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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1,579 Holiday homes

(15) Very Good 

29

Freshwater holiday apartment rental

Freshwater / Freshwater Bay

2 4 2 nights min

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

from £75 / night

£325 - £925 / week

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Responds fast!
avg. 1 hour 11 minutes

from £75 / night

(3) Very Good 

16

Holiday apartment in Cowes

Cowes / West Cowes

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from £70 / night

£340 - £950 / week

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from £70 / night

(16) Very Good 

10

Holiday home in Gurnard

Isle of Wight / Gurnard

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Great little house” A lovely place to stay, all you need and very well designed and decorated. Great little spot, close to lovely cafe and beach.
…see more

from £60 / night

£1,575 / week

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from £60 / night

(6) Excellent 

27

Holiday chalet in Sandown

Isle of Wight / Sandown

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Pet friendly
“A very comfortable, well renovated chalet with everything needed for a pleasant stay.” Many thanks to Ian and Diane for providing Fossils Rest. Everything needed for a comfortable stay and creatively renovated to a high standard. Conveniently sited fo
…see more

from £50 / night

£250 - £475 / week

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Responds fast!
avg. 1 hour 49 minutes

from £50 / night

(20) Very Good 

Certificate of Excellence

17

Holiday studio in Shanklin

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely little hideaway.” We had a great few days away in Shanklin and stayed there with our toddler. We'd definitely stay in this studio apartment again. Many thanks for everything.
…see more

Certificate of Excellence

from £50 / night

£240 - £620 / week

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from £50 / night

(28) Excellent 

Certificate of Excellence

7

Holiday lodge with golf nearby in Whippingham

Isle of Wight / Whippingham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary
“Great property in a great location” I have just returned from a 5 night stay at Barton Lodge. It is a Victorian 3 bed lodge situated on the Osbourn Eastate 5 min drive from the ferry. It's location provides an excellent base in which to explore the is
…see more

Certificate of Excellence

from £125 / night

£878 - £1,025 / week

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Responds fast!
avg. 2 hours 26 minutes

from £125 / night

9

Holiday chalet with golf nearby in Sandown

Isle of Wight / Sandown

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Nearest beach 1 km
  • Child friendly

from £150 / night

£900 / week

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from £150 / night

(10) Very Good 

Certificate of Excellence

16

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 6 Min stay varies

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

Certificate of Excellence

from £80 / night

£505 - £735 / week

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Responds fast!
avg. 1 hour 21 minutes

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
“Spacious elegant cottage in beautiful surroundings” Little Mount was a great choice for our small family. It was spacious with a large lounge and master bedroom and well equipped. The large rambling gardens had an amazing sea view with access to the c
…see more

from £120 / night

£795 - £965 / week

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from £120 / night

(4) Very Good 

13

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 Min stay varies

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

from £150 / night

£665 - £1,050 / week

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Responds fast!
avg. 1 hour 33 minutes

from £150 / night

(18) Excellent 

18

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Lovely Site!” I havejust returned from a weeks stay at Sandhills Holiday Park. Myself and six family members, four being children, stayed in caravan E49. This van was very nice, clean, and can confidently say on behalf of my family a great van. We lov
…see more

from £100 / night

£350 - £650 / week

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from £100 / night

(1) Excellent 

16

Apartment rental in Sandown with golf nearby

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 £115 / night

£800 / week

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from £115 / night

(1) Excellent 

18

Newport holiday home let

Isle of Wight / Newport

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Private garden

from £10 / night

£1,250 / week

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from £10 / night

(25) Excellent 

16

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“perfect base to explore the Isle of Wight” this was a great flat, beautiful views overlooking the ocean, two bedrooms (one double, one twin), All the kitchen accessories and equipment you could think of, and a welcome pack with tea, coffee and a bottl
…see more

from £85 / night

£440 - £830 / week

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from £85 / night

10

Bembridge holiday home rental

Isle of Wight / Bembridge

2 4 Min stay varies

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

from £100 / night

£350 - £750 / week

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from £100 / night

(1) Excellent 

22

Holiday home in Seaview

Isle of Wight / Seaview

4 8 Min stay varies

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

from £355 / night

£1,520 - £4,790 / week

Enquire View

from £355 / night

(2) Average 

17

Holiday converted chapel with golf nearby in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

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

from £81 / night

£325 - £730 / week

Enquire View

from £81 / night

22

Holiday cottage in Newchurch

Sandown / Newchurch

4 6 Min stay varies

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

from £150 / night

£875 - £1,275 / week

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from £150 / night

(6) Excellent 

12

Holiday barn in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
“Perfect for large groups” The Granary was ideal for a large group, each room having its own en-suit. Plenty of space to socialise and very clean. The only thing I would suggest is it is better sign posted at the end of the drive as we initially drove
…see more

from £220 / night

£980 - £2,100 / week

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from £220 / night

(1) Excellent 

11

Home rental in Cowes with golf nearby

Cowes / West Cowes

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 0.5 km
  • Suitable for children age 5+
  • Car not necessary

from £595 / night

£4,165 / week

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from £595 / 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

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Responds fast!
avg. 2 hours 11 minutes

from £125 / night

12

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 3 Min stay varies

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

from £66 / night

£325 - £790 / week

Enquire View

from £66 / night

(4) Excellent 

15

Yarmouth holiday cottage rental

Isle of Wight / Yarmouth

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary

from £95 / night

£395 - £1,595 / week

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Responds fast!
avg. 1 hour 5 minutes

from £95 / night

16

Freshwater holiday tented camp rental

Isle of Wight / Freshwater

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary

from £204 / night

£945 - £1,380 / week

Book View

from £204 / 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

(11) Excellent 

17

Newport holiday yurt rental

Isle of Wight / Newport

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden

from £99 / night

£693 / week

Book View

Responds fast!
avg. 3 hours 20 minutes

from £99 / night

(12) Very Good 

Certificate of Excellence

13

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“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 list
…see more

Certificate of Excellence

from £85 / night

£575 - £700 / week

Book View

from £85 / night

(3) Very Good 

27

Holiday home with golf nearby in Ryde

Isle of Wight / Ryde

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £368 / night

£2,570 - £4,630 / week

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from £368 / night

11

Freshwater holiday home rental

Isle of Wight / Freshwater

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden

from £85 / night

£595 - £700 / week

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from £85 / night

(5) Very Good 

10

Holiday apartment in Cowes

Cowes / West Cowes

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Excellent apartment” I was pleasantly surprised the apartment was so much better than i thought it was going to be, the photos don't do it justice I would definitely stay there again.
…see more

from £70 / night

£485 - £1,395 / week

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from £70 / night

(1) Excellent 

10

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

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

from £50 / night

£300 - £616 / week

Book View

from £50 / night

(1) Very Good 

12

Ventnor holiday cottage rental

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £64 / night

£305 - £535 / week

Enquire View

from £64 / night

(1) Excellent 

24

Ventnor holiday cottage rental

Isle of Wight / Ventnor

3 7 Min stay varies

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

from £130 / night

£800 - £1,200 / week

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from £130 / night

(6) Excellent 

23

Shanklin holiday apartment rental

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“MARVELOUS SHANKLIN” The apartment we stayed in was the Montague which is 3 bed and quite honestly could not be faulted in anyway . it has large rooms and particularly the lounge and kitchen are more than adequate size . Everything is clean and all th
…see more

from £160 / night

£795 - £1,990 / week

Book View

from £160 / night

(7) Very Good 

Certificate of Excellence

15

Holiday bungalow in Nettlestone

Isle of Wight / Nettlestone

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Great views and location” The views are to die for. House a bit dated and as bedrooms downstairs floorboards creaky but everything there, except a dishwasher. Lovely garden and just 10 minutes from a great beach. Would definitely recommend and re
…see more

Certificate of Excellence

from £150 / night

£1,050 / week

Book View

from £150 / night

(3) Excellent 

17

Holiday home in Bonchurch

Ventnor / Bonchurch

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Ask about pets

from £225 / night

£165,000 / week

Book View

from £225 / 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

from £50 / night

(10) Excellent 

32

Holiday home in East Cowes

Isle of Wight / East Cowes

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Nice holiday” This property well-equipped and is ideal for small family right on the waterfront lovely island to visit. we had a great holiday with plenty of things to do around the island
…see more

from £135 / night

£690 - £1,110 / week

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Responds fast!
avg. 3 hours 18 minutes

from £135 / night

(40) Excellent 

29

Bungalow rental in Ryde

Ryde / Appley

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Wonderful holiday home. Couldn't ask for more.” This was the 3rd time that we've stayed at Wightsands and it was just as fabulous as always. Wightsands is a comfortable home from home which is beautifully decorated. Everything you could ever need is p
…see more

from £100 / night

£475 - £1,050 / week

Enquire View

from £100 / night

7

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £75 / night

£575 / week

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from £75 / night