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.

(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

(2) Very Good 

21

Holiday home with golf nearby in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Westridge House is a one of the most exclusive homes on the island comfortably sleeping up to 10 people. The house holds 5 bedrooms, consisting of 3 double bedrooms and 2 twin bedrooms. Stunning garden, lawns and swimming pool found on the outskirts of Ryde and Seaview.  …see more

from £600 / night

£1995 - £4695 / week

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from £600 / 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

8

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 5 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. Flat 1  …see more

from £110 / night

£500 - £1000 / week

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from £110 / 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

(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

(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

(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

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

(2) Very Good 

39

Holiday cottage in Seaview

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Whatever your Isle of Wight holiday needs, from family stays to short breaks for couples, Seaview Holidays can accommodate them all.  …see more

from £116 / night

£499 - £1015 / week

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from £116 / night

(1) Excellent 

19

Holiday home in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
The property is ideally base for those holidaying on the Island or for sailing crews who like quality accommodation & great for those coming to work on the island.<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as stan  …see more

from £105 / night

£450 - £3000 / week

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from £105 / night

(2) Excellent 

21

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
For seaside holidays at their best!  …see more

from £43 / night

£232 - £665 / week

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from £43 / 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

(3) Very Good 

12

Holiday barn in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
A truly stunning, 5 star, Gold Award barn conversion sleeping 10 people+ cot in 5 bedrooms all with their own ensuite / private bathrooms. Wonderful original oak-beamed ceiling with fabulous gantry walkway over to a viewing platform up in the eaves!Wi-fi availble.<br  …see more

from £130 / night

£900 - £2250 / week

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from £130 / night

(1) Excellent 

18

Apartment rental in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
  • Private garden
We are partnered with both Wightlink and Red Funnel ferry companies, so can always offer you a better discounted ferry crossing rate then you would be able to get yourself. The Victoria Apartment. Our uniquely decorated apartment offers the privacy and freedom to relax  …see more

from £69 / night

£379 - £579 / week

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from £69 / 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

(38) Excellent 

34

Bungalow rental in Ryde

Ryde / Appley

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Wonderful holiday home. Couldn't ask for more.” This was the 3rd time that we've stayed at Wightsands and it was just as fabulous as always. Wightsands is a comfortable home from home which is beautifully decorated. Everything you could ever need is p  …see more

from £100 / night

£475 - £995 / week

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from £100 / night

(22) Excellent 

20

Home rental in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.025 km
  • Child friendly
“Great house - awesome view” Group of four chaps just spent four nights at Waters Edge, as a base for a walking short-break. Great house - exactly as described, really lovely. View over the Solent from the balcony constantly changes with the weather  …see more

from £120 / night

£840 - £1800 / week

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from £120 / night

(3) Excellent 

23

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Lovely chalet on a good site.” Excellent accommodation with everything provided for a stress free holiday on a site that's very convenient for getting about the island,buses stop just past the entrance to the site when you want to take a bre  …see more

from £50 / night

£200 - £495 / week

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from £50 / night

(5) Excellent 

28

Holiday home in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Suitable for children age 5+
  • Car not necessary
Tanners is a delightful chalet bungalow in quiet Port La Salle on the edge of Yarmouth (around a 5 minute drive or 20 minute walk from Yarmouth centre). Built in 1998 in the grounds of "Eastmore", an estate with historical connections to the Johnnie Walker whi  …see more

from £105 / night

£325 - £1065 / week

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from £105 / night

(1) Very Good 

24

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
All amenities are within walking distance including beach ,paddling pool, play park/green and Shops.  …see more

from £85 / night

£370 - £625 / week

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from £85 / 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

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

(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

(2) Excellent 

16

Holiday cottage in Brook

Isle of Wight / Brook

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Brook is a lovely little village in the beautiful and rural West Wight, very close to the beaches at Brook and Compton. It can offer you the perfect place for a relaxing holiday. At Brook House, we have 3 self-catering holiday properties. Westbrook, our middle sized  …see more

from £130 / night

£475 - £1495 / week

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from £130 / 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 £149 / night

£1037 - £1933 / week

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from £149 / 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

15

Holiday home in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly
Our charming Georgian Cottage in the heart of the Old Town in Cowes ony minutes from the Waterfront is now available to rent. Accommodates six people very comfortably, with private parking behind gates and enclosed garden with Bbq area. Kitchen with dining table and sta  …see more

from £250 / night

£1400 - £2500 / week

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from £250 / night

(2) Excellent 

8

Cowes holiday townhouse rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Private garden
Due to its location so near to town, this property would be well suited for those not bringing a car coming across on the Red Jet, for those with a car permits can be provided for on street parking.<br />This property is part of the Cowes Holiday Homes portfolio w  …see more

from £95 / night

£460 - £1800 / week

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from £95 / night

(6) Very Good 

15

Holiday bungalow in Nettlestone

Isle of Wight / Nettlestone

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Amazing!!!” Lovely place to stay, close to beach and a local shop, short drive to anywhere else on the island. Views from lounge and balcony were great, sunrise, sunset, stars and moonrise over the sea. The busy shipping channel kept my 7yr old grands  …see more

from £65 / night

£450 - £1050 / week

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from £65 / night

9

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
Light & airy ground floor apartment with its own little sitting area to the front, which overlooks an open green area - just right for morning coffee whilst watching the world go by. The home is situated just outside the town centre, which is only approximately half  …see more

from £36 / night

£250 - £525 / week

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from £36 / night

25

Shanklin holiday home rental

Isle of Wight / Shanklin

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Copsegate Lodge is a beautiful home aimed at the 5 star market. This home has 4 bedrooms 31/2 bathrooms. Heated pool ( fee £150 per week heating), large private gardens, Hot Tub (£150 per week) , 3 living room areas. Large flat smart tvs throughout living ar  …see more

from £258 / night

£1800 - £3000 / week

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from £258 / 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

(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

(3) Very Good 

15

Holiday home letting

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Seadog Cottage is situated in the very popular York street & benefits from being close to the marina's & the town. Ideal for small families or sailing crews . The downstairs as an open plan lounge diner which gives it a light airy feel. Which leads on to a  …see more

from £75 / night

£350 - £1660 / week

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from £75 / night

34

Ventnor holiday home rental

Ventnor / Niton, Isle of Wight

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
This fine property is in the peaceful village of Niton, 10 miles from Ventnor, with spectacular views over the island's coastline. Set within an AONB, it offers wonderful coastal and cliff-top walks, horse riding, cycling and wind surfing.  …see more

from £149 / night

£1037 - £1933 / week

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from £149 / 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

(2) Very Good 

11

Holiday lodge in Shanklin

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
Superb location for walkers, runners + cyclists5 mins walk to beach, shops or railway stationNo need for carWi-Fi connectedTelevision + DVDCosy cottage feelPrivate locationPatio Area with seating, Alfresco Dining, views of the downs<br />Great coastal paths nearby  …see more

from £60 / night

£400 - £600 / week

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from £60 / night

(8) Excellent 

32

Bungalow rental in Ryde with golf nearby

Isle of Wight / Ryde

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
Appleysands is a detached, modern property set in a very quiet Close just a 5 minutes stroll down a leafy lane to the FAB soft, sandy Appley beach. A toy filled playden in a child safe, enclosed garden to keep children happy while you relax on the Decking and breathe  …see more

from £100 / night

£475 - £995 / week

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from £100 / night

(4) Very Good 

10

Shanklin holiday caravan/mobile home rental

Isle of Wight / Shanklin

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
Superbly appointed mobile home, 3 bedrooms, one double, 2 twin rooms and a double bed sofa in the lounge, sleeps a max of 6. Has fully fitted open plan kitchen/ diner including microwave, gas cooker, fridge and separate freezer also a washing machine. A lovely l  …see more

from £70 / night

£290 - £760 / week

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from £70 / night