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372 Holiday homes in Isle of Wight

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  • Bembridge (47)
  • Bonchurch (6)
  • Brading (3)
  • Brighstone (12)
  • Brighstone Bay (2)
  • Cowes (70)
  • Freshwater (14)
  • Godshill (2)
  • Gurnard, Isle of Wight (2)
  • Luccombe (1)
  • Merstone (1)
  • Nettlestone (1)
  • Newchurch (1)
  • Newport, Isle of Wight (13)
  • Ryde (39)
  • Sandown (14)
  • Seaview Village (7)
  • Shanklin (30)
  • Shorwell (1)
  • St Helens, Isle of Wight (5)
  • Totland (10)
  • Ventnor (56)
  • Whitwell, Isle of Wight (1)
  • Wootton (4)
  • Yarmouth, Isle of Wight (30)

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Filters applied: House (372)

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372 Results  |  
11 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £44 /night

£307 - £479 / week

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Key info:

  • Not suitable for children
  • No pets allowed
In a quiet coastal position with sea and downland views, this lovely former coastguard's cottage provides well equipped and tastefully furnished holiday accommodation. There are many scenic walks and cycle routes, and the local beach is a 10-minute walk. This part of...  …see more

9 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £50 /night

£345 - £1023 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This well presented Victorian holiday property is sympathetically styled and furnished and is ideally located only 500 yards from Ryde's long stretch of golden sandy beach and promenade. The fast speed catamaran runs to Ryde pier from Portsmouth, perfect for those pr...  …see more

7 Photos

House | 1 Bedroom | sleeps 4

7 Nights min stay

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from £35 /night

£241 - £563 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located at the rear of this popular development which overlooks Wootton Creek, these attractive, comfortable apartments are ideal for couples or small families. Sandford has the advantage of its own balcony with glimpses over the creek and both properties provide goo...  …see more

Featured properties

19 Photos

House | 5 Bedrooms | sleeps 11

7 Nights min stay

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from £132 /night

£918 - £2460 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Nestling in the beautiful Bowcombe Valley, just 4 miles from the nearest south coast beach, are these two properties. Brummell Barn is one of the original outbuildings to Cheverton Farmhouse, converted to provide highly individual and spacious accommodation. Boasting...  …see more

6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£326 - £862 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday home sits in the pretty village of Havenstreet, 2 miles from Ryde. The village is home to the Isle of Wight Steam Railway and the station is a 5-minute walk from the property. Ryde is noted for its large expanse of sandy beach, esplanade, entert...  …see more

19 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £41 /night

£281 - £738 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
This lovely semi-detached cottage is located in Yarmouth on the Isle of Wight, and can sleep four people in two bedrooms.  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £50 /night

£347 - £615 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This lovely holiday apartment has a great central, high street location, ideal for visiting the town of Ryde with its good selection of individual shops, restaurants, bars and tea shops and the beautiful beach approximately 1 mile away. Ryde also has a waterside swim...  …see more

24 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £98 /night

£681 - £1987 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A 4 bedroom house split over two floors sleeping 8. Within a short drive to Colwell Bay, Freshwater and to the popular harbour town of Yarmouth. Off-street parking for 2 cars in the gated, secure courtyard.  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£281 - £680 / week

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Key info:

  • Not suitable for children
  • No pets allowed
In one of the most sought-after locations in Bembridge, and only 110 yards from the beach, The Chicken Shed is situated in an AONB. Located adjacent to the owners' home, this detached bungalow offers welcoming accommodation complete with an enclosed private patio. A ...  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £90 /night

£630 - £1645 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A 4 bedroom house, sleeps 8. Furnished to a high standard throughout. Enclosed garden and decking area accessed via the kitchen and living area. Central location, situated just 100 yards from Cowes High Street. In close proximity to Cowes Marina, near to the town’s prem  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £77 /night

£536 - £1034 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A spacious 4 bedroom house set over 4 floors, sleeps 8. Two balconies benefitting from estuary and sea views. Furnished to a high standard throughout. A short walk to The Duver with its sandy beach. Off-street parking for two cars.  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £47 /night

£325 - £798 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Superbly located, offering extensive sea views over the Solent, this light and airy first floor holiday apartment (no lift) has been completely refurbished throughout to provide stylish accommodation. From the large balcony, it is an ideal spot to relax and watch the...  …see more

12 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £118 /night

£820 - £1492 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in a quiet lane in the pretty village of Brighstone with its chocolate box cottages, including the National Trust Museum, several places to eat, a local shop and post office. This detached holiday home offers light and airy accommodation. The living space works w...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£424 - £1192 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Peacefully located along a quiet rural lane, this spacious detached family home enjoys a lawned garden and superb far reaching views over local countryside and fields. It is only half a mile from the picturesque village of Brighstone with its thatched roof village sh...  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £52 /night

£364 - £1030 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering super sea views, this attractive property has been refurbished throughout providing comfortable and tasteful holiday accommodation, presented to the highest of standards. One of a pair of Victorian cottages, the property is set back from the Ventnor to Shank...  …see more

11 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £43 /night

£298 - £479 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering superb views over Wootton Creek, this attractive and comfortable apartment stands peacefully within a development of similar properties and has level access. This dog friendly area has many scenic walks with woodland. Ryde seaside resort, a 10 minute drive. ...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £62 /night

£431 - £826 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This traditional, detached coastal cottage is in a quiet residential area within walking distance to the sea, as well as shops, cafes and a pub. Horse riding is ½-mile away. It is close to an Area of Outstanding Natural Beauty looking out to the English Channel. The ...  …see more

22 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

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from £120 /night

£837 - £2432 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
A spacious 5 bedroom house, sleeps 10. South-facing, furnished rear garden with barbecue. Located in Shanklin Old Village, 200 yards from the coastal path to Shanklin Bay. Within half a mile of Shanklin's sandy beach. Enclosed parking for 3 cars.  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

rentals_reviews_rating_2_5 

3 Nights min stay

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from £119 /night

£827 - £1728 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A spacious upside down house situated close to the picturesque town of Yarmouth. A 4 bedroom house sleeping 8. Spacious living area with sea views and large gardens. Finished to a high standard throughout. Close to the beach and centre of Yarmouth.  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £40 /night

£279 - £714 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Sleeping four people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight.  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £44 /night

£307 - £480 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This terraced holiday cottage is peacefully set back about 50 yards from the road with views of St Boniface Down to be enjoyed from the master bedroom. It has sitting-out areas to the front and rear, so the sun can be enjoyed all day long. The clear waters of Ventnor...  …see more

8 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £49 /night

£339 - £995 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This delightful semi-detached holiday cottage offers comfortable and well presented accommodation, with its own enclosed lawned rear garden. It is conveniently located only 100 yards from the centre of the quaint village of Bembridge with various shops, tea rooms, re...  …see more

9 Photos

House | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £40 /night

£278 - £641 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This delightful 19th century holiday cottage enjoys superb views over Carisbrooke Castle from the large garden, or from the decked balcony shaded by the fragrant apricot tree. Set at the head of the Bowcombe Valley in an AONB with scenic walking and cycling routes, t...  …see more

23 Photos

House | 1 Bedroom | sleeps 2

Short stays welcome

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from £39 /night

£271 - £644 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
This ground floor barn conversion is located near to Ryde on the Isle of Wight and can sleep three people in one bedrooms.  …see more

6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £41 /night

£286 - £717 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Approached by 12 steps this attractive and comfortable modern apartment is located within a development of similar apartments and houses which overlook peaceful Wootton Creek. This area has many scenic walks and woodland, including Firestone Copse nearby. There is a ...  …see more

12 Photos

House | 3 Bedrooms | sleeps 9

7 Nights min stay

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from £50 /night

£347 - £1044 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This comfortable, semi-detached Victorian holiday home has been cleverly extended to provide additional living space on the ground floor, including a lovely light and sunny garden room which overlooks the attractive enclosed garden. The world famous maritime centre o...  …see more

5 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £44 /night

£305 - £798 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This second floor apartment is located directly opposite the seafront and is light and airy, comfortably furnished, occupying a convenient position. The shingle and sand beach and clear blue waters of Ventnor make it a popular holiday resort for couples or small fami...  …see more

7 Photos

House | 1 Bedroom | sleeps 3

7 Nights min stay

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from £34 /night

£236 - £624 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These three holiday properties (refs 29415, 29416 and 29417) offer a rural bolt-hole escape and are nestled within the grounds of Luccombe Chine Private Estate, not far from picturesque Shanklin, and located in an Area of Outstanding Natural Beauty looking out to the...  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £96 /night

£671 - £1303 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A 3 bedroom house sleeping 6. Located on the waterside with adjacent moorings. Fantastic river and country views from the balconies. Communal garden and barbeque area. Parking for 2 cars  …see more

15 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £43 /night

£295 - £801 / week

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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, entertai...  …see more

18 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £56 /night

£391 - £764 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Shiloh Cottage is a delightful countryside retreat set in the courtyard of a small farm. The property is tucked away in a rural location, yet only a mile from the Hamlet of Wootton on the Isle of Wight. Shiloh Cottage is an upside down hous  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £42 /night

£289 - £564 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering lovely distant sea views over Sandown Bay from the light and airy living/dining room, this second floor modern apartment offers stylish, tastefully designed and well laid out holiday accommodation presented to a very good standard throughout. Conveniently si...  …see more

12 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £55 /night

£381 - £853 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday bungalow, adjacent to the owners' home, is in the quiet area of Gurnard, just a short walk from the esplanade which leads all the way along to Cowes. Gurnard beach has a popular café and is just a stroll away. Cowes is famed for its sailing even...  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Good 3.5/5 

3 Nights min stay

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from £56 /night

£391 - £764 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
A well-presented terrace house situated a short distance from Cowes town centre and marina.  …see more

20 Photos

House | 4 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £74 /night

£516 - £972 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A 4 bedroom mid-terrace house, sleeps 7. Furnished to a high standard throughout. A 10 minute walk to the sea front, beach and Ventnor town centre. Close to costal path offering a great walking holiday. Off-street allocated parking for 1 car in the rear car park.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £46 /night

£321 - £920 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These attractive and comfortable, semi-detached holiday cottages (refs 29295, 29296, 29297, 29298, 29299) are set within a discreet development of holiday properties on the seafront at Seaview, a popular fishing village on the island's north east coast. The village f...  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £43 /night

£295 - £762 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This ground floor barn conversion is located near to Ryde on the Isle of Wight and can sleep four people in two bedrooms.  …see more

15 Photos

House | 3 Bedrooms | sleeps 5

Short stays welcome

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from £46 /night

£320 - £814 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
This semi-detached cottage in Arreton on the Isle of Wight sleeps five people in three bedrooms.  …see more

15 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £96 /night

£672 - £1646 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in an enviable position with commanding views of Freshwater Bay, these purpose built holiday apartments (refs 29208, 29209, 29210 and 29211) are located 40 yards from the beach. The West Wight area and Freshwater Bay are ideal for walkers, and provide stunnin...  …see more

11 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £67 /night

£468 - £1354 / week

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Key info:

  • Not suitable for children
  • No pets allowed
In an idyllic setting in Brook village, these delightful holiday properties offer a wonderful base to explore the island. Situated in the peaceful and private estate made up of the old Brook House grounds, and in an AONB surrounded by National Trust land, both downla...  …see more

16 Photos

House | 3 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £72 /night

£499 - £1244 / week

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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 o...  …see more

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £33 /night

£225 - £545 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Surrounded by woodland and attractive gardens in a secluded peaceful setting, this small, comfortable and well-equipped lodge-style bungalow, at the end of a short row, enjoys views of the sea. An ideal holiday base to take in the spectacular seascapes with scenic wa...  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £67 /night

£464 - £1595 / week

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Key info:

  • Nearest beach 4 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
A reverse level 3 bedroom house sleeping 6 +2. Situated in a Grade I listed Victorian Fort furnished to a high standard. Landscaped communal rooftop garden offering 360 degree views over the Solent, English Channel and rolling countryside.  …see more

5 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £41 /night

£283 - £806 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This spacious stone-built Victorian holiday home, with sea views, nestles against St Boniface Down (NT) – one of the highest points on the island with all-round panoramic views (2 minutes' walk away). Situated on a main road (gate leading onto road), with a sandy bea...  …see more

11 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £70 /night

£487 - £1363 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The Old Bakery dates back to the 17th century with a Victorian addition that once formed a shop front, so the property is surprisingly spacious and full of character interest. Semi-detached, it lies in the heart of the village of Brading with its historic church, sto...  …see more

22 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

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from £130 /night

£908 - £2122 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This beautiful house is a magnificent modern detached house with five charming bedrooms, two comfortable reception rooms, a fabulous conservatory and a tranquil study.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £44 /night

£307 - £723 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
This detached cottage is located in Brighstone on the Isle of Wight and can sleep four people in two bedrooms.  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £40 /night

£275 - £832 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the Bowcombe Valley in an AONB enjoying views of Carisbrooke Castle, this bungalow has modern facilities married with period features, offering an ideal holiday base for touring, walking and cycling. The Tennyson Trail to Alum Bay begins nearby, and the castle...  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £52 /night

£359 - £712 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
This end-terrace cottage is set within walking distance of Freshwater Bay and sleeps six people in three bedrooms.  …see more

22 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £168 /night

£1175 - £3117 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed and elegant house forms part of Apse Manor, a Grade II listed building dating from the late 16th or early 17th century, with this wing being added in the late 18th or 19th century. Apsewood Cottage is located in a peaceful hamlet in a semi-...  …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.