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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1,589 Holiday homes

(11) Excellent 

8

Newport holiday b&b rental

Isle of Wight / Newport

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly

from £85 / night

£595 / week

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from £85 / night

(18) Excellent 

22

Niton holiday cottage rental

Isle of Wight / Niton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Immaculate cottage in ideal coastal location” We have greatly enjoyed our stays at Buddle place, and have just rebooked for the third time. The cottage is in a beautiful location, very quiet and close to the coastal walks around St Catherines Lighthouse. We enjoy the beaching and fossil hunting along the south west coast and then evening walks from the cottage around the lighthouse. We've not seen the red squirrels, that are supposed to be in the nearby woods, but were delighted one dusk when a badger, large as life, casually strolled through the garden. The cottage is immaculate and serenely furnished. Beds are comfortable, a fine pub is around the corner, and good supermarket and butcher close in Niton. The living room is spacious and light and the attractive kitchen opens onto a delightful south facing garden, which has space enough for our young children to amuse themselves while providing a glimpse of the sea.

from £90 / night

£592 - £1,415 / week

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Responds fast!
avg. 2 hours 5 minutes

from £90 / night

(2) Excellent 

39

Holiday cottage in Calbourne

Isle of Wight / Calbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £90 / night

£630 - £1,400 / week

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from £90 / night

(4) Average 

15

Holiday bungalow rental

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £65 / night

£450 - £895 / week

Enquire View

from £65 / night

(1) Very Good 

17

Holiday apartment in Sandown

Isle of Wight / Sandown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+

from £110 / night

£770 / week

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from £110 / night

17

Cowes holiday home rental

Isle of Wight / Cowes

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Private garden

from £115 / night

£525 - £2,600 / week

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from £115 / night

(11) Excellent 

18

Holiday home in Sandown

Isle of Wight / Sandown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Child friendly
“Great place to stay” We stayed at this place from 3rd to 6th May 2013 and let me tell you, this is one of the best places we ever stayed. Very nice house with most of the amenities one can look for, nice kitchen and living area with great backyard for bbq. Beach is just 2 mins walk. We would certainly recommend this place to anyone and would love to stay here again.

from £130 / night

£595 - £1,400 / week

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Responds fast!
avg. 3 hours 35 minutes

from £130 / night

21

Holiday apartment rental

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £70 / night

£350 - £850 / week

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Responds fast!
avg. 2 hours 48 minutes

from £70 / night

(2) Very Good 

8

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 0.8 km
  • Child friendly
  • Car not necessary
“Great location,great views” First visit to the Isle of Wight and won't be our last. We chose old town court because it was something different from our usual holiday accommodation. Great townhouse in the centre of Cowes with parking off road, something of a luxury considering its location in the heart of Cowes. Superb views from all 4 levels and all the amenities of home. A stones throw from many bars, pubs and restaurants and "corries cabin" the best chippy in cowes,a great hit with our 3 children.

from £522 / night

£3,650 / week

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from £522 / night

(4) Excellent 

31

Holiday apartment in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £158 / night

£1,200 - £2,415 / week

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Responds fast!
avg. 2 hours 48 minutes

from £158 / night

15

Apartment rental in Sandown with golf nearby

Isle of Wight / Sandown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £68 / night

£470 / week

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from £68 / night

(18) Excellent 

23

Holiday home in Bonchurch

Ventnor / Bonchurch

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £250 / night

£1,000 - £2,000 / week

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Responds fast!
avg. 27 minutes

from £250 / night

15

Cowes holiday apartment rental

Isle of Wight / Cowes

2 4 Min stay varies

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

from £96 / night

£675 - £2,895 / week

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from £96 / night

9

B&b rental in Shanklin

Isle of Wight / Shanklin

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £73 / night

£511 / week

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from £73 / night

(1) Excellent 

19

Cowes holiday home rental

Isle of Wight / Cowes

3 8 Min stay varies

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

from £125 / night

£575 - £3,000 / week

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from £125 / 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

18

Home accommodation in Shanklin

Isle of Wight / Shanklin

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 0.5 km
  • Child friendly
  • Private garden

from £150 / night

£795 / week

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from £150 / night

(48) Excellent 

19

Holiday cottage in Newchurch

Sandown / Newchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
“Fabulous stay at the Brew House” My wife and I had a lovely week staying at the Brew House, which is a great property offering good accommodation for couples and small families. Everything was clean and tidy, it was comfortable and spacious and the welcome hamper was a delight! Homemade cake, jam and marmalade, milk in the fridge and a bottle of fizz to greet you certainly gets the holiday off to a good start. The owners in the adjacent farmhouse were very welcoming, keen to help out if needed but never intrusive during our stay. If you have read about the recent flooding event at the property, do not be concerned - everything has been fully refurbished and an extensive drainage system installed in the grounds to prevent a repeat event. The Pointers Inn (five minute drive) serves good food and are very friendly (though busy, so do book ahead) and there are lots of places of interest to visit. We enjoyed Ventnor Botanic Gardens, Brading Roman Villa, Mottistone Manor Garden, The Needles Batteries and of course Osborne House, to name a few. Would definitely recommend to others.

from £90 / night

£600 - £750 / week

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from £90 / night

(1) Very Good 

17

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £39 / night

£225 - £400 / week

Enquire View

from £39 / night

(1) Excellent 

16

Holiday home in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £102 / night

£535 - £775 / week

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Responds fast!
avg. 1 hour 42 minutes

from £102 / night

(3) Very Good 

6

Seaview holiday cottage rental

Isle of Wight / Seaview

3 5 4 nights min

  • 3 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £200 / night

£1,020 / week

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from £200 / night

10

Holiday apartment in Shanklin

Isle of Wight / Shanklin

3 5 Min stay varies

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

from £70 / night

£345 - £835 / week

Enquire View

from £70 / night

16

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.1 km
  • Car not necessary
  • Private garden

from £90 / night

£850 - £880 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

from £90 / night

(25) Very Good 

19

Apartment letting in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £75 / night

£345 - £845 / week

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Responds fast!
avg. 2 hours 17 minutes

from £75 / night

23

Rookley holiday barn rental

Isle of Wight / Rookley

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 10 km
  • Child friendly
  • Private garden

Pricing unknown

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Pricing unknown

(6) Excellent 

21

Villa rental in Shanklin

Isle of Wight / Shanklin

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £65 / night

£455 / week

Enquire View

from £65 / night

(1) Excellent 

10

Holiday apartment in Cowes

Isle of Wight / Cowes

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £95 / night

£420 - £1,500 / week

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from £95 / night

(17) Excellent 

13

Holiday home rental

Ventnor / Ventnor Bay

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly

from £100 / night

£420 - £1,700 / week

Enquire View

from £100 / night

(15) Excellent 

24

Holiday penthouse with golf nearby in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Best apartment we have ever stayed in” This is our second visit this year to this lovely apartment We find it very well equipped & very comfortable Great views over bay & across to the mainland Right on top of the marina with all the boat activity going on in front of you Already booked for next year !

from £195 / night

£1,100 - £3,225 / week

Enquire View

from £195 / night

(1)  

13

Holiday chalet in Sandown

Isle of Wight / Sandown

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £42 / night

£225 - £400 / week

Enquire View

from £42 / night

6

Bembridge holiday caravan/mobile home rental

Bembridge / Bembridge Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Private garden

from £50 / night

£350 - £630 / week

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from £50 / night

(14) Excellent 

48

Holiday home rental

Isle of Wight / Shanklin

7 19 Min stay varies

  • 7 bedrooms
  • Sleeps 19
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £570 / night

£2,299 - £5,915 / week

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from £570 / night

11

Holiday chalet in Ventnor Bay

Ventnor / Ventnor Bay

3 6 Min stay varies

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

from £95 / night

£423 - £700 / week

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Responds fast!
avg. 3 hours 38 minutes

from £95 / night

(24) Excellent 

21

Home rental in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Holiday at THE RETREAT - SHANKLIN, Isle of Wight.” We stayed at "The RETREAT" on 1st Weekend in October, my Wife - Julie and i drove over a very Warm & sunny day aftter catching the Red Funnell Ferry from Southampton. It was 27'C that day more like the South of France in October than Jolly Old England. We went in our BMW Z4 with the Roof down and it was fantastic. The House was easy to find and is superbly equipped with 4 Good Sized Bedrooms ALL En Suite. There is a greaty Kitchen Diner Open Plan & a Fantastic Patio area outside, the House is only a Few Months Old but has been completed to a very High Standard with Wooden Floors throughout. We had a great time at the House, ideal for Families.! I think that you DO need a Car - that said there is a Bus Service, although we did Not use it. We stayed for Five Days and enjoyed every day. Great place to stay. Paul & Julie MONK.

from £200 / night

£1,000 - £2,000 / week

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Responds fast!
avg. 3 hours 35 minutes

from £200 / night

(3) Excellent 

19

Holiday home in Yarmouth

Isle of Wight / Yarmouth

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Pet friendly

from £165 / night

£725 - £1,625 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £165 / night

(1) Excellent 

8

Holiday barn in Ventnor

Isle of Wight / Ventnor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £128 / night

£550 - £1,350 / week

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Responds fast!
avg. 1 hour 28 minutes

from £128 / night

14

Holiday home in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

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

from £100 / night

£600 - £1,950 / week

Book View

from £100 / night

(1) Excellent 

10

Holiday home with golf nearby in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

Pricing unknown

Book View

Pricing unknown

(3) Very Good 

16

Holiday home accommodation

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Home ffrom home” Fab place to stay , lots of room for the family and small dog could have done with a a bit more cleaning but other than that we loved it.

from £120 / night

£500 - £2,600 / week

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from £120 / night

(1) Excellent 

20

Holiday cottage in Wootton Bridge

Isle of Wight / Wootton Bridge

2 6 Min stay varies

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

from £120 / night

£450 - £958 / week

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Responds fast!
avg. 1 hour 50 minutes

from £120 / night