Holiday houses in Isle of Wight

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  • Bembridge (27)
  • Bonchurch (5)
  • Brading (3)
  • Brighstone (7)
  • Calbourne (3)
  • Carisbrooke (1)
  • Chale (3)
  • Cowes (58)
  • East Cowes (9)
  • Freshwater (13)
  • Godshill (2)
  • Gurnard (3)
  • Lake (1)
  • Nettlestone (1)
  • Newport (12)
  • Newtown (1)
  • Niton (5)
  • Porchfield (3)
  • Ryde (27)
  • Sandown (14)
  • Seaview (24)
  • Shanklin (27)
  • Shorwell (5)
  • St Helens (7)
  • Totland Bay (5)
  • Ventnor (37)
  • Wellow (2)
  • Whitwell (2)
  • Woodside Beach (1)
  • Wootton Bridge (5)
  • Wroxall (2)
  • Yarmouth (17)

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332 Holiday homes

Filters applied: House (332)

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

1 / 18

Belharbour - Cowes house sleeps 11

Isle of Wight / Cowes

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
HOME DESCRIPTIONBelharbour is situated in a private drive & approached via an electrically operated gated entrance. Lovely sea views stretching across The Solent towards Southampton Water & continuing along the Hampshire coastline can be enjoyed from the fronta  …see more

from £179 / night

£825 - £1985 / week

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from £179 / night

(7) Excellent 

1 / 23

63 York street - West Cowes house sleeps 9

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
This delightful 4 bedroom victorian terrace has a modern spacious feel & is located in very popular road which is a stones throw from all the marine & Cowes town facilities. It has been beautifully refurbished as a dedicated holiday home & benefits from a lovely open pl  …see more

from £90 / night

£425 - £3400 / week

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from £90 / night

1 / 34

West Winnowing - Niton - Isle of Wight house sleeps 5

Ventnor / Niton, Isle of Wight

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Child friendly ; No pets allowed;
Situated in the peaceful village of Niton, ten miles from the seaside town of Ventnor, this property, dating back to the mid 1800s, enjoys spectacular views over the island's southern coastline at St Catherine's Point. West Winnowing enjoys spectacular sea vie  …see more

from £175 / night

£715 - £1367 / week

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from £175 / night

(21) Excellent 

1 / 22

Regatta Cottage, Cowes - West Cowes house sleeps 8

Cowes / West Cowes

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
A delightful Victorian terraced house. Regatta Cottage is a 5 minute walk from the marinas (only 400 metres from Shepards Wharf) and Cowes town centre. All the home comforts you need for a lovely family holiday or a getaway with friends.Regatta Cottage is decorated in a  …see more

from £108 / night

£750 - £2700 / week

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from £108 / night

1 / 9

Victoria Cottage - Cowes house sleeps 10

Isle of Wight / Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; No pets allowed;
This delightful Victorian townhouse is situated in Victoria Road makes it great location for festival, holiday, sailing booking & with its flexible layout & TV's in all the bedrooms it is well suited for crews,corporate & large families Cowes Cottage is approximately  …see more

from £95 / night

£440 - £3300 / week

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from £95 / night

1 / 31

Country cottage in Bembridge on the Isle of Wight

Isle of Wight / Bembridge

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 0.35 km; Child friendly ; Car advised;
A sweet single level cottage on a quiet road in Bembridge 5 minutes from the famous windmill (tours and cafe) and the coastal path. Well behaved dogs are welcome and the garden is secure. parking is available in the garden if dry or there is a private off road parkin  …see more

from £86 / night

£600 - £850 / week

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from £86 / night

(8) Excellent 

1 / 19

Kildare - Niton - Isle of Wight house sleeps 10

Ventnor / Niton, Isle of Wight

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Child friendly ;
Kildare is an beautifully presented old stone built house situated in the picturesque village of Niton, on the south coast of the Isle of Wight. This is a superb location to go walking, visiting nearby beaches & local attractions – Blackgang Chine, St. Catherine&#  …see more

from £115 / night

£800 - £1500 / week

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from £115 / night

(1) Excellent 

1 / 14

Charming Percy Cottage, Shanklin, Isle of Wight

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Car not necessary;
DISCOUNT APPLIED TO SEPTEMBER 2016 RATES. You can book for 5 nights or more from £534. The cottage has been advertised for 2016 following a break, discount rate already applied. Percy cottage (Self-catering. Sleeps 4 in total. (2 bedrooms) is nestled in the picture  …see more

from £65 / night

£455 / week

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from £65 / night

1 / 9

APPLETREE - Brighstone house sleeps 8

Isle of Wight / Brighstone

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
These holiday properties, adjacent to the owner's home and farm, are set with others in a courtyard and share use of various grassed areas and 2 tennis courts. Chilton Farm is situated ¼ mile from the coast, set in beautiful countryside, and forms part of the Chil  …see more

from £45 / night

£313 - £689 / week

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from £45 / night

(5) Excellent 

1 / 21

Chantries - Bembridge Village house sleeps 6

Bembridge / Bembridge Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Chantries is a beautiful, peaceful cottage on a popular unmade road just a few minutes walk from the beach and local shops. The property is stylish and comfortable with all the modern conveniences required for a perfect holiday including free WIFI. It is Ideal for a r  …see more

from £175 / night

£600 - £1250 / week

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from £175 / night

(11) Excellent 

1 / 19

Claremonte - Ryde house sleeps 10

Isle of Wight / Ryde

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Child friendly ;
Claremonte self catering holiday home is situated 1 minute level walk from the safe sandy beaches of Ryde, Isle of Wight. It is a beautiful Victorian house retaining many of its original features, with high ceilings, large bright spacious rooms and original fireplaces.  …see more

from £90 / night

£550 - £950 / week

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from £90 / night

1 / 12

Fuchsia Cottage - Cowes house sleeps 4

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
‘Fuchsia Cottage’ is a two bedroom house situated in a residential area in Cowes. This light and airy house provides accommodation for up to 5 guests. It comprises of an open plan lounge/kitchen/diner. There is a family bathroom with bath and separate shower cubicle  …see more

from £92 / night

£525 - £645 / week

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from £92 / night

(1) Excellent 

1 / 7

Cowes - Sailing Crew, Festival Goers and Families!

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 10 km; Child friendly ; Car not necessary;
Located within a short walk from Cowes High Street, the marina and the Redjet. With the added bonus of walking past M&S on your way back home! We love to explore, travel and find new places. A few years back we rediscovered the delights of Cowes, mainly due to getting  …see more

from £100 / night

£500 - £750 / week

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from £100 / night

(4) Excellent 

1 / 15

Old Coastguard Cottage on Ryde Esplanade

Isle of Wight / Ryde

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Child friendly ;
'Coast View' Cottage is an Old Coastguard Cottage circa 1830 with exposed floorboards. The cottage is light and bright, comfortably furnished with a king sized bedroom, a bedroom with two single beds and a bedroom with child sized bunk beds. All linen and towels are pr  …see more

from £80 / night

£550 - £850 / week

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from £80 / night

1 / 18

Holiday house on beach in Bembridge - Bembridge Beach house sleeps 6

Bembridge / Bembridge Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Child friendly ;
This three storey, split level town house is part of an impressive development, which has shared communal landscaped gardens and direct access to the beach (50 meters away). The property is set in the prime position with uninterrupted views overlooking Bembridge Harbour  …see more

from £62 / night

£435 - £1190 / week

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from £62 / night

1 / 7

Island Cottage - Bembridge house sleeps 6

Isle of Wight / Bembridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; No pets allowed;
A very attractive period cottage in a convenient location, having easy access to the beach and local shops, and pleasant walks along lanes and footpaths to the harbour, local restaurants and village centre. Island Cottage is a quaint detached residence with beamed ceil  …see more

from £100 / night

£630 - £1350 / week

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from £100 / night

(7) Excellent 

1 / 28

Marine Villa, The Art Deco House UK, Isle of Wight

Isle of Wight / Shanklin

7 19 Min stay varies

  • 7 bedrooms
  • Sleeps 19
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Child friendly ;
A whole house let consisting of 6 Large Bedrooms, Stunning Views, Luxurious Glamour Of A Bygone AgeThe Marine Villa offers luxury self catering family holiday accommodation for 14adults and up to 5 children. Highest Grade Award by English Tourist Board ( 5 Stars, GOLD S  …see more

from £500 / night

£3000 - £10250 / week

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from £500 / night

1 / 8

2 Old Town Court - West Cowes house sleeps 10

Cowes / West Cowes

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 0.8 km; Child friendly ; Car not necessary;
Deceptively large town house in Cowes, immaculately presented. Stunning sea views with parking and a fabulous roof terrace with BBQ and seating. Ideal for sailing or family holidays.2 Town Court is right in the heart of Cowes Town centre. Situated in prestigious 'O  …see more

from £225 / night

£569 - £4550 / week

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from £225 / night

1 / 10

DOWNS VIEW LODGE - Shanklin house sleeps 6

Isle of Wight / Shanklin

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Offering stunning far reaching views over the beautiful countryside and the Culver cliffs, this deceptively spacious chalet style holiday property offers stylish and well presented accommodation. It is located on the edge of a small holiday park where facilities can be  …see more

from £49 / night

£338 - £991 / week

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from £49 / night

1 / 18

The Haven - St Lawrence - Ventnor house sleeps 10

Ventnor / St Lawrence, Ventnor

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; No pets allowed;
The Haven is a luxuriously appointed, detached holiday house located in the south of the Isle of Wight within an area known for its Mediterranean-style climate and areas of natural beauty.<br><br><br><br>There is plenty to see and do in the Isle  …see more

from £303 / night

£1371 - £2984 / week

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from £303 / night

1 / 13

Claremont Cottage, Sun Hill, Cowes, Isle of Wight

Isle of Wight / Cowes

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Child friendly ; No pets allowed;
Claremont Cottage is a charming self catering townhouse nestled on Sun Hill in the heart of downtown Cowes and is a perfect location to be based for a short break or family holiday on the Isle of Wight. Offering flexible availability throughout the whole of 2016 it is l  …see more

from £125 / night

£545 - £845 / week

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from £125 / night

(3) Excellent 

1 / 24

The Palms, Ventnor, Isle of Wight - Ventnor house sleeps 6

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 0.5 km; Child friendly ; Car not necessary;
A fabulous, fully self contained spacious light town house with glorious sea views decorated to a very high standard but with your comfort in mind! With your own secure entrance through your south facing, sunny patio and seperate veranda with additional secluded private  …see more

from £80 / night

£600 - £1350 / week

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from £80 / night

1 / 9

Honey Suckle Cottage - Bembridge house sleeps 6

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Pet friendly;
This charming house is part of a small terrace of modern houses on the hill leading from Bembridge Harbour to the village and is just yards from the Harbour, Bembridge Sailing Club and the local beaches. It is also within easy walking distance of the village centre and  …see more

from £100 / night

£295 - £625 / week

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from £100 / night

(21) Excellent 

1 / 24

Wight Cottage - West Cowes house sleeps 8

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
Wight Cottage is a beautiful, newly renovated Victorian terraced home ideal for a family holiday, crew let or a corporate shore base sleeping 8 people, ideal for a week or weekend away or a cosy christmas and new year getaway. The cottage is a 5 minute walk to the centr  …see more

from £175 / night

£500 - £978 / week

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from £175 / night

(9) Very Good 

1 / 24

Halyard House - West Cowes house sleeps 7

Cowes / West Cowes

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Town centre location ! In the heart of the action...yet peaceful and tucked away !Stunning 2 bedroom house in the heart of Cowes old town offering contemporary seaside accomodation sleeping up to 7 guests ( 5 plus 2 on sofa bed ). Bedroom 1 consists of twin beds that c  …see more

from £100 / night

£700 / week

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from £100 / night

1 / 24

Crab Cottage - Ventnor house sleeps 8

Isle of Wight / Ventnor

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Golden sand, blue sea, beach huts and deck chairs. Enjoy the fabulous beachside fun or head out along the coastal path to take in the spectacular scenery. After your healthy walk or swim treat yourself to a cooling drink at one of the cafes or bars along the seafront.Si  …see more

from £83 / night

£575 - £1752 / week

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from £83 / night

(1) Excellent 

1 / 19

8 Fife Court - West Cowes house sleeps 8

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; No pets allowed;
This Fabulous 4 bedroom, 3 bathroom town house, within a 5 minute walk of all the amenities that Cowes has to offer. With 4 bedrooms (1 triple 1 double 1 twin & 1 single) & 3 bathrooms this house is ideally suited for larger family holiday, sailing crews or corporate  …see more

from £105 / night

£440 - £3000 / week

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from £105 / night

(14) Excellent 

1 / 24

Shenstone - Ventnor house sleeps 8

Isle of Wight / Ventnor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.75 km; Suitable for children age 5+;
Welcome to our exclusive family house in it's unique position over looking Bonchurch and Ventnor on the Isle of Wight. The house boasts fabulous sea views, and backs onto St Boniface Down with private gated access. Only a ten minute walk to Ventnor town centre and  …see more

from £165 / night

£750 - £1200 / week

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from £165 / night

1 / 14

CULVER COTTAGE - Shanklin house sleeps 7

Isle of Wight / Shanklin

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Directly opposite Sandown's popular sandy beach and offering superb far reaching sea views, this delightful terraced Victorian former coastguard's cottage is one of a row of similar properties set back from the road which leads to the town in one direction and  …see more

from £58 / night

£403 - £1296 / week

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from £58 / night

1 / 19

12917 - Arethusa Cottage - Ryde house sleeps 10

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Arethusa Cottage is a magnificent detached cottage a mile from the centre of Ryde on the Isle of Wight. Split into two properties, the main house and the log cabin, it has five bedrooms. A super king-size double and a twin in the main house, and a ground floor double, a  …see more

from £181 / night

£1265 - £2587 / week

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from £181 / night

1 / 16

GROVE COTTAGE - Shanklin house sleeps 10

Isle of Wight / Shanklin

3 10 7 nights min stay

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Situated in the delightful village of Newchurch, these detached holiday homes (refs 24595 and 28101) offer ideal family accommodation, each peacefully located with an enclosed garden. They lie in the charming village of Newchurch, surrounded by countryside, an area of A  …see more

from £79 / night

£551 - £1828 / week

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from £79 / night

1 / 15

MARYS COTTAGE - Bembridge house sleeps 4

Isle of Wight / Bembridge

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
This holiday cottage, one of a row, is situated in the historic village of Brading, which has the oldest church on the island, as well as inns, shops and tea rooms. The seaside resort of Sandown is a 5-minute drive, with family amusements, bars, restaurants, entertainme  …see more

from £43 / night

£296 - £1285 / week

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from £43 / night

(1) Very Good 

1 / 24

Blue Downs-View - Ventnor Bay house sleeps 6

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
Blue Downs-View is a smart Victorian townhouse less than 5 minutes walk from Ventnor 's blue flag beach and spectacular coastline. The property is modern and well equipped and has wi fi and Sky television. Downstairs there is a lounge/diner with seating for 6 and a  …see more

from £120 / night

£650 - £795 / week

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from £120 / night

1 / 14

THE REEF APARTMENT - Shanklin house sleeps 6

Isle of Wight / Shanklin

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
This beautiful apartment takes full advantage of its impressive position, with panoramic, direct sea views of Sandown Bay, with its miles of golden sand. All accommodation is on the fourth floor of the building with The Reef Restaurant on the ground floor. Once in the a  …see more

from £65 / night

£455 - £1503 / week

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from £65 / night

(5) Excellent 

1 / 14

5 Bed Clarendon House - Shanklin, Isle of Wight.

Isle of Wight / Shanklin

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: 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 £155 / night

£1085 - £2500 / week

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from £155 / night

1 / 10

ELGIN HOUSE - Ryde house sleeps 6

Isle of Wight / Ryde

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Located in the coastal village of Seaview and only 5 minutes' walk to the shops, pubs and beach, this period holiday home forms the front part of a converted semi-detached house. The open plan living/dining/kitchen has been tastefully refurbished offering light and  …see more

from £49 / night

£340 - £1491 / week

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from £49 / night

(4) Excellent 

1 / 18

The Watch House - Cowes house sleeps 6

Isle of Wight / Cowes

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
The Watch House is a light, spacious & comfortable house; with high ceilings in the old section, that was renovated the house in 2012. An ideal location for sailors, fishermen and anyone that just want to watch the world go by. On a warm evening you can relax peacefull  …see more

from £150 / night

£575 - £650 / week

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from £150 / night

1 / 42

Hampton House, Freshwater Bay - Freshwater house sleeps 12

Isle of Wight / Freshwater

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Child friendly ; Pet friendly;
This bright and airy, stunning Victorian seaside mid-terraced house combines characterful period features with contemporary design, and is a perfect escape for families and groups wishing to be moments from the beautiful Freshwater Bay Located in the heart of the Islan  …see more

from £255 / night

£1175 - £3367 / week

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from £255 / night

1 / 15

3 Victoria road - Cowes house sleeps 10

Isle of Wight / Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
This delightful Victorian town house has recently been refurbished to a high standard & provides accommodation for up to 10 people & benefits from large rooms & with its flexible layout & 2 shower rooms & 1 bathroom its is well suited for sailing crews, corporate, its s  …see more

from £125 / night

£550 - £3300 / week

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from £125 / night

1 / 16

Herring House - Ventnor house sleeps 6

Isle of Wight / Ventnor

4 6 7 nights min stay

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
You couldn't be nearer to Ventnor beach than in this brand new, immaculate town house. Be the first visitors to enjoy the superb views and unbeatable location. All the stuff of holiday dreams is on your doorstep with a variety of cafes, bars and restaurants, freshl  …see more

from £83 / night

£575 - £1752 / week

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from £83 / night

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