Walking holiday villas and apartments Isle of Wight

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Isle of Wight

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393 Holiday homes

Filters applied: Walking holidays

Travellers going to Isle of Wight are booking June dates now. Secure your holiday home today and have the perfect trip.

(32) Very Good 

21

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Excellent accommodation - location and local people” Good walks at rear and front of the property on this dog friendly island. Property overlooks the sea with fenced green area (for Victoria cottages residents) where rabbits and children can play. In  …see more

from £75 / night

£395 - £1245 / week

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from £75 / night

(1) Excellent 

59

Bembridge holiday lodge rental

Isle of Wight / Bembridge

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £65 / night

£455 / week

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from £65 / night

(2) Excellent 

10

Holiday apartment in Brook

Isle of Wight / Brook

2 4 Min stay varies

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

from £90 / night

£300 - £995 / week

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from £90 / night

Featured properties

(4) Very Good 

10

Shanklin holiday caravan/mobile home rental

Isle of Wight / Shanklin

3 6 Min stay varies

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

from £70 / night

£290 - £760 / 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

from £125 / night

£605 - £4000 / week

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from £125 / night

(9) Average 

9

Holiday bungalow with shared pool in Gurnard

Isle of Wight / Gurnard

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Brillant” We visited gurnard pines for a weeks holiday,such a lovely week fantastic weather. Appartment/chalet was clean, had everything we needed especially for having children which was great! There is a huge bit of green for kids to play out on, be  …see more

from £60 / night

£420 / week

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from £60 / night

(3) Excellent 

23

Cowes holiday home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden
“Superb!!!” We stayed at the lovely Sun Hill in August for a couple of nights and as a family we were so happy. The house is immaculately clean and is equipped with everything that you could need. The owners kept us well informed and were so helpful  …see more

from £150 / night

£900 - £2400 / week

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from £150 / night

(13) Very Good 

26

Holiday home with golf nearby in Cowes

Cowes / West Cowes

7 17 Min stay varies

  • 7 bedrooms
  • Sleeps 17
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Perfect house for large group, and close to Cowes pubs etc.” We have just spent a fabulous week at Windrush over New Year 2016. There were 3 families (12 in total + dog) and could have fitted in a few more as well! Windrush is a lovely old house wit  …see more

from £315 / night

£1800 - £9000 / week

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from £315 / night

(5) Excellent 

11

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Excellent stay and location” A fabulous chalet with fantastic mod cons, a lovely welcome basket greeted us which was lovely. The chalet was great as was the location, the children enjoyed playing football on the field and climbing frames. The Isle of  …see more

from £39 / night

£275 - £595 / week

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from £39 / night

(7) Excellent 

24

Bungalow rental in Yarmouth

Isle of Wight / Yarmouth

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £120 / night

£650 - £1750 / week

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from £120 / night

(2) Excellent 

8

Holiday barn in Shorwell

Isle of Wight / Shorwell

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about pets
  • Private garden

from £84 / night

£588 / week

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from £84 / night

(7) Very Good 

24

Ryde holiday apartment rental

Ryde / Appley

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Superb Apartment” This apartment is very charming and feels very homely. I felt very cosy and safe here. The apartment had everything to make your stay pleasant. Clean and fresh. My Husband and I visited with my Daughter 9 years of age. We had plenty  …see more

from £100 / night

£395 - £765 / week

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from £100 / night

(1) Excellent 

24

Yarmouth holiday apartment rental

Isle of Wight / Yarmouth

2 4 Min stay varies

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

from £90 / night

£980 - £1050 / week

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from £90 / night

(19) Very Good 

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

from £45 / night

£230 - £585 / week

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from £45 / night

(11) Very Good 

17

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Wonderful time,had by all” Great place to stay suitable for all ages, Recently been refurbished lovely. Friendly owners that make you very welcome. Very private area to enjoy the wildlife and relax during our stay. Very presentable with just a very sh  …see more

from £45 / night

£210 - £445 / week

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from £45 / night

(23) Excellent 

20

Home rental in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.025 km
  • Child friendly
“A well designed, luxuriously equipped property, Waters Edge was just what we were looking for” Our favourite things about Waters Edge were the the views to the mainland and watching boats go by, the comfy beds, the original artwork pictures, the elect  …see more

from £120 / night

£840 - £1800 / week

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from £120 / night

19

Sandown holiday apartment let

Isle of Wight / Sandown

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+

from £60 / night

£295 - £500 / week

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from £60 / night

(2) Excellent 

10

Holiday lodge in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 Min stay varies

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

from £65 / night

£595 - £895 / week

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from £65 / night

(2) 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
“Excellent location” We are a large family consisting of three couples and two children. Ample room in the property for us all to be comfortable. Everything you can think of in property to make stay as near to home from home as possible. Location excel  …see more

from £115 / night

£550 - £3900 / week

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from £115 / night

(7) Excellent 

24

Holiday home in Bonchurch

Isle of Wight / Bonchurch

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“This is a very fine, extremely well equipped house, great for a family holiday.” We had a brilliant stay at St Michael's Cliff. It is a very fine old house with great facilities including a very modern and well equipped kitchen. There are lovely rooms  …see more

from £372 / night

£2600 - £2700 / week

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from £372 / night

(1) Excellent 

19

Holiday home in Cowes

Cowes / West Cowes

4 8 Min stay varies

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

from £105 / night

£450 - £3000 / week

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from £105 / night

(10) Excellent 

17

Gurnard holiday chalet rental

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Fantastic” Little Sailing is in a prime location on the edge of the Solent. It is well equipped and has everything needed for a perfect stay. The views from the huge windows are wonderful. There is a pub serving food within a very short walk.  …see more

from £75 / night

£525 - £1100 / week

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from £75 / night

(15) Excellent 

14

Niton holiday cottage rental

Isle of Wight / Niton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Rain or shine, relaxing by the fire or an exhilarating walk to the lighthouse!” Perfect setting for a peaceful break in very comfortable, well designed accommodation with private terrace and large secluded garden- sea view! Well equipped kitchen for s  …see more

from £95 / night

£575 - £1370 / week

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from £95 / night

(5) Excellent 

20

Cottage rental in Whitwell

Isle of Wight / Whitwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“A wonderful holiday in a beautiful cottage” We had a fantastic week at Maytime Cottage this August. The cottage was clean and fresh when we arrived and it is airy and spacious with loads of character. It made you feel right at home. There was good inf  …see more

from £105 / night

£420 - £890 / week

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from £105 / night

(14) Excellent 

22

Freshwater holiday home rental

Freshwater / Freshwater Bay

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Exceptional house with a wonderful owner” As soon as we pulled up on the drive it was WOW. Once inside you can't help but fall in love with this spacious house. Every day you will find quirky/unique figures or ornaments in the rooms and garden- fascin  …see more

from £143 / night

£995 - £1790 / week

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from £143 / night

(5) Very Good 

9

Holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Fantastic apartment” The apartments location is fantastic with less than a minutes walk to the town and the sea front! The apartment is immaculate..hats off to the housekeepers!! Although there is no allocated parking we didn't have any issues fin  …see more

from £86 / night

£308 - £563 / week

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from £86 / night

(2) Excellent 

17

Newtown holiday farmhouse rental

Isle of Wight / Newtown

4 8 Min stay varies

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

from £71 / night

£495 - £1250 / week

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from £71 / night

(13) Very Good 

8

Shanklin holiday apartment accommodation

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Generally 1st Rate, except .....” Wonderful situation, with easy access to both Shanklin village and the Sea Front Promenade. Generally well appointed with well laid out lounge having a beautiful sea view and a large double bed room with an extremely  …see more

from £70 / night

£345 - £880 / week

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from £70 / night

(38) 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
“Wonderful cosy cottage with wecoming hosts!” We loved our stay at the Brew House Cottage. It was well equipped and tastefully decorated. We were met on arrival by Ali and David who were wonderful hosts. They had provided a welcome hamper with homemade  …see more

from £90 / night

£500 - £750 / week

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from £90 / night

12

Holiday cottage in Bembridge

Bembridge / Bembridge Village

2 4 Min stay varies

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

from £45 / night

£295 - £695 / week

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from £45 / night

(17) 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.  …see more

from £80 / night

£400 - £675 / week

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from £80 / night

(1) Very Good 

14

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 2 nights min

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

from £50 / night

£300 - £525 / week

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from £50 / night

(9) Excellent 

14

Home rental in Ryde with golf nearby

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
“A lovely place to stay” We had a very nice stay at the Auction House it was the best place we have stayed in during our travels in all our 55 years of married life. It we well equipted spotlessly clean and very comfortalble, The owners were very hel  …see more

from £75 / night

£600 - £975 / week

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from £75 / night

(2) Excellent 

9

Cowes holiday home rental

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“Amazing location” This is a great house in an amazing location. The house has everything you need for a comfortable stay and it is very clean. We were a group of 8 and had plenty of space. It is a 2 minute walk away from all the local shops including  …see more

from £115 / night

£550 - £3900 / week

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from £115 / night

(13) Very Good 

14

Holiday cottage letting

Whitwell / Nettlecombe

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“An excellent holiday stay” First time me and my husband have ever been to the Isle of White and totally fell in love with the place. We loved it so much even thinking of moving there within few years. Whitwell Station was a lovely accommodation and  …see more

from £90 / night

£470 - £1080 / week

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from £90 / night

(12) Excellent 

24

Holiday home in Yarmouth

Isle of Wight / Yarmouth

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Lovely cottage in peaceful location” Beautiful cottage with all that you need for a relaxing holiday.Perfect for adults and children alike. Bedroom is pretty and spacious.  …see more

from £90 / night

£350 - £550 / week

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from £90 / night

(4) Excellent 

20

Holiday home in Bembridge

Isle of Wight / Bembridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £115 / night

£975 - £1050 / week

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from £115 / night

18

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 £224 / night

£575 - £1325 / week

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from £224 / night

(11) Excellent 

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

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from £115 / night

(9) Excellent 

20

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
“Lovely sailing themed house in great location” Stylish decor, very comfy bedrooms and all the domestic equipment that was needed was there along with some nice Jazz CDs! Good location with teenagers as able to walk into main street of Cowes within  …see more

from £100 / night

£700 / week

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from £100 / night

1