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

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871 Holiday homes

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

(2) Excellent 

1 / 28

Sea Breeze Richmond Apartments - Ventnor Bay apartment sleeps 7

Ventnor / Ventnor Bay

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
Lovely front line position second floor apartment with a large balcony enjoying superb sea views over Ventnor Bay, private side entrance with communal stairs to second floor..Entrance doors to apartment. Open plan living area with large balcony. Lounge (sofa bed conv  …see more

from £150 / night

£375 - £645 / week

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from £150 / night

(3) Very Good 

1 / 26

Hedgerow - Bembridge Village house sleeps 10

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Hedgerow is a charming detached thatched house, close to both the beaches and village centre of Bembridge, located on a quiet private road. It is set in a large attractive enclosed garden with mature shrubs and trees, and has a wooden climbing frame for younger childre  …see more

from £175 / night

£750 - £2040 / week

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from £175 / night

(1) Excellent 

1 / 14

A lovely apartment with sea views & parking - Cowes apartment 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;
A Lovely well-presented 2nd floor apartment is tucked away just off Terminus Road . The accommodation is of very good standard and comprises 2 double bedrooms, bathroom (with separate bath and shower), kitchen (well-equipped and with granite worktops) / diner. The lo  …see more

from £77 / night

£330 - £1450 / week

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from £77 / night

1 / 11

6 berth sliver plus caravan - Cowes caravan/mobile home sleeps 6

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Our caravan is situated a couple of minutes walk from all the site amenities and a 10 minute walk to the beach. It is a newly refurbished caravan with 3 bedrooms to sleep 6 people. It has all the amenities needed and bedding is included. It is a great place to bring the  …see more

from £40 / night

£220 - £425 / week

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from £40 / night

(1) Excellent 

1 / 17

Nine - Bembridge house sleeps 10

Isle of Wight / Bembridge

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
'Nine' can sleep up to 10 comfortably and is ideal for larger families or for a couple of families wishing to share. The accommodation is spacious and has downstairs bedrooms and a bathroom as well on the first floor. 'Nine' is comfortably furnishe  …see more

from £204 / night

£800 - £1525 / week

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from £204 / night

(1) Very Good 

1 / 11

5 granville road - West Cowes townhouse sleeps 4

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; No pets allowed;
This Cowes Holiday Homes listings is a lovely town cottage & within a 3 minute walk from Red Jet terminal, shops, restaurants, pubs & marina's. it has recently been refurbished with 2 new shower rooms & with its double bed & two singles its perfect for a family or coupl  …see more

from £75 / night

£395 - £1600 / week

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from £75 / night

(4) Excellent 

1 / 15

Old Coastguard Cottage on Ryde Esplanade - Ryde house sleeps 6

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 / 15

Trelawney - Ventnor house sleeps 6

Isle of Wight / Ventnor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Enjoy eating outside on the small south facing patio which also overlooks the sea. There is a private gated parking area and small enclosed garden opposite to the cottage. A short five minute walk takes you into Ventnor town centre with its local shops, supermarket, c  …see more

from £99 / night

£380 - £725 / week

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from £99 / night

(2) Excellent 

1 / 12

The Granary at Kemphill Farm - Ryde barn sleeps 10

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
This stunning 5 Star, Gold Award holiday accommodation is an original 18th Century barn where grain was threshed by hand. The large opposing doors, which created a wind tunnel to blow away chaff, are now panoramic windows on either side of the open-plan sitting room.Th  …see more

from £210 / night

£900 - £2400 / week

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from £210 / night

(16) Very Good 

1 / 17

Battenburg Studio Apartment - Shanklin studio sleeps 2

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Located on the ground floor this studio apartment can accommodate 2 peopleLounge DinerWith kitchen area with gas hob, gas oven, fridge with freezer compartment, dishwasher and combined washing machine and tumble dryer. Bed settee option for sleeping an additional 1-2 pe  …see more

from £45 / night

£230 - £585 / week

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from £45 / night

(5) Very Good 

1 / 23

Pebbles - Niton Undercliff chalet sleeps 2

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
A contemporary hillside chalet in the southernmost tip of the Isle of Wight, set in beautiful gardens, with views over treetops towards the sea, and adjacent to the coastal path. Spend a relaxing week at Pebbles, a thoughtfully equipped compact terraced chalet, tucked a  …see more

from £45 / night

£270 - £390 / week

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from £45 / night

1 / 8

104 Gills Cliff Road, Ventnor, IW, PO38 1AD - Ventnor house sleeps 6

Isle of Wight / Ventnor

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 1 km; Not suitable for children; Car advised;
Saturday to Saturday bookings please Fantastic uninterrupted sea and coastline views from all bedrooms and living areas. Even the Hot tub has stunning views to the south! Boutique style interior with contemporary, open plan kitchen space luxuriously appointed with dishw  …see more

from £115 / night

£800 - £1100 / week

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from £115 / night

(4) Very Good 

1 / 21

Victoria Apartment - Shanklin apartment sleeps 2

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 0 km; Ask owner if suitable for children; No pets allowed;
The Apartment is centrally positioned within easy Walking distance of all amenities, sea, shops, restaurants, etc, but also in a quiet area. It is tastefully modernised to provide a very good standard of comfort and service, but keeping its Victorian character where pos  …see more

from £33 / night

£195 - £430 / week

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from £33 / night

(13) Very Good 

1 / 27

Sea Views - Penthouse Apartment at Freshwater Bay - Freshwater Bay apartment sleeps 4

Freshwater / Freshwater Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
SEPTEMBER REDUCED PRICES ON REMAINING DATES BETWEEN SATURDAY 17th and THURSDAY 29th. Min 2 Nights. Ignore the quote you will see and request a quote for the number of nights you are interested in. 10 Bayclose is a 2nd Floor Penthouse Apartment with stunning sea and coa  …see more

from £70 / night

£320 - £875 / week

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from £70 / night

1 / 27

Sheepwash Cottage - Chillerton Village cottage sleeps 8

Newport / Chillerton Village

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Child friendly ; Car essential; No pets allowed;
Attractive character cottage with many original features, including beam ceilings. Nestling below Chillerton Downs in the small village of Chillerton, it is surrounded by beautiful countryside. The large pretty country garden has beautiful shrubs, trees and flowers, ide  …see more

from £122 / night

£685 - £1360 / week

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from £122 / night

(1) Very Good 

1 / 12

3 The Firs - Ryde townhouse sleeps 8

Isle of Wight / Ryde

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Child friendly ; No pets allowed;
Tucked away within an elevated and secluded setting this lovely 3 storey town house enjoys sea views and is just a walk away from the long sandy beach. The Firs is a quiet cul-de-sac screened by mature trees. Situated on the outskirts of the popular resort of Ryde, but  …see more

from £75 / night

£435 - £1000 / week

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from £75 / night

1 / 18

1 Easton Cottage - Freshwater Bay cottage sleeps 5

Freshwater / Freshwater Bay

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Easton Cottage is situated within the village of Freshwater & is within 600yds of the beach at Freshwater Bay. In addition, there are lovley coastal & downland walks right on your doorstep. From the double bedrooms, there are lovely views across open fields to T  …see more

from £69 / night

£320 - £750 / week

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from £69 / night

(6) Excellent 

1 / 14

Old Byre - Ryde cottage sleeps 6

Isle of Wight / Ryde

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Child friendly ; Car not necessary; No pets allowed;
5-Star Gold Award winner, recommended in 'TOP 25 BRITISH HOLIDAY RENTALS' by the TIMES NEWSPAPER. A beautifully presented 17th century barn conversion on a working farm, with 3 large en-suit double/twin bedrooms, one on ground floor and two on first floor, overlooking M  …see more

from £86 / night

£600 - £1200 / week

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from £86 / night

(16) Excellent 

1 / 35

Central Cowes cottage. Great location. Sleeps 4+2. - Cowes cottage sleeps 6

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car not necessary;
Sat 3rd-Sat 10th Sept still available! Enquire on last minute prices. Location, location, location is the key with this stylish cosy 2 bedroom Victorian fishing cottage situated on a quiet cobbled cul de sac, one road back from the vibrant hustle and bustle of Cowes Hig  …see more

from £145 / night

£495 - £1550 / week

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from £145 / night

1 / 9

ISLE OF WIGHT, self catering chalet sleeps 5 - Sandown chalet sleeps 5

Isle of Wight / Sandown

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 1 km; Child friendly ; Car advised;
ISLE OF WIGHT, self catering sleeps 5, this is a 3 star VisitEngland Rated end of terrace brick built holiday chalet, the chalet overlooks a large grass area right outside the front door with farmland beyond, safe for children to play, there is plenty of parking, and al  …see more

from £40 / night

£280 - £480 / week

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from £40 / night

1 / 22

Larkspur House - Bembridge house sleeps 10

Isle of Wight / Bembridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Pet friendly;
Larkspur House For a memorable family holiday, Larkspur House has been refurbished throughout and is excellent decorative order throughout and includes the use of the hot tub (Coming in May 2016) Less than five minutes flat walk to the village centre with its independ  …see more

from £100 / night

£695 - £1895 / week

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from £100 / 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

(3) Very Good 

1 / 10

Pine Ridge - Niton - Isle of Wight house sleeps 6

Ventnor / Niton, Isle of Wight

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
Pine Ridge is accessed via the private driveway with ample parking, the accommodation offers comfortable furnishings as well as practical facilities such as the inter-connecting family suite with double bedroom accessed via the twin bedrooms, two en-suite bathrooms and  …see more

from £110 / night

£425 - £785 / week

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from £110 / night

(4) Excellent 

1 / 22

Cressingham - Ventnor Bay townhouse sleeps 10

Ventnor / Ventnor Bay

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
This large Victorian house comfortably sleeps 10 people over four floors. It has a lovely, large open-plan living area split between lounge and games room. Board games, toys, books and an antique billiard table are all available for guests to use, as well as a large gar  …see more

from £208 / night

£1450 - £1950 / week

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from £208 / night

(3) Very Good 

1 / 12

1 Driftwood - Bembridge Harbour apartment sleeps 4

Bembridge / Bembridge Harbour

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
1 Driftwood is a delightful and bright first floor apartment set in a unique location enjoying panoramic views of The Solent and is adjacent to the beach and coastal walks. Bembridge Ledge is accessed across the grassland in front of the property or via Fishermans Walk.  …see more

from £50 / night

£230 - £475 / week

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from £50 / night

1 / 19

Victorian semi detached house sleeps 8 - 10 - Bembridge house sleeps 10

Isle of Wight / Bembridge

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Child friendly ; Car advised; No pets allowed;
Beautiful Victorian house with private garden and off road parking. Five spacious bedrooms , open plan sitting and dinning area with patio doors leading into garden . Moments from town with butchers, fishmongers, green grocers, boutiques, pubs, restaurants and only f  …see more

from £172 / night

£1200 / week

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from £172 / night

(7) Excellent 

1 / 16

Squirrels Watch - for guests with dogs - Newchurch cottage sleeps 4

Sandown / Newchurch

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Suitable for children age 5+; Pet friendly; Private garden;
As the title states, we are a specialist provider of self catering accommodation for those people bringing their dogs with them on holiday. Whether large or small - just one or a whole pack - we welcome you with open arms (paws).Squirrels Watch is only for those guests  …see more

from £150 / night

£700 / week

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from £150 / night

1 / 10

Tennyson Cottage - Freshwater Bay house sleeps 4

Freshwater / Freshwater Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
Built in 2015, Tennyson Cottage, is a comfortable two bedroom home situated in Freshwater. The accommodation offers a well furnished lounge with sofa bed / diner with doors leading to an enclosed garden; a well equipped modern kitchen; downstairs wc; a double bedroom w  …see more

from £106 / night

£435 - £740 / week

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from £106 / night

(19) Very Good 

1 / 24

Rush House - Old Village house sleeps 18

Shanklin / Old Village

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Recently graded by a national holiday home company as a 5 star property. Luxury 8 bedroom holiday home, in sunny shanklin. modern and newly built large detached house on the outskirts of the beach and old village on the south of the isle of wight. Suitable for groups or  …see more

from £775 / night

£2200 - £3800 / week

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from £775 / night

(3) Very Good 

1 / 11

Seabreeze - Freshwater bungalow sleeps 4

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Child friendly ;
The property was built in 2007 and the accommodation is built and furnished to a high standard. We have lots of guests who have been booking their holidays in Seabreeze for many years. Seabreeze is located in a quiet and peaceful location, just the thing to unwind fr  …see more

from £30 / night

£210 - £544 / week

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from £30 / 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 / 22

Littlestairs - Shanklin house sleeps 8

Isle of Wight / Shanklin

4 8 Min stay varies

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

from £130 / night

£705 - £1745 / week

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from £130 / night

1 / 8

Apartment 3, Broadlands Court - Shanklin apartment sleeps 2

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; Car not necessary;
Located on the ground floor, this contemporary apartment with its own private entrance, is situated within 300yds of the Shanklin cliff path. The accommodation is very well presented with the main living area being 'open plan'. Here you can enjoy the comfortable leather  …see more

from £75 / night

£325 - £495 / week

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from £75 / night

(3) Very Good 

1 / 15

Elm House - Bembridge Village house sleeps 10

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Child friendly ;
Elm House is a lovely family home in the center of Bembridge, in easy walking distance of shops, restaurants, pubs and beach. The spacious detached house has off street parking for 5 cars and a totally enclosed, private, well stocked garden. A large eat in kitchen pro  …see more

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Pricing unknown

(3) Excellent 

1 / 14

Daisy Cottage - Ventnor cottage sleeps 4

Isle of Wight / Ventnor

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
This charming holiday cottage is set in an elevated position overlooking the stunning Ventnor coastline. Refurbished to a very high standard throughout, the property is set out to make the most of its enviable position. The cottage offers a fantastic sociable open plan  …see more

from £64 / night

£445 - £800 / week

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from £64 / night

(16) Very Good 

1 / 24

Ocean View Cotttage - Ventnor Bay house sleeps 4

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.8 km; Child friendly ;
Our Victorian cottage has been decorated and furnished to a high standard in a sympathetic style in keeping with its period. It's upside down layout maximises the living space and town and ocean view - probably one of the best sea views on the island! The cottage front  …see more

from £75 / night

£395 - £685 / week

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from £75 / night

(7) Excellent 

1 / 20

Sunbeam Cottage - Moons Hill cottage sleeps 4

Freshwater / Moons Hill

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 2 km; Child friendly ; Car advised;
Sunbeam Cottage sits on a leafy lane at the foot of Tennyson Down with woodland to the front and rolling countryside to the rear. The garden stretches out towards the wooded slopes of the down in an AONB. It's lovely to sit at the picnic bench in the top garden wit  …see more

from £40 / night

£280 / week

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from £40 / night

1 / 16

Gurnard Cottage - Niton - Isle of Wight cottage 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; Private garden;
In association with Trinity House, Rural Retreats are pleased to present St Catherine's Lighthouse. Situated just outside the hamlet of Niton, approximately 10 minutes' drive from the popular coastal resort of Ventnor, the southern most point of the Isle of Wi  …see more

from £175 / night

£715 - £1367 / week

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from £175 / night

1 / 24

NEWLY LISTED luxurious beach front apartment - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Child friendly ;
NEWLY LISTED JULY 2016. Luxurious and spacious ground floor apartment with private entrance and walled garden. TWO bedrooms Master bedroom vi spring kingsize bed, bedroom two two Vi spring single beds or zip and link Super King bed., TWO bathrooms. Newly listed and ren  …see more

from £143 / night

£995 - £1250 / week

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from £143 / night

1 / 10

6 Windmill Cottage - BIRCH - Bembridge Village cottage sleeps 4

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Pet friendly;
These delightfull. newly built cottages are set in the heart of Bembridge village. When you walk in to the cottage, you get an immediate feeling that everything has been catered for. The kitchen is fully equipped, the king size bedroom upstairs is wonderfully comfortabl  …see more

from £50 / night

£395 - £695 / week

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from £50 / night

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