Holiday houses in Isle of Wight

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104 properties
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96 properties

Isle of Wight

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333 Holiday homes

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

13

Holiday home in Lake

Isle of Wight / Lake

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Private garden
The village of Lake has a variety of shops, and takeaways, supermarkets and chemist. Lake beach is tucked away from its resort neighbours and is very often quieter during the busier months, making it a peaceful alternative.  …see more

from £225 / night

£445 - £950 / week

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from £225 / night

(7) 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
A stunning Art Deco House, in a magnificent cliff top location, providing splendour of a bygone age. Up to 7 bedrooms perfect accomodation for multi-generation get togethers, several family groups or simply friends wanting to get away togather<br />This is a WHOL  …see more

from £500 / night

£1800 - £5525 / week

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from £500 / night

(1) Average 

25

Home letting in St Helens

Isle of Wight / St Helens

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
With sea views from many of the rooms and bedrooms, Harbour View is wonderfully located for a great family holiday, and is a short stroll from the village green, shops and restaurants in St Helen’s, and just a few minutes walk to some of the best beaches on the is  …see more

from £150 / night

£715 - £1950 / week

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from £150 / night

Featured properties

17

Holiday home in Gurnard

Isle of Wight / Gurnard

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
This spacious house is situated in Gurnard with the beach just around the corner! With a master bedroom en-suite, two doubles, one single bedroom and family bathroom it comfortably accommodates 7 guests. The lounge is furnished to a high standard with Sky TV and DVD  …see more

from £200 / night

£1395 - £1445 / week

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from £200 / 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

(19) Excellent 

23

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
“The Retreat” Lovely stay, perfect location, clean and plenty of room for two families, we would definitely go back. We loved our stay.  …see more

from £185 / night

£750 - £1800 / week

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from £185 / night

(4) Excellent 

13

Shanklin holiday home rental

Shanklin / Luccombe Village

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Rural Location, Sea Views, Seaside location, Large house, private village, character house, House, Isle of Wight, log burner, open fires, private parking, town near, town in walking distance, BBQ house, Animal watching<br />Catering can be provided for parties, we  …see more

from £200 / night

£1300 - £1995 / week

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from £200 / night

(1) Excellent 

14

Holiday home in Cowes

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
The boathouse is a modern 3 storey town house which yards from the waters edge of Cowes Town and the marina with a fabulous sundeck roof terrace overlooking the sea.  …see more

from £100 / night

£645 - £1050 / week

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from £100 / night

(1) Excellent 

14

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
This delightful Victorian townhouse is situated in a quiet unmade road up from the main town. The spacious lounge leads through to the open plan kitchen diner area with separate utility room & conservatory which has access to a lovely garden . This makes this an i  …see more

from £100 / night

£425 - £2600 / week

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from £100 / night

(3) Very Good 

15

Bembridge holiday home rental

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
Lovely homeBeautiful enclosed gardenGood parking for several carsWalking distance to shops, restaurants, beachClose to golf courses and historic attractions<br />5 Bedrooms3 with double beds 1 bunk room with 2 beds1 with 2 single bedsDouble futon in games room  …see more

Pricing unknown

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Pricing unknown

(13) Excellent 

26

Holiday home in Sandown

Isle of Wight / Sandown

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
We invite you to share our house, we try to make for a friendly relaxed stay and you can socialise with us or keep yourself to yourself as you prefer.We try to make for a more relaxed informal and friendly stay as if you are visiting a friends house, rather that bei  …see more

from £30 / night

£195 - £485 / week

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from £30 / 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
This property sleeps 8 and has parking, it is ideally situated for a family beach side holiday and to explore all the Isle of Wight has to offer.  …see more

from £224 / night

£575 - £1325 / week

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from £224 / 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
The Wing at Fox Hollow is a delightful newly converted one bedroom split level annex style property in the rural setting of Whiteley Bank, near to Shanklin and Godshill Village.  …see more

from £50 / night

£250 - £475 / week

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from £50 / night

10

Newport holiday home rental

Isle of Wight / Newport

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
17th Century detached cottage set in 1 acre of grounds. Parking for 3 vehicles. About as central a location as is possible on the Isle of Wight so nowhere is more than 30 minutes away. Large patio with dining set for outdoor living. BBQ. Great for wildlife lovers with r  …see more

from £100 / night

£700 - £1100 / week

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from £100 / night

(1) Excellent 

22

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
  • Pet friendly
Littlestairs has glorious sea views and offers four double en-suite bedrooms, including a master bedroom with patio doors leading to a balcony to enjoy the views. Two of the bedrooms are on the ground floor as is the well equipped kitchen. The open plan living space has  …see more

from £130 / night

£745 - £1845 / week

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from £130 / night

15

Home letting in Seaview

Isle of Wight / Seaview

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
The excellent location of Anchor Cottage in Seaview on the Isle of Wight ensures that you can walk to the village beaches, local bars and eateries meaning you can make full use of the underground private parking that is provided. A light and spacious self catering holid  …see more

from £125 / night

£875 / week

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from £125 / night

19

Holiday home accommodation

Isle of Wight / Ventnor

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
This stunning detached Victorian house was built in 1876 of Island stone and is located in a conservation area opposite Ventnor’s award winning park with its stream, bandstand, putting green and outside gym. The property is a five minute walk to coastal town, harb  …see more

from £450 / night

£1800 - £3550 / week

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from £450 / night

10

Ventnor holiday home rental

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
You will not be disappointed with your stay at this charming house it is the perfect location to have a truly unforgettable holiday experience – you will not want to leave!  …see more

from £87 / night

£400 - £945 / week

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from £87 / night

17

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
  • Pet friendly
Maple Villa is in a beautiful position, only meters away from the beach. The property comprises of 4 bedrooms: 1 double, 2 twin bedrooms and 1 single bedroom, a comfortably furnished lounge, fully fitted kitchen with dining room and private garden For the 8th guest th  …see more

from £100 / night

£575 - £1300 / week

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from £100 / night

16

Cowes holiday home rental

Isle of Wight / Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden
Contemporary house with sea views, private parking, large terrace, two balconies and underfloor heating. Mornington Mews is immediately off Queens Road and enjoys a superb but quiet location on the beach, with the High Street, marinas, and ferry links all within a short  …see more

from £240 / night

£1095 - £2450 / week

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from £240 / night

6

Holiday home in Cowes

Isle of Wight / Cowes

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
The Watchousebarn has been established for 18 Years. It is situated in the heart of Cowes nearby to all the major yacht clubs, ferry terminals and Marinas. The sea front is only 50 yards away where ample parking is available. Breakfast is served in our friendly 70 sea  …see more

from £120 / night

£840 / week

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from £120 / night

(4) Very Good 

16

Home rental in Ventnor

Ventnor / Niton, Isle of Wight

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Pine ridge is a home from home property” What a superb house and location! Everything you want for an enjoyable break on IoW. The property benefitted from superb views and proximity to beach and dinning was really good for the kids and us. The hous  …see more

from £120 / night

£440 - £820 / week

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from £120 / night

(1) Excellent 

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
'Willow House' is the perfect home from home! A substantial modern detached family residence with spacious accommodation, it's particularly well maintained throughout and provides the ideal holiday retreat for parties of all sizes, with a heated swimming  …see more

from £180 / night

£775 - £1845 / week

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from £180 / night

(5) Very Good 

24

St Helens holiday home rental

Isle of Wight / St Helens

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Great service from company & owners” Great location, easy to get to, exactly as described, bright & light home from home, lovely garden, one small issue during the week was sorted within half a day and we left a few bits by mistake - the owners went o  …see more

from £50 / night

£348 - £835 / week

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from £50 / night

(2) Excellent 

25

Holiday home in Ventnor

Ventnor / St Lawrence, Ventnor

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Private garden
This delightful, spacious detached House is perfect for larger families or two parties wishing to come away together, Charles Wood House; can be found almost at the end of an unmade road in this idylilic and peaceful setting in the heart of St Lawrence.  …see more

from £219 / night

£925 - £2025 / week

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from £219 / night

(3) Excellent 

18

Home rental in Newport

Isle of Wight / Newport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
This is an ideal retreat from the pressures of work, in civilised and comfortable surroundings. There are country walks and foodie pubs within easy reach and lots of local history and interesting geology. There are old railway lines as cycle paths and one still working!  …see more

from £80 / night

£245 / week

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from £80 / night

5

Cowes holiday home rental

Isle of Wight / Cowes

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
The Watchousebarn has been established for 18 Years. It is situated in the heart of Cowes nearby to all the major yacht clubs, ferry terminals and Marinas. The sea front is only 50 yards away where ample parking is available. Breakfast is served in our friendly 70 sea  …see more

from £60 / night

£420 / week

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from £60 / night

15

Ventnor holiday home rental

Isle of Wight / Ventnor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This detached cottage is situated in the quiet cul-de-sac and has fabulous sea views from every room. You can go to sleep lulled by the sounds of the waves below.  …see more

from £86 / night

£395 - £755 / week

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from £86 / night

10

Home rental in Freshwater

Freshwater / Freshwater Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Built in 2015, Tennyson Cottage, is a comfortable two bedroom home situated in Freshwater. The accommodation offers a well furnished lounge with sofa bed / diner with doors leading to an enclosed garden; a well equipped modern kitchen; downstairs wc; a double bedroom w  …see more

from £173 / night

£395 - £740 / week

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from £173 / night

(5) 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
Fairlight is a magnificent five bedroom detached house situated close to Ryde town centre and the sea front.  …see more

from £155 / night

£680 - £1250 / week

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from £155 / night

13

Holiday home in East Cowes

Isle of Wight / East Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
Sofa bed in conservatory, fold up bed for use in lounge, parking in front of garage to rear of property.  …see more

from £170 / night

£425 - £850 / week

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from £170 / night

4

Ventnor holiday home rental

Isle of Wight / Ventnor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Private garden
majestic victorian stone house with outstanding sea views sleeps 8 + 1 set into the hillside on the a3055, in an elevated position backing onto st boniface downs whilst overlooking bonchurch beach and ventnor, this spacious and tastefully finished...  …see more

from £90 / night

£630 - £1445 / week

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from £90 / night

19

Holiday home in Ventnor

Isle of Wight / Ventnor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
This beautiful south facing holiday home with fantastic sea views is comfortably furnished to a high standard. The far reaching sea views can be enjoyed from the open plan lounge, kitchen and dining areas also from the master bedroom. The first floor offers two twin bed  …see more

from £162 / night

£650 - £1800 / week

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from £162 / night

16

Home rental in Cowes

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
Substantial period town house in a prime location with sea views over the Royal Yacht Squadron start line and the Solent beyond. Within comfortable walking distance of yacht clubs, the town centre and marinas, the property provides extensive well-proportioned accommod  …see more

from £263 / night

£900 - £6500 / week

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from £263 / night

(2) Very Good 

15

Holiday home in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Northview has recently been refurbished to a high standard and is tucked away in a beautiful position only metres from the beach. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITE FOR DETAILS  …see more

from £85 / night

£400 - £745 / week

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from £85 / night

(1) Very Good 

12

Holiday home rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Lovely period town house” This is a Victorian town house that has been refurbished to modern standards. The rooms are well decorated & spread over 4 floors, with a spacious decked area in the garden. The lower lounge has TV & stereo while the ground  …see more

from £95 / night

£450 - £1750 / week

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from £95 / night

11

Holiday home in Wootton Bridge

Isle of Wight / Wootton Bridge

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
A perfectly located self-catering holiday property on Wootton Bridge, 8 High Street is a perfect home to base your stay on the Isle of Wight. To the downstairs of the property to will find a cloakroom, a comfortable lounge with easy seating for 5, a dining room that lea  …see more

from £89 / night

£385 - £725 / week

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from £89 / night

(3) Excellent 

9

Ryde holiday home rental

Isle of Wight / Ryde

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
Comfortable home sleeping 7, with Wi-Fi, garden & parking. Ideally located on the outskirts of Ryde allowing easy access to the town centre, or alternatively the Island's lovely countryside. Many local shops, cafes/restaurants & attractions for all ages -&l  …see more

from £71 / night

£495 - £825 / week

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from £71 / night

(1)  

16

Seaview holiday home rental

Isle of Wight / Seaview

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Private garden
This self catering holiday property is perfectly located within Seaview Village meaning you can walk to the village beaches, local bars and eateries. There is street parking right outside the and within a good radius of the property so you do not have to walk far. A l  …see more

from £135 / night

£850 / week

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from £135 / night

(3) 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
Our c1700s flint cottage is close to the sea and village amenities. Spread across 3 floors, this 3 bedroom holiday home will provide you with the comfort and relaxation you need. 1 x King size bed, 1 x double and 2 x single beds are available. The bathroom has recently  …see more

from £115 / night

£975 - £1200 / week

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from £115 / night