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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1,526 Holiday homes

(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

(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. 2 hours 22 minutes

from £120 / night

(3) Excellent 

15

Cottage rental in Bembridge

Bembridge / Bembridge Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £90 / night

£450 - £850 / week

Book View

Responds fast!
avg. 47 minutes

from £90 / night

(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

Book View

Responds fast!
avg. 2 hours 12 minutes

from £175 / night

8

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

from £39 / night

£175 - £395 / week

Book View

from £39 / 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

(16) Excellent 

24

Cottage rental in Yarmouth

Isle of Wight / Yarmouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Spacious elegant cottage in beautiful surroundings” Little Mount was a great choice for our small family. It was spacious with a large lounge and master bedroom and well equipped. The large rambling gardens had an amazing sea view with access to the c
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from £110 / night

£750 - £995 / week

Book View

from £110 / night

(28) Excellent 

14

Apartment rental in Shanklin

Shanklin / Old Village

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Amazing view!!!” Wow! What an amazing apartment with stunning views! Beautifully decorated with everything you need for a break away. Caroline left us flowers, all the essentials plus Easter eggs and prosecco.....a lovely kind touch. Shanklin is very
…see more

from £85 / night

£400 - £800 / week

Book View

from £85 / 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

(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

(9) Excellent 

35

Holiday cottage in Bonchurch

Ventnor / Bonchurch

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Idyllic location” The location is just perfect, accommodation excellent and very well equipped very child safe and secure The beach is a stones throw away with excellent walks.
…see more

from £150 / night

£650 - £1,980 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £150 / night

(23) Excellent 

19

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Perfect” Just love this cottage - such a fantastic relaxing feel about the place. This is our second visit to the cottage and some very nice changes have been made. The bedroom veranda is perfect for catching the sun, chilling out and watching the w
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from £70 / night

£490 - £890 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

from £70 / 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

(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

(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

(15) Very Good 

15

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
“The perfect get away from it all” We booked a weeks stay at the end of August, we are a family of 4 with 2 toddlers. The bungalow is located in front of a huge field which leads down to the coast. There are steep steps down to a pebble. beach which is
…see more

from £33 / night

£233 - £570 / week

Book View

Responds fast!
avg. 2 hours 11 minutes

from £33 / night

(16) Excellent 

16

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Perfect base for relaxed family holiday!” We had a brilliant holiday at Brambles Chine and would certainly consider booking here again on our next Isle of Wight holiday. Whilst compact, the bungalow was clean and comfortable and well equipped. The pro
…see more

from £40 / night

£275 - £550 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £40 / 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 22 minutes

from £50 / night

(36) Excellent 

33

Holiday cottage in Whitwell

Ventnor / Whitwell

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely house!” Spent a lovely week with my family (8 of us) at Ferndale. There was everything you needed for a great break and everything was spotlessly clean and well cared for. I would recommend Ferndale highly.
…see more

from £150 / night

£525 - £1,350 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £150 / 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

24

Newchurch holiday cottage rental

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £250 / night

£1,400 - £1,975 / week

Book View

from £250 / night

(1) Very Good 

14

Bungalow rental in Seaview

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £170 / night

£460 - £980 / week

Enquire View

from £170 / 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

(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

14

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 0.1 km
  • Car not necessary

from £60 / night

£350 / week

Book View

Responds fast!
avg. 22 minutes

from £60 / 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

19

Holiday bungalow in Niton

Isle of Wight / Niton

3 6 7 nights min

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

from £122 / night

£850 - £900 / week

Enquire View

from £122 / 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

(27) Excellent 

Certificate of Excellence

7

Holiday lodge with golf nearby in Whippingham

Isle of Wight / Whippingham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary
“Ruth” We had to make a phone call to find it but Amber gave us clear directions. Beautiful location with plenty of space for humans and dogs, comfortable beds and great shower. Warm welcome from Amber with a welcome pack of milk, bread, butter, eggs,
…see more

Certificate of Excellence

from £100 / night

£1,025 / week

Book View

Responds fast!
avg. 2 hours 30 minutes

from £100 / night

(9) Excellent 

Certificate of Excellence

16

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

Certificate of Excellence

from £90 / night

£400 - £2,300 / week

Book View

from £90 / 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

13

Holiday apartment rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

from £156 / night

£425 - £845 / week

Enquire View

from £156 / night

(3) Very Good 

24

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.05 km
  • Suitable for children age 5+

from £36 / night

£207 - £453 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £36 / night

(8) Very Good 

Certificate of Excellence

17

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
“Clean, cosy and comfortable” Lovely little chalet in a lovely setting. Clean, cosy (with room enough!) and comfortable. Friendly, fine communication with helpful directions. We look forward to staying again. Many thanks, Mark and Cat
…see more

Certificate of Excellence

from £50 / night

£275 - £325 / week

Book View

Responds fast!
avg. 21 minutes

from £50 / night

(13) Excellent 

Certificate of Excellence

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
“Fantastic place” Would give it 110% so clean and tidy and peaceful. There's everything you need in the chalet. Beautiful walks and scenery Looking forward to returning there again.
…see more

Certificate of Excellence

from £50 / night

£275 - £325 / week

Book View

Responds fast!
avg. 21 minutes

from £50 / night

(19) Excellent 

20

Holiday cottage in Bonchurch

Ventnor / Bonchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Wonderfully tranquil and comfortable piece of beach front heaven.” Bonchurch is a delightful little coastal village of Victorian origin that has it's own charm with a quiet beach, two charming churches, ornamental pond and delightful Italian style pub
…see more

from £100 / night

£560 - £790 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £100 / 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

(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

Book View

from £150 / night

(2) Excellent 

17

Barn rental in Porchfield

Isle of Wight / Porchfield

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly

from £450 / night

£750 - £1,800 / week

Enquire View

from £450 / 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