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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1,632 Holiday homes

(18) Very Good 

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

from £200 / night

£690 - £1,390 / week

Book View

Responds fast!
avg. 2 hours 22 minutes

from £200 / night

(6) Excellent 

Certificate of Excellence

11

Holiday home in Seaview

Isle of Wight / Seaview

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £140 / night

£1,000 - £1,800 / week

Book View

from £140 / night

(11) 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 to return!

from £120 / night

£700 - £1,095 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £120 / night

(22) 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

Book View

from £105 / night

(2) Excellent 

19

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £84 / night

£735 - £1,260 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

from £84 / night

(9) 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

Book View

Responds fast!
avg. 3 hours 6 minutes

from £50 / night

(11) Very Good 

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

from £45 / night

£280 - £415 / week

Book View

Responds fast!
avg. 56 minutes

from £45 / night

(22) Excellent 

Certificate of Excellence

25

Holiday apartment rental

Isle of Wight / Shanklin

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £80 / night

£625 - £850 / week

Book View

from £80 / night

(32) 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

Book View

Responds fast!
avg. 1 hour 12 minutes

from £70 / night

(24) Excellent 

29

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

from £150 / night

£1,045 - £1,495 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £150 / night

(1) Excellent 

14

Holiday apartment in East Cowes

Isle of Wight / East Cowes

2 4 min stay varies

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

from £194 / night

£575 - £825 / week

Enquire View

from £194 / night

(42) Excellent 

40

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
“A super stay in a fantastic cottage” I could not fault this cottage and it's gardens. The cottage has a classic cottage look with a big mature garden and great sea views. Inside, the cottage is homely, has all the mod cons, very clean and roomy. There is a small post office shop just down the road and Ventnor is only a couple of miles away. The service was friendly and efficient. I would definately recommend staying here.

from £150 / night

£525 - £1,295 / week

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from £150 / 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 £130 / night

£950 - £980 / week

Book View

Responds fast!
avg. 27 minutes

from £130 / night

(24) Excellent 

32

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 £130 / night

£660 - £1,420 / week

Book View

from £130 / 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 - £900 / week

Enquire View

from £72 / night

(39) 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
“The space of a house with the feel of a cottage!” We had 4 nights at Ferndale with 7 family members and found the house to be absolutely perfect for a larger group of people. All of the bedrooms were very comfy and well furnished. The views out the kitchen and living room windows make the interior feel spacious and full of light whilst still being a cozy spot if the weather turns ugly. We were lucky enough to get some sun during our stay and enjoyed one of the beautiful walks in the wood over the road. The house is a quick drive from Niton and 25 minutes to the ferry at Fishbourne. Easy! We will definitely be coming back, and can highly recommend Ferndale.

from £150 / night

£500 - £1,350 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £150 / night

(29) 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

Enquire View

from £150 / night

(14) Excellent 

19

Cowes holiday bungalow rental

Cowes / West Cowes

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £110 / night

£495 - £1,740 / week

Enquire View

from £110 / night

(8) 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 £266 / night

£1,300 - £2,150 / week

Book View

Responds fast!
avg. 55 minutes

from £266 / night

(14) Excellent 

Certificate of Excellence

20

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

2 4 7 nights min

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

Certificate of Excellence

from £43 / night

£300 - £545 / week

Book View

Responds fast!
avg. 52 minutes

from £43 / night

(2) Excellent 

4

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £79 / night

£235 - £495 / week

Book View

Responds fast!
avg. 3 hours 16 minutes

from £79 / night

18

Calbourne holiday barn rental

Isle of Wight / Calbourne

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly

from £450 / night

£450 - £625 / week

Enquire View

from £450 / night

(19) Excellent 

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

from £33 / night

£233 - £590 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from £33 / night

(12) 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
“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

from £100 / night

£395 - £885 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £100 / night

(2) Very Good 

23

Holiday home in Ventnor

Isle of Wight / Ventnor

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

from £200 / night

£950 - £2,050 / week

Enquire View

from £200 / night

(20) Excellent 

Certificate of Excellence

12

Holiday apartment with golf nearby in Ryde

Ryde / Appley

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

Certificate of Excellence

from £62 / night

£434 / week

Book View

Responds fast!
avg. 3 hours 59 minutes

from £62 / night

(8) Very Good 

27

Holiday cottage rental

Freshwater / Freshwater Bay

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children

from £72 / night

£360 - £560 / week

Book View

from £72 / night

(26) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from £50 / night

£250 - £550 / week

Book View

Responds fast!
avg. 1 hour 8 minutes

from £50 / night

(3) Very Good 

11

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 £59 / night

£295 - £395 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £59 / 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
“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.

Certificate of Excellence

from £99 / night

£355 - £985 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from £99 / night

(1) Excellent 

9

Wroxall holiday home rental

Isle of Wight / Wroxall

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly

from £150 / night

£400 - £625 / week

Enquire View

from £150 / night

(25) Excellent 

16

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
“Amazing place with stunning views” Stayed for 3 nights with my husband. What an amazing flat with stunning views. The flat is very clean and well equipped. The booking was hassle free with very clear instructions. Ventnor is a very nice place to stay.

from £85 / night

£440 - £830 / week

Enquire View

from £85 / 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

Book View

from £145 / night

(17) Excellent 

24

Home rental in Ventnor with golf nearby

Isle of Wight / Ventnor

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.75 km
  • Suitable for children age 5+

from £165 / night

£750 - £1,200 / week

Book View

Responds fast!
avg. 3 hours 58 minutes

from £165 / night

(4) Excellent 

16

Holiday apartment in Cowes

Cowes / West Cowes

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Private garden

from £92 / night

£410 - £700 / week

Book View

from £92 / night

(13) Excellent 

13

Holiday apartment in Wootton

Wootton / Fishbourne

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Pet friendly

from £72 / night

£310 - £940 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

from £72 / night

(1) Excellent 

20

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Private garden

from £193 / night

£1,345 - £1,695 / week

Book View

from £193 / night

(30) Excellent 

14

Cottage rental in Ventnor

Isle of Wight / Ventnor

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Tranquility base” We had a long weekend at Ocean View, off season in March. The cottage is really cosy, in extremely good order, very clean and the sea views are wonderful. It also has a small patio in the front where, as the weather was kind, we sat and drank wine in the early evening. Debby, the owner, was very helpful with local information and has a good knowledge of where to eat and drink (under no circumstances omit a visit to the Taverners in Godshill). We're going to try and book Ocean View again for a return visit in the summer.

from £75 / night

£495 - £995 / week

Book View

Responds fast!
avg. 2 hours 42 minutes

from £75 / night

(2) Excellent 

48

Holiday home in Ventnor

Isle of Wight / Ventnor

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary

from £175 / night

£1,089 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £175 / night

15

Holiday apartment rental

Isle of Wight / Cowes

2 4 min stay varies

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

from £194 / night

£575 - £700 / week

Enquire View

from £194 / 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

Brambles Farm Bungalow, Freshwater
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!see more
193 Sandown Bay Holiday centre, Sandown/ Yaverland
Sandown

Had a really enjoyable break. Chalet was immaculate and well kitted out with everything you could need. Was really chuffed we could leave our bags in there early and biscuits went down well too. Would and have recommended. … see more
1 Drayton Villas
Drayton villas

Great location Great property very spacious for a one bed Had everything we needed there Had a great time … see more
Dubarry Downs Apartment
Wonderfull experience.

We arrived and was met with a smiling and welcoming host. Friendly and nade us feel welcome and at home. The acomadation was excellent. First impression was the nice smell and squeaky clean. Lots if little touches eg a bed, towels, treats and toweks for our two dogs. And fresh delicious farn eggs as a special treat. Every room was like a five star presentation with white towels and tubes of soap, hand lotion extra. My kids was mighty impressed with free WFi and Free View Tv. Beautiful surroundings and property. Not far from see. Absolutely worth every penny and will be back as soon as possible. Marie thank you for a lovely experience.see more
Bed and Breakfast at Hill View House, Freshwater
Absolutely brilliant location for a family or couple getaway

I couldn’t recommend staying here more. Pamela is a fantastic host with a beautiful property with Freshwater bay on the doorstop. The accommodation is brilliant, comfy and spacious rooms with great bathrooms. We had our own large lounge with Sky TV and internet throughout. Breakfast was lovely and on our final night we cooked in the well equipped kitchen. Pamela made a number of recommendations to us all of which we’d recommend to others, Needles, Mermaid Gin distillery, the dinosaur museum and a couple of really good places to eat. Charlie (the dog!) is a lovely dog and was great with Bella (18months). Thanks for a great stay Pamela, we would all recommend staying here.see more
Lyon Court - Luxury Garden Apartment with pool, sauna and private hot tub
Lovely Holiday

From the outside the house appeared 'old' but when venturing inside the whole place was very modern and excellently clean. It was great having breakfast 'al fresco' on the veranda. The pool area was greatly used and was very clean. Granddaughters enjoyed the play house and swing area. It was private from other residents in Lyon Court. One unfortunate thing was that the hot tub broke down and was not repaired before we left. Shanklin is a great place for a holiday and we would certainly go there in the future.see more