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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981 Holiday homes

(15) 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
“Outstanding” Srawberries turned out to be an excellent choice. We have visited the island many times, and this accommodation was spot-on. Lucy was very welcoming, and could not have done more to make our stay enjoyable - five stars.
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from £130 / night

£500 - £990 / week

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Responds fast!
avg. 3 hours 39 minutes

from £130 / night

(7) 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
“Delighted” What a great find. Originally I had booked to stay at Seawinds in Gurnard but received a call 3 weeks before our holiday to say the owner had double booked. I chose plum cottage at short notice; I wouldn't usually have picked it as I lik
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from £110 / night

£700 - £1090 / week

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Responds fast!
avg. 3 hours 44 minutes

from £110 / night

(3) Excellent 

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

from £40 / night

£280 - £350 / week

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Responds fast!
avg. 1 hour 21 minutes

from £40 / night

(7) Very Good 

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
“Details to be aware of” Stable Cottage is in a lovely location and is well presented, clean and modern but has a few surprising omissions such as a microwave, tumble dryer, iron and ironing board although some of these are available in a shared laundr
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from £150 / night

£900 - £1890 / week

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Responds fast!
avg. 3 hours 39 minutes

from £150 / night

(6) Very Good 

11

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
“Great location” Fab apartment, clean, well equipped, comfy beds and a fantastic view from the balcony. Only downside was the dated shower and bathroom and the overcluttering of unnecessary furniture hence 4 stars. We had a great stay and Ventnor was r
…see more

from £75 / night

£525 - £925 / week

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from £75 / night

(24) 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
“great location. Great views.” The Perch provided myself, husband small child and mother in law with a comfortable and homely stay. The beds were comfortable and the rooms airy. The kitchen provided everything we needed and the garden although small h
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from £150 / night

£500 - £895 / week

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from £150 / night

(8) Excellent 

32

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
“Fabulous property.” Thoroughly enjoyed our long weekend in Ventnor. We had a restful retreat in a lovely property which is just what we had hoped for. Nice touch to find milk in the fridge and delicious pastries in a tin on our arrival. Would high
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from £60 / night

£420 - £650 / week

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Responds fast!
avg. 2 hours 44 minutes

from £60 / night

(4) Excellent 

14

Cowes holiday home rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“An excellent house for a family Christmas, and a great location for summer visitors.” Twelve of us spent our family Christmas in Alban house and it was perfect. The house is lovely, great location, spotlessly clean, warm and comfortable. Carol could
…see more

from £500 / night

£2000 - £3500 / week

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Responds fast!
avg. 3 hours 35 minutes

from £500 / night

(6) 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 £75 / night

£385 - £795 / week

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from £75 / night

18

Cowes holiday home rental

Isle of Wight / Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly

from £300 / night

£925 - £4665 / week

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from £300 / night

(95) Excellent 

25

Holiday cottage in Niton Undercliff

Ventnor / Niton Undercliff

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
“Perfect” The cottage is beautiful and equipped with everything you could possibly need for a perfect family holiday, but what made it special was the extra thoughtful touches we would never have expected, like welcome gifts for us and for the children
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from £125 / night

£595 - £1550 / week

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Responds fast!
avg. 59 minutes

from £125 / night

(28) Excellent 

18

Holiday apartment with golf nearby in Alverstone Garden Village

Sandown / Alverstone Garden Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“A fab holiday in a great place” The apartment was very well maintained and the welcome basket is a nice touch. The beach and pier are within easy reach, only a short walk to both which makes the apartments location ideal. The beds are very comfy and t
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from £53 / night

£289 - £705 / week

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Responds fast!
avg. 1 hour 0 minutes

from £53 / night

(16) Excellent 

22

St Helens holiday lodge rental

Isle of Wight / St Helens

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
“beautiful property nice location” As described it was a perfect location with sea view .Clean park .well sited near complex. The lodge was very nice well equipped. Only disappointment we didn't book long enough!
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from £90 / night

£695 - £2045 / week

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Responds fast!
avg. 1 hour 16 minutes

from £90 / night

(2) Excellent 

13

Caravan/mobile home rental in St Helens

Isle of Wight / St Helens

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £79 / night

£553 / week

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Responds fast!
avg. 14 minutes

from £79 / night

(19) 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

£1045 - £1495 / week

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Responds fast!
avg. 2 hours 14 minutes

from £150 / night

(20) Excellent 

14

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
“An absolutely beautiful cottage with fabulous sea view” We arrived on the day of the big snow so had the added benefit for the first day of a winters view. The cottage was cosy and warm and so beautifully decorated that we didn't feel the need to go o
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from £70 / night

£490 - £940 / week

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from £70 / night

(6) Excellent 

14

Holiday home rental

Isle of Wight / Shanklin

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £215 / night

£1450 - £2500 / week

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from £215 / night

(17) 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
“Excellent facilities, in a unique setting” The facilities were excellent and the accommodation very close to the sea. There were two very good restaurants close by which had been recommended by the owner.
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from £110 / night

£550 - £790 / week

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Responds fast!
avg. 3 hours 39 minutes

from £110 / night

(3) Excellent 

65

Bembridge holiday lodge rental

Isle of Wight / Bembridge

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £65 / night

£455 / week

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Responds fast!
avg. 2 hours 55 minutes

from £65 / night

(13) Excellent 

23

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Freshwater IOW holiday” The Summerhouse in Freshwater was comfy, clean and well equipped with a beautiful sea view. Had a lovely week exploring IOW and if weather had been better would have loved exploring the nearby beach. Our 3 year old granddaught
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from £36 / night

£250 - £450 / week

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from £36 / night

(22) Excellent 

35

Holiday cottage in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Perfect cottage” A really lovely well equipped dog friendly cottage in a fantastic location. Great shops, pubs, dog walks and the bonus of M&S on your door step. Jenny was very helpful with the booking and the welcome pack was very much appreciated.
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from £145 / night

£475 - £750 / week

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Responds fast!
avg. 2 hours 24 minutes

from £145 / night

(19) Very Good 

24

Holiday log cabin in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“A peaceful total retreat from the pace of life.” If your looking for a total retreat this is it. Off the beaten tract, quiet & peaceful. Amazing views over the Solent. If you want to venture out it's location is good for many of the island's attracti
…see more

from £65 / night

£400 - £670 / week

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from £65 / night

(25) Excellent 

24

Ryde holiday apartment rental

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
“Summerville-Perfect Holiday Apartment” Right from the beginning everything went smoothly from the payment to all the information provided by the owner.The apartment is a short walk from the front and all the shops.The apartment has everything you need
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from £57 / night

£395 - £695 / week

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Responds fast!
avg. 2 hours 58 minutes

from £57 / night

(24) Excellent 

Certificate of Excellence

12

Holiday caravan/mobile home rental

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly
“Lovely home from home.” I booked this caravan for two nights so that I could take part in an event on the island. The caravan is lovely, really homely and comfortable with everything you could need. We didn't have chance to enjoy the park facilities b
…see more

Certificate of Excellence

from £40 / night

£280 / week

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Responds fast!
avg. 1 hour 16 minutes

from £40 / night

(29) 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 home in peaceful setting” Breakers Sound is a stunning house in lovely gardens with sea views. It contained everything we needed for a relaxing week. The location is very peaceful without being isolated, and lovely walks straight from the ho
…see more

from £150 / night

£525 - £1345 / week

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from £150 / night

(16) 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

(13) Excellent 

23

Holiday apartment rental

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary

from £85 / night

£550 - £875 / week

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Responds fast!
avg. 3 hours 56 minutes

from £85 / night

(42) Excellent 

27

Holiday home in Brighstone

Isle of Wight / Brighstone

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“We couldn't have found a better property on the island” We were expecting a welcome pack based on the reviews we read before our arrival but it exceeded our expectations - the hot cross buns were great and the selection of Easter chocolate was a lovel
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from £350 / night

£2667 - £3585 / week

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Responds fast!
avg. 2 hours 3 minutes

from £350 / night

(27) Excellent 

25

Gurnard holiday home rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Perfect house, perfect location!” We spent a week in this gorgeous house celebrating Mum's 80th. We loved everything! From the fresh flowers, home made cake & scones, clotted cream, lemon curd, sausages we found waiting for us to the amazing water v
…see more

from £150 / night

£1000 - £1750 / week

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Responds fast!
avg. 3 hours 35 minutes

from £150 / night

(13) Very Good 

20

Chalet rental in Gurnard

Isle of Wight / Gurnard

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Private garden
“Beautiful views, lovely central accommodation” My daughter stayed here & recommended it. The chalet was ideal for 2 of us and we were able to take our dog. This was great & the small lawn was fenced in so he was able to spend most of the time outside(
…see more

from £50 / night

£320 - £530 / week

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from £50 / night

(28) Excellent 

26

Holiday caravan/mobile home with shared pool in Thorness Bay

Cowes / Thorness Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Ideal location for family break” Well equipped and comfortable caravan, nice location with views of the solent. Central site location with good vehicle access. Close to shop, bar, pool, and entertainment. We were a group of five with a 90 and 87 year
…see more

from £65 / night

£375 - £770 / week

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Responds fast!
avg. 1 hour 11 minutes

from £65 / night

(10) Excellent 

28

Holiday home in Ventnor

Isle of Wight / Ventnor

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Lovely stay in a brilliant house in a great location.” Large, bright house with plenty of space for our group to have a very relaxing weekend. On entry house found to be very clean & tidy, rooms nicely decorated & furnished. Good range of Bedroom opti
…see more

from £155 / night

£620 - £1440 / week

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Responds fast!
avg. 56 minutes

from £155 / night

(11) Very Good 

Certificate of Excellence

22

Cottage rental in Bembridge

Bembridge / Bembridge Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“no such cottage” Lovely house, very well equipped and loads of space for all of us. Really good to have a separate lounge so the kids could watch tv/dvds. Very close to the beach, the map reference is way off of where it is. Bit tight for parking, we
…see more

Certificate of Excellence

from £200 / night

£795 - £1995 / week

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from £200 / night

(12) Excellent 

16

Cowes holiday apartment let

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £149 / night

£3000 / week

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Responds fast!
avg. 25 minutes

from £149 / night

(20) Excellent 

24

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
“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.
…see more

from £130 / night

£695 - £1395 / week

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from £130 / night

(13) Excellent 

Certificate of Excellence

24

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Clean and well presented apartment” We stayed for three nights in October and couldn't fault it. The apartment was very clean and to a high standard. We found it was a very good base for travelling round the Island, I would definitely stay there again
…see more

Certificate of Excellence

from £35 / night

£200 - £380 / week

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Responds fast!
avg. 2 hours 57 minutes

from £35 / night

(1) Excellent 

24

Shanklin holiday home rental

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary

from £50 / night

£335 - £595 / week

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from £50 / night

(21) Excellent 

12

Holiday chalet with shared pool, golf nearby in Gurnard

Isle of Wight / Gurnard

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A lovely peacefull place to stay.” The location is perfect for those who looking for a bit of peace. The indoor swimming pool is on site so in case of bad weather, there you go.But if you looking a proper sandy beach fun you have to travel a bit farth
…see more

from £80 / night

£350 - £850 / week

Enquire View

from £80 / night

(6) Very Good 

29

Thorness Bay holiday caravan/mobile home rental

Cowes / Thorness Bay

3 6 Min stay varies

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

from £40 / night

£300 - £525 / week

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Responds fast!
avg. 3 hours 12 minutes

from £40 / night

(1) Excellent 

29

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £55 / night

£385 / week

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Responds fast!
avg. 2 hours 55 minutes

from £55 / night

Top Destination reviews

5 The Priory
Relaxing break

This apartment is excellent - bright, clean, comfortable and well-equipped. The view from the balcony/veranda is fantastic. Booking arrangements are easy. We enjoyed our relaxing break and would definitely book again. … see more
Plum Cottage
Delighted

What a great find. Originally I had booked to stay at Seawinds in Gurnard but received a call 3 weeks before our holiday to say the owner had double booked. I chose plum cottage at short notice; I wouldn't usually have picked it as I like to have … see more
Luxury Caravan
Lovely home from home.

I booked this caravan for two nights so that I could take part in an event on the island. The caravan is lovely, really homely and comfortable with everything you could need. We didn't have chance to enjoy the park facilities but it seemed very nice. … see more
Luxurious Park Side Apartment - The Osborne
Beautiful Apartment

If you want opulence then this is the place. Just loved this apartment. It was quirky but also very elegantly decorated, in a lovely location opposite the park and within easy walking distance to the town. The outside space was very nice with seating … see more
Salt Air Cottage
We had a lovely stay

Salt Air Cottage was lovely and Miriam had thought of everything to make our stay pleasant. The cottage was well kitted out and there were lots of little touches like phone charges, games to play, DVDs to watch and music to listen to and more; just … see more
Wight Waves Holiday Chalet in Yaverland with Wifi in a stunning coastal location
Everything you need

Out of all the chalets on the campsite, the Wight Waves chalet was definitely the best looking. Easy to recognise by the fresh paint on the outside and an orange lifebuoy. Inside was surprisingly modern and new with everything you desire! From oven t … see more
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