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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1,593 Holiday homes

(30) Excellent 

24

Ryde holiday apartment rental

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
“This is a beautiful flat.” We were astonished when we walked in. Spotlessly clean and beautifully equipped. Huge smart TV in lounge and both bedrooms have TVs. Very high spec kitchen with all equipment you could need including a dish washer. Loads of
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from £57 / night

£395 - £695 / week

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Responds fast!
avg. 1 hour 17 minutes

from £57 / 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
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from £100 / night

£395 - £1,995 / week

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Responds fast!
avg. 1 hour 53 minutes

from £100 / night

(8) 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 £40 / night

£150 - £480 / week

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Responds fast!
avg. 1 hour 50 minutes

from £40 / night

(14) Very Good 

Certificate of Excellence

22

Cottage rental in Bembridge

Bembridge / Bembridge Beach

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Fabulous” Me and my family had a fantastic time at Nonsuch cottage its very clean and spacious and lots to do for the kids. and meet more than our expectation. It's also great that it's in walking distance to the beach and a pub that serves great f
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Certificate of Excellence

from £128 / night

£895 - £2,195 / week

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from £128 / night

15

Home letting in Seaview

Isle of Wight / Seaview

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £125 / night

£575 - £975 / week

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Responds fast!
avg. 1 hour 36 minutes

from £125 / night

(30) Excellent 

22

Holiday tree house in Whippingham

Isle of Wight / Whippingham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Stunning” If you want something that is a little bit different, but also want quality ... then this is the place. We spent a fabulous week at the Treehouse. What an amazing place. The location is great, literally 15mins from the East Cowes ferry, w
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from £150 / night

£550 - £1,400 / week

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Responds fast!
avg. 2 hours 56 minutes

from £150 / night

(1) Average 

9

Chalet rental in Sandown

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly

from £70 / night

£560 - £665 / week

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Responds fast!
avg. 1 hour 50 minutes

from £70 / 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
“A comfortable flatlet with a convenient location in Ryde” A large main room with a comfortable bed and a well equipped kitchen. Good central heating for an out of season stay. A short walk along the seafront to get to central Ryde. There is a good wa
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from £39 / night

£175 - £395 / week

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from £39 / night

(28) 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
“Perfect” Stunning location. Beautiful property. Vanessa had the log fire ready for arrival. Would highly recommend- thank you Vanessa!
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from £65 / night

£400 - £670 / week

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from £65 / night

(28) 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
“Stay at Rosie's place” Our stay at Rosie's place was excellent. It was very clean and all the amenities we could have wanted. It is also close to the beach and centre of town. Would recommend this accommodation.
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from £70 / night

£350 - £850 / week

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Responds fast!
avg. 55 minutes

from £70 / night

(4) Very Good 

20

Holiday bungalow in Yaverland

Sandown / Yaverland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Well placed, well equipped - just what we wanted.” The bungalow is easy to find, and has ample parking for two cars if necessary. The garden is spacious and mostly grassed (although our daughter did manage to find a tree to fall out of!) There is a p
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from £85 / night

£525 - £995 / week

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Responds fast!
avg. 1 hour 53 minutes

from £85 / night

12

Rookley holiday caravan/mobile home rental

Isle of Wight / Rookley

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

from £80 / night

£550 - £670 / week

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Responds fast!
avg. 3 hours 2 minutes

from £80 / 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

Certificate of Excellence

from £225 / night

£675 - £1,725 / week

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Responds fast!
avg. 1 hour 53 minutes

from £225 / night

18

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 0.3 km
  • Child friendly

from £60 / night

£380 - £574 / week

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from £60 / night

(41) Excellent 

10

Holiday bungalow in Gurnard

Isle of Wight / Gurnard

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Lovely house, great location, would stay again” Just back from 5 nights in Seawinds. The house is lovely, modern, well equipped and we all loved it. A really nice back garden, perfect for BBQ and kids playing, all enclosed so no worries about them bei
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from £120 / night

£840 / week

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from £120 / night

(8) 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
“holiday in ventnor” excellent holiday flat in probably best position . lovely town and beautiful coastline . well stocked flat and great comfortable bed. I would highly recommend for up to four people.
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from £79 / night

£550 - £945 / week

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from £79 / night

(4) Excellent 

Certificate of Excellence

15

Home rental in Ventnor

Isle of Wight / Ventnor

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden

Certificate of Excellence

from £125 / night

£550 - £1,300 / week

Book View

from £125 / 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
“Lovely getaway accomadation” The Barn, Alma Cottage in Merstone was wonderful place to stay, set in a rural location with countryside views, and only a short drive away to the shops and beach. It is a very central location so for day trips out, everyt
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from £120 / night

£750 / week

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Responds fast!
avg. 2 hours 49 minutes

from £120 / night

(1) Excellent 

25

Shanklin holiday apartment rental

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
  • Car not necessary

from £75 / night

£400 - £900 / week

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Responds fast!
avg. 51 minutes

from £75 / night

(9) Excellent 

5

Caravan/mobile home rental in Cowes

Isle of Wight / Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
“Peaceful and Relaxing” We really enjoyed our stay over the last weekend. The caravan had everything we needed and felt that if anything had been lacking the owners would have done their best to get it for us. The caravan is on a working farm and we en
…see more

from £75 / night

£158 - £420 / week

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from £75 / night

(1) Excellent 

7

Bonchurch holiday apartment rental

Ventnor / Bonchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from £85 / night

£550 - £675 / week

Book View

from £85 / night

(10) Excellent 

Certificate of Excellence

28

Holiday home in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £100 / night

£395 - £1,075 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from £100 / night

(11) Excellent 

32

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

£475 - £1,050 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £100 / night

17

Holiday home in Newport

Isle of Wight / Newport

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 8 km
  • Child friendly
  • Private garden

from £10 / night

£1,250 / week

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from £10 / night

(20) Excellent 

20

Studio rental in Ventnor with golf nearby

Isle of Wight / Ventnor

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
“Fantastic seaview from the house” The house was very neat and clean and was furnished to the very high standards. The view from the studio apartment is breathtaking.
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from £80 / night

£420 - £710 / week

Enquire View

from £80 / 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
“A lovely stay” We had a wonderful stay at Little Mount. The house and garden were lovely - an amazing view of the sea from the garden. The little extras helped make the transition from home to holiday easy (with a toddler) - such as pushchair, blackou
…see more

from £120 / night

£795 - £950 / week

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from £120 / night

(10) 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
“Amazing” The house was perfect. It had everything we needed and was in a great location. We had a wonderful holiday which was made all the better by staying in such a lovely house.
…see more

from £205 / night

£1,425 - £2,600 / week

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from £205 / night

(2) Excellent 

19

Holiday home in Shanklin

Isle of Wight / Shanklin

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Great Holiday House” Many thanks Heather for a wonderful week. Loved the house especially the mini golf in the garden. The lovely hot weather helps of course.
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from £400 / night

£2,269 - £2,527 / week

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Responds fast!
avg. 2 hours 16 minutes

from £400 / night

(4) Very Good 

22

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
  • Ask owner if suitable for children

from £36 / night

£207 - £453 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £36 / night

(13) Excellent 

Certificate of Excellence

16

St Helens holiday caravan/mobile home rental

Isle of Wight / St Helens

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £38 / night

£266 / week

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from £38 / night

14

Cowes holiday home rental

Isle of Wight / Cowes

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £125 / night

£505 - £2,658 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from £125 / night

(17) Excellent 

Certificate of Excellence

24

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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 £30 / night

£210 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £30 / night

(3) Excellent 

14

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
  • Child friendly

from £29 / night

£200 / week

Book View

from £29 / night

(16) Very Good 

Certificate of Excellence

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
“Simplicity itself; a perfect retreat from the city!” We enjoyed a fantastic couple of nights here, which was arranged very efficiently at the very last minute. All communication with the owner was clear and helpful. Overall, the chalet was exactly as
…see more

Certificate of Excellence

from £50 / night

£350 / week

Book View

Responds fast!
avg. 3 hours 24 minutes

from £50 / night

(1) Very Good 

14

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

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

from £54 / night

£225 - £500 / week

Enquire View

from £54 / night

(13) Excellent 

Certificate of Excellence

13

Holiday apartment in Wootton Bridge

Wootton Bridge / Fishbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £72 / night

£310 - £940 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from £72 / night

(9) 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
“Well thought out accommodation in pretty surroundings” Stayed for two nights but wish it could have been longer. The chalet has everything you could need and nicely decorated too. There's a lot of info about the area with maps and things to do and you
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from £45 / night

£280 - £415 / week

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Responds fast!
avg. 56 minutes

from £45 / night

(4) Excellent 

21

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary

from £42 / night

£210 - £515 / week

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from £42 / night

(16) 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
“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
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from £33 / night

£233 - £570 / week

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Responds fast!
avg. 2 hours 19 minutes

from £33 / night

(19) Excellent 

20

Apartment rental in Cowes

Cowes / West Cowes

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Great flat lovely setting” A great flat very spacious and very well equipped with everything you could need.We had a lovely time and Cowes was a great base from which to explore the island.
…see more

from £100 / night

£400 / week

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Responds fast!
avg. 2 hours 27 minutes

from £100 / night