Holiday houses in Isle of Wight

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Isle of Wight

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321 Holiday homes

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

(5) Very Good 

18

Holiday home in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
A former Gentleman's residence situated just 76yds from the sea. Sit on the balcony listening to the waves & breathing in that lovely sea air! Dine al-fresco on the patio within the enclosed & private garden. A truly unique home with lots of character &  …see more

from £46 / night

£325 - £830 / week

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from £46 / night

24

Holiday home in Woodside Beach

Isle of Wight / Woodside Beach

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
Oak Cliff Place is a magnificent Victorian detached house, wonderfully private with stunning uninterrupted views over the Solent to Portsmouth. Light-filled, high-ceilinged and spacious, it is set in an elevated position within five acres of land including its o  …see more

from £452 / night

£3158 - £7035 / week

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from £452 / night

(3) Very Good 

15

Holiday home letting

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Seadog Cottage is situated in the very popular York street & benefits from being close to the marina's & the town. Ideal for small families or sailing crews . The downstairs as an open plan lounge diner which gives it a light airy feel. Which leads on to a  …see more

from £75 / night

£350 - £1660 / week

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from £75 / night

15

Holiday home in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly
Our charming Georgian Cottage in the heart of the Old Town in Cowes ony minutes from the Waterfront is now available to rent. Accommodates six people very comfortably, with private parking behind gates and enclosed garden with Bbq area. Kitchen with dining table and sta  …see more

from £200 / night

£1400 - £2500 / week

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from £200 / night

(7) Very Good 

35

Holiday home in East Cowes

Isle of Wight / East Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Nice holiday” This property well-equipped and is ideal for small family right on the waterfront lovely island to visit. we had a great holiday with plenty of things to do around the island  …see more

from £125 / night

£575 - £1375 / week

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from £125 / night

(31) Excellent 

23

Holiday home in Yarmouth

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Wonderful holiday rental!” A lovely, spacious comfortable house with fantastic countryside views. We travelled with our young family and friends and all enjoyed staying at Three Gables. The kids loved the garden and played golf and boules (all provid  …see more

from £195 / night

£800 - £1775 / week

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from £195 / night

(4) Excellent 

11

Holiday home letting

Isle of Wight / Newport

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Private garden
This spacious and comfortable semi-detached house is situated in a quiet residential neighbourhood within walking distance of Newport town centre. Situated at the top of a hill, the home boasts stunning views of the island and a well-kept private garden.  …see more

from £50 / night

£325 - £1930 / week

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from £50 / night

(1) Excellent 

12

Bembridge holiday home rental

Bembridge / Bembridge Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Ledge View is a beautiful newly-upgraded property sleeping up to 8 people just seconds from the sea in Bembridge, Isle of Wight. The house is in a fantastic location, due to its proximity to the stunning Forelands beach.  …see more

from £185 / night

£610 - £1540 / week

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from £185 / night

(9) Excellent 

20

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Lovely sailing themed house in great location” Stylish decor, very comfy bedrooms and all the domestic equipment that was needed was there along with some nice Jazz CDs! Good location with teenagers as able to walk into main street of Cowes within  …see more

from £100 / night

£700 / week

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from £100 / night

(4) Excellent 

24

Holiday home in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
A fabulous, fully self contained spacious light town house with glorious sea views decorated to a very high standard but with your comfort in mind! With your own secure entrance through your south facing, sunny patio and seperate veranda with additional secluded private  …see more

from £99 / night

£650 - £1200 / week

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from £99 / night

(6) Very Good 

24

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“VIP accommodation for the Isle of Wight Festival” We stayed here with family and friends for 3 nights for the Isle of Wight Festival this year. Having the mooring come with the house made for a hassle free arrival and departure when the ferries and b  …see more

from £150 / night

£750 - £2400 / week

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from £150 / night

(1) Excellent 

17

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
Outdoor pursuits include scenic walking, horse riding, fishing, cycling, water sports and golf. The island can be explored from the open-top buses that stop regularly at various collection points. Beach 5 miles. Shop 1 mile, pub and restaurant 200 yards.  …see more

from £250 / night

£850 - £2500 / week

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from £250 / night

(1) Excellent 

10

Holiday home in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
A traditional fisherman's terrace cottage, recently renovated to a very high standard. Ideal for family holidays, sailing events, corporate clients & festivals. The cottage is just 1 minute walk to main town, marina's & Red Jet terminal. The comfort  …see more

from £90 / night

£416 - £1900 / week

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from £90 / night

(1) Very Good 

22

Home rental in Bembridge

Isle of Wight / Bembridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 £120 / night

£695 - £1950 / week

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from £120 / night

(3) Excellent 

18

Home rental in Newport

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
This is an ideal retreat from the pressures of work, in civilised and comfortable surroundings. There are country walks and foodie pubs within easy reach and lots of local history and interesting geology. There are old railway lines as cycle paths and one still working!  …see more

from £80 / night

£245 / week

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from £80 / night

(4) Excellent 

18

East Cowes holiday home let

Isle of Wight / East Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
For those wanting to enjoy a waterside holiday on The Esplanade. with spectacular views of Cowes, the Solent, an assortment of shipping and wonderful sunsets. Sleeps 6 in 3 bedrooms<br />This Grade 2 listed 'Old Coastguard Boat House' is situated in a  …see more

from £135 / night

£400 - £750 / week

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from £135 / night

(8) Very Good 

25

Holiday home rental

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This property is aimed at the 5 star market and is one of our premium properties. It has frontline unobstructed amazing sea views of the Bay.This house contains 4 bedrooms, 2 ensuites and 1 1/2 bathrooms.This property also has Luxury furniture and fittings.<  …see more

from £200 / night

£1000 - £2500 / week

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from £200 / night

(38) Excellent 

26

Holiday home in Brighstone

Isle of Wight / Brighstone

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Lovely spacious house” Had a very nice stay in the Mill house. We all found it relaxing with lots of children. Location of the house was good for travelling around Isle of Wight. I would recommend the rental.  …see more

from £289 / night

£2026 - £3585 / week

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from £289 / night

(5) Very Good 

32

Holiday home in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
“IDEAL” Lovely old cottage,in Ventnor, comfortable,clean, everything we needed,even towels/linen. perfect. great for the walks/scenery/tropical gdns... we,ll be back,  …see more

from £70 / night

£425 - £650 / week

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from £70 / night

(15) Excellent 

24

Holiday home rental

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
“A lovely family house in a great location would recommend” A lovely family house in great location near the town, pubs and of course the sea. The house was great for all in our party which included children, and was clean tidy and welcoming for us  …see more

from £200 / night

£900 - £2800 / week

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from £200 / night

(6) Very Good 

13

Shanklin holiday home rental

Isle of Wight / Shanklin

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Furze Hill is a stunning 4 bedroom property located in the seaside town of Shanklin. The house holds 1 master bedroom and 3 twin bedrooms, the property also comes with a beach hut on Shanklin beach, making Furze hill the place for an ideal family holiday.  …see more

from £214 / night

£1495 / week

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from £214 / night

18

Holiday home in Ventnor

Ventnor / St Lawrence, Ventnor

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This luxurious detached house in Ventnor is in the south of the Isle of Wight, in an area known for its Mediterranean type climate. Secluded Steephill Cove is a 5 minute stroll away and Ventnor Botanical Gardens are just a 2 minute walk.  …see more

from £223 / night

£1558 - £4388 / week

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from £223 / night

(1) Excellent 

19

Holiday home in Shanklin

Isle of Wight / Shanklin

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Great location for exploring the Island, peacefull with lovely views, countryside from the rear and sea glimpses from the front of the house. Lovely walks into Shanklin Town via the railway track or through the farm, plus America Woods seconds away.<br />Balconies  …see more

from £350 / night

£1750 - £2500 / week

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from £350 / night

25

Shanklin holiday home rental

Isle of Wight / Shanklin

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Copsegate Lodge is a beautiful home aimed at the 5 star market. This home has 4 bedrooms 31/2 bathrooms. Heated pool ( fee £150 per week heating), large private gardens, Hot Tub (£150 per week) , 3 living room areas. Large flat smart tvs throughout living ar  …see more

from £286 / night

£2000 - £3000 / week

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from £286 / night

10

Holiday home rental

Isle of Wight / Cowes

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
This delightful Victorian townhouse is situated in Victoria Road makes it great location for festival, holiday, sailing booking & with its flexible layout & TV's in all the bedrooms it is well suited for crews,corporate & large families Cowes Cottage  …see more

from £95 / night

£450 - £2800 / week

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from £95 / night

15

Holiday home in Cowes

Isle of Wight / Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
This delightful Victorian town house has recently been refurbished to a high standard & provides accommodation for up to 10 people & benefits from large rooms & with its flexible layout & 2 shower rooms & 1 bathroom its is well suited for sailing cre  …see more

from £125 / night

£550 - £3300 / week

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from £125 / night

(30) Excellent 

24

Holiday home in Cowes

Cowes / West Cowes

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“There is not a one single word to describe how much my family enjoyed this property” This house is absolutely gorgeous. I booked it for my family - a group of 10 people. The views are stunning from within the property and the house is maintained in an  …see more

from £220 / night

£650 - £5000 / week

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from £220 / night

22

Holiday home in Seaview

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
5* GOLD AWARD luxury 4-bed holiday home with direct access to the much sought after Seagrove Bay beach. Sleeps 8. 42" SKY+ in lounge and SKY in Study and Master Bedroom. Huge open plan ground floor opening onto terrace and garden stretching down to the sea.  …see more

from £354 / night

£1520 - £4650 / week

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from £354 / night

(9) Excellent 

14

Home rental in Ryde with golf nearby

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
“A lovely place to stay” We had a very nice stay at the Auction House it was the best place we have stayed in during our travels in all our 55 years of married life. It we well equipted spotlessly clean and very comfortalble, The owners were very hel  …see more

from £75 / night

£575 - £975 / week

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from £75 / night

(22) Excellent 

20

Home rental in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.025 km
  • Child friendly
“Great house - awesome view” Group of four chaps just spent four nights at Waters Edge, as a base for a walking short-break. Great house - exactly as described, really lovely. View over the Solent from the balcony constantly changes with the weather  …see more

from £120 / night

£840 - £1800 / week

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from £120 / night

(5) Excellent 

15

Holiday home in Ryde

Isle of Wight / Ryde

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 double sized bedroom, a bedroom with two single beds and a bedroom with child sized bunk beds. The double and  …see more

from £80 / night

£550 - £850 / week

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from £80 / night

14

Newport holiday home rental

Isle of Wight / Newport

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
Lovely clean bright family home , 5 min walk into the main town on the I.o.w .shop 2 min walk . Well looked after holiday home . Downstairs wc , upstairs family bathroom . Towels and bedding supplied. And a clean towels supplied midweek at no extra cost .also milk bread  …see more

from £75 / night

£525 / week

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from £75 / night

(1) Excellent 

10

Holiday home with golf nearby in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Situated in the popular Beckford Road in central Cowes. Seconds walk from the High Street with it's large choice of pubs, restaurants and shops. Perfect family holiday home or regatta rental. Newly renovated/decorated (April 2011) and furnished with pretty garden.  …see more

from £125 / night

£605 - £4000 / week

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from £125 / night

(3) Excellent 

23

Cowes holiday home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden
“Superb!!!” We stayed at the lovely Sun Hill in August for a couple of nights and as a family we were so happy. The house is immaculately clean and is equipped with everything that you could need. The owners kept us well informed and were so helpful  …see more

from £150 / night

£900 - £2400 / week

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from £150 / night

(5) Very Good 

24

St Helens holiday home rental

Isle of Wight / St Helens

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Great service from company & owners” Great location, easy to get to, exactly as described, bright & light home from home, lovely garden, one small issue during the week was sorted within half a day and we left a few bits by mistake - the owners went o  …see more

from £50 / night

£348 - £835 / week

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from £50 / night

(1) Excellent 

24

Holiday home in Cowes

Cowes / West Cowes

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
Amazing property for up to 10 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. 5 bedrooms & 4 bathro  …see more

from £200 / night

£1400 - £5500 / week

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from £200 / night

13

Cowes holiday home rental

Isle of Wight / Cowes

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Claremont Cottage is a charming self catering townhouse nestled on Sun Hill in the heart of downtown Cowes and is a perfect location to be based for a short break or family holiday on the Isle of Wight. Offering flexible availability throughout the whole of 2016 it is l  …see more

from £125 / night

£485 - £985 / week

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from £125 / night

19

Holiday home accommodation

Isle of Wight / Ventnor

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
This stunning detached Victorian house was built in 1876 of Island stone and is located in a conservation area opposite Ventnor’s award winning park with its stream, bandstand, putting green and outside gym. The property is a five minute walk to coastal town, harb  …see more

from £450 / night

£1800 - £3550 / week

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from £450 / night

(5) Excellent 

21

Bembridge holiday home let

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely holiday home offering peace and quiet just minutes from the beach” Lovely 3-bedroomed holiday home in a quiet lane, just minutes from the beach. Very convenient with convenience store just round the corner. Would definitely recommend the prope  …see more

from £86 / night

£600 - £1250 / week

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from £86 / night

(1) Excellent 

19

Holiday home in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
The property is ideally base for those holidaying on the Island or for sailing crews who like quality accommodation & great for those coming to work on the island.<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as stan  …see more

from £105 / night

£440 - £3000 / week

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from £105 / night