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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1,590 Holiday homes

11

Holiday home accommodation

Isle of Wight / Cowes

3 6 Min stay varies

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

from £200 / night

£1,100 - £2,500 / week

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from £200 / night

17

Seaview holiday apartment rental

Isle of Wight / Seaview

3 6 Min stay varies

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

from £125 / night

£515 - £998 / week

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Responds fast!
avg. 1 hour 42 minutes

from £125 / night

23

Holiday cottage in Newchurch

Sandown / Newchurch

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £75 / night

£375 - £655 / week

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from £75 / night

6

Holiday b&b in Shanklin

Isle of Wight / Shanklin

5 2 1 night min

  • 5 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly

from £80 / night

£560 / week

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from £80 / night

(4) Very Good 

23

Holiday home in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £131 / night

£525 - £1,275 / week

Enquire View

from £131 / night

(2) Very Good 

13

Cottage rental in Newport

Isle of Wight / Newport

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden

from £131 / night

£395 - £895 / week

Enquire View

from £131 / 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 37 minutes

from £120 / 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

(4) Very Good 

19

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1,100 / night

£725 - £1,795 / week

Enquire View

from £1,100 / night

(1) Very Good 

13

Holiday home rental

Isle of Wight / Cowes

2 4 Min stay varies

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

from £100 / night

£450 - £1,750 / week

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from £100 / night

20

Holiday home rental

Isle of Wight / Bembridge

4 8 Min stay varies

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

from £168 / night

£1,175 - £1,635 / week

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from £168 / night

(7) Very Good 

17

Holiday home in Ryde

Isle of Wight / Ryde

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £165 / night

£660 - £1,260 / week

Enquire View

from £165 / night

(4) Excellent 

12

Holiday lodge in Whitwell

Ventnor / Whitwell

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £140 / night

£980 / week

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from £140 / night

13

Holiday home in Bembridge

Isle of Wight / Bembridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £171 / night

£1,195 / week

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from £171 / night

(1) Excellent 

17

Holiday home in Seaview

Isle of Wight / Seaview

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Car not necessary

from £202 / night

£725 - £1,556 / week

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Responds fast!
avg. 1 hour 42 minutes

from £202 / 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

14

Holiday home rental

Isle of Wight / Sandown

2 4 Min stay varies

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

from £130 / night

£535 - £995 / week

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Responds fast!
avg. 1 hour 42 minutes

from £130 / night

10

Tented camp rental in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

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

from £77 / night

£485 - £690 / week

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from £77 / night

6

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

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

from £66 / night

£325 - £790 / week

Enquire View

from £66 / night

19

Holiday home in Cowes

Isle of Wight / Cowes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

from £450 / night

£3,150 / week

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from £450 / night

6

Cowes holiday shepherds hut rental

Isle of Wight / Cowes

1 2 2 nights min

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

from £150 / night

£750 - £1,000 / week

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from £150 / night

13

B&b rental in Seaview

Isle of Wight / Seaview

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 0 km
  • Child friendly
  • Pet friendly

from £100 / night

£700 - £1,050 / week

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from £100 / 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

Book View

Pricing unknown

16

Holiday yurt rental

Sandown / Newchurch

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 5 km
  • Child friendly
  • Pet friendly

from £120 / night

£880 - £1,020 / week

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from £120 / night

9

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

from £53 / night

£371 / week

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from £53 / night

8

Shanklin holiday b&b rental

Isle of Wight / Shanklin

1 2 3 nights min

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

from £70 / night

£490 / week

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from £70 / 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

12

Holiday home in Bembridge

Isle of Wight / Bembridge

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £133 / night

£925 - £1,975 / week

Book View

from £133 / 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

Book View

from £90 / night

(1) Excellent 

13

Holiday home in Freshwater

Isle of Wight / Freshwater

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden

from £95 / night

£1,279 / week

Book View

from £95 / night

19

Holiday cottage rental

Isle of Wight / Shorwell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly

from £100 / night

£580 - £800 / week

Book View

Responds fast!
avg. 1 hour 13 minutes

from £100 / night

(3) Very Good 

13

Cowes holiday home let

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Spacious, comfortable and great location” This place provided a great base for 7 middle-aged chaps completing the Isle of Wight coastal path in May. Excellent location - just a short stroll from the shops and excellent pubs of Cowes - and surprisingly spacious. Comfortable beds, plenty of hot water, and a well-equipped kitchen - everything we were hoping for. The quiet courtyard garden at the rear of the house was a great place for recovering from our daily exertions. Would love to return one day.

from £94 / night

£658 / week

Book View

from £94 / night

(6) Very Good 

Certificate of Excellence

14

Holiday chalet in Sandown

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
“Everything you need for an enjoyable stay and brilliant location” We are a family of 5 and we stayed comfortably for 4 days. The chalet was well cleaned and there were nice biscuits and tea/coffee on our arrival. There was a good selection of books and DVD's. We were busy everyday as there is so much to do close by. We went to the beach, which is a simple 5/10 minute walk, even with a 3 year old! And the dinosaur museum which has real dino skeletons, the zoo and crazy golf. All in all a good holiday.

Certificate of Excellence

from £45 / night

£150 - £550 / week

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Responds fast!
avg. 31 minutes

from £45 / night

16

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

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

from £110 / night

£500 - £2,300 / week

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from £110 / night

12

Chalet rental in Sandown

Isle of Wight / Sandown

2 6 3 nights min

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

from £53 / night

£371 / week

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from £53 / night

(58) Excellent 

19

Apartment rental in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Perfect accommodation for a beach holiday” A warm welcome from Sara into a comfortable, clean and well equipped holiday home. Everything you need for a week away and Sara is nearby for anything that you might need. Perfect for a couple or a small family, especially if you plan on spending time on the beach as you can easily pop back to get drinks or make a picnic. Shanklin is a great location for self catering with several supermarkets close by to choose from and a variety of places to eat out nearby for when you can't be bothered. The designated parking space at the back of the apartments is good too, and public parking is also available on the esplanade and is free from 6 pm to 10 am which is good option if you have an especially large car. All in all a great holiday home in a superb location. We will be pleased to return in the future.

from £80 / night

£460 - £645 / week

Enquire View

from £80 / night

14

Holiday apartment in Cowes

Isle of Wight / Cowes

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly

from £190 / night

£1,000 - £3,600 / week

Book View

from £190 / night

16

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 Min stay varies

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

from £78 / night

£275 - £520 / week

Book View

Responds fast!
avg. 1 hour 42 minutes

from £78 / 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) Very Good 

11

Holiday home rental

Isle of Wight / Cowes

4 7 Min stay varies

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

from £115 / night

£525 - £2,800 / week

Book View

from £115 / night