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

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Isle of Wight

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893 Holiday homes

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

(4) Excellent 

24

Holiday chalet letting

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely place to stay” We stayed here over Easter and the weather was rather cold but this chalet was really cosy. The view is amazing and the pictures don't do it justice, I loved sitting eating and looking at the ferries that go by. The little garden  …see more

from £105 / night

£386 - £696 / week

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from £105 / night

(11) Excellent 

23

Holiday chalet in Ventnor

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 4 km
“Exactly as it says Great Escape” Had a fantastic week at the Great Escape. Lovely and clean with everything needed for a comfortable stay. Beautiful Island would recommend to anyone who  …see more

from £40 / night

£240 / week

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from £40 / 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

(5) Excellent 

13

Gurnard holiday cottage rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
All bookings come with 15% discount of Red Funnel ferries.free Courtesy bus for sailing events or those coming on foot. Parking for 3 cars.<br />Part of the Cowes Holiday Homes portfolio where quality matters  …see more

from £120 / night

£475 - £1300 / week

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from £120 / night

(4) Very Good 

10

Holiday apartment in Cowes

Cowes / West Cowes

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Excellent apartment” I was pleasantly surprised the apartment was so much better than i thought it was going to be, the photos don't do it justice I would definitely stay there again.  …see more

from £200 / night

£1395 / week

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from £200 / night

(20) Very Good 

16

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
“Very Nice, Up-To-Date Interior & Excellent Communication” The hayloft was an excellent place to stay for the weakened, as was attending the Isle Of White music festival. Great location between the towns and country side (very peaceful in the morning).  …see more

from £60 / night

£370 / week

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from £60 / night

(10) Very Good 

17

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“A superb apartment in a great location. Perfect.” We new the apartment was impressive from the photo's,however they do the accommodation little justice as the place needs to be seen in person. With panoramic views of the entire sea front enables Ventn  …see more

from £145 / night

£750 - £1163 / week

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from £145 / night

22

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
For seaside holidays at their best!<br />Weekend Nights are Friday, Saturday and Sunday. Weekday Nights are Monday, Tuesday, Wednesday and Thursday  …see more

from £43 / night

£232 - £679 / week

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from £43 / night

19

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary
Welcome to Seawinds Chalet, our new chalet for this season. Fully self catering with an open plan kitchen and lounge. It provides comfortable accommodation for up to four people, with two bedrooms, one a double and one with full size bunk beds. The bathroom has a full s  …see more

from £35 / night

£225 - £475 / week

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from £35 / night

(14) Excellent 

22

Freshwater holiday home rental

Freshwater / Freshwater Bay

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fantastic family holiday at The Tower House” We stayed at the Tower House in July during the first week of the school holidays. A family group of 5 adults and 6 children ranging in age from 4 to 9. Reading the description of the property, speaking to  …see more

from £143 / night

£995 - £1790 / week

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from £143 / 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

(7) Very Good 

24

Ryde holiday apartment rental

Ryde / Appley

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“A beautiful, well kept apartment in a great location” A really clean, comfortable, well equipped apartment (although a hairdryer would be a nice addition) in a fantastic location. Very near transport links, shops etc with a lovely sea view. I had a wo  …see more

from £100 / night

£395 - £765 / week

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from £100 / night

(2) Excellent 

10

Holiday apartment in Brook

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

(4) Excellent 

20

Holiday townhouse in Ventnor

Ventnor / Ventnor Bay

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Bar billiard table, toys, boardgames and books for all ages, our local pub, 'The Crab and Lobster' is a 5 minute walk and offers food 7 days a week. We are situated 200m from the local tennis club which is open to non-members and about 8 minutes from the neare  …see more

from £208 / night

£1450 - £1600 / week

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from £208 / night

(1) Excellent 

8

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
“Very comfortable well equipped apartment” Having stayed in many apartments on the Isle of Wight my wife and i agreed that this was one of the best. So much so that my wife wanted to become a squatter and stay in it for good. The position is very ce  …see more

from £43 / night

£299 - £510 / week

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from £43 / 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

16

Holiday cottage in Ventnor

Ventnor / Niton, Isle of Wight

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
This is the end cottage to the west on the St Catherine's Lighthouse site and offers accommodation for 5 guests. It features entrance hall, sitting room, dining room, fully fitted kitchen, bathroom, double bedroom, twin bedroom and single bedroom.  …see more

from £87 / night

£606 - £1382 / week

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from £87 / night

(3) Excellent 

15

Apartment rental in Shanklin

Shanklin / Old Village

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
“Superb” A very clean and comfortable apartment and beautiful gardens. Pam is a very nice and welcoming lady and nothing is too much trouble if you need anything. Will definitely be booking to go back next year at some point.  …see more

from £57 / night

£395 - £600 / week

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from £57 / night

(3) Excellent 

12

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
With its off-road parking & flexible layout with 1 bathroom, 1 en suite shower room & 1 cloakroom this property is well suited for families, small groups & corporate bookings.<br />This property is part of the Cowes Holiday Homes portfolio where good  …see more

from £75 / night

£350 - £1600 / week

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from £75 / night

(5) Excellent 

22

Barn rental in Ryde

Isle of Wight / Ryde

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Fabulously spacious barn on working farm sleeping 12 with amazing views and” Really enjoyable stay at Kemphill Farm. Very spacious and incredibly well equipped with everything you could need. Plenty of space to sleep 12 of us young and old and each of  …see more

from £210 / night

£980 - £2400 / week

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from £210 / night

(1) Very Good 

24

Holiday home in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
3 MINUTES WALK FROM VENTNOR'S BLUE FLAG BEACH, 1 min from the town centre with its smart restaurants and cafes. BEAUTIFULLY presented ,well equipped Victorian Townhouse: 3 bedrooms, 2 bathrooms, views of the Downs, partial sea views, WI FI. BREATHTAKING COASTAL WA  …see more

from £125 / night

£750 - £1005 / week

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from £125 / night

(14) Very Good 

21

Chalet rental in Yaverland with golf nearby

Sandown / Yaverland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Home From Home” This is ideal for a short stay. It's like a tardis inside, and has everything you need. You can walk into Sandown from here if you wish. Sandown Zoo is only minutes away, as is a small golf course. The chalet was spotless on our arriva  …see more

from £25 / night

£450 / week

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from £25 / night

(3) Excellent 

23

Apartment letting in Wroxall

Isle of Wight / Wroxall

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“A very relaxing place to stay” We have stayed at Lake View twice. The property is very comfortable with good beds and plenty of room to relax. It has a well appointed kitchen with built in appliances. We love all the farm animals especially the llamas  …see more

from £150 / night

£900 / week

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from £150 / night

(21) Excellent 

7

Holiday lodge with golf nearby in Whippingham

Isle of Wight / Whippingham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary
“New Years Eve!” We stayed in Barton Lodge for a few days over New Year and it was great! (three adults two teenagers and a dog). In the run up before the stay Amber was prompt, helpful and generally brilliant at answering queries. When we arrived she  …see more

from £85 / night

£565 - £1025 / week

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from £85 / night

(12) Very Good 

20

Chalet rental in Gurnard

Isle of Wight / Gurnard

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Superb and exquisite little gem, highly recommended” We stayed in Beachside for two magical days. It may have rained constantly but the cabin was so perfectly equipped we were happy to stay inside and cook in the very well equipped kitchen, read books  …see more

from £50 / night

£320 - £530 / week

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from £50 / 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 £161 / night

£1121 - £3157 / week

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from £161 / 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

(17) Excellent 

30

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Great holiday cottage” The Dairy was very well presented, extremely clean and very comfortable for our family with two young children. It is very well equipped with everything you need for a self catering holiday. We especially loved the hot tub, e  …see more

from £125 / night

£370 - £795 / week

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from £125 / night

(2) Very Good 

25

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • 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

£770 / week

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from £120 / night

11

Holiday cottage in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
Nestling peacefully in a rural hamlet location, adjacent to a quiet country lane opposite fields, these beautifully presented holiday properties provide a wonderful retreat from which to discover the delights of the island. Situated in the grounds of a Grade II listed t  …see more

from £60 / night

£450 - £695 / week

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from £60 / night

(9) Excellent 

23

Cowes holiday caravan/mobile home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool
Newly refurbished for 2016. Modern 3 bedroom caravan with 1 double bedroom, 2 twin bedrooms and pull out in lounge area. Full central heating and double glazing throughout. Shower room, and additional separate WC. Caravan facilities include fully equipped kitchen with i  …see more

from £70 / night

£365 - £750 / week

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from £70 / night

(2) Excellent 

16

Home rental in Ventnor

Isle of Wight / Ventnor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Light, Spacious, and very helpful” The property itself was a little complex to find. Despite clear instructions being given as to its whereabouts, the driveway entrance was missed as the sign faces approaching from the south (from the direction of Bla  …see more

from £99 / night

£1554 / week

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from £99 / night

(3) Excellent 

24

Holiday home in Bonchurch

Isle of Wight / Bonchurch

5 8 2 nights min

  • 5 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Private garden
“Absolutely fantastic” We stayed at Garden House during the October half term and thoroughly enjoyed it, a perfect home away from home. Well placed near Ventnor and Shanklin (our favourites on the Island), and near lots of amenities. The beds were the  …see more

from £115 / night

£805 / week

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from £115 / night

(20) Excellent 

18

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A very friendly welcome and good base for exploring the island” I chose the chalet as a long weekend to take my Mum and her dog away for a few days. The hosts were very friendly and helpful both during the booking process and while we were there. The  …see more

from £60 / night

£260 - £570 / week

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from £60 / night

(1) Excellent 

15

Yarmouth holiday cottage rental

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Solent Cottage is a charming Victorian cottage with a lot of beautiful original features, incredible sea views and a fantastic location next to a nature reserve and the beach. The living room features a wood burning stove, original Victorian floorboards, and sea views.  …see more

from £85 / night

£395 - £1245 / week

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from £85 / night

(24) Excellent 

14

Cottage rental in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Home away from home - with AMAZING views!” My wife and I stayed at Ocean View for a long weekend in middle June 2014. We found the cottage to be neat and tidy, well prepared for our stay, stylishly decorated and with amazing views spanning out across  …see more

from £99 / night

£495 - £950 / week

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from £99 / night

(1) Excellent 

14

Shanklin holiday home rental

Shanklin / Old Village

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary
DISCOUNT APPLIED TO SEPTEMBER 2016 RATES. You can book for 5 nights or more from £534. The cottage has been advertised for 2016 following a break, discount rate already applied. Percy cottage (Self-catering. Sleeps 4 in total. (2 bedrooms) is nestled in the pi  …see more

from £75 / night

£525 / week

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from £75 / night

(38) Excellent 

19

Holiday cottage in Newchurch

Sandown / Newchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
“A truly lovely property.” If you want a peaceful holiday property in superb location then Brew House is for you, Tastefully decorated, very clean, comfortable and well equipped. The owners had left a lovely welcome pack which included scrumptious home  …see more

from £90 / night

£500 - £750 / week

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from £90 / night

(5) Excellent 

11

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Private garden
“Same High Standard” We stayed in Carisbrooke last year and loved it and really wanted to try the newly released Albert apartment after it's extensive renovations. In fact we booked a week over the Easter holiday without even seeing any photo's. We wer  …see more

from £80 / night

£475 - £745 / week

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from £80 / 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