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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1,528 Holiday homes

(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

(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

(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

(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

(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 50 minutes

from £120 / 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

(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

(22) Excellent 

36

Holiday cottage rental

Ventnor / Bonchurch

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Beautiful little cottage” Fantastic little cottage and very well equipped with fantastic views. Brilliant for big family like us with six kids ranging from 1yr -16yr and only a stones throw from the beach. The garden was a real plus and toddler safe w
…see more

from £140 / night

£790 - £1,980 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £140 / 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 57 minutes

from £110 / 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

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Responds fast!
avg. 1 hour 50 minutes

from £100 / night

(7) Excellent 

14

Merstone holiday cottage rental

Isle of Wight / Merstone

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
“Great Christmas” We had a lovely Christmas at the Alma Cottage, in the outskirts of Newport, the Isle of Wight.The cottage is larger than on photos and was beautifully decorated by the charming hosts.There are a few walking paths around, and though th
…see more

from £120 / night

£750 / week

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Responds fast!
avg. 2 hours 49 minutes

from £120 / 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

(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
…see more

from £70 / night

£490 - £890 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

from £70 / night

(22) Very Good 

Certificate of Excellence

25

Apartment rental in Totland

Totland Bay / Totland Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Excellent holiday location and property” Service from owner responsive and prompt, property clean and facilities good. The property was large and spacious giving uncluttered accommodation and individual space. The location close to sea with excellent
…see more

Certificate of Excellence

from £225 / night

£675 - £1,725 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £225 / night

(33) 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

(3) Very Good 

15

Apartment rental in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

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

from £165 / night

£700 - £3,100 / week

Book View

from £165 / 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

(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

(21) 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 

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 50 minutes

from £120 / 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

16

Holiday caravan/mobile home in Rookley

Isle of Wight / Rookley

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

from £30 / night

£210 - £600 / week

Book View

from £30 / 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

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Responds fast!
avg. 2 hours 36 minutes

from £40 / night

(11) Excellent 

19

Cowes holiday bungalow rental

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Home from home” Great place and location, had a wonderful time would use again had everything we wanted and more. Dog friendly as well so everyone was happy. Thank you very much Raj
…see more

from £110 / night

£525 - £1,471 / week

Enquire View

from £110 / night

(6) Very Good 

11

Cowes holiday caravan/mobile home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
“Very good” Very good for a young family of 6 would use again for sure.Site was also nice all you need on site ..
…see more

from £78 / night

£400 - £695 / week

Book View

from £78 / night

(11) 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
“Great Location and Facilities” This modern and luxurious fully equipped apartment was ideal for our stay with our 87 year old Mother, 5 mins walk from centre of Cowes, with a balcony overlooking the Harbour and a designated on site parking space. Ca
…see more

from £100 / night

£390 - £1,995 / week

Book View

Responds fast!
avg. 1 hour 48 minutes

from £100 / 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 34 minutes

from £100 / 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

(7) Excellent 

Certificate of Excellence

12

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
“Excellent stay!!” Thank you so much Jennie and Ron for accomodating us and for the little touches - especially the biscuits and tea which were very much appreciated in such unexpected chilly weather! Everything we needed was there and the chalet is in
…see more

Certificate of Excellence

from £25 / night

£110 - £480 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £25 / night

(7) Excellent 

12

Sandown holiday apartment rental

Isle of Wight / Sandown

3 6 Min stay varies

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

from £70 / night

£450 - £1,300 / week

Book View

from £70 / night

(18) Excellent 

Certificate of Excellence

22

Shorwell holiday cottage rental

Isle of Wight / Shorwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Lovely cottage” The cottage is lovely with everything we needed for our stay. Having the pub across the road was a joy too. The kids loved the board games and I think the Isle of Wight Monopoly game will be on their Christmas lists. My husband al
…see more

Certificate of Excellence

from £99 / night

£365 - £1,035 / week

Book View

Responds fast!
avg. 1 hour 12 minutes

from £99 / 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

(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

29

Holiday home in Newport

Isle of Wight / Newport

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Child friendly
  • Private garden

from £250 / night

£1,750 / week

Book View

from £250 / night

(17) Excellent 

21

Holiday chalet rental

Isle of Wight / Sandown

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £50 / night

£250 - £525 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £50 / 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

(8) 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
“FABULOUS LOCATION” This was our second visit to Eliabeth House and we would hapily return there because the location is perfect, being close to both the sea and town centre. The views of the sea are brilliant. I spent most of my time there watching
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from £50 / night

£250 - £795 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £50 / night

(9) Excellent 

33

Bungalow rental in Ryde with golf nearby

Isle of Wight / Ryde

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £100 / night

£450 - £1,050 / week

Book View

Responds fast!
avg. 2 hours 59 minutes

from £100 / 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 50 minutes

from £150 / 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

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from £85 / 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