Walking holiday villas and apartments Isle of Wight

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Isle of Wight

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397 Holiday homes

Filters applied: Walking holidays

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

(1) Very Good 

18

Bembridge holiday home rental

Bembridge / Bembridge Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Beach, Bembridge, 3 bedrooms,  …see more

from £115 / night

£500 - £1190 / week

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from £115 / night

(12) Excellent 

28

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“High quality, beautifully appointed holiday barn in a peaceful location.” The barn is in great location which leaves you close to any of the islands attractions or towns. It is beautifully appointed throughout with the bonus of a hot tub in the shared  …see more

from £130 / night

£580 - £1495 / week

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from £130 / 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

(7) Excellent 

23

Holiday home rental

Isle of Wight / Wootton Bridge

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Grange Farm Self Catering, location is very peaceful,perfect for walkers,cyclists,surrounded by wild life including Red squirrels and wild birds can be seen through patio doors in the breakfast room.Visit Britain 4 star highly recommded.Beeches, pub,Farm shop close by.  …see more

from £161 / night

£1125 / week

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from £161 / night

18

Niton holiday home rental

Isle of Wight / Niton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Woodington is an attractive Victorian property in an idyllic setting with breathtaking cliff views. Providing spacious accommodation it is well presented throughout, with four double bedrooms and one twin bedroom. The family bathroom comprises of bath, wash hand basin w  …see more

from £220 / night

£875 - £2025 / week

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from £220 / night

(6) Excellent 

10

Holiday barn in Shorwell

Shorwell / Billingham

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about pets
  • Private garden
The new properties have been fitted out extremely tastefully with all the mod cons including wood burner stoves for those chilly evenings, loadsa logs available ! At the property there is also secure storage for bikes, kayaks & also wash down & workshop facili  …see more

from £70 / night

£450 / week

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from £70 / 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

(11) Very Good 

17

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Wonderful time,had by all” Great place to stay suitable for all ages, Recently been refurbished lovely. Friendly owners that make you very welcome. Very private area to enjoy the wildlife and relax during our stay. Very presentable with just a very sh  …see more

from £45 / night

£210 - £445 / week

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from £45 / night

(10) Very Good 

27

Holiday cottage letting

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Whether you are looking for a family beach holiday where you can forget the car and just chill in the garden or rock pool at the beach, or plan a walking, or cycling holiday exploring the island, Drayton Cottage is an ideal base - safe, secure and warm with free wifi.  …see more

from £100 / night

£350 - £800 / week

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from £100 / night

(12) Excellent 

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

£950 - £2500 / week

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from £200 / night

13

Holiday townhouse in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
This centrally located cottage is great for small groups or sailing crews who want to be in the heart of the action Its located just behind The Coast Bar, It has recently been refurbished to a very high standard with lovely laminate flooring & new beds. Due to its  …see more

from £70 / night

£305 - £1200 / week

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from £70 / night

(30) Excellent 

32

Holiday apartment in Shanklin

Shanklin / Luccombe Village

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
Contemporary designed top floor flat with 2 bedroom 2 compact shower/wcs in a detached cliffside residence with parking on the edge of Shanklin, on a spectacular stretch of cliffs. 10 min walk down to the beach, secluded garden. Fully equipped open plan kitchen.<br  …see more

from £80 / night

£560 / week

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from £80 / night

(8) Excellent 

22

Cowes holiday home rental

Cowes / West Cowes

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.18 km
  • Child friendly
“Christmas in Cowes” Great house. We were a group of 9 adults and 5 children all 2 and under. This house was the perfect place to spend christmas, plenty of room and a great kitchen with everything you need including a stocked pantry, which is always h  …see more

from £295 / night

£2065 / week

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from £295 / 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

£600 - £975 / week

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from £75 / night

22

Holiday cottage in Newchurch

Sandown / Newchurch

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Tennis court, football pitch, table tennis - Discounted ferry crossings available  …see more

from £120 / night

£575 - £1275 / 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

(6) Very Good 

11

Holiday barn in Shorwell

Shorwell / Billingham

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 6 km
  • Ask about pets
  • Private garden
Bucks Farm Cottages was set up to compliment the growing desire to get out & enjoy your surroundings! We have a huge barn to store all your kit/bikes/boards etc & 'workshop' facilities should you need to upgrade anything!!  …see more

from £70 / night

£450 / week

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from £70 / night

(1) Excellent 

17

Barn rental in Porchfield

Isle of Wight / Porchfield

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly
Skilfully converted, this beautifully presented barn is perfect for either two groups or a larger family wishing to come away together. It offers beautiful accommodation in a quiet location surrounded by our own fields ,paddocks and woods.<br />Buzzard Barn prices  …see more

from £450 / night

£750 - £1800 / week

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from £450 / 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 £150 / night

£715 - £1950 / week

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from £150 / night

(12) Excellent 

24

Holiday home in Yarmouth

Isle of Wight / Yarmouth

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Lovely cottage in peaceful location” Beautiful cottage with all that you need for a relaxing holiday.Perfect for adults and children alike. Bedroom is pretty and spacious.  …see more

from £90 / night

£350 - £550 / week

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from £90 / night

(1) Excellent 

20

Holiday cottage in Newchurch

Sandown / Newchurch

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets
Located on The Garlic Farm, nestled at the foot of Mersley Down. The farm lies at the hub of miles of foot paths and cycle ways for which the Island is famous. Guests to the farm enjoy discounts in our renowned farm shop and restaurant as well as open access to the farm  …see more

from £120 / night

£675 - £1100 / week

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from £120 / night

6

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Lyon Court is a beautiful country house in a lovely countryside setting, tastefully converted into 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. The beach  …see more

from £110 / night

£500 - £1000 / week

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from £110 / night

(18) Excellent 

16

Holiday home 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
“The perfect base for our stay!” This was our third stay in West Cowes, having rented the 'old' Crew's Nest from Clive & Philippa twice before. The new house backs right onto the old one and was only a matter of a couple of minutes extra walk from the  …see more

from £150 / night

£750 - £3500 / week

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from £150 / night

(3) Very Good 

11

Holiday lodge with golf nearby in Ryde

Isle of Wight / Ryde

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
The lodge has electric heating, modern furniture, and comprises a spacious lounge, twin-bedded bedroom which can be made into a double, fully equipped kitchen, shower room and separate WC.  …see more

from £40 / night

£280 - £425 / week

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from £40 / night

(6) Excellent 

23

Shanklin holiday apartment rental

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“New Years Eve” Excellent apartment with good 4 star hotel standards very close to the beach only 5 minutes walk ...  …see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(1) Very Good 

11

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This detached bungalow is situated at the head of a small cul-de-sac in a quiet residential area of the village of Bembridge. It makes an ideal holiday home being within easy walking distance of the beach at Forelands and the village shops, eateries and public houses.  …see more

from £85 / night

£395 / week

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from £85 / night

17

Holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Pet friendly and with free WiFi, 'Fossils Reach' is situated on a quiet part of the holiday park. It's not overlooked, and has a grassed area to the front with sea glimpses viewed through the trees. Local wildlife includes rabbits, foxes, pheasants and  …see more

from £35 / night

£240 - £450 / week

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from £35 / night

(24) Excellent 

22

Home rental 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
“Well equipped clean Family holiday home” Firstly, Amanda, the owner, made the initial enquiry and booking VERY easy. She's a genuine person!! The house is clean, very well equipped and spacious. Almost too much room for the five of us. The welcome pa  …see more

from £150 / night

£750 - £2500 / week

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from £150 / night

(19) Excellent 

23

Home rental in Shanklin

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
“Excellent family accomadation, very well equipped,ideal open plan living.” We had a brilliant Holiday, the house is almost new and is AMAZING! It is ideally located for an easy walk to Town shops or the Seafront. Every thing you could possibly need f  …see more

from £185 / night

£750 - £1800 / week

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from £185 / night

(1) Average 

9

Holiday cottage rental

Isle of Wight / Shanklin

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Rubstone Cottage has been re-decorated & upstairs re-designed.  …see more

from £50 / night

£350 - £675 / week

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from £50 / night

(15) Excellent 

24

Holiday bungalow in Yarmouth

Isle of Wight / Yarmouth

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“All 14 of us said we wanted to come back...” Rented Orchard Lee and Tudor Lee for my sister's hen party, and really could not have asked for more. There was ample space for 10 in Orchard Lee and 4 in Tudor Lee. Both of them were very clean and tidy. O  …see more

from £120 / night

£650 - £1950 / week

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from £120 / night

(22) Excellent 

16

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Nice and warm apartment, perfect for families with children.” We traveled to Ventnor in November which was cold and windy. The apartment is nice cosi and warm, well equipped and safe for children. Highly recommend. It is a pity we couldn't use the fro  …see more

from £85 / night

£420 - £790 / week

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from £85 / night

(1) Excellent 

11

Holiday apartment in Ventnor

Isle of Wight / Ventnor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Pier Top is a spacious apartment, offering flexible accommodation over three floors and catering well for a family or a group of friends.SHORT BREAKS AVAILABLE OUT OF HIGH SEASON / MINIMUM 3 NIGHTS (please ignore nightly prices on Holiday Lettings)  …see more

from £87 / night

£400 - £850 / week

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from £87 / night

(7) Excellent 

24

Bungalow rental in Yarmouth

Isle of Wight / Yarmouth

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
Large bungalow with peaceful country views near beaches. 2 downstairs bedrooms and downstairs shower room accessible for restricted mobility. 2 ensuite upstairs bedrooms, for 3 generations or 2 families.Sunny private patio provides outdoors dining and relaxing area. Geo  …see more

from £120 / night

£650 - £1750 / week

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from £120 / night

(3) Average 

16

Wootton Bridge holiday cottage rental

Isle of Wight / Wootton Bridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Free broadband WiFi. Quiet location with the Island's renowned red squirrels frequent visitors. Wootton Bridge offers easy access to the Island's two main towns of Ryde and Newport, but also convenient for seaside locations and the more remote but beautiful We  …see more

from £125 / night

£875 / week

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from £125 / night

(36) Excellent 

23

Holiday cottage rental

Shanklin / Old Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Honeysuckle Cottage is set within Chestnut Mews. Positioned on the quiet outskirts of Shanklin Old Village on the Isle of Wight, just a short walk from the beach. Honeysuckle Cottage is ideally located only a few minutes walk from the heart of the Old Village with its  …see more

from £63 / night

£435 - £1220 / week

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from £63 / night

(8) Excellent 

20

Holiday home rental

Ventnor / Ventnor Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“A great mini-break” We had the pleasure of staying at Bermuda House for part of February half term. The house is very spacious and yet always very warm and welcoming. The huge kitchen diner provides a lovely central hub . Ventnor's charms were evident  …see more

from £140 / night

£700 - £2400 / week

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from £140 / night

(13) Very Good 

14

Holiday cottage letting

Whitwell / Nettlecombe

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“An excellent holiday stay” First time me and my husband have ever been to the Isle of White and totally fell in love with the place. We loved it so much even thinking of moving there within few years. Whitwell Station was a lovely accommodation and  …see more

from £90 / night

£470 - £1080 / week

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from £90 / night

(1) Excellent 

14

Townhouse rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
A great house for sailing events, corporate & holiday accommodation  …see more

from £90 / night

£425 - £2050 / week

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from £90 / night

(10) Excellent 

19

Cowes holiday bungalow rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect in every way!” We knew as soon as we arrived we had made an excellent choice, the views from the bungalow were fabulous, the garden was amazing and we have never felt so comfortable and at home. The bungalow is very spacious, well set out, hug  …see more

from £70 / night

£450 - £3250 / week

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from £70 / night