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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1,596 Holiday homes

(2) Excellent 

16

Cowes holiday apartment rental

Isle of Wight / Cowes

3 6 Min stay varies

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

from £145 / night

£680 - £3,100 / week

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from £145 / night

(3) Excellent 

13

B&b rental in Freshwater

Isle of Wight / Freshwater

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning

from £98 / night

£686 / week

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Responds fast!
avg. 2 hours 29 minutes

from £98 / night

(3) Very Good 

22

Holiday apartment in Shanklin

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Excellent Accommodation with very friendly owners that made stay very enjoyable.” Shanklin is a very good place to stay with nice beach, crazy golf and choice of supermarkets within short distance. I would recommend to other family's to stay here.
…see more

from £150 / night

£1,000 - £1,305 / week

Book View

from £150 / 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

(9) Excellent 

Certificate of Excellence

21

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary
“An ideal base for all activities” The chalet was clean, tidy and well maintained. There are many activities on the island to suit all ages and tastes we will certainly visit again and book with Liza. We would happily recommend her to anyone who also m
…see more

Certificate of Excellence

from £55 / night

£260 - £500 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £55 / 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

£550 - £850 / week

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Responds fast!
avg. 47 minutes

from £90 / night

(6) Excellent 

Certificate of Excellence

11

Holiday b&b in Brighstone

Isle of Wight / Brighstone

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Private garden

Certificate of Excellence

from £65 / night

£455 / week

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Responds fast!
avg. 1 hour 3 minutes

from £65 / night

(5) Excellent 

14

Villa rental in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
“Holiday Villa with perfect view.” Had brilliant long weekend, the holiday villa was very clean with everything you needed, situated in an area with a brilliant view. The only down fall was the steep climb up to the top of the road and no parking right
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from £95 / night

£407 - £735 / week

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from £95 / night

(1) Very Good 

19

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £75 / night

£325 - £750 / week

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Responds fast!
avg. 2 hours 40 minutes

from £75 / night

(4) Very Good 

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 £60 / night

£420 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £60 / night

(4) Excellent 

Certificate of Excellence

16

Holiday apartment in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

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

Certificate of Excellence

from £110 / night

£485 - £2,000 / week

Book View

from £110 / night

(45) Very Good 

Certificate of Excellence

17

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Seabreeze” Lovley stay at seabreeze Excellent good value for money very welcoming located on a great site , Will defently book here again Thank you for having us
…see more

Certificate of Excellence

from £55 / night

£260 - £500 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £55 / night

(2) Excellent 

8

Holiday caravan/mobile home in St Helens

Isle of Wight / St Helens

2 6 2 nights min

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

from £100 / night

£600 - £880 / week

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from £100 / night

(14) Excellent 

Certificate of Excellence

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
“Perfect family escape!” We really enjoyed our weekend here with our nine month old. Loved that it was a bungalow so no stairs to worry about. Wish we booked longer as we didn't want to come home! Really clean and had everything we would need. Perfect
…see more

Certificate of Excellence

from £80 / night

£495 - £520 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £80 / night

(2) Very Good 

14

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 Min stay varies

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

from £50 / night

£300 - £616 / week

Book View

Responds fast!
avg. 3 hours 59 minutes

from £50 / 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

Responds fast!
avg. 3 hours 14 minutes

from £78 / 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
“Terrific Little Hideaway” This is a terrific little ‘hideaway’ situated in a beautiful area. Niton itself is tucked away at the very bottom of the island and a real secret haven for walkers. It is an area of outstanding beauty and as such affords be
…see more

Certificate of Excellence

from £50 / night

£275 - £325 / week

Book View

Responds fast!
avg. 22 minutes

from £50 / night

(1) Excellent 

10

Wroxall holiday home rental

Isle of Wight / Wroxall

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Private garden

from £50 / night

£200 - £425 / week

Enquire View

from £50 / night

(1) Excellent 

14

Holiday townhouse in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
“Fantastic!” Fantastic location set behind the Coast Bar with a locked gate way which gives privare access. A really great cottage nice sized bed rooms, excellent downstairs layout, ample size kitchen with washing machine plus dishwasher, nice cosy li
…see more

from £85 / night

£375 - £1,260 / week

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from £85 / night

(23) Excellent 

24

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Regatta cottage” Excellent accommodation in cowes. Highly recommended. Close to town and waterfront with nice garden.
…see more

from £125 / night

£550 - £2,700 / week

Book View

Responds fast!
avg. 2 hours 12 minutes

from £125 / night

(1) Excellent 

12

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0.1 km
  • Child friendly
  • Car not necessary

from £80 / night

£460 - £570 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £80 / 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 / week

Enquire View

from £122 / night

(1) Excellent 

23

Holiday chalet rental

Isle of Wight / Sandown

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Pet friendly

from £45 / night

£315 / week

Book View

from £45 / night

(13) Very Good 

21

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

from £115 / night

£825 / week

Book View

from £115 / night

(3) Excellent 

Certificate of Excellence

22

Apartment rental in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0 km
  • Pet friendly
  • Private garden

Certificate of Excellence

from £69 / night

£379 - £695 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £69 / night

(5) Excellent 

Certificate of Excellence

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
“Like Home From Home” From start to finish of our holiday Margaret was friendly and welcoming. All instructions of how to get to the property and where the key was located were really clear and helpful. Property is very spacious and has everything you
…see more

Certificate of Excellence

from £100 / night

£657 - £700 / week

Book View

from £100 / night

(3) Excellent 

24

Holiday yurt in Newchurch

Sandown / Newchurch

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets

from £100 / night

£595 - £1,020 / week

Book View

from £100 / night

(16) Very Good 

23

Townhouse accommodation in Yarmouth

Yarmouth / Norton, Isle of Wight

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“How wonderful Hurst View and Yarmouth were........” Just come back from a week at Hurst View….We had a great time, the house was more spacious than we anticipated for 6 of us, we never felt squashed. It was furnished to a high standard with a lovely b
…see more

from £63 / night

£440 - £930 / week

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Responds fast!
avg. 1 hour 43 minutes

from £63 / 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 £82 / night

£375 - £625 / week

Enquire View

from £82 / night

(1) Excellent 

18

Holiday apartment in Ventnor

Isle of Wight / Ventnor

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.1 km
  • Child friendly
  • Car not necessary

from £145 / night

£750 - £1,163 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £145 / night

(1) Excellent 

30

Bembridge holiday home rental

Isle of Wight / Bembridge

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 0.35 km
  • Child friendly
  • Pet friendly
“A Home from Home” An absolutely gorgeous little cottage, quietly situated but still close enough to local shops pubs and restaurants and less than 5 minutes from Bembridge beach, great amenities making your holiday as simple and stress free as possibl
…see more

from £95 / night

£995 / week

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from £95 / night

(9) Excellent 

15

Holiday chalet in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £107 / night

£550 - £1,099 / week

Book View

from £107 / night

(6) Excellent 

13

Shanklin holiday home rental

Shanklin / Luccombe Village

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £285 / night

£1,995 / week

Book View

from £285 / night

(6) Excellent 

22

Barn rental in Ryde

Isle of Wight / Ryde

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Fabulously spacious barn on working farm sleeping 12 with amazing views and” Really enjoyable stay at Kemphill Farm. Very spacious and incredibly well equipped with everything you could need. Plenty of space to sleep 12 of us young and old and each of
…see more

from £200 / night

£990 - £2,400 / week

Book View

from £200 / night

(27) Excellent 

Certificate of Excellence

27

Apartment rental in Shanklin

Shanklin / Old Village

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Ask owner if suitable for children
“A fab little apartment will be booking again” Was a fab apartment to stay every you need it the apartment so near the old village and town. Very peaceful. And a lovely welcome from the owners with a beautiful cake waiting for you in the kitchen will
…see more

Certificate of Excellence

from £50 / night

£300 - £686 / week

Book View

Responds fast!
avg. 34 minutes

from £50 / night

(123) Excellent 

Certificate of Excellence

40

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
“Another great stay at Camellia Cottage.” Camellia Cottage gets better every time we stay (I think it's 6 times now!). John & Louise think of everything - the cottage is extremely well equipped with extra Halloween treats. We've already booked to ret
…see more

Certificate of Excellence

from £130 / night

£595 - £1,550 / week

Book View

Responds fast!
avg. 1 hour 8 minutes

from £130 / night

(1) Excellent 

11

Holiday home rental

Isle of Wight / Newport

3 6 7 nights min

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

from £10 / night

£950 / week

Book View

from £10 / 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

Book View

from £42 / night

28

Holiday home in Totland

Isle of Wight / Totland Bay

4 8 Min stay varies

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

from £163 / night

£650 - £1,495 / week

Enquire View

from £163 / night

(25) Excellent 

18

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Best Self- Catering Accommodation I have ever stayed in!” This is most definitely the best Self-catering accommodation I have ever stayed in. Hosts Debra and Steve are most welcoming. The private garden was wonderful and visited by a host of differen
…see more

from £70 / night

£335 - £570 / week

Enquire View

from £70 / night