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

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Isle of Wight

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913 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 

21

Holiday chalet in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
A unique self catering holiday in an old train ! Great for exploring the Island or just relaxing around the house watching the wildlife and the tide.Comfortable all year round and close to amenities. Off peak short lets available, please contact for more details! The pr  …see more

from £130 / night

£910 / week

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from £130 / night

(22) Excellent 

20

Holiday cottage in Freshwater

Freshwater / Moons Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Little Moon Cottage is a bright and sunny home in a beautiful rural location. Set on a leafy lane at the foot of Tennyson Down in an AONB with wonderful views, it is pet friendly, excellent for walking and cycling with lovely beaches and a pub with good food close by.  …see more

from £40 / night

£280 - £780 / week

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from £40 / 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

(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

(13) Excellent 

23

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“A first rate holiday with first rate accommodation” We were made to feel very welcome from the very first phone call. Everything pre-arrival was handled extremely well, and when we arrived there was somebody to meet and greet us, and there was somebod  …see more

from £35 / night

£200 - £380 / week

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from £35 / night

(9) Excellent 

18

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Pet friendly
Dog friendly, in a wonderful romantic setting just by the sea, suitable for young and older couples or individuals needing a short break or week or two. Amenities in walking distance with beach/pubs/restaurants about 10 minutes away. Ferry packages offered. <br />  …see more

from £102 / night

£416 - £542 / week

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from £102 / 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

(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

(12) Excellent 

33

Holiday home with golf nearby in Seaview

Isle of Wight / Seaview

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Exceeded my expectations” Myself and my family,absolutely loved our time spent at the Lobsters Pot, it was terrific. We couldn't fault a thing, which is rare. My little Granddaughter loved the garden, and the horses in the field too. We would certain  …see more

from £85 / night

£595 - £999 / week

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from £85 / 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

£900 - £4665 / week

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from £225 / night

(9) Very Good 

15

Apartment rental in Totland

Totland Bay / Totland Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Totland Bay, beach front three bed 5 star luxury apartment sleeps up to six. Beautiful and modern, spacious interior, 2 bathrooms. Home from home comfort, wi-fi. Footsteps from the sea, unrivalled views and glorious sunsets, safe for families, parking.<br />Ful  …see more

from £175 / night

£575 - £1250 / week

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from £175 / night

(4) Excellent 

11

Apartment rental in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Perfect home from home” Stunning apartment minutes from the beach with so much on your doorstep!Incredibly clean with everything you need we didn't want to leave!Very modern and great for a family or couple.Second bedroom has two single beds. Parki  …see more

from £105 / night

£555 - £1150 / week

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from £105 / night

(2) Excellent 

16

Holiday bungalow in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
“Best place I have ever stayed on the Isle of wight” This place is lovely. Really nicely presented clean property. Seconds away from a quiet beach. Close enough to Ryde but far enough away for a peaceful holiday.I certainly will be booking this delight  …see more

from £30 / night

£200 - £676 / week

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from £30 / night

(5) Excellent 

14

Holiday home rental

Isle of Wight / Shanklin

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Clarendon House is a spacious five bedroom house situated within Shanklin old village. The house is just a short walk from Shanklin Bay and the beautiful sandy beach, with many restaurants, county pubs and gift shops.The house is furnished to a high standard wit  …see more

from £215 / night

£1450 - £2500 / week

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from £215 / night

24

Cowes holiday guest house rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
With its elevated position some of the rooms have views over Cowes & the Solent & it comes with its own parking space & good size garden.<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £250 / night

£1300 - £5200 / week

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from £250 / night

(3) Very Good 

13

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
The Garden apartment has a conservatory, Lounge, Kitchen, Bathroom with bath and shower, two bedrooms; main bedroom with standard double bed, second bedroom with 3ft single bed. Door heights 5ft 10ins, ceiling height 6ft 4in. Beach is a 10 minute walk from the apartment  …see more

from £39 / night

£235 - £572 / week

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from £39 / night

(13) 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

(4) Excellent 

9

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden
“Beautiful cottage with equal access to quiet stunning beaches and all the key attractions” From the very first moment we turned in to the driveway we knew that this cottage was going to be something very special indeed. The 'chocolate box' style that  …see more

from £110 / night

£760 - £935 / week

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from £110 / 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

(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

(4) Very Good 

21

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0 km
  • Ask owner if suitable for children
The Apartment is centrally positioned within easy Walking distance of all amenities, sea, shops, restaurants, etc, but also in a quiet area. It is tastefully modernised to provide a very good standard of comfort and service, but keeping its Victorian character where pos  …see more

from £36 / night

£207 - £447 / week

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from £36 / night

(25) Very Good 

18

Holiday caravan/mobile home in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
SunnycottPeaceful, beautiful location, lovely caravan, 2 miles from Cowes. good pub within walking distance. Great place to explore the Isle of Wight from.<br />Sailing, horse riding and mountain bike hire are all available locally.  …see more

from £50 / night

£250 - £630 / week

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from £50 / night

(1) Excellent 

29

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Double glazed with central heating. (Radiators in all the rooms). Fully equipped kitchen with gas cooker, fridge with icebox, microwave, toaster & kettle to cater for 8 guests. Beds made up on arrival (Towels not provided). Private beach with Cafe during the summer  …see more

from £55 / night

£385 / week

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from £55 / night

(1) Excellent 

14

Holiday apartment in Cowes

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

(6) Excellent 

30

Ventnor holiday home rental

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Lovely house, excellent location!” We travelled with our 4 children and we were really pleased with Plum Cottage. The house was immaculate and well decorated. We were al little worried out having four children in the house and having a deposit resti  …see more

from £110 / night

£600 - £1090 / week

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from £110 / 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

(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

(11) Excellent 

16

Yarmouth holiday villa rental

Isle of Wight / Yarmouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Amazing - everything you could want and more ......” A fab property minutes from Yarmouth and the ferry terminal, but tucked away in the haven called Fort Victoria Country Park. Woodland Cottage is great - big enough not to feel on top of each other b  …see more

from £145 / night

£795 - £2240 / week

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from £145 / night

(11) Excellent 

12

Holiday cottage in Ryde

Isle of Wight / Ryde

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
7 day holidays in the summer - shorter breaks available out of season.  …see more

from £72 / night

£500 - £1200 / week

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from £72 / night

(2) Very Good 

16

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Newly listed May 2016.Situated a short 5 minute walk from Ventnor town and beach and close to the beautiful village of Bonchurch, lies this lovely light and spacious first floor apartment with outside roof terrace. With two large bedrooms and two bathrooms this will co  …see more

from £90 / night

£535 - £725 / week

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from £90 / night

(13) Excellent 

17

Apartment letting in Bembridge

Bembridge / St Helens, Bembridge

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Such a lovely place to spend a week... or longer!” My girlfriend and I spent a week here during Wimbledon week and were blown away by how lovely the apartment and St Helen's was. Everything about the place was better than we could have dreamed of - th  …see more

from £45 / night

£225 - £399 / week

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from £45 / night

16

Holiday b&b in Freshwater

Isle of Wight / Freshwater

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
Seahorses is a holiday destination with a difference! We are an established four-star Guest House with our own Art Studio. Seahorses Guest House opened in 1999, offering a warm and friendly ‘home base’ from which to explore the local landscapes and attractio  …see more

from £75 / night

£525 / 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

(12) Excellent 

16

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A Nice relaxing holiday” We had a fabulous 2 weeks stay at brambles chine The bungalow is well equipped and we would recommend a holiday there to everyone you get a lovely view of the needles and it's so peaceful and quiet The island is beautiful  …see more

from £40 / night

£275 - £900 / week

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from £40 / 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 

11

Bungalow rental in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Fantastic location,very well equipped property.” Everything about our stay was first class,even the weather!The property was spotless.Everything you could possibly want whilst staying there was provided.If you have children,the choice of games,toys,dv  …see more

from £60 / night

£180 - £580 / week

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from £60 / 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 

4

Holiday caravan/mobile home in Cowes

Isle of Wight / Cowes

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
“A relaxing stay.” We had a lovely holiday in this caravan and it was nice to be greeted with a homemade cake from Clare, milk and teabags. Our little boy loved staying on the farm and being shown the calves by "a real farmer". Owners are friendly but  …see more

from £50 / night

£150 - £500 / week

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from £50 / night

(11) Excellent 

23

Holiday apartment rental

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
Perfect location for Families and anyone visiting beaches or discovering the Isle of Wight . Less than 5 mins walk to beach, shops or railway station. No need for car. Wi-Fi connected. Freeview Television and DVD Patio Area with seating, Alfresco Dining, views of the  …see more

from £85 / night

£550 - £875 / week

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from £85 / night

(3) Excellent 

13

Caravan/mobile home rental in Bembridge with shared pool

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A home from home” A lovely homely place to stay, comfortable clean everything you need for the perfect getaway, incredibly well presented in a lovely location, will be back again for sure.  …see more

from £40 / night

£280 / week

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from £40 / night