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Isle of Wight

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85 Holiday homes

Filters applied: Pets allowed

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

(8) Excellent 

13

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“We had a lovely stay” Salt Air Cottage was lovely and Miriam had thought of everything to make our stay pleasant. The cottage was well kitted out and there were lots of little touches like phone charges, games to play, DVDs to watch and music to list  …see more

from £75 / night

£475 - £595 / week

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from £75 / night

(13) Excellent 

20

Holiday cottage in Bonchurch

Isle of Wight / Bonchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Absolute paradise” This was our third time staying at the hideaway, will be back again next year. Such a beautiful, peaceful place can't fault it.  …see more

from £100 / night

£550 - £790 / week

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from £100 / night

(10) Excellent 

14

Whitwell holiday cottage rental

Whitwell / Nettlecombe

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
These delightful cosy cottage is set within the attractive grounds at a retired Victorian Station and still has the atmosphere of a bygone era. There is a small Vineyard within the peaceful gardens its just a short walk to the village pub & rural life..<br />W  …see more

from £90 / night

£340 - £900 / week

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from £90 / night

(17) Excellent 

36

Holiday cottage rental

Isle of Wight / Bonchurch

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Mr” Well equipped. Hidden away. Lawn shaded from weather from all directions except south. Cosy. Beautiful place in a beautiful place.  …see more

from £90 / night

£450 - £1960 / week

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from £90 / night

(7) Very Good 

23

Holiday cottage in Ventnor

Isle of Wight / Ventnor

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Very homely and comfortable” Very nice, very clean, good towels and bedding sheets. Good situation, very pretty house and Garden. Lots of nice details, detergent, coffee, tea, bread, butter, milk, chocolates, a welcome pack. No parking outside the ho  …see more

from £95 / night

£525 - £995 / week

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from £95 / night

(16) Very Good 

24

Holiday log cabin in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“A peaceful total retreat from the pace of life.” If your looking for a total retreat this is it. Off the beaten tract, quiet & peaceful. Amazing views over the Solent. If you want to venture out it's location is good for many of the island's attracti  …see more

from £65 / night

£400 - £670 / week

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from £65 / night

(20) Excellent 

35

Holiday cottage in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Home from home, yet on holiday, FANTASTIC!” Cottage was very comfortable, clean and welcoming. Could not fault it. Bus nearby so got bus passes and toured around island. M n S near cottage, so able to self cater with lush food. Also lots of lovely  …see more

from £145 / night

£475 - £1550 / week

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from £145 / night

(14) Excellent 

23

Holiday home in Ryde

Isle of Wight / Ryde

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Loveley cottage in a great location” I stayed here for a week with my small dog who loved the outside courtyard. The cottage is really comfortable and clean and has everything you need for a good holiday. It is in an excellent location just minutes  …see more

from £54 / night

£375 - £800 / week

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from £54 / night

(7) Very Good 

35

Holiday cottage in Bonchurch

Isle of Wight / Bonchurch

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Details to be aware of” Stable Cottage is in a lovely location and is well presented, clean and modern but has a few surprising omissions such as a microwave, tumble dryer, iron and ironing board although some of these are available in a shared laundr  …see more

from £150 / night

£900 - £1990 / week

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from £150 / night

(17) Excellent 

24

Holiday cottage in Wootton Bridge

Isle of Wight / Wootton Bridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect place to relax.” Well set out on one floor, with plenty of room to chill out. We had two small dogs with us that were able to explore the garden without any worry. Although the weather wasn't very kind to us our weeks stay was most enjoyable.  …see more

from £135 / night

£695 - £1395 / week

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from £135 / night

(2) Excellent 

23

Holiday yurt in Newchurch

Sandown / Newchurch

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets
We have 3 luxury yurts hidden in a private field in a unique and beautiful location on the Isle of Wight. The yurts were constructed on the Isle of Wight. They are 6 metres in diametre and have a mezzanine deck with kingsize double bed and two full size single mattress  …see more

from £80 / night

£495 - £775 / week

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from £80 / night

(15) Excellent 

20

Holiday home with golf nearby in Sandown

Isle of Wight / Sandown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
2 bedroom new build sleeps up to 4 sandown off road parking 4 seater corner sofa downstairs toilet and upstairs bathroom isle of wight holiday let close to beach and train safe decking wifi enclosed garden summer sun  …see more

from £36 / night

£250 - £745 / week

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from £36 / night

(11) Very Good 

28

Whitwell holiday cottage rental

Isle of Wight / Whitwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets
“We enjoyed the cottage and would return.” This was our third trip to the wonderful Isle of Wight. We enjoyed our weeks stay at the cottage and would recommend it. The cottage is like our own little holiday home, it's a bit like the owners have just  …see more

from £80 / night

£350 - £600 / week

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from £80 / night

(2) Excellent 

21

Villa letting in Cowes

Cowes / West Cowes

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £140 / night

£700 - £5200 / week

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from £140 / night

(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

(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

9

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Flatlet 2 A cosy studio Apartment situated on the first floor. It is within a large Victorian residence that has been carefully transformed into 6 stylish self catering apartments. Flatlet 2comprises of a full size pull down double bed with a separate bedroom with ful  …see more

from £59 / night

£235 - £495 / week

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from £59 / 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

15

Holiday b&b in Brading

Isle of Wight / Brading

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 4 km
  • Child friendly
  • Ask about pets
The Lodge on the Marsh is a recently refurbished wooden cabin overlooking the Brading Marsh RSPB Nature Reserve. The Lodge has one double bedroom with a separate sitting room with kitchenette and shower room. The sitting room also has an occasional single bed. A cont  …see more

from £120 / night

£840 / week

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from £120 / 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

17

Holiday home in Bonchurch

Isle of Wight / Bonchurch

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
This pretty, period cottage in a unique position just 2 minutes above Monks Bay Beach is the perfect destination for a family getaway at any time of the year. With spectacular sea views from every room, a large garden and within walking distance along the sea wall to V  …see more

from £200 / night

£1680 - £1750 / week

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from £200 / night

11

Newchurch holiday lodge rental

Sandown / Newchurch

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Winford Retreat is high standard, newly refurbished 4 bedroom 1 en suite chalet bungalow aimed at the 5 star market. Positioned in the prestigious area of Forest Road within a few minutes drive to lovely beaches, Towns and Villages.  …see more

from £214 / night

£1495 - £1545 / week

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from £214 / night

11

Holiday apartment in Ryde

Isle of Wight / Ryde

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
Flatlet 4 A Stylish studio Apartment situated on the lower ground floor. It is within a large Victorian residence that has been carefully transformed into 6 stylish self catering apartments. Flatlet 4 comprises of a full size pull down double bed in the lounge area. A  …see more

from £59 / night

£235 - £495 / week

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from £59 / night

(8) Excellent 

13

Holiday apartment in Brading

Isle of Wight / Brading

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 2 km
  • Ask owner if suitable for children
  • Car not necessary
“Comfortable apartment in a lovely location” Very comfortable and spacious apartment with everything you need for your stay. Made to feel very welcome by the hosts, Hugh & Kate. Beautiful, quiet location with good links to public transport. Will def  …see more

from £50 / night

£350 / week

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from £50 / night

8

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Flatlet 3 A cosy studio Apartment situated on the first floor. It is within a large Victorian residence that has been carefully transformed into 6 stylish self catering apartments. Freeview colour tv/dvd. Central heating and double glazing. Fully fitted kitchen with f  …see more

from £39 / night

£175 - £395 / week

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from £39 / night

(1) Very Good 

11

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
“A comfortable flatlet with a convenient location in Ryde” A large main room with a comfortable bed and a well equipped kitchen. Good central heating for an out of season stay. A short walk along the seafront to get to central Ryde. There is a good wa  …see more

from £39 / night

£175 - £395 / week

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from £39 / 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

(13) Very Good 

26

Holiday home with golf nearby in Cowes

Cowes / West Cowes

7 17 Min stay varies

  • 7 bedrooms
  • Sleeps 17
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Perfect house for large group, and close to Cowes pubs etc.” We have just spent a fabulous week at Windrush over New Year 2016. There were 3 families (12 in total + dog) and could have fitted in a few more as well! Windrush is a lovely old house wit  …see more

from £315 / night

£1800 - £9000 / week

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from £315 / night

(1) Excellent 

11

Porchfield holiday cottage rental

Isle of Wight / Porchfield

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets
Barn Owl Cottage is set in a beautiful country location, quiet and relaxing yet near the yachting town of Cowes and the market town of Newport. There are beaches, walks, cycling and natures reserves and all the attractions of the lovely Isle of Wight to explore.<br  …see more

from £350 / night

£450 - £840 / week

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from £350 / night

(15) Very Good 

24

Holiday home in Totland

Totland Bay / Totland Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Nice House” Craiglea is a nice house, in a nice village, 5 minutes walk from the sea , very handy for shops, good parking, and an enclosed garden  …see more

from £116 / night

£570 / week

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from £116 / night

(4) Excellent 

27

Holiday cottage rental

Freshwater / Freshwater Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children
Rabbit's Bothie is in the conservation area at the heart of the Tennyson Mile at Freshwater Bay. Sheltered on both sides by the soaring white cliffs of the Tennyson Heritage Coast, the bay has smugglers' caves, dramatic rocks and a sandy beach at low tide.<  …see more

from £72 / night

£360 - £560 / week

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from £72 / night

(9) Very Good 

24

Cowes holiday home rental

Cowes / West Cowes

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Great location - beautiful house” Just returned from a weekend stay at Halyard house. The location was perfect being right in the centre of Cowes, very near to the shops and easy to find from the Ferry. Bedrooms were cosy and comfortable. Although t  …see more

from £100 / night

£700 / week

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from £100 / 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

(3) Very Good 

7

Holiday caravan/mobile home in Shanklin

Isle of Wight / Shanklin

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Lovely week” The caravan is in a lovely plot which is quiet and private. The site is clean and tidy although we only used the caravan to sleep and spent the days out exploring. We have a 2 year old and claire sorted out a travel cot and everything w  …see more

from £50 / night

£300 / week

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from £50 / 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) 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

24

Newchurch holiday cottage rental

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Characterful cottage on the Garlic Farm on the Isle of Wight. Perfectly placed for walking, cycling and family holidays. Guests enjoy a 10% discount in our renowned restaurant, use of tennis court and football pitch. 10 minutes from the beach by car.<br />Peacocks  …see more

from £175 / night

£825 - £1925 / week

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from £175 / night

(2) Excellent 

8

Holiday caravan/mobile home in St Helens

Isle of Wight / St Helens

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly
Privately owned static caravan on St Helens Holiday Park. Comfortable accommodation sleeps 6/8 people. 3 bedrooms (1 double bedroom, 2 twin bedrooms plus double pull out bed in lounge. Fully equipped with central heating, double glazing, electric shower, Freeview TV. Th  …see more

from £59 / night

£413 / week

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from £59 / 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
“Fantastic facilities for whole family on beautiful island” The facilities for my mum who has limited mobility were great which made the stay so much easier for all of us. Walk in shower and easy access throughout the house with no silly little steps  …see more

from £120 / night

£650 - £1950 / week

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from £120 / 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