Isle of Wright Holiday Rentals - Cottages, Apartments and Accommodation in Isle of Wright

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Isle of Wight

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899 Holiday homes

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

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
Natures Corner provides a perfect base for a family looking for a traditional seaside holiday in one of the Islands most popular seaside resorts of Sandown. This comfortable chalet is positioned on the edge of Sandown Bay Holiday centre with easy access to the beach whi  …see more

from £69 / night

£275 - £450 / week

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from £69 / night

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
  • Pet friendly
Downs View is a comfortable chalet located in the popular resort town of Sandown. The accommodation consists of an open plan living room with fitted kitchen, a double bedroom, a bedroom with bunk beds and a wet room. There is a seating area outside and a communal grasse  …see more

from £119 / night

£275 - £475 / week

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from £119 / night

15

Apartment rental in Sandown with golf nearby

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary
Isle of Wight. Self Catering. Sandown. Self Catering Accommodation. Apartments. Parking. Beach. Pier. Town, Cafes Pubs. Restaurants. Shops. Local Train Station. Bus Routes. Heights Leisure Centre. Garden to enjoy. Children Welcome. Dogs welcome by arrangement.<br /&g  …see more

from £55 / night

£240 - £390 / week

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from £55 / 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
“Great location, lovely homely accommodation.” We thoroughly enjoyed our stay at the milk house, it was just what we wanted and felt very comfortable. The large kitchen is fantastic and all the bedrooms have en suite baths, although the only shower is  …see more

from £118 / night

£505 - £1100 / week

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from £118 / night

4

Holiday b&b in Bembridge

Isle of Wight / Bembridge

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
Mulberry Cottage is a family run Bed and Breakfast establishment situated in the heart of Bembridge village at the east end of the Isle of Wight. Offering accommodation for families, couples, singles and well behaved pets are welcome too. We are close to all the villag  …see more

from £85 / night

£595 / week

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from £85 / night

(7) Excellent 

17

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Very clean and comfortable accomodation” A very clean and comfortable chalet, very tastefully decorated and excellent as a base for our holiday. Well equipped with cooking facilities. My young children especially loved the green in front of the chalet  …see more

from £36 / night

£250 - £495 / week

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from £36 / night

(1) Average 

10

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
Kings Charles Court is a fabulous one bedroom first floor apartment which has been furnished to a high standard and is comfortably furnished throughout.  …see more

from £75 / night

£345 - £500 / week

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from £75 / night

(1) Excellent 

11

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Flatlet 5 A Stylish studio Apartment situated on the lower ground floor. It is within a large Victorian residence that has been carefully transformed into 6 stylish self catering apartments. Flatlet 5 comprises of a full size pull down double bed with a separate bedro  …see more

from £59 / night

£235 - £495 / week

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from £59 / night

(2) Excellent 

17

Holiday b&b in Wootton Bridge

Isle of Wight / Wootton Bridge

5 6 Min stay varies

  • 5 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Grange Farmhouse Bed and Breakfast award winning ,very comfortable beds,quality bed linen and fluffy towels!! Visitors lounge with log fire during winter, Grange Farm is to be recommended for its high quality comfort through-out,Red Squrrels often can be seen. <br /  …see more

from £45 / night

£280 - £1855 / week

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from £45 / 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

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

5

Holiday b&b in Bembridge

Isle of Wight / Bembridge

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
Mulberry Cottage is a family run Bed and Breakfast establishment situated in the heart of Bembridge village at the east end of the Isle of Wight. Offering accommodation for families, couples, singles and well behaved pets are welcome too. We are close to all the villag  …see more

from £85 / night

£595 / week

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from £85 / 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

15

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
This New apartment is located in the high street , very near the Island Sailing Club, which makes it a great location for small sailing groups who want to be close to the action & marinas. Also suitable for families & comes with free Island wide parking in the I  …see more

from £80 / night

£400 - £650 / week

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from £80 / night

16

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Sandown and Shanklin the nearby towns boast some of the best sandy beaches on the island as well as a good selection of shops, boutiques, pubs and restaurants. There is also the Isle of Wight Zoo, 3D Dinosaur Isle and Sandown Pier.  …see more

from £55 / night

£275 - £450 / week

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from £55 / night

20

Holiday barn in Newport

Newport / Chillerton Village

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Set within the Island's countryside with uninterrupted views across adjacent farmland & of Chillerton Down. 'Areas of Outstanding Natural Beauty' are right on your doorstep & there are many miles of paths & bridleways in the local area to enjo  …see more

from £99 / night

£695 - £1895 / week

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from £99 / 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

(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
This charming holiday home, a converted old chapel, provides a unique holiday experience in such an unusual property and is particularly close to Ventnor town centre and of course the esplanade and beach.Visit England Grading: 3 stars  …see more

from £174 / night

£375 - £745 / week

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from £174 / night

(3) Excellent 

18

Holiday cottage in Bembridge

Isle of Wight / Bembridge

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
A lovely Victorian cottage with character & charm. This appealing holiday home is situated along a quiet road within the village of Bembridge, which is situated on the eastern coast of the Isle of Wight. Coastal walks with wonderful sea views are on your doorstep &a  …see more

from £65 / night

£455 / week

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from £65 / night

8

Holiday lodge in Ventnor

Isle of Wight / Ventnor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Steephill Lodge is beautifully presented and can accommodate up to 4 guests and is situated next to Steephill Cove.There is a double futon bed in lounge for 2 extra guests or there is two single pull out beds  …see more

from £75 / night

£355 - £565 / week

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from £75 / night

(1) Very Good 

19

Holiday apartment rental

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Ask about pets
Isle of Wight Self Catering Sandown Self Catering Accommodation Apartments Parking Beach nearby Pier Town Cafes Restaurants Pubs Shops Ideally located Train Bus Route Station Leisure Centre nearby Guest Garden Children welcome Discounted Car Ferry Crossings available.&l  …see more

from £60 / night

£295 - £500 / week

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from £60 / night

(4) Very Good 

16

Chalet rental in Yaverland

Sandown / Yaverland

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“A good place to stay” We had a great time in this chalet there was 6 of us the little things like milk in the fridge when we got there. Also having the bath for the 2 children we had with us as they dont like a shower. Puting a £1.00 in meter was no p  …see more

from £23 / night

£160 - £500 / week

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from £23 / night

(2) Excellent 

17

Cottage rental in Billingham

Isle of Wight / Billingham

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 7 km
  • Child friendly
  • Pet friendly
2 Ivy Cottages is a beautiful stone built character cottage in a peaceful rural location on the edge of the hamlet of Billingham. Surrounded by beautiful countryside the cottage is only a 10 minute drive from the nearby villages of Shorwell, Chale and Godshill where the  …see more

from £125 / night

£465 - £1185 / week

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from £125 / night

(6) Average 

24

Godshill holiday cottage accommodation

Isle of Wight / Godshill

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Our Cottage is in a unique picturesque village on the Isle of Wight. Godshill has been a favorite since Queen Victoria came and had tea here. The church huddled together with beautiful thatched cottages has become a world famous view. The tea shops are also a must.<b  …see more

from £100 / night

£700 / week

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from £100 / 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

17

B&b rental in Wootton Bridge

Isle of Wight / Wootton Bridge

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Private garden
Grange Farm is a beautiful friendly property with many visitors returning year after year,with a private drive leading to the farm house making it a peaceful holiday ,and yet close to ferry terminals beaches and the main shopping centre Newport just an 8 min drive .To t  …see more

from £45 / night

£280 - £595 / week

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from £45 / night

(8) Average 

18

Holiday bungalow in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Pleasant stay, clean accommodation and close to the beach” Our bungalow was in a U shape with other bungalows and had good views out the front and into the middle area where it was safe for the children to play and be seen. The bungalow was a good ba  …see more

from £45 / night

£315 - £650 / week

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from £45 / 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 £88 / night

£610 - £1445 / week

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from £88 / night

15

Holiday villa in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Buttercup has fantastic sea views. The accommodation is comfortably furnished throughout with open plan lounge/diner with patio doors to grassed area. 10% DISCOUNT ON YOUR 2017 HOLIDAY 7 OR MORE NIGHT STAY IF BOOKED BEFORE THE END OF DECEMBER 2016.  …see more

from £158 / night

£375 - £680 / week

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from £158 / night

10

Holiday bungalow in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
‘La Maison’ is a comfortably furnished bungalow with two bedrooms; one double & 1 twin and a family shower room. The lounge/dining room is a light, spacious, south-facing room with views of the grounds. Outside there is a decked seating area opening dire  …see more

from £68 / night

£345 - £545 / week

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from £68 / 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

19

Holiday cottage in Bembridge

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
A super little cottage with plenty of quirky charm & character. Situated right in the heart of the village, there are plenty of local shops close to hand including a general store, fish shop (wet), fish & chip shop, butchers, chemists, popular pubs, cafes/restau  …see more

from £46 / night

£325 - £715 / week

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from £46 / night

13

Holiday apartment in East Cowes

Isle of Wight / East Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Osborne Court is a two bedroom apartment situated on Cowes Parade with sea views across the Solent. The accommodation comprises of lounge leading to balcony, kitchen, family bathroom, one double bedroom and twin bedroom. The town of Cowes with its narrow stree  …see more

from £75 / night

£425 - £800 / week

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from £75 / night

17

Chalet rental in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Tomhill Briarey provides a perfect base for a family looking for a traditional seaside holiday in one of the Islands most popular seaside resorts of Sandown.Visit England Grading: 3 stars  …see more

from £56 / night

£275 - £450 / week

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from £56 / night

33

Holiday home in Newchurch

Sandown / Newchurch

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 4 km
  • Child friendly
  • Private garden
Barn Cottage, with a 4 Star Quality in Tourism rating, is located in the small hamlet of Knighton in an Area of Outstanding Natural Beauty (AONB). Ideally situated for walking, with access to a nationally acclaimed network of quiet country footpaths, it is perfect for  …see more

from £50 / night

£350 - £710 / week

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from £50 / night

13

Holiday cottage with golf nearby in Freshwater

Isle of Wight / Freshwater

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Roseberry Cottage is a cosy self catering holiday property located within Freshwater Bay on the Isle of Wight. There are panoramic views from Freshwater bay to 'The Needles' lighthouse & across to the mainland on a clear day and just a short stroll in the  …see more

from £120 / night

£495 - £825 / week

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from £120 / night

17

B&b rental in Wootton Bridge

Isle of Wight / Wootton Bridge

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Private garden
Grange Farm is a beautiful friendly property with many visitors returning year after year,with a private drive leading to the farm house making it a peaceful holiday ,and yet close to ferry terminals beaches and the main shopping centre Newport just an 8 min drive .To t  …see more

from £45 / night

£315 / week

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from £45 / night

11

Ventnor holiday home rental

Ventnor / Ventnor Bay

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Built in the early 1800’s, Veryan is a Victorian Grade II Listed, Four Star, 4 storey house, full of character and charm. All rooms have stunning views along with the comfort and relaxation that a holiday here offers. Veryan is situated in an idyllic location on  …see more

from £179 / night

£1250 - £1570 / week

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from £179 / night

(1)  

11

Bembridge holiday bungalow rental

Bembridge / Bembridge Beach

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Hilvana is set in a fantastically unique position, with fantastic panoramic views of the solent and is adjacent to the beach Bembridge pier and lifeboat station. Hilvana sleeps up to 8 people with a king bed, 1 double bed and 2 twin beds. Pets are welcome.  …see more

from £90 / night

£625 / week

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from £90 / night

(1) Very Good 

12

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden
Right In the heart of ventnor this beautifully looked after very comfortable ground floor flat gives off a tranquil feeling .light and airy with its own private garden . 2 spacious bedrooms and a family bathroom . This beautiful property is only a stones throw away fr  …see more

from £65 / night

£455 / week

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from £65 / night