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

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  • United Kingdom
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  • Adgestone (1)
  • Bembridge (60)
  • Bemridge Harbour (1)
  • Bonchurch (12)
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  • Brighstone (12)
  • Brook (2)
  • Calbourne (10)
  • Chale (3)
  • Cowes (125)
  • East Cowes (11)
  • Freshwater (50)
  • Godshill (7)
  • Gurnard (16)
  • Knighton, Isle of Wight (1)
  • Lake (2)
  • Merstone (1)
  • Nettlestone (2)
  • Newport (22)
  • Newtown (2)
  • Niton (18)
  • Porchfield (6)
  • Rookley (1)
  • Ryde (60)
  • Sandown (104)
  • Seaview (37)
  • Shanklin (100)
  • Shorwell (11)
  • St Helens (12)
  • Totland Bay (13)
  • Ventnor (130)
  • Wellow (3)
  • Whippingham (6)
  • Whitwell (11)
  • Woodside Beach (3)
  • Wootton Bridge (17)
  • Wroxall (8)
  • Yarmouth (49)

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942 Holiday homes

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

(4) Excellent 

21

Suntrap - Wootton Bridge chalet sleeps 6

Isle of Wight / Wootton Bridge

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Suntrap is a very unusual and unique holiday chalet on the Isle of Wight. The chalet which is decorated, furnished and equipped to a very high standard encloses an old railway carriage. The carriage was originally built in the 1880's and after years of operation in Linc  …see more

from £125 / night

£875 / week

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from £125 / night

(27) Excellent 

23

Three Gables. West Wight for families and friends - Yarmouth house sleeps 10

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
***offers*** autumn and winter short breaks available from £395, 3 night weekends or 4 night midweek £495. Contact me for details Three Gables is in the center of the rural village of Newbridge yet tucked away at the end of a privat  …see more

from £195 / night

£725 - £1775 / week

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from £195 / night

(11) Very Good 

28

Dairy Cottage - Whitwell cottage sleeps 6

Isle of Wight / Whitwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets
Lovely 17th century stone cottage in the hamlet of Southford. The cottage stands between Stenbury Down and Niton down and several picturesque walks begin from the farm just behind the cottage. The Undercliff, Woody Bay, Ventnor, Steephill Cove and St Lawrence are all  …see more

from £80 / night

£300 - £600 / week

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from £80 / night

(1) Excellent 

9

Fernwood Cottage - Bonchurch cottage sleeps 4

Isle of Wight / Bonchurch

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Private garden
Bonchurch has an air of peace and tranquillity with its ancient churches, village pond and traditional cottages but it is also a working village. The Bonchurch Inn is not far away and a restaurant is nearby. In and around Bonchurch there are many lovely rural and coast  …see more

from £48 / night

£335 - £410 / week

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from £48 / night

(5) Very Good 

9

8 Hambrough House - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This stunning apartment is situated just above Ventnor's beach and Esplanade. There is a wide selection of restaurants, shops, cafes and bars within easy reach and far reaching views along the coastline can be enjoyed from the large open plan living-dining room and  …see more

from £86 / night

£280 - £389 / week

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from £86 / night

(12) Very Good 

9

BOUTIQUE BEACH HOUSE WITH SEA VIEWS - Gurnard house sleeps 4

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
A boutique beach house featured in COAST magazine (see photos) offering simple, comfortable and chic living, set over 2 floors with a multitude of sunny outside spaces and decks with sea views, set in the sought after area of old Gurnard just yards from the sandy beach.  …see more

from £55 / night

£385 - £1575 / week

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from £55 / night

(23) Very Good 

22

Victorian Cottage in Cowes - West Cowes cottage sleeps 4

Cowes / West Cowes

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
This is a Victorian Fishing Cottage in West Cowes on the Isle of Wight. The cottage is on a quiet street, unfortunately there isn't any parking out side, but there is plenty around in the other streets. To walk into the town would take you around five minutes  …see more

from £95 / night

£600 / week

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from £95 / night

(18) Excellent 

22

The Coach House, Woodlands Val - Appley cottage sleeps 4

Ryde / Appley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
This Grade II listed Coach House is set in tranquil parkland grounds between the resort town of Ryde and Seaview, with views over open fields and woodland, the cottage enjoys a rural atmosphere whilst being within ten minutes walk of the beach. This charming cottage off  …see more

from £85 / night

£595 - £950 / week

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from £85 / night

(25) Excellent 

15

The Lodge ( Strictly Over 25s only) - Ryde lodge sleeps 2

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
This welcoming lodge really is a home from home all recently refurbished to a very high luxury standard. (Over 25 only).The accommodation sleeps 2 and the lodge is situated in a secluded area surrounded by woodland, yet not far from the beautiful sandy beaches and ch  …see more

from £60 / night

£350 - £850 / week

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from £60 / night

(4) Very Good 

16

Isle of wight Sandown Chalet 79 - Yaverland chalet sleeps 6

Sandown / Yaverland

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Situated on the coastal path, literally steps from the national trust walkway to Culver Down. So after a stroll with spectacular sea and rural views you will find a great family pub. Location ideal for walking or cycling with many local island attractions. Great for f  …see more

from £29 / night

£200 - £300 / week

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from £29 / night

(4) Excellent 

20

Sunnywight Holiday Bungalows - Freshwater bungalow sleeps 4

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Welcome to the Sunnywight Holiday Bungalow. Self Catering 3 Star Accomadation in Colwell Bay, near Freshwater in the Isle of Wight.In a secluded and quiet part of The Isle of Wight, the ever popular holiday destination, and with direct access to the beach, our holiday b  …see more

from £40 / night

£275 - £485 / week

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from £40 / night

(8) Very Good 

20

Kingsley Cottage - St Helens house sleeps 6

Isle of Wight / St Helens

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Kingsley Cottage is a perfectly situated and newly refurbished 3 bedroom house new on for May 2014, based in the charming village of St Helens, Isle of Wight.The property is situated just off St. Helens green. The village includes a local store with newsagent and cafe &  …see more

from £100 / night

£450 - £795 / week

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from £100 / night

(2) Very Good 

15

Isle of Wight Sandown Chalet 80 - Yaverland chalet sleeps 6

Sandown / Yaverland

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
Situated on the coastal path, literally steps from the national trust walkway to Culver Down. So after a stroll with spectacular sea and rural views you will find a great family pub. Location ideal for walking or cycling with many local island attractions. Great for f  …see more

from £29 / night

£200 - £300 / week

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from £29 / night

(1) Excellent 

24

Chain Ferry House - West Cowes house sleeps 10

Cowes / West Cowes

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
Amazing property for up to10 people that sits just back from the waterfront and has fantastic views up and down the River Medina and to the Solent beyond from the large roof terrace - an excellent place to entertain or sit and watch the world go by. A Quay Management p  …see more

from £200 / night

£1400 - £5500 / week

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from £200 / night

(3) Very Good 

8

Three bedroom cottage in the heart of Cowes - West Cowes cottage sleeps 8

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
A period terraced cottage, located in central Cowes, just 3 minutes walk from the RedJet, just off the High Street. An excellent base for sailing, exploring the island or just enjoying the local amenities, of which there are numerous restaurants, bars, cafes and a high  …see more

from £85 / night

£350 - £2000 / week

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from £85 / night

(8) Excellent 

58

Spacious Self Catering Chalet | Isle Of Wight - Freshwater chalet sleeps 5

Isle of Wight / Freshwater

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
The Summerhouse is a spacious, self catering, semi detached chalet located on a peaceful, naturally landscaped holiday park in Brambles Chine, part of the Isle of Wight's area of outstanding natural beauty. Situated only 150 meters from the sea it provides spectacular v  …see more

from £36 / night

£250 - £300 / week

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from £36 / night

(6) Excellent 

10

Bucks Farm (Bike Shed) - Billingham barn sleeps 2

Shorwell / Billingham

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about pets
  • Private garden
Very recently converted barn into three superb self contained units, each sleeping two people . Bucks Farm is situated near the glorious south coast of the Island in rolling countryside with stunning panoramic views all around. It is ideal for walkers, cyclists,surfers  …see more

from £70 / night

£450 - £550 / week

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from £70 / night

(9) Excellent 

20

The Cowes Boat House - West Cowes house sleeps 8

Cowes / West Cowes

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
The Cowes Boat House,Perfect Holiday Home/Crew House in excellent location,and will provide ample space for up to eight holiday makers for an ideal week or weekend away. It is very close to the centre of Cowes, for easy access and lots of places to choose from for eatin  …see more

from £100 / night

£700 / week

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from £100 / night

(12) Excellent 

15

Waterside - Wootton Bridge bungalow sleeps 6

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
This spacious detached 3 bedroom home is set in a stunning location with spectacular views overlooking Wootton Creek and benefits from its own floating pontoon for boats up to 32 feet allowing access to and from The Solent.The accommodation comprises a spacious lounge w  …see more

from £95 / night

£495 - £995 / week

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from £95 / night

(2) Excellent 

8

Isle of Wight Caravan Holiday Let (Willow 6/8) - St Helens caravan/mobile home sleeps 8

Isle of Wight / St Helens

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly
Privately owned static caravan on St Helens Holiday Park. Comfortable accommodation sleeps 6/8 people. 3 bedrooms (1 double bedroom, 2 twin bedrooms plus double pull out bed in lounge. Fully equipped with central heating, double glazing, electric shower, Freeview TV. Th  …see more

from £49 / night

£343 - £483 / week

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from £49 / night

7

Natures Corner - Sandown chalet sleeps 4

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 £67 / night

£250 - £400 / week

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from £67 / night

25

Appt.4 Ventnor Holiday Villas - Ventnor Bay apartment sleeps 4

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Overlooking the sea, Apartment 4 is situated in a purpose built block of Holiday Apartments. With a sliding patio door opening onto a sea facing balcony ideal for sun lovers. On town level-just a few minutes walk away from the restaurants, shops and beach of Ventnor. T  …see more

from £90 / night

£370 - £625 / week

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from £90 / night

(1) Excellent 

22

Littlestairs - Shanklin house sleeps 8

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Littlestairs is a comfortable holiday home situated in Shanklin with sea views. The accommodation offers 4 spacious double bedrooms all with en-suites (two of the bedrooms are on the ground floor). A cot is also available. The master bedroom has patio doors leading to  …see more

from £130 / night

£705 - £1595 / week

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from £130 / night

(10) Very Good 

15

Holiday Chalet in Gurnard with shared pools - Gurnard Pines chalet sleeps 5

Cowes / Gurnard Pines

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
We are pleased to advertise our immaculate and well maintained two bedroom Chalet in the Gurnard Pines Holiday Village that can sleep up to five persons. This Chalet comes fully equipped with all the necessary items to make your stay as close to home as possible.The mai  …see more

from £80 / night

£300 - £600 / week

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from £80 / night

(5) Excellent 

14

5 Bed Clarendon House - Shanklin, Isle of Wight. - Shanklin house sleeps 10

Isle of Wight / Shanklin

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Clarendon House is a spacious five bedroom house situated within Shanklin old village. The house is just a short walk from Shanklin Bay and the beautiful sandy beach, with many restaurants, county pubs and gift shops.The house is furnished to a high standard with a larg  …see more

from £205 / night

£1325 - £2500 / week

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from £205 / night

(21) Excellent 

14

Ocean Deck Apartment - Old Village apartment sleeps 6

Shanklin / Old Village

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Luxury ground floor apartment within a beautiful old Victorian Priory, enveloped in breath taking scenery.Ocean Deck is situated on the coastal path, set within two acres of woodland overlooking the sea.Double doors from the lounge/diner open onto a large secluded decki  …see more

from £85 / night

£400 - £750 / week

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from £85 / night

(6) Very Good 

10

Seashore Chalet - Yaverland chalet sleeps 4

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Welcome to Seashore Chalet which is fully self catering with an open plan kitchen and lounge. Providing comfortable accommodation with two bedrooms, one double and one with two single beds. The bathroom has a full size bath and shower above. There is plenty of hot wat  …see more

from £35 / night

£195 - £490 / week

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from £35 / night

(10) Excellent 

7

Squirrel Nutkins cabin - Whippingham log cabin sleeps 2

Isle of Wight / Whippingham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Private garden
This timber built cabin makes the ideal cosy holiday retreat for two. It is well situated for exploring the whole island, and its many attractions. •The village of Whippingham is near to Queen Victoria's Osborne House, and the yachting centre of Cowes.•Pubs and res  …see more

from £60 / night

£350 - £450 / week

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from £60 / night

11

Charnwood Cottage - Brading cottage sleeps 4

Isle of Wight / Brading

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Fri 22 Jul 2016 - Fri 29 Jul 2016 SPECIAL OFFER NOW ONLY £400 ** FERRY TRAVEL INCLUDED ** Mon 25 Jul 2016 - Fri 29 Jul 2016 4 NIGHT SPECIAL OFFER NOW ONLY £275 ** DISCOUNTED FERRY TRAVEL** The cottage is ideally located for parties wishing to explore all that the  …see more

from £104 / night

£345 - £625 / week

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from £104 / night

(2) Very Good 

12

Elm Cottage - Bembridge Village cottage sleeps 6

Bembridge / Bembridge Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
Elm Cottage is perfectly situated in a conservation area , on the hill leading up to the pretty village of Bembridge with its own fishmonger, butcher, baker, proper veg shop and the Deli where you can enjoy a morning coffee in their pretty garden. Down the hill is Bembr  …see more

from £66 / night

£385 - £665 / week

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from £66 / night

9

Flatlet 2 The Victorian Lodge - Ryde apartment sleeps 4

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Flatlet 2 A cosy studio Apartment situated on the first floor. It is within a large Victorian residence that has been carefully transformed into 6 stylish self catering apartments. Flatlet 2comprises of a full size pull down double bed with a separate bedroom with ful  …see more

from £59 / night

£235 - £495 / week

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from £59 / night

(1) Excellent 

29

Tides Reach - Bembridge house sleeps 9

Isle of Wight / Bembridge

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Private garden
Tides Reach is a modern mid-terrace house. This very comfortable property has been newly refurbished and benefits from a large conservatory leading to a newly terraced Garden. It is located on The Ruskins at the top of a cul-de-sac just off the village centre, with all  …see more

from £80 / night

£595 - £1350 / week

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from £80 / night

(2) Very Good 

16

Gurnard Bungalow - Gurnard bungalow sleeps 4

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Our 2 bedroom bungalow is suitable for up to 4 persons, it has a double and a twin bedroom, fully fitted kitchen, bathroom with a bath/shower and is fully centrally heated throughout, electric and gas heating is also included in our extremely reasonable prices. It is s  …see more

from £45 / night

£205 - £420 / week

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from £45 / night

(4) Excellent 

13

Corydon - Luccombe Village house sleeps 12

Shanklin / Luccombe Village

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
There really is something for everyone here with a charming snug/bedroom area, a fantastic private balcony from the master suite, a wonderful timber built terrace with table and chairs, a quite unique bar-be-cue hut, as well as extensive lawned gardens with various tree  …see more

from £285 / night

£1995 / week

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from £285 / night

(19) Very Good 

20

Seaspray Chalet - Yaverland chalet sleeps 4

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Seaspray Chalet is fully self catering with an open plan Kitchen and lounge. It provides comfortable accommodation with two bedrooms, one double and one with bunk beds. The Bathroom has a full size bath and shower above. There is plenty of hot water and Electricity and  …see more

from £35 / night

£195 - £490 / week

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from £35 / night

(7) Very Good 

35

Aisla Cottage - East Cowes house sleeps 5

Isle of Wight / East Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Sleeps 4 people comfortably but with capacity for up to 5. 2 bedroom sea-front cottage in East Cowes with incredible sea and River Medina views. Now with BT Infinity Superfast Broadband. The cottage is within easy walking distance of the Red Funnel Ferry and near to the  …see more

from £125 / night

£575 - £1375 / week

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from £125 / night

7

Rookery Nook - Yaverland chalet sleeps 4

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Rookery Nook is a comfortable chalet located in the popular resort town of Sandown. Inside, the accommodation consists of an open plan living room with kitchen, a double bedroom, a bedroom with bunk beds and a shower room. There is a seating area outside and a communal  …see more

from £57 / night

£225 - £400 / week

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from £57 / night

(1) Excellent 

24

Casa Nostra - Shanklin house sleeps 7

Isle of Wight / Shanklin

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
This delightful home has been finished to a high standard by the Italian owners, with a very attractive interior, whilst surrounded by a lovely garden with pretty flower beds, colourful trees and shrubs. There is a large patio which over looks the rear garden with views  …see more

from £76 / night

£530 - £710 / week

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from £76 / night

(2) Very Good 

15

Osborne Court - West Cowes apartment sleeps 2

Cowes / West Cowes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
This stylish apartment within Osborne Court is situated on Cowes Parade & has amazing views across The Solent. Its a short walk to the main town, marina's, shops, restaurants, pubs & Red Jet Hi speed terminal. The apartment is of a high standard internally & has the ad  …see more

from £80 / night

£260 - £1400 / week

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from £80 / night

24

Mill Cottage - Newchurch cottage sleeps 6

Sandown / Newchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Located on The Garlic Farm nestled at the foot of Mersley Down. Mill Cottage was originally built in about 1720 and used as a mill in the 19th century. The original mill stones can be seen in the entrance to Mill Cottage which was tastefully converted into a three bedro  …see more

from £145 / night

£675 - £1310 / week

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from £145 / night

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