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

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940 Holiday homes

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(3) Excellent 

18

Pond Cottage - Newport house sleeps 4

Isle of Wight / Newport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
Pond Cottage is a farm building in the manor of Horringford, once the home of Oliver Cromwell's grandson. Converted in 2009, it is fitted to a very high standard with modern comfortable furnishings and all mod cons including TVs, washing machine, dishwasher, fridge  …see more

from £80 / night

£245 - £350 / week

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from £80 / night

(9) Excellent 

12

holiday bungalow - Freshwater bungalow sleeps 4

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Idyllic seaside bungalow set in Linstone Chine Holiday Village at Cliff End Freshwater on the beautiful Isle of Wight. Wii fii is available at this property. The two bedroomed bungalow is brick built with bathroom with bath and shower. The kitchen and lounge are open  …see more

from £45 / night

£310 - £575 / week

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from £45 / night

(9) Excellent 

17

Little Sailing - Gurnard chalet sleeps 4

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
A beautiful cedar clad beach house right on the waters edge. The house is built to an extremely high quality and environmental standard. As it is highly insulated it is a very cosy stay during the winter months as well as sunny in the summer months with cool sea breeze  …see more

from £75 / night

£525 - £1100 / week

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from £75 / night

(1) Excellent 

9

Fernwood Cottage - Bonchurch cottage sleeps 4

Isle of Wight / Bonchurch

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Private garden
Bonchurch has an air of peace and tranquillity with its ancient churches, village pond and traditional cottages but it is also a working village. The Bonchurch Inn is not far away and a restaurant is nearby. In and around Bonchurch there are many lovely rural and coast  …see more

from £48 / night

£335 - £410 / week

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from £48 / night

(5) Very Good 

9

8 Hambrough House - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This stunning apartment is situated just above Ventnor's beach and Esplanade. There is a wide selection of restaurants, shops, cafes and bars within easy reach and far reaching views along the coastline can be enjoyed from the large open plan living-dining room and  …see more

from £86 / night

£280 - £389 / week

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from £86 / night

24

Little Mersley Farmhouse - Newchurch cottage sleeps 10

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Located on The Garlic Farm nestled at the foot of Mersley Down. This beautiful farmhouse was built in 1672. It is a fine and little altered unique example of an Island yeoman farmer's house standing alone in its own grounds. Following a sensitive renovation, it is  …see more

from £175 / night

£825 - £1925 / week

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from £175 / night

(2) Very Good 

16

Gurnard Bungalow - Gurnard bungalow sleeps 4

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Our 2 bedroom bungalow is suitable for up to 4 persons, it has a double and a twin bedroom, fully fitted kitchen, bathroom with a bath/shower and is fully centrally heated throughout, electric and gas heating is also included in our extremely reasonable prices. It is s  …see more

from £45 / night

£205 - £420 / week

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from £45 / night

(4) Excellent 

22

Cressingham - Ventnor Bay townhouse sleeps 10

Ventnor / Ventnor Bay

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
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

10

Smugglers Run, East Cowes, Isle of Wight - East Cowes house sleeps 4

Isle of Wight / East Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
First Floor: Open plan living room with dining area with direct sea views and door onto waterfront facing balcony, with seating Small galley-style kitchen Ground Floor: Double bedroom with 4'6"bed. Further bedroom with twin single beds Fully tiled bathroom with large  …see more

from £37 / night

£255 - £620 / week

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from £37 / night

9

APPLETREE - Brighstone house sleeps 8

Isle of Wight / Brighstone

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
These holiday properties, adjacent to the owner's home and farm, are set with others in a courtyard and share use of various grassed areas and 2 tennis courts. Chilton Farm is situated ¼ mile from the coast, set in beautiful countryside, and forms part of the Chil  …see more

from £43 / night

£296 - £689 / week

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from £43 / night

22

Grange Cottage - Bonchurch house sleeps 8

Isle of Wight / Bonchurch

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Grange Cottage is a wonderful place to wake up on a sunny morning, eat lunch in the courtyard garden or relax after a stressful day at the beach. Children will love feeding ducks on the pond at the end f the lane and in the evening grown ups can dine at the wonderful P  …see more

from £131 / night

£735 - £1350 / week

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from £131 / night

(19) Excellent 

18

Woodside Beach Retreat - Woodside Beach log cabin sleeps 6

Isle of Wight / Woodside Beach

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Set in the heart of an unspoilt area of 'Outstanding Natural Beauty' this recently refurbished holiday cabin is located in the tranquil area of Woodside Beach. Take a minutes stroll to the quiet and unspoilt beach for a leisurely walk, some off the beach fis  …see more

from £70 / night

£315 - £400 / week

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from £70 / night

(8) Excellent 

14

Whitwell Station Bluebell and Primrose Cottages - Nettlecombe cottage sleeps 4

Whitwell / Nettlecombe

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
Bluebell and Primrose Cottages are converted from the waiting rooms and ticket offices of the retired Victorian Railway Station. Whitwell Station is nestled within beautiful and outstanding countryside in the South Wight. Each cottage comprising of 2 bedrooms, sleeping  …see more

from £90 / night

£290 - £575 / week

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from £90 / night

(6) Excellent 

14

New modern family beach holiday apartments - Shanklin apartment sleeps 5

Isle of Wight / Shanklin

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Private garden
New modern holiday apartments Fantastic area 3 minutes walk to the beach Bus and train station and town and Shanklin old village and chine all within short walking distance All mod cons internet tvs in every room Power shower in a luxurious bathroom Kitchen all equ  …see more

from £65 / night

£300 - £525 / week

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from £65 / night

(10) Excellent 

16

Number 58 Brambles Chine - Freshwater bungalow sleeps 5

Isle of Wight / Freshwater

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
Number 58 is a perfect holiday getaway on the beautiful Isle of Wight. Sleeping up to five people, this two bedroom self-catering semi-detached bungalow based at Brambles Chine, West Wight is just minutes from the ferry terminal in nearby Yarmouth and only yards from th  …see more

from £70 / night

£390 - £520 / week

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from £70 / night

(11) Very Good 

16

Woodside Lodge - Woodside Beach log cabin sleeps 4

Isle of Wight / Woodside Beach

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
The recently refurbished holiday cabin is set in its own secluded garden area frequently visited by the local red squirrels and an abundence of wild birds. The unspoilt beach is only 2 minutes stroll away, an ideal location for a quiet walk and viewing the boating activ  …see more

from £50 / night

£260 - £345 / week

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from £50 / night

(1) Excellent 

22

Isle of Wight Caravan Hire - Bembridge / Sandhills - Bembridge caravan/mobile home sleeps 6

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
A modern, light and open feel 6 berth caravan to let on Sandhills Holiday Park, Isle of Wight, situated just a 2 minute walk from the beach. The caravan has two bedrooms with the main bedroom having an en-suite toilet with wash basin. The main bathroom has a shower, b  …see more

from £50 / night

£300 - £550 / week

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from £50 / night

(4) Very Good 

12

Mitchell ave - Ventnor house sleeps 4

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
This is a lovely Elevated four storey south facing Gothic flint house set in the south side of St Boniface Down, Sea Views, walking distance to the Town of Ventnor and the Beach, The accommodation has been re decorated 2016...consists of 1 large double bedroom and 2nd b  …see more

from £70 / night

£425 - £650 / week

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from £70 / night

(4) Excellent 

14

Seaview Caravan 6 berth 2 bedrooms. - Bembridge caravan/mobile home sleeps 6

Isle of Wight / Bembridge

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Stunning sea views from this luxury caravan make it one of the best locations to holiday in the UK. The quiet and friendly family run site has its own shop, off licence, newsagent, laundry, children's play park, café and access to its own large sandy beach only 2 minut  …see more

from £40 / night

£275 - £375 / week

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from £40 / night

15

The Lodge on the Marsh - Brading b&b sleeps 3

Isle of Wight / Brading

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 4 km
  • Child friendly
  • Ask about pets
The Lodge on the Marsh is a recently refurbished wooden cabin overlooking the Brading Marsh RSPB Nature Reserve. The Lodge has one double bedroom with a separate sitting room with kitchenette and shower room. The sitting room also has an occasional single bed. A cont  …see more

from £120 / night

£840 / week

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from £120 / night

(27) Excellent 

23

Three Gables. West Wight for families and friends - Yarmouth house sleeps 10

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
***offers*** autumn and winter short breaks available from £395, 3 night weekends or 4 night midweek £495. Contact me for details Three Gables is in the center of the rural village of Newbridge yet tucked away at the end of a privat  …see more

from £195 / night

£725 - £1775 / week

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from £195 / night

8

Sea Breeze - Sandown chalet sleeps 4

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Sea Breeze is a comfortable chalet located in the popular resort town of Sandown. The accommodation consists of an open plan living room with fully fitted kitchen, a double bedroom, a bedroom with bunk beds and a wet room. There is a seating area outside and a communal  …see more

from £85 / night

£310 - £475 / week

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from £85 / night

(3) Very Good 

8

Three bedroom cottage in the heart of Cowes - West Cowes cottage sleeps 8

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
A period terraced cottage, located in central Cowes, just 3 minutes walk from the RedJet, just off the High Street. An excellent base for sailing, exploring the island or just enjoying the local amenities, of which there are numerous restaurants, bars, cafes and a high  …see more

from £85 / night

£350 - £2000 / week

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from £85 / night

(1) Excellent 

22

Sandy Shores holiday chalet with WiFi in Yaverland - Yaverland chalet sleeps 6

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
Sandy Shores is our most recent acquisition and only went on the rental market in June after we gave it a complete make-over to the same high standard as our other 3 successful chalets, all with 5 star reviews. It is a south-facing end chalet, right next door to our cha  …see more

from £50 / night

£200 - £495 / week

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from £50 / night

(11) Excellent 

24

Rose Cottage - Roud cottage sleeps 6

Godshill / Roud

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
Rose Cottage. Is a traditional thatched cottage in the heart of the tiny hamlet of Roud on the Isle of Wight. The Cottage stands in almost 3 acres of garden where there is a unheated swimming pool, a large pond with elevated summer house and a separate trampoline area f  …see more

from £79 / night

£550 - £995 / week

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from £79 / night

(1) Excellent 

24

Chain Ferry House - West Cowes house sleeps 10

Cowes / West Cowes

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
Amazing property for up to10 people that sits just back from the waterfront and has fantastic views up and down the River Medina and to the Solent beyond from the large roof terrace - an excellent place to entertain or sit and watch the world go by. A Quay Management p  …see more

from £200 / night

£1400 - £5500 / week

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from £200 / night

(12) Excellent 

18

Carlton Cottage - West Cowes cottage sleeps 7

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
This is a newly built, absolute gem of a cottage which is set just back from the waterfront with some Solent views. A delightful detached property fitted to the highest quality and standards. Comfortably sleeps up to 7 people in flexible accommodation to suit single or  …see more

from £180 / night

£740 - £2600 / week

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from £180 / night

(3) Very Good 

19

184 Sandown Bay Holiday Centre - Yaverland chalet sleeps 4

Sandown / Yaverland

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
A well presented holiday bungalow offering comfortable accommodation comprising two bedrooms (one double and one with 3' bunk beds), open plan lounge with sofa bed (additional sleeping for 1/2), kitchen and bathroom with shower over bath. Outside, leading out from  …see more

from £50 / night

£185 - £299 / week

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from £50 / night

(4) Excellent 

22

Greenwood 46, Thorness Bay, Isle of Wight - Thorness Bay caravan/mobile home sleeps 6

Cowes / Thorness Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Greenwood 46 is situated at Thorness Bay Holiday Park, on the Isle of Wight, the park has its own interesting Bay which has a lovely grass area for picinics or barbeques while watching the yachts in the solent. It has a woodland area at the back and is a short walk fro  …see more

from £40 / night

£525 - £595 / week

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from £40 / night

(4) Very Good 

22

Pink Beach Cottage - St Helens cottage sleeps 4

Isle of Wight / St Helens

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
  • Private garden
Pink Beach Cottage is an older style detached home situated in a quiet little road just of the village green. The accommodation is nicely presented offering two bedrooms being a double & a twin room. Downstairs there is characterful lounge with its feature fireplace,  …see more

from £83 / night

£295 - £450 / week

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from £83 / night

16

Herring House - Ventnor house sleeps 6

Isle of Wight / Ventnor

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
You couldn't be nearer to Ventnor beach than in this brand new, immaculate town house. Be the first visitors to enjoy the superb views and unbeatable location. All the stuff of holiday dreams is on your doorstep with a variety of cafes, bars and restaurants, freshl  …see more

from £83 / night

£575 - £1752 / week

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from £83 / night

(12) Excellent 

26

Lyntonville - Sandown house sleeps 4

Isle of Wight / Sandown

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
We invite you to share our house, we try to make for a friendly relaxed stay and you can socialise with us or keep yourself to yourself as you prefer.We try to make for a more relaxed informal and friendly stay as if you are visiting a friends house, rather that being l  …see more

from £25 / night

£175 - £496 / week

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from £25 / night

11

Private Static Caravan Whitecliff Bay Holiday Park - Bembridge caravan/mobile home sleeps 8

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Available for holiday hire, is our large 4 bedroom static caravan set in the stunning surroundings of Whitecliff Bay Holiday Park in Bembridge. The caravan is very spacious, with 4 separate bedrooms, an open plan living and dining area, shower room with toilet and also  …see more

from £50 / night

£500 - £750 / week

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from £50 / night

(14) Excellent 

24

Luxury Cowes Penthouse - West Cowes penthouse sleeps 6

Cowes / West Cowes

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Luxury Cowes Penthouse Apartment. Search marinusretreatcowes for more information. This two/three bedroom luxury self catering apartment is on the seafront top floor of the popular “Marinus” development, right on the water with spectacular and panoramic views over t  …see more

from £175 / night

£875 - £1250 / week

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from £175 / night

(7) Excellent 

17

109 Sandown Bay Holiday Centre - Yaverland chalet sleeps 4

Sandown / Yaverland

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
This newly refurbished holiday chalet situated at the foot of Culver Down, is brand new to the holiday letting market for this season. The comfortable accommodation is light & airy comprising two bedrooms (double & twin room), an open plan family living area wit  …see more

from £50 / night

£195 - £309 / week

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from £50 / night

16

Green Bank with Hot Tub - West Cowes guest house sleeps 12

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
This beautiful detached Victorian detached House comes with 6 Bedroom ,2 bathrooms & 3 shower rooms so is ideal for large families or sailing crews. It has a lovely mix of original features & modern living. The rooms are very spacious & with a mix of double  …see more

from £220 / night

£1000 - £5200 / week

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from £220 / night

(6) Very Good 

23

Pebbles - Niton Undercliff chalet sleeps 2

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
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 - £405 / week

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from £45 / night

(8) Very Good 

12

19 Marinus - West Cowes apartment sleeps 4

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Two bedroom apartment in an excellent waterfront location with wonderful views across Shepards Marina and the Solent beyond. A Quay Management property situated on the the fourth floor and accessed via a private lift or stairs. Within 5 minutes easy walk of the centre o  …see more

from £130 / night

£425 - £2200 / week

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from £130 / night

(2) Excellent 

5

Brisbane Caravan, Skinners Farm - Cowes caravan/mobile home sleeps 8

Isle of Wight / Cowes

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
Skinners Farm is a mixed beef and arable farm situated in Northwood on the outskirts of Cowes on the Isle of Wight. Skinners farm self catering farm holiday caravans are found at the end of a 400 metre lane. Skinners is one mile from Parkhurst Forest, just over a mile f  …see more

from £50 / night

£150 - £500 / week

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from £50 / night

(9) Excellent 

25

Seaside View - Shanklin apartment sleeps 4

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Seaside View holiday apartment ideally situated a stones throw from the beach. From the minute you arrive you can sit and relax. Watching the sea whatever the season, it is always transfixing, either from the comfort of the openplan kitchen, lounge, diner or from your o  …see more

from £80 / night

£380 - £600 / week

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from £80 / night

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