“Beautiful Breakers Sound!” We had a lovely, family holiday at this beautiful cottage. We enjoyed the amazing, gorgeous garden in the sunshine and the cosiness of the cottage when the weather wasn't so good.i It's been a long time since I last visited
…see more

from £150 / night

£525 - £1,295 / week

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from £150 / night

(5) Excellent 

Certificate of Excellence

15

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

Certificate of Excellence

from £75 / night

£350 - £850 / week

Book View

Responds fast!
avg. 2 hours 18 minutes

from £75 / night

(19) Excellent 

Certificate of Excellence

30

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Great holiday cottage” The Dairy was very well presented, extremely clean and very comfortable for our family with two young children. It is very well equipped with everything you need for a self catering holiday. We especially loved the hot tub, e
…see more

Certificate of Excellence

from £115 / night

£400 - £850 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £115 / night

(16) Excellent 

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
“Stunning” Best place we have ever stayed in. Waking upto the stunning views. Strawberries itself was perfect we couldnt fault it. The little bay was perfect for the children togo to in the mornings before we headed out for the day. Lucy's mum
…see more

from £120 / night

£650 - £1,190 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £120 / night

(27) 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
“Perfect pet friendly holiday home” Despite the weather we had a wonderful 2 week stay at The Perch. The house is on 3 floors and well equipped, fabulous seaview from the master bedroom. Small enclosed garden with lovely sea views, perfect for our litt
…see more

from £150 / night

£500 - £900 / week

Enquire View

from £150 / night

(17) Very Good 

Certificate of Excellence

17

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“New year break” A fabulous apartment even while been battered by the winds the views are fantastic it has everything you could want other than sunshine
…see more

Certificate of Excellence

from £145 / night

£750 - £964 / week

Book View

Responds fast!
avg. 3 hours 19 minutes

from £145 / night

(7) Excellent 

Certificate of Excellence

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

Certificate of Excellence

from £50 / night

£270 - £560 / week

Book View

Responds fast!
avg. 2 hours 16 minutes

from £50 / night

(19) 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 in a wonderful location” I cannot recommend this beautiful cottage enough. Booking was so simple with Peter always just an email away if I had any questions. The cottage had so much room and such a beautiful garden to enjoy the sunshine
…see more

from £72 / night

£500 - £900 / week

Enquire View

from £72 / 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 £125 / night

£980 / week

Book View

Responds fast!
avg. 28 minutes

from £125 / night

(23) Excellent 

21

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Best in IOW !!!” It was one of the best stay ever.. the apartment is so clean, colourful, spacious, lovely home décor and fully equipped kitchen.. there was nothing to be missed or regretted ! Perfect for family ! It has best views also you could hear
…see more

from £85 / night

£440 - £830 / week

Enquire View

from £85 / night

(14) Excellent 

Certificate of Excellence

15

Holiday log cabin with golf nearby in Whippingham

Isle of Wight / Whippingham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

Certificate of Excellence

from £70 / night

£350 - £550 / week

Book View

Responds fast!
avg. 12 minutes

from £70 / night

(19) Excellent 

Certificate of Excellence

22

Holiday lodge in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden
“Definitely a hidden treasure” What a lovely little hidden treasure, Lisa and Rob (owners) have done a great job in making Newchurch Nook a home away from home but still have that relaxing holiday feeling. Tucked away in a sleepy village but never far
…see more

Certificate of Excellence

from £47 / night

£420 / week

Book View

Responds fast!
avg. 38 minutes

from £47 / night

(22) Excellent 

23

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
“coastal seclusion” I stayed at Lebrel Lodge with friends for a winter weekend - I think there were about seven of us, mostly couples. It was extremely well appointed and immaculately clean. The weekend was a typical English winter one and so we someti
…see more

from £150 / night

£1,045 - £1,495 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £150 / night

(16) Excellent 

Certificate of Excellence

21

Holiday cottage in Brighstone

Isle of Wight / Brighstone

2 4 Min stay varies

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

Certificate of Excellence

from £99 / night

£345 - £765 / week

Book View

Responds fast!
avg. 1 hour 12 minutes

from £99 / night

(6) 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 £180 / night

£773 - £2,040 / week

Book View

Responds fast!
avg. 42 minutes

from £180 / night

(37) Excellent 

Certificate of Excellence

22

Holiday barn with golf nearby in Freshwater

Freshwater / Freshwater Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Fantastic visit to the Isle of Wight” We had a lovely stay in Stable Cottage. Very comfortable, clean and well equipped cottage. Excellent for young children... lovely books selection provided which we enjoyed working our way through. Despite the wind
…see more

Certificate of Excellence

from £55 / night

£400 - £1,100 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £55 / night

(1) Excellent 

11

Home rental in Cowes with golf nearby

Cowes / West Cowes

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 0.5 km
  • Suitable for children age 5+
  • Car not necessary

from £595 / night

£4,165 / week

Book View

from £595 / night

(4) Excellent 

12

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £113 / night

£785 - £1,095 / week

Book View

from £113 / night

(1) Excellent 

19

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
  • Private garden

from £47 / night

£325 - £725 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £47 / night

(3) Excellent 

44

Holiday chalet in Sandown

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £54 / night

£249 - £519 / week

Book View

from £54 / night

(14) Excellent 

10

Cottage rental in Whippingham

Isle of Wight / Whippingham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 10 km
  • Child friendly
  • Private garden

from £49 / night

£340 - £635 / week

Enquire View

from £49 / night

(4) Excellent 

Certificate of Excellence

14

Holiday apartment in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

Certificate of Excellence

from £110 / night

£475 - £2,000 / week

Book View

from £110 / night

(4) Very Good 

12

Holiday apartment in Bembridge

Bembridge / Bembridge Harbour

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£250 - £535 / week

Book View

from £100 / night

(37) Excellent 

Certificate of Excellence

31

Holiday home in Yarmouth

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Ideal location to visit the Illlsle of Wight” This house provides very comfortable accommodation for a party of 10. It is ideal for visiting attractions on the island. It is situated in the quiet village of Newbridge and is adjacent to a campsite whic
…see more

Certificate of Excellence

from £200 / night

£850 - £1,900 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £200 / night

(16) Very Good 

10

Holiday home in Gurnard

Isle of Wight / Gurnard

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Another wonderful stay” This is the second time we've stayed at this charming beach house. we came with two teenagers and the nearness to the beach is perfect. We all enjoy the bracing walk into Cowes with its good selection of interesting shops, cafe
…see more

from £60 / night

£1,575 / week

Book View

from £60 / night

(25) Very Good 

Certificate of Excellence

21

Chalet rental in Yaverland with golf nearby

Sandown / Yaverland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Lovely chalet” We stayed at Phil's chalet for 1 night and it was perfect. We would consider for a longer stay. The chalet had everything you need (except linen but we knew that well in advance). Very good value for money. Communication with Phil was v
…see more

Certificate of Excellence

from £10 / night

£200 - £670 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £10 / night

19

Cowes holiday home rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

from £100 / night

£475 - £1,700 / week

Book View

from £100 / night

11

Holiday apartment in Ryde

Isle of Wight / Ryde

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets

from £69 / night

£195 - £495 / week

Book View

from £69 / night

(23) Excellent 

Certificate of Excellence

32

Holiday cottage in Wootton Bridge

Isle of Wight / Wootton Bridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Lovely property” Had a great week at kipper cottage, cant wait to get back next year. Boat house was a real treat. House was clean and tidy. Lovely quite spot
…see more

Certificate of Excellence

from £110 / night

£650 - £1,395 / week

Book View

Responds fast!
avg. 3 hours 58 minutes

from £110 / night

(2) Excellent 

20

Holiday apartment in Shanklin

Shanklin / Old Village

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Private garden

from £395 / night

£395 / week

Book View

from £395 / night

(6) Excellent 

Certificate of Excellence

27

Holiday home in Shorwell

Isle of Wight / Shorwell

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Church view” This was my second visit to this outstanding property in Shorwell. Both visits were with friends to walk, relax and explore more of the island. This year the highlight was a walk along the cliffs to the Needles. After a full day of fresh
…see more

Certificate of Excellence

from £100 / night

£600 - £1,400 / week

Book View

Responds fast!
avg. 3 hours 25 minutes

from £100 / night

(9) Excellent 

23

Yarmouth holiday home rental

Yarmouth / Fort Victoria

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Very nice house and helpful owners” Would highly recommend. Very nice house in Yarmouth. Owners v helpful with recomendations of where to eat/shop etc. Very child friendly and good value. Clean and well maintained and appointed. New boiler fitted jus
…see more

from £150 / night

£800 - £1,949 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from £150 / night

(9) 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
…see more

from £120 / night

£695 - £1,095 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £120 / night

(5) Excellent 

17

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary

from £95 / night

£445 - £1,245 / week

Book View

Responds fast!
avg. 49 minutes

from £95 / night

(24) Excellent 

Certificate of Excellence

20

Holiday bungalow in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Home to a great holiday on IOW” The bungalow was actually nearer to everything on the island than we thought. A very good centre for a holiday that includes cliff walking, sight seeing as well as shopping. The bungalow itself is very spacious and wel
…see more

Certificate of Excellence

from £95 / night

£495 - £995 / week

Book View

Responds fast!
avg. 2 hours 18 minutes

from £95 / night

16

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £69 / night

£275 - £450 / week

Enquire View

from £69 / night

(23) Excellent 

24

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Exceeded our expectations” Very well equipped house well situated near the centre of West Cowes. Garden well laid out for barbecue dinners.
…see more

from £125 / night

£550 - £2,700 / week

Book View

Responds fast!
avg. 2 hours 8 minutes

from £125 / night

(7) Very Good 

17

Caravan/mobile home rental in Rookley with shared pool

Isle of Wight / Rookley

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“Lovely caravan on quiet park” Great 3 bed caravan in a quiet location. Caravan clean and homely and had everything we needed. The Park has a restaurant, indoor and outdoor pools and evening entertainment. Supermarket 2 min drive away. Rookley Park is
…see more

from £75 / night

£473 - £650 / week

Book View

Responds fast!
avg. 3 hours 13 minutes

from £75 / night

19

Holiday cottage in Brading

Isle of Wight / Brading

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £163 / night

£525 - £1,050 / week

Enquire View

from £163 / 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

chalet 191 sandown bay holiday centre
Chalet 191

What an absolute pleasure to stay here.hosts were fabulous.chalet clean and fresh.lovely walks and beach 5 mins away. … see more
Private Static Caravan Whitecliff Bay Holiday Park
Excellent

Lovely caravan, on a great site, close to all amenities and a nice beach is accessible from the site. … see more
28 Sandown Bay Holiday Centre
Great Stay

All I have to say is wow. The chalet is amazingly spacious,furnished to a high standard. The owners could not be more helpful, they thought of everything that you might need. The area is picture postcard,I had a cat with me, he was well accepted. If your looking for a relaxing place to chill. While still having access to the whole of the island and it's many sites, I recommend a stay here, the people are friendly. Food is great, beer is cheap, and you will have a great time, I know I did.see more
Boniface Lodge, spacious, Edwardian villa.
spacious elegant accomodation

Beautifully appointed house. Good location near to the cliff walk with the Hideout Cafe where we had a good Sunday lunch before catching the ferry home. A great weekend with lots of space and well equipped kitchen. We were warm and cosy and all slept well. … see more
Wayside Freshwater
"Perfect home from home."

I have just returned from a short break at this lovely bungalow. It was like home from home, so well equipped, clean and comfortably furnished. It is in an ideal position within walking distance to shops and local pub. The beach is nearby but, unfortunately the weather wasn't ideal for taking a walk along the seafront. It was very easy to get around the island from here and took just a few minutes to get to once off the ferry at Yarmouth. I cannot think of anything negative to say about our stay. I will definitely being coming back when the weather is hopefully warmer and I would be able to sit out in the lovely enclosed garden and walk along the nearby seafront.see more
Fellows House
Very beautifully managed house

The house was very beautifully done and managed. The owner provided most of the basic stuff for breakfast and a welcome champagne for all of us which was a very nice gesture. The owner and the property manager were very responsive to the queries. … see more