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504 Holiday homes in Isle of Wight

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  • Bembridge (47)
  • Bonchurch (11)
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  • Brighstone (4)
  • Brighstone Bay (3)
  • Cowes (96)
  • Freshwater (26)
  • Godshill (5)
  • Gurnard, Isle of Wight (4)
  • Luccombe (1)
  • Merstone (3)
  • Nettlestone (1)
  • Newchurch (7)
  • Newport, Isle of Wight (14)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (33)
  • Sandown (30)
  • Seaview Village (8)
  • Shanklin (42)
  • Shorwell (5)
  • St Helens, Isle of Wight (6)
  • Totland (12)
  • Ventnor (88)
  • Whippingham (5)
  • Whitwell, Isle of Wight (8)
  • Wootton (7)
  • Yarmouth, Isle of Wight (34)

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504 Results  |  
13 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£425 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
This detached character three bedroom house offers a bright and comfortable family home with a large garden, and is ideally situated a short stroll from the cliff path and the popular sandy beaches of Sandown Bay.  …see more

19 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £43 /night

£295 - £795 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Beautifully presented and tucked away in a peaceful and tranquil location.  …see more

17 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £93 /night

£650 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This detached 5 bedroom family home is situated in Bembridge and is within close proximity to the beach, shops, local pubs, restaurants and the harbour.  …see more

Featured properties

14 Photos

House | 5 Bedrooms | sleeps 13

3 Nights min stay

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from £179 /night

£1250 - £2700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Torwood is a traditional Victorian Villa built with Island stone giving it a wonderful light and airy feel.  …see more

17 Photos

Cottage | 4 Bedrooms | sleeps 11

3 Nights min stay

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from £58 /night

£400 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Sun Hill Cottage is a charming four bedroom self-catering home, conveniently situated in the heart of Cowes Old Town.  …see more

15 Photos

House | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £179 /night

£1250 - £1875 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Occupying an excellent location right on the seafront with stunning views over Cowes Harbour and across The Solent to the mainland beyond.  …see more

14 Photos

House | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £143 /night

£1000 - £1600 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This elegant Victorian town house is situated close to the centre of the town, just a few minutes walk from the shops and seafront.  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £43 /night

£295 - £525 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Ideally located for local village amenities & the lovely beach at Totland Bay. The well presented accommodation has a 'light and airy' feel & comfortably sleeps six. A great base for exporing the local villages, relaxing on the local beaches or just enjoying the Island.  …see more

11 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £93 /night

£650 - £1250 / week

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Key info:

  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
A spacious Victorian family house nestling beneath a back drop of mature trees with sea views to the front.  …see more

11 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £108 /night

£750 - £1575 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self catering holiday/vacation accommodation St Helens Isle of Wight. Mia Mia is near Bembridge Harbour and beach. Situated in an enviable location overlooking the village Green within walking distance of a sandy beach at the Duver and popular Bay Watch Café  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £54 /night

£375 - £600 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
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.  …see more

8 Photos

House | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £600 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
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 - Why not take a ride an old London underground train to Smallbrook, then change for a trip on a steam train..  …see more

10 Photos

House | 4 Bedrooms | sleeps 16

3 Nights min stay

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from £128 /night

£895 - £3200 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
This extremely spacious and comfortable house is situated in an enviable position of seclusion with an acre and a half of private garden, right next to the marina of Island Harbour, set in the beautiful riverside valley.  …see more

16 Photos

House | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £85 /night

£595 - £1050 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Tides Reach is located in the unspoilt sailing village of Bembridge with its sandy beaches ideal for family fun, bathing, beachcombing and crabbing.  …see more

13 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

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from £75 /night

£525 - £1200 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
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 there is a Z bed available.  …see more

5 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £500 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
This delightful, detached bungalow is only five minute walk away from the secluded beach at Steephill Cove.  …see more

10 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £114 /night

£795 - £1495 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
'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 pool.  …see more

8 Photos

Cottage | 1 Bedroom | sleeps 2

1 night min stay

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from £29 /night

£200 - £425 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This fabulous recently completed solar paneled Eco-Friendly annex is ideal for couples seeking a peaceful and relaxing holiday in a typically quaint village setting on the Isle of Wight.  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £71 /night

£495 - £850 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Church Place is a traditional stone character cottage that is approximately 120 years old and offers spectacular sea views towards The Needles.  …see more

9 Photos

Cottage | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £78 /night

£545 - £895 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
Attractive character cottage with many original features, including beam ceilings.  …see more

16 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £72 /night

£500 - £1700 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Approached by a gravel driveway, The Grange is an impressive barn conversion, offering luxurious and comfortable accommodation with uninterrupted countryside views.  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £35 /night

£245 - £450 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A lovely home in a 'tucked-away' location just off the village green. Local beaches are nearby together with picturesque walks across Bembridge Harbour. Enjoy a meal in one of the village restaurants or have a drink at the local & watch the cricket on the green...  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £450 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
This fantastic two bedroom apartment is set in the heart of Sandown, one of the most popular sea side towns on the Isle of Wight. Please note the single bedroom has full size bunk beds in not two single beds.  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£325 - £650 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
This recently upgraded semi-detached house is perfectly situated within 5 minutes walk of Gurnard sea front and beach, with its colourful beach huts overlooking the sea and café. The safe sand/shingle beach has rock pools, and at low tide you can walk along the shore. Pets accepted (maximum 2 dogs) £10 pppwk charge applies Wii for kids and adults! TV with freesat.  …see more

17 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£400 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Solent View is a delightful bungalow situated within walking distance of Seagrove Bay.  …see more

10 Photos

Cottage | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £47 /night

£325 - £890 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Mayfield is a charming, sun-filled 3-bedroom Victorian cottage in a quiet, pretty street in the heart of Bembridge, with a sun-trap garden and a newly modernized, stylish and comfortable interior.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4/5 

3 Nights min stay

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from £36 /night

£250 - £495 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
"Romantic Italian-style apartment situated in peaceful cul-de-sac in an enviable location just a few minutes' walk from beach. Living area and huge decked roof terrace have stunning sea views.  …see more

10 Photos

House | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £93 /night

£650 - £950 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
'Cranmore' is a spacious detached three bedroom holiday home situated close to the sandy beach and within easy walking distance of Ryde town centre with a wide range of shops and amenities.  …see more

15 Photos

Bungalow | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £650 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
“Suntrap” is a 4 bedroom, centrally-heated bungalow within the grounds of Westfield bungalows in Bonchurch part of Queen Adelaide's estate in the 1800s  …see more

14 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £93 /night

£650 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This particularly popular home is just a three minute level walk from Ryde beaches. The Grade II listed Victorian villa which sleeps 8 has recently been renovated to a high standard.  …see more

7 Photos

Bungalow | 4 Bedrooms | sleeps 8

Short stays welcome

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from £99 /night

£688 - £1589 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
A beautiful, quiet self-catering cottage over one level in the stunning village of St Lawrence near Ventnor. Sleeping 8 and with all the mod cons such as wi-fi broadband and Sky TV, this is the perfect location for a wonderful, quiet family holiday.  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £35 /night

£245 - £350 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
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! Short and weekend breaks are only available in the winter.  …see more

19 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £55 /night

£380 - £925 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Retired Victorian railway station, converted into cottages sleeping up to 5 +1, 2 or 3 bedroom. Large secluded gardens. Spectacular views of surrounding countryside. Close to bridle paths. Short breaks. cycling The cottages are all AA 4 Star approved and ideal for families and children. The Station is gated.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £42 /night

£290 - £800 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
This delightful cosy cottage is set within the attractive grounds at a retired Victorian Station and still has the atmosphere of a bygone era. There is a small Vineyard within the peaceful gardens yet the Station is just a short walk to the village pub & rural life.. Whitwell village is renowned for its unrivaled beauty, walks, located between Godshill and town of Ventnor.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £76 /night

£530 - £631 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Not suitable for children
  • No pets allowed
A Chic Stylish Escape in the Heart of Ventnor Luxury Holiday Apartment for 2 adults Sumptuous & uniquely styled apartment complete with super soft towels, crisp bedding and with lovely views over Ventnor Park - all transforming your definition of the Isle of Wight  …see more

11 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £159 /night

£1113 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Ideal for sailing and beach holidays, walking and exploring. Also available for regattas such as Cowes Week.  …see more

16 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

Min stay varies

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from £86 /night

£600 - £1800 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beautiful seaside home nestling beneath St Boniface downs to one side and a short walk to the spectacular beaches, walks and coastline. A very sought after holiday destination offering some the best eating, drinking and dining experiences on the Island. Must like cats as the letting comes with two adorable black cats. Arrangements can be made to feed them.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

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from £69 /night

£477 - £1908 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Stylish accommodation of very good standard in wonderful modern property tucked away on the edge of Cowes Old Town being just a few moments walk away from the town centre and the waterfront. 1 double and 1 twin bedroom. Two enclosed garden areas and parking  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £72 /night

£499 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Duck Pond Cottage is a beautiful detached bungalow, situated in a quiet residential area of the village of Bembridge. The bungalow makes an ideal holiday home being within easy walking distance of the beach at Forelands and the village shops, eateries and public houses.  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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from £108 /night

£750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Stunning, luxurious apartment within a secure gated development with delightful floor to ceiling living room windows and balcony giving superb, panoramic views of Sheppards Wharf marina, the river Medina and the Solent, this is the perfect holiday location!  …see more

23 Photos

Barn | 4 Bedrooms | sleeps 7

Min stay varies

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from £159 /night

£1113 / week

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Key info:

  • Nearest beach 10 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Disabled facilities. Fully accessible. Rural and peaceful. Countryside location. Wet rooms. Electric profiling beds. Wildlife haven with red squirrels and barn owls. Great wildlife photography potential. Hoists and hot tub hire available on request. Amazing welcome pack included. Built in brick barbecue. WiFi.  …see more

9 Photos

Caravan/Mobile Home | 2 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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from £46 /night

£318 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
This caravan sleeps a max of 6 served by 1 double bedroom, 1twin bedded room and a double sofa bed in the lounge. It has a large shower and separate toilet. Kitchen fully equipped. Lounge with TV/DVD, radio/CD, games,books,telescope.Table/chairs on decking outside.  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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from £65 /night

£450 - £500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Ideal for sailing accommodation of vacations, this charming property is in a quiet mews development and has the added benefit of a garage  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4/5 

1 night min stay

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from £47 /night

£325 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Not suitable for children
  • Car advised
  • No pets allowed
A self catering apartment above a manor house on the outskirts of the village with stunning views over the surrounding countryside and sea. Private balcony for al fresco dining or just enjoying the view. Perfect for couples seeking rest and relaxation.  …see more

11 Photos

Townhouse | 4 Bedrooms | sleeps 8

Good 3/5 

2 Nights min stay

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from £79 /night

£550 / week

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Key info:

  • Nearest beach 7 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
4 bedroom house with 1 en-suite and 1 family bathroom. Refurbished in May 2012 this well equipped and maintained property boasts a 21" LED TV with built in Freeview and DVD player in each bedroom.  …see more

14 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4/5 

2 Nights min stay

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from £75 /night

£520 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Delightful family holiday home ideal for larger families or for more than one family sharing. The house is situated in a quiet location just a few minutes walk from, Cowes town centre and Yacht Haven.  …see more

10 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

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from £75 /night

£520 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Delightful family holiday home ideal for larger families or for more than one family sharing. The house is situated in an excellent location just a few minutes walk from, Cowes town centre and Yacht Haven.  …see more

15 Photos

House | 7 Bedrooms | sleeps 12

Min stay varies

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from £285 /night

£1995 - £2895 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
A spectacular position in Bembridge overlooking the Ledges at Forelands, an entertainers paradise with lovely reception rooms and large conservatory / garden room. Private access to the beach and tennis court nearby.  …see more

12 Photos

Bungalow | 3 Bedrooms | sleeps 6

Very Good 4/5 

Min stay varies

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from £68 /night

£470 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Crosbies is a colourful and comfortable detached property in a quiet and peaceful area of the wonderful village of Bembridge. It has off-road parking, a secluded private garden with BBQ and garden furniture.  …see more

15 Photos

House | 5 Bedrooms | sleeps 12

Min stay varies

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from £143 /night

£995 - £1750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This family home is situate right on the beach at The Point in Bembridge, It has uninterrupted views and direct access to the beach. It is an ideal property for a large family group to holiday.  …see more

Offering over 500 miles of footpaths, and stretches of stunning coastline, the Isle of Wight is perfect for a walking holiday or a family break. Enjoy the unspoilt scenery, or have an activity filled vacation with sailing, windsurfing and paragliding all on offer locally. The island is famous for the annual Cowes week event in late August, and in May it hosts the largest walking festival anywhere in the UK.