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Isle of Wight

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512 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) Excellent 

20

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
Alexandra apartment is on the first floor, iKitchen, Lounge, Bathroom with shower over bath, 2 bedrooms, main bedroom with.standard double bed and and second bedroom with two 3ft single beds, Beach is about a 10 minute walk from the apartment.  …see more

from £39 / night

£235 - £550 / week

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from £39 / night

18

Cowes holiday home rental

Isle of Wight / Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Large Victorian property with Cowes Yacht Haven on the doorstep and a short stroll into the town centre. French country style furnishings, stripped original wooden floors, interesting features, and comfortable living space for 10 - or possibly 11. Accommodation comprise  …see more

from £225 / night

£850 - £4665 / week

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from £225 / night

(16) Excellent 

13

Holiday bungalow in Newchurch

Sandown / Newchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
“Blissful break in Newchurch..” Our son treated us to a week's break on the Isle of Wight for our 25th Wedding Anniversary and what a fantastic surprise it was. The accommodation was second to none and the owners, Hilary and David, the perfect hosts. T  …see more

from £85 / night

£300 - £600 / week

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from £85 / night

(20) Excellent 

19

Cowes holiday cottage rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Homely little cottage in the heart of Cowes” A beautiful little cottage right in the heart of Cowes, within easy walking distance to all shops, pubs and resteraunts. Beautifully decorated and very comfortable accommodation. The only drawback is the p  …see more

from £60 / night

£1575 / week

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from £60 / night

(13) Very Good 

10

Holiday home in Gurnard

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Beautiful decor, well equipped kitchen with a handy supply of board games & Dvds!” The family stayed here over the May/ June half term and we had a great time. The beach house is beautiful, well equipped and always felt welcoming and cheerful-even on  …see more

from £60 / night

£385 - £1575 / week

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from £60 / 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
  • Private garden
In association with Trinity House, Rural Retreats are pleased to present St Catherine's Lighthouse. Situated just outside the hamlet of Niton, approximately 10 minutes' drive from the popular coastal resort of Ventnor, the southern most point of the Isle of Wi  …see more

from £126 / night

£878 - £1933 / week

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from £126 / night

(3) Excellent 

12

Sandown holiday apartment rental

Isle of Wight / Sandown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
The 7th floor apartment gives you spectacular sea views as well as the piece and quiet you crave when relaxing on holiday.The flat has secure 1st floor parking and a lift. Its to the location makes the apartment appealing for all, families, walkers, beach lovers.<br  …see more

from £70 / night

£450 - £1300 / week

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from £70 / night

(5) Excellent 

12

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Pet friendly
One bedroom, pet friendly, self catering flat, near beach, great walks, great restaurants, near shops, near public transport  …see more

from £40 / night

£200 - £260 / week

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from £40 / night

(11) Excellent 

12

Holiday townhouse rental

Cowes / West Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Fantastic weekend” Went with a large group of friends to celebrate a birthday. Very good for walking (to the New Inn in Shalfleet). Though a slight shame that parts of the coastal path were closed due to erosion you can't blame the house! Fantastic fa  …see more

from £200 / night

£795 - £3250 / week

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from £200 / night

(22) Excellent 

14

Apartment rental in Shanklin

Shanklin / Old Village

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
“Highly recommend” A lovely apartment in a picturesque location. The owners have gone to great lengths to make this a memorable vacation experience.  …see more

from £85 / night

£400 - £750 / week

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from £85 / night

(4) Excellent 

14

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Modern ground floor self-catering Victorian one bedroom apartment only a stones throw from the beach and harbour and situated in the heart of Ventnor with a good choice of wine bars and fine dining. Ideal for holidays, business or weekend retreats enjoy the mild climat  …see more

from £75 / night

£450 - £565 / week

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from £75 / night

(28) Excellent 

8

Cottage rental in Newport

Isle of Wight / Newport

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“A home away from home” This property has been beautifully refurbished and is stylish yet very homey. The beds are exceptionally comfortable which is a must after a long day trekking around the island. It is with in walking distance to the local town f  …see more

from £80 / night

£560 - £1100 / week

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from £80 / night

(41) Excellent 

16

Ventnor holiday apartment let

Ventnor / St Lawrence, Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“great location, great welcome” lovely house. amazing garden with all facilities. we received a great welcome. really enjoyed the holiday.  …see more

from £50 / night

£225 - £820 / week

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from £50 / night

(5) Excellent 

20

Holiday cottage in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Private garden
Beautiful town cottage sleeping 4 guests in the heart of Cowes Old Town with luxury welcome hamper and free parking included. Regret that this property does not accept children or pets  …see more

from £150 / night

£1050 - £2200 / week

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from £150 / night

7

Holiday home in Bembridge

Isle of Wight / Bembridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
A very attractive period cottage in a convenient location, having easy access to the beach and local shops, and pleasant walks along lanes and footpaths to the harbour, local restaurants and village centre. Island Cottage is a quaint detached residence with beamed ceil  …see more

from £100 / night

£650 - £1950 / week

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from £100 / night

19

Holiday home rental

Isle of Wight / Totland Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly
Situated in a quiet little close, this modern family home is located on the western coastline of the Isle of Wight. The popular beaches at Totland Bay & Colwell Bay are close-by, both being only around a ten minute walk away - the 'Waterfront' pub/restaura  …see more

from £71 / night

£495 - £1100 / week

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from £71 / night

(10) Excellent 

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
“Perfect family escape!” We really enjoyed our weekend here with our nine month old. Loved that it was a bungalow so no stairs to worry about. Wish we booked longer as we didn't want to come home! Really clean and had everything we would need. Perfect  …see more

from £70 / night

£390 - £520 / week

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from £70 / night

(3) Excellent 

17

Home rental in Ventnor

Isle of Wight / Ventnor

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
Chelsea Cottage, with its fabulous view overlooking the English Channel, is extremely comfortable and well-equipped, and has been comprehensively renovated and redecorated to a high standard throughout. The lounge, front bedroom and patios face south east and command a  …see more

from £95 / night

£450 - £900 / week

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from £95 / night

(4) Excellent 

22

Home rental in Shanklin

Isle of Wight / Shanklin

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“fabulous house” Stunning house with lovely grounds, Perfect for families with children of all ages. In a lovely location. Would highly recommend.  …see more

from £300 / night

£1800 - £2200 / week

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from £300 / night

(14) Excellent 

29

Barn rental in Bonchurch

Isle of Wight / Bonchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Outstanding” Srawberries turned out to be an excellent choice. We have visited the island many times, and this accommodation was spot-on. Lucy was very welcoming, and could not have done more to make our stay enjoyable - five stars.  …see more

from £120 / night

£450 - £1090 / week

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from £120 / night

(12) Excellent 

26

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
“A lovely family friendly place to stay with the connecting doors made it a great group experience.” A great venue as well as Shanklin is very family friendly and a nice place especially if you are lucky like us with great weather as there is a lot to  …see more

from £75 / night

£500 - £650 / week

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from £75 / 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

(12) Excellent 

18

Holiday cottage rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Truly a home from home” A wonderful break. Carlton Cottage is beautifully decorated, perfectly located. High attention to detail with everything thought about to make a memorable stay. With much thanks we hope to return soon.  …see more

from £180 / night

£760 - £2600 / week

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from £180 / night

(15) Excellent 

24

Cottage rental in Totland

Totland Bay / Totland Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Spacious elegant cottage in beautiful surroundings” Little Mount was a great choice for our small family. It was spacious with a large lounge and master bedroom and well equipped. The large rambling gardens had an amazing sea view with access to the c  …see more

from £100 / night

£695 - £985 / week

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from £100 / night

(3) Excellent 

16

Holiday cottage with golf nearby in Totland

Totland Bay / Totland Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Unique, charming & stylish cottage with contemporary furnishings, period features, fireplace with a wood burning stove. Toys, films, books, music & games provided. Well equipped kitchen. Pretty Bedrooms, bathroom with rural views & separate WC. Sunny & e  …see more

from £70 / night

£350 - £850 / week

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from £70 / night

(19) Excellent 

22

Holiday cottage in Ryde

Ryde / Appley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Sleeps 4, cottage has 2 bedrooms, bathroom, kitchen, lounge, conservatory dining room, patio garden & bbq  …see more

from £85 / night

£595 - £950 / week

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from £85 / night

(8) Excellent 

25

Holiday townhouse in Cowes

Cowes / West Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
a high standard 5 bedroom 4 bathroom townhouse, we also have 8 Fife Court next door for larger groups Holiday lettings no 5078117<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £130 / night

£650 - £4100 / week

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from £130 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Enjoy a unique farm holiday at the Garlic Farm on the Isle of Wight. Peaceful, beautiful location close to footpaths and cycle ways. 10 minutes from the beach and most other attractions. Tennis court, football pitch and restaurant on site. Dogs welcome by arrangement.&l  …see more

from £145 / night

£675 - £1310 / week

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from £145 / 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

(1) Very Good 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
Spectacular Sea Views and only 1 minutes walk to the beach.Fully equipped 2 bedroom holiday bungalow suitable for up to 2 adults and 2 children.Wifi is available.<br />The bungalow will be ready for guests from 2 pm onwards. Check out on day of departure is by 10  …see more

from £30 / night

£190 - £590 / week

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from £30 / 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

(14) Very Good 

23

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
Light and airy modern penthouse apartment with fantastic sea views (best in Cowes) towards Calshot Spit and the Central Solent. Close enough to the water to hear boats tack! Yards from the Royal Yacht Squadron, five minute walk along the sea front to the high street and  …see more

from £55 / night

£330 - £1525 / week

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from £55 / 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

(3) Very Good 

26

Home letting in Bembridge

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Set in its own large enclosed gardens, Hedgerow is a charming, cosy and well maintained cottage, comfortably sleeping up to 10 people. Set in a quiet unmade road, Hedgerow is only a short walk from both the sea and the amenities of the lovely village of Bembridge.  …see more

from £180 / night

£773 - £2040 / week

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from £180 / night

(1) Excellent 

12

Ventnor holiday cottage rental

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • 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

£410 - £690 / week

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from £60 / night

(5) Excellent 

15

Holiday chalet 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
Child friendly, dog friendly, free parking, underfloor heating, seaview, amenities in walking distance, beach within walking distance, newly refurbished 2015 with new kitchen, bathroom and high spec fittings. Amazing seaside location. Free Wifi.<br />Dogs: well  …see more

from £95 / night

£567 - £1092 / week

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from £95 / night

(3) Very Good 

8

Holiday cottage in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
Fantastic 3 bedroom cottage (sleeps 8) in the heart of Cowes, minutes from the marina, shops, restaurants, bars and high speed ferry. Great for families or groups of friends. Please ask about RedFunnel ferry bookings. No pets or smokers please.  …see more

from £85 / night

£350 - £2000 / week

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from £85 / night

(11) Excellent 

16

Cowes holiday apartment let

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Welcome to our beautiful apartment! 30 Marinus is a luxury 5* apartment on the first floor of one of the finest developments in Cowes, overlooking Shepherds Wharf marina and only a few minute's walk from the Royal Yacht Squadron and other marinas. The High Street w  …see more

from £149 / night

£3000 / week

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from £149 / night

(3) Excellent 

14

Cowes holiday home rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Fabulous property, fantastic location.” We thoroughly enjoyed our stay at Alban House. Beautiful property in excellent location with all amenities within short walking distance from the house. Views, especially from the master suite, are to die for.  …see more

from £800 / night

£2500 - £3500 / week

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from £800 / 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