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

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938 Holiday homes

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

(2) Excellent 

4

Summer Breeze Caravan, Skinners Farm, Cowes, IOW - 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 £85 / night

£200 - £650 / week

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from £85 / night

(4) Excellent 

7

Shanklin Manor - Old Village apartment sleeps 4

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
It has now been extensively renovated and restored back to its former glory, as well as meeting the demands of the modern world.The apartment comprises of two large bedrooms, which benefit from parkland views, and bathrooms. The living area is spacious and open plan, wi  …see more

from £98 / night

£375 - £700 / week

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from £98 / night

14

Eden Place - Totland house sleeps 4

Isle of Wight / Totland Bay

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Eden Place is a charming house that has been completely refurbished and comfortably furnished throughout and is ideally located close to the ‘turf walk’ which overlooks the stunning bay at Totland, which is renowned for its beautiful sunsets. The accommodation compr  …see more

from £104 / night

£400 - £625 / week

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from £104 / 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

(2) Very Good 

17

118 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
  • Ask about pets
A nicely presented holiday chalet fronting a communal grassed area - great for sitting out in the sun or playing ball with the kids. The comfortable accommodation is light & airy comprising two bedrooms, an open plan family living area with modern kitchen, dining &a  …see more

from £50 / night

£195 - £309 / week

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from £50 / night

(5) Very Good 

24

La Meré - Cowes caravan/mobile home sleeps 5

Isle of Wight / Cowes

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
La Meré is just steps away from the quiet, safe beach at Thorness Bay. Ideal for families or couples. Secluded, yet just a short drive to the nearest town of Newport and sailing town of Cowes, La Meré is the perfect place to get away from it all and put your feet up!B  …see more

from £65 / night

£400 / week

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from £65 / night

(2) Excellent 

10

87 Sandown Bay Holiday Centre - Newchurch chalet sleeps 6

Sandown / Newchurch

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
87 Sandown Bay is tucked away in a beautiful corner of the park. It can be rented on its own, or together with 88 and or 89 to accommodate groups of up to 18 people. The chalet has recently been modernised and has had many improvements over last years accommodation. Th  …see more

from £50 / night

£300 - £700 / week

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from £50 / night

(1) Excellent 

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
  • Child friendly
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

(12) Excellent 

28

The Old Barn - Yarmouth cottage sleeps 4

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
This luxury barn conversion recently completed is now beautifully furnished for holiday letting. The oak beamed interior compliments this original island stone barn set in a quiet farm location with outside Hot Tub in the beautiful West Wight countryside. There are two  …see more

from £130 / night

£580 - £1495 / week

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from £130 / night

(2) Very Good 

14

Church Place - Chale house sleeps 8

Isle of Wight / Chale

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
The property has recently undergone a major refurbishment to an extremely high standard and offers spacious and comfortable accommodation. There are four bedrooms, two living rooms, two bathrooms, a country style kitchen, a large lawned garden to the side and parking t  …see more

from £148 / night

£575 - £950 / week

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from £148 / night

10

York maisonette - Cowes apartment sleeps 4

Isle of Wight / Cowes

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
This 2 bedroom maisonette is situated in popular York Street. A stone’s throw from the town centre & marinas, it is the perfect location for sailing groups & families, The lovely lounge / diner as some views across The Solent & there is a rear deck accessible from t  …see more

from £100 / night

£400 - £450 / week

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from £100 / night

(2) Good 

30

Nettlestone House - Nettlestone house sleeps 10

Isle of Wight / Nettlestone

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
We think you'll love staying at Nettlestone House it has great character, is beautifully furnished, yet is family friendly and has loads of space.Nettlestone House is the main part of a substantial 220 year old stone property which offers impressive and comfortable  …see more

from £199 / night

£995 - £1995 / week

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from £199 / night

(1) Excellent 

25

Situated opposite Ventnor Park, pretty outlook. - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
Our apartment is situated in a Victorian house, opposite Ventnor Park, in an attractive part of Ventnor. It is within easy reach of Ventnor town, the cliff top walk to Steephill Cove, or the cliff top walk to Ventnor beach. The apartment is arranged over three floors, w  …see more

from £120 / night

£575 - £770 / week

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from £120 / night

(1) Very Good 

8

Bay View - Yaverland chalet sleeps 6

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Bay View provides a great location for a traditional seaside holiday in one of the Islands most popular seaside resorts of Sandown. The chalet is comfortably furnished and offers two bedrooms, one double with sea views and one with bunk beds, a bathroom and a furnished  …see more

from £85 / night

£325 - £445 / week

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from £85 / night

(6) Excellent 

52

Premier 2 Bedroom Cottage, Seaview, Isle of Wight - Seaview cottage sleeps 4

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
"The perfect self-catering holidays in Seaview on the Isle of Wight"Seaview Holidays offer luxury self-catering accommodation in a stunning, secluded location overlooking the beautiful Hersey Nature Reserve on the Isle of Wight.....We offer 2, 3 and 4 bedroom  …see more

from £92 / night

£395 - £679 / week

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from £92 / night

15

Trelawney - Ventnor house sleeps 6

Isle of Wight / Ventnor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 - £550 / week

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from £99 / 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

(11) Excellent 

26

The Ivy Apartments Apartment A Clarence House - Shanklin apartment sleeps 4

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
This family friendly apartment is ideally located centrally near beaches, shops, amusements and all amenities including the Railway Station. The Ivy Apartments have been lovingly refurbished and set in a beautiful Victorian House. The apartment includes bi-fold doors op  …see more

from £65 / night

£450 - £650 / week

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from £65 / 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

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

7

STABLE COTTAGE ANNEXE - Shanklin house sleeps 3

Isle of Wight / Shanklin

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
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 En  …see more

from £57 / night

£393 - £23036 / week

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from £57 / night

8

Flatlet 3 The Victorian Lodge - Ryde apartment sleeps 2

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Flatlet 3 A cosy studio Apartment situated on the first floor. It is within a large Victorian residence that has been carefully transformed into 6 stylish self catering apartments. Freeview colour tv/dvd. Central heating and double glazing. Fully fitted kitchen with f  …see more

from £39 / night

£175 - £395 / week

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from £39 / night

8

Stylish 2 bedroom apartment with pool and sauna - Shanklin apartment sleeps 6

Isle of Wight / Shanklin

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Lyon Court is a beautiful country house in a lovely countryside setting, tastefully converted into 5 individual apartments. It overlooks Shanklin Down, yet is close to bus & train routes, and only 10 minutes walk to the town centre or Shanklin Old Village. Flat 1 is a  …see more

from £170 / night

£675 / week

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from £170 / night

(15) Excellent 

24

Northbrook - Cowes house sleeps 8

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
Enjoy a wonderful holiday in this beautiful, spacious 4 bedroom Victorian villa, in the heart of Cowes. Ideal for sailing crew, girls weekend, or a family holiday. A few minutes walk from the marina, Red Jet, shopping and all the facilities of Cowes town.The house has 4  …see more

from £200 / night

£800 - £2800 / week

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from £200 / night

(19) Excellent 

23

The Retreat - Shanklin house sleeps 8

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
This is a luxury new 4 bedroom 3 ensuite house aimed at the 5 star market. The retreat has much class, with the usual modern amenities. Positioned in the prestigious area of Victoria Avenue within a few minutes walk to "old Village". with its much charm and  …see more

from £150 / night

£800 - £1800 / week

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from £150 / 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

(3) Excellent 

18

The Haven - Bembridge cottage sleeps 4

Isle of Wight / Bembridge

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
A lovely Victorian cottage with character & charm. This appealing holiday home is situated along a quiet road within the village of Bembridge, which is situated on the eastern coast of the Isle of Wight. Coastal walks with wonderful sea views are on your doorstep & chil  …see more

from £65 / night

£310 - £500 / week

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from £65 / night

13

88 Sandown Bay Holiday Centre - Sandown chalet sleeps 6

Isle of Wight / Sandown

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
We have 4 similar chalets on site so if you find that this one is booked for some or all of the dates that you require then please enter the following codes in to the TripAdvisor search box. 6726234 for 32 Sandown Bay, 5811469 for 83 Sandown Bay, 5811397 for 193 Sandow  …see more

from £50 / night

£300 - £700 / week

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from £50 / night

(3) Very Good 

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
  • Child friendly
  • Private garden
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 £130 / night

£900 - £2250 / week

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from £130 / night

(11) Very Good 

25

Windrush - West Cowes house sleeps 17

Cowes / West Cowes

7 17 7 nights min

  • 7 bedrooms
  • Sleeps 17
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Gracious, detached, 7 bedroom property in it's own grounds. All amenities including WiFi, and TVs with Freeview. Please see video here (copy and paste into your browser): http://www.youtube.com/watch?v=IX-SG1CAyos&feature=youtu.be Originally built for the Rats  …see more

from £315 / night

£2200 - £2900 / week

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from £315 / night

(2) Excellent 

9

Dove Cottage - Calbourne cottage sleeps 6

Isle of Wight / Calbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
A pretty 18th century thatched cottage with garden by the celebrated Winkle Street in an Area of Outstanding Natural Beauty with beautiful views & walking & cycling trails.Inside you will find: comfy sitting room, rustic dining room and homely beamed kitchen loo  …see more

from £111 / night

£475 - £715 / week

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from £111 / night

(1) Excellent 

8

Apartment 3, Broadlands Court - Shanklin apartment sleeps 2

Isle of Wight / Shanklin

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • 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 - £425 / week

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from £75 / night

13

Grebe Cottage - Ventnor cottage sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Pay by card or PayPal, through the Holiday Lettings website, to be covered by Payment Protection. Never pay by bank or wire transfer. Description from owner Description An idyllic retreat in the heart of one of the Isle of Wight's prettiest villages, Grebe Cottage was c  …see more

from £130 / night

£575 - £770 / week

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from £130 / night

22

5* Gold Award Luxury seafront house in Seaview - Seaview house sleeps 8

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
THE SEA HOUSE is located right on the seafront of the much sought after Seagrove Bay, with beautiful views out across the bay and The Solent. It has the wow factor throughout - internally and externally - and is well equipped to a high standard. There is plenty of ro  …see more

from £347 / night

£1490 - £4560 / week

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from £347 / night

12

Osborne Court - East Cowes apartment sleeps 4

Isle of Wight / East Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Osborne Court is a two bedroom apartment situated on Cowes Parade with sea views across the Solent. The accommodation comprises of lounge leading to balcony, kitchen, family bathroom, one double bedroom and twin bedroom. The town of Cowes with its narrow streets and a  …see more

from £75 / night

£400 - £550 / week

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from £75 / night

18

Beachside - Seaview chalet sleeps 4

Isle of Wight / Seaview

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
Salterns Beach Bungalows, located in Seaview on the Isle of Wight, are situated in a tranquil setting adjacent to a lake, being part of the Hersey Nature Reserve. In addition, the bungalow is just a stones throw away from the beach, great for making sand castles & e  …see more

from £73 / night

£335 - £370 / week

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from £73 / night

(2) Excellent 

18

Lobster Lodge - Ventnor house sleeps 8

Isle of Wight / Ventnor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.01 km
  • 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

(8) Excellent 

10

1 Kings Cottage - Whippingham cottage sleeps 4

Isle of Wight / Whippingham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 10 km
  • Child friendly
  • Private garden
The well maintained cottage is located adjacent to the Royal Park of Osborne House, the home of Queen Victoria at East Cowes. The cottage offers two bedrooms and bathroom upstairs and good size lounge, kitchen and conservatory on the ground floor. Outside there is a hug  …see more

from £47 / night

£323 - £625 / week

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from £47 / night

(2) Excellent 

10

Northbrook, Brook House Cottages - Brook apartment sleeps 4

Isle of Wight / Brook

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
Brook is a lovely little village in the beautiful and rural West Wight. It can offer you the perfect place for a relaxing holiday. At Brook House, we have 3 self-catering holiday properties. Northbrook, our smallest property, will give you a charming and character  …see more

from £90 / night

£300 - £995 / week

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from £90 / night

(2) Very Good 

8

2 Old Town Court - West Cowes house sleeps 10

Cowes / West Cowes

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 0.8 km
  • Child friendly
  • Car not necessary
Deceptively large town house in Cowes, immaculately presented. Stunning sea views with parking and a fabulous roof terrace with BBQ and seating. Ideal for sailing or family holidays.2 Town Court is right in the heart of Cowes Town centre. Situated in prestigious 'O  …see more

from £82 / night

£569 - £863 / week

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from £82 / night

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