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366 Holiday homes in Isle of Wight

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  • Bembridge (45)
  • Bonchurch (6)
  • Brading (3)
  • Brighstone (12)
  • Brighstone Bay (2)
  • Cowes (69)
  • Freshwater (13)
  • Godshill (2)
  • Gurnard, Isle of Wight (2)
  • Luccombe (1)
  • Merstone (1)
  • Nettlestone (1)
  • Newchurch (1)
  • Newport, Isle of Wight (13)
  • Ryde (39)
  • Sandown (13)
  • Seaview Village (7)
  • Shanklin (30)
  • Shorwell (1)
  • St Helens, Isle of Wight (5)
  • Totland (10)
  • Ventnor (55)
  • Whitwell, Isle of Wight (1)
  • Wootton (4)
  • Yarmouth, Isle of Wight (30)

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Filters applied: House (366)

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366 Results  |  
18 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £58 /night

£404 - £1240 / 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

9 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£313 - £781 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These delightful former farm buildings, set in 100 acres of livestock farm close to the owner's home, have been converted and equipped to provide good sized holiday accommodation with the disabled in mind, with a riser recliner chair in each property. One of the isla...  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£345 - £1059 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Formerly a village shop, this light and spacious end of terrace holiday cottage offers tastefully designed accommodation with French doors opening from the breakfast area to its own enclosed courtyard garden. It is conveniently located only 200 yards from the sea and...  …see more

Featured properties

11 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £70 /night

£485 - £972 / week

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Key info:

  • Nearest beach 17 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Large, detached 4 bedroom house, sleeps 7. Fantastic countryside views from an elevated position. Lovely, secured rear garden with amazing views across the countryside to Carisbrooke Castle and beyond. Wi-Fi and off-street parking for 3 cars.  …see more

10 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £48 /night

£333 - £893 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated a short walk from the beach at Freshwater Bay this smart detached holiday house offers a really home from home feel and is in a quiet residential area. For the energetic, take a stroll across nearby Tennyson Down, an AONB. Within easy reach are more beaches ...  …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

12 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £46 /night

£318 - £806 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
A converted cart house, located on a mixed working farm, on the edge of the village of Shorwell on the Isle of Wight, sleeping 4 people in 2 bedrooms.  …see more

11 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:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Pets welcome
  • Private garden
This semi-detached cottage is located on the edge of the seaside village of Bembridge on the Isle of Wight, sleeping 4 people in 2 bedrooms.  …see more

10 Photos

House | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £50 /night

£350 - £661 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
A charming property nestled in Cowes Old Town. A charming 2 bedroom house, sleeping 5. Courtyard complete with furniture and barbecue. Furnished to a high standard throughout. Centrally located- short walk to the town centre and beach.  …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
  • 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

9 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £50 /night

£345 - £996 / 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

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £32 /night

£221 - £521 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Peacefully located at the end of a row of similar chalets, this single storey holiday property overlooks the beautiful communal gardens, with sea glimpses much of the year. The island has towering cliffs, sandy beaches, farmlands, river valleys and steep ravines, all...  …see more

5 Photos

House | 1 Bedroom | sleeps 3

7 Nights min stay

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from £36 /night

£247 - £591 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Peacefully set in a rural location with superb extensive views from the garden over the downs to the sea beyond, this comfortable holiday annexe is attached to the owner's home and is accessed via an unmade road. Stunning coastal walks and cycle paths along the herit...  …see more

11 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£283 - £514 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With superb views over Afton Nature Reserve and Tennyson Down beyond, this self-contained first floor apartment forms part of the owner's home. It is located in an AONB, only 400 metres' level walk from the sand and pebble beach of Freshwater Bay. Tastefully and styl...  …see more

15 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £97 /night

£675 - £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

9 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£312 - £835 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This modern, terraced holiday home enjoys lovely views directly over Wootton Creek and is conveniently located for numerous island attractions. Osbourne House, Queen Victoria's wonderful home and gardens, is about 10 minutes away, and within easy driving distance the...  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £44 /night

£307 - £463 / 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

17 Photos

House | 2 Bedrooms | sleeps 6

Short stays welcome

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from £45 /night

£312 - £766 / week

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Key info:

  • Suitable for children over
  • Pets welcome
  • Private garden
This single-storey pet-friendly cottage in Totland sleeps six people in two bedrooms.  …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
  • 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

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 | 1 Bedroom | sleeps 4

7 Nights min stay

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from £46 /night

£317 - £438 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These delightful former farm buildings, set in 100 acres of livestock farm close to the owner's home, have been converted and equipped to provide good sized holiday accommodation with the disabled in mind, with a riser recliner chair in each property. One of the isla...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £70 /night

£486 - £1095 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Ideally located in a peaceful sylvan setting in a popular residential area on the southernmost tip of the island, this attractive detached single storey holiday bungalow offers southerly sea views through the trees bordering the large sloping garden. The views can be...  …see more

16 Photos

House | 3 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £72 /night

£499 - £1226 / 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

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

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£344 - £1132 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday cottage, with own secluded garden and parking, has glimpses over the harbour. Nearby is an unspoilt beach which is ideal for bathing or crabbing. Numerous footpaths from the edge of the village lead down to Forelands beach (AONB), and Culver Dow...  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £81 /night

£562 - £2736 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering stunning views over the harbour and surrounded by rolling countryside, and awarded 4 Star Gold Award from Quality in Tourism, this well-presented, end-terraced town house stands peacefully in the popular Island Harbour location. Only 3 yards from the water's...  …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

10 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £61 /night

£423 - £886 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the grounds of a working sheep farm, this fabulous detached holiday cottage has stunningly picturesque views onto the Downs – an Area of Outstanding Natural Beauty. Positioned in a truly peaceful, rural location, it has far-reaching countryside views and offer...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£426 - £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

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

16 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £58 /night

£402 - £1149 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
An upside down house situated in a quiet cul-de-sac, less than a mile from Ryde beach and town centre  …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

17 Photos

House | 2 Bedrooms | sleeps 2

Short stays welcome

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from £44 /night

£302 - £707 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Sleeping two people in one bedoom, this wonderful studio apartment in Ventnor offers stunning sea views.  …see more

11 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £61 /night

£427 - £820 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This Grade II listed, thatched holiday cottage offers far reaching countryside views. One of a pair, it has many character features such as beams, low ceilings and picture windows and is 400 yards from a sandy beach. Fresh crab and lobster can be purchased from the l...  …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

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £44 /night

£308 - £1104 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This bright and spacious 18th century cottage was built as part of the Fernhill estate, the stately home of the Isle of Wight's then Governor. It adjoins the owner's home in a private lane on the outskirts of the village of Wootton Bridge, and enjoys views of Creek V...  …see more

11 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £76 /night

£529 - £683 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This delightful property is only 300 yards from Sandown beach, and forms the upper level of a converted Victorian semi-detached house, offering deceptively spacious accommodation. Benefitting from its own enclosed, lawned garden with sitting and barbecue area, it is ...  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £58 /night

£402 - £1312 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 34 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
A fantastic rural setting in the grounds of a working water mill. A luxury 3 bedroom eco-house, sleeps 6. Set within the grounds of Calbourne Water Mill. Use of the fantastic on-site facilities at The Water Mill. Balcony with furniture ideal for al fresco dining.  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £45 /night

£312 - £958 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed, ground floor holiday apartment is ideally situated for exploring all that the Isle of Wight has to offer. Set in a quiet residential road, you are within walking distance of Cowes town, the beach and sailing, and yet also able to take adva...  …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

6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £38 /night

£265 - £799 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located 20 yards from Ventnor's popular sandy and shingle beach, this comfortably furnished first floor holiday apartment is set along the esplanade, where the marina, many pubs/cafes and restaurants, tourist shops and crab and lobster huts can be found. Perfect for ...  …see more

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

10 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £80 /night

£559 - £1079 / week

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Key info:

  • Nearest beach 4 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A peaceful, private 4 bedroom house sleeping 7. Stunning views from the tiered decking across the countryside and over the channel. A short walk away from Shanklin and Luccombe beach. Wi-Fi access. Private off-street parking for 3 cars.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£309 - £1110 / week

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Key info:

  • Not suitable for children
  • No pets allowed
In an attractive setting overlooking communal gardens, this modern holiday home stands at the end of a row of three, within the grounds of a converted manor. Woodland View is within a 10-minute stroll of the charming historic village of Old Shanklin, with thatched-ro...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £57 /night

£395 - £1117 / 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

13 Photos

House | 4 Bedrooms | sleeps 6

Short stays welcome

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from £60 /night

£417 - £1090 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
This lovely, modern house is situated in Freshwater on the Isle of Wight, and sleeps up to six people in four bedrooms.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

7 Nights min stay

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from £56 /night

£388 - £1010 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden
A lovely Victorian flat in Freshwater sleeping six in three bedrooms.  …see more

15 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £31 /night

£216 - £484 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Having been completely refurbished throughout, this compact single-storey chalet offers cosy holiday accommodation, ideal for couples. Located along a row of similar properties, Great Escape is peacefully set overlooking the communal gardens, with glimpses of the sea...  …see more

14 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £66 /night

£459 - £633 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Seachange is the top floor apartment in this imposing Victorian Villa where Karl Marx once lived for several months, and benefits from both stunning views of the sea and the St Boniface Shute landscape. The bright airy living room has high ceilings, painted original ...  …see more

14 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4/5 

1 night min stay

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from £43 /night

£300 - £950 / 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

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.