Horse riding holiday villas and apartments Isle of Wight | Holiday Lettings

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Isle of Wight

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247 Holiday homes

Filters applied: Horse riding (247)

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

(21) Excellent 

25

Gurnard holiday home rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect hassle-free family getaway. Built-in garden,beach and views!” This is a beautifully presented house. Buckets and spades and teddies awaited the children, as well as cakes for all of us and wine for the grown-ups. The garden suited all needs fr  …see more

from £200 / night

£900 - £1750 / week

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from £200 / 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
“Lovely property” Had a great week at kipper cottage, cant wait to get back next year. Boat house was a real treat. House was clean and tidy. Lovely quite spot  …see more

from £135 / night

£695 - £1395 / week

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from £135 / night

(11) Excellent 

8

Holiday log cabin with golf nearby in Whippingham

Isle of Wight / Whippingham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Private garden
This timber built cabin makes the ideal cosy holiday retreat for two. It is well situated for exploring the whole island, and its many attractions. •The village of Whippingham is near to Queen Victoria's Osborne House, and the yachting centre of Cowes.•P  …see more

from £65 / night

£325 - £450 / week

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from £65 / night

(83) Excellent 

25

Holiday cottage in Ventnor

Ventnor / Niton Undercliff

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
“Fantastic cottage” We had a fabulous week at Camellia Cottage at the beginning of March. Well deserving of its gold award, this cottage is very well equipped, very clean and has a very home-from-home feel. We particularly enjoyed the resident wi  …see more

from £120 / night

£570 - £1475 / week

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from £120 / 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
“The stay is worth repeating” We had a cozy stay in this little cottage. As a couple very good. Bedroom was a bit cold, due to the gale blowing at night with freezing temperaturers and snow. We adviced the owners to make a second door outside to hang t  …see more

from £100 / night

£550 - £790 / week

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from £100 / night

(8) Excellent 

58

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Comfortable, Affordable and Amazing Location” My partner and myself wanted to take our 3 young children aged 3, 6 and 9 on a week's break somewhere during half term and decided on the Isle of Wight. After looking at various accommodation options we bo  …see more

from £36 / night

£250 - £450 / week

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from £36 / night

(37) Excellent 

23

Holiday log cabin with indoor pool in Ryde

Isle of Wight / Ryde

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Brilliant Holiday” We have just returned from our first family holiday on the Isle Of Wight with our two children aged 9 and 6. The Cabin is an amazing place to stay for a holiday, very clean and has everything you need. The swimming pool seemed bigge  …see more

from £93 / night

£650 - £1400 / week

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from £93 / night

(28) Excellent 

26

Holiday caravan/mobile home with shared pool in Thorness Bay

Cowes / Thorness Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“A charming experience” The Salisbury was a wonderful place to stay, it was well equipped with utensils, tea equipment and more. The living area was great with sky tv and a charming little electric fire place which gives the property great character.  …see more

from £65 / night

£375 - £865 / week

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from £65 / night

(27) Excellent 

17

Holiday apartment with golf nearby in Alverstone Garden Village

Sandown / Alverstone Garden Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“A fab holiday in a great place” The apartment was very well maintained and the welcome basket is a nice touch. The beach and pier are within easy reach, only a short walk to both which makes the apartments location ideal. The beds are very comfy and t  …see more

from £46 / night

£265 - £690 / week

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from £46 / night

(4) Excellent 

20

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Wow! What a find!” I stayed in this bungalow for a week with my partner and our 11 year old daughter and it was nothing short of perfect! The location is stunning with a glorious beach only a stone's throw away where we spent every evening rock po  …see more

from £43 / night

£300 - £485 / week

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from £43 / night

(8) Excellent 

28

Holiday home in Ventnor

Isle of Wight / Ventnor

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Lovely stay in a brilliant house in a great location.” Large, bright house with plenty of space for our group to have a very relaxing weekend. On entry house found to be very clean & tidy, rooms nicely decorated & furnished. Good range of Bedroom opti  …see more

from £155 / night

£620 - £1440 / week

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from £155 / night

(29) Excellent 

45

Holiday cottage rental

Ventnor / St Lawrence, Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Absolutely beautiful cottage to spend a holiday!” This cottage is a stunning place to have a holiday. It had a real home from home feel with everything in the cottage one would need. Harry the Golden Retriever enjoyed it too having so much space to  …see more

from £150 / night

£525 - £1345 / week

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from £150 / night

(8) Excellent 

8

Holiday apartment in Wootton Bridge

Wootton Bridge / Fishbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
Modern, well-equipped, purpose-built apartment.Fantastic superking fourposter bed in main bedroom.Free broadband WiFi.Convenient for Ryde and NewportNear car ferry terminals at Fishbourne (1 mile) and East Cowes (3 miles)<br />Sleeps six without having to use a so  …see more

from £69 / night

£295 - £875 / week

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from £69 / night

(13) Excellent 

22

St Helens holiday lodge rental

Isle of Wight / St Helens

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
“Fantastic stay!!” We (4 adults and one baby) stayed here for a week in february and thoroughly enjoyed every minute. The accommodation was brilliant. Everything you could need was there and the place was spotless. A definite home from home. Will g  …see more

from £65 / night

£395 - £1295 / week

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from £65 / night

(25) Excellent 

15

Ryde holiday lodge rental

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
Luxury Holiday accommodation sleeps 2 people fully equipped luxury Lodge in Ryde.  …see more

from £60 / night

£350 - £504 / week

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from £60 / night

(9) Excellent 

18

Sandown holiday apartment rental

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
King size bed in bedroom 1 & twin single beds in bedroom 2.  …see more

from £70 / night

£300 - £800 / week

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from £70 / night

(23) Excellent 

24

Ryde holiday apartment rental

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
“Absolutely brilliant” We stayed here for a week at the end of June, the weather was poor but the apartment made up for it. the owners have thought of everything for comfort and convenience. The apartment is clean, comfortable and only 5 minute walk fr  …see more

from £54 / night

£375 - £695 / week

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from £54 / night

(18) Excellent 

12

Holiday chalet with shared pool, golf nearby in Gurnard

Isle of Wight / Gurnard

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Decorated to a high standard and spotless” We booked this chalet for one week, we stay on the Island every year in self catering accommodation and this was by far the best we have stayed in. The chalet is decorated to a high standard, it was absolutel  …see more

from £80 / night

£350 - £850 / week

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from £80 / night

(10) Excellent 

28

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
“A delightful and restful holiday that is free from worry.” We were delighted with the chalet. Not only was it clean and newly decorated, it was fully equipped with washing machine, new cooker, power shower and electric heating and hot water. The own  …see more

from £50 / night

£200 - £495 / week

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from £50 / night

(18) Very Good 

16

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“An absolutely beautiful cottage with fabulous sea view” We arrived on the day of the big snow so had the added benefit for the first day of a winters view. The cottage was cosy and warm and so beautifully decorated that we didn't feel the need to go o  …see more

from £70 / night

£490 - £880 / week

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from £70 / night

(42) Excellent 

27

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary
“Wow! What a view.” An amazing place to just relax and watch the world go by. Seashells is clean, comfortable and very good value for money. Everything you need for a relaxing holiday is here, even a welcoming bottle of wine. Lots of places to eat clos  …see more

from £70 / night

£420 - £720 / week

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from £70 / night

(43) Very Good 

24

Yarmouth holiday cottage rental

Yarmouth / Fort Victoria

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Wonderful place to relax and unwind” Spotted the cottage from the ferry on the crossing from Lymington (which was so easy). We had a car so only took 10 minutes to get there but it would have been possible to walk from the ferry if you were fit. Ver  …see more

from £75 / night

£395 - £1245 / 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

(61) Excellent 

20

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
“Wished I could have stayed longer..” Thank you to Dawn and Guy for a lovely, if all too short, stay at Marina Apartments. The location was very specal, with fabulous sea views and all the amenities of Ventnor right on your doorstep, including a beach  …see more

from £75 / night

£400 - £825 / week

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from £75 / 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
“Peaceful views, quiet night sleeps - nice accomodation” Cedar Croft is a lovely beach lodge situated down a fairly long farm track nestling with several other chalets overlooking the solent. The directions and check in information supplied was very go  …see more

from £57 / night

£400 - £670 / week

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from £57 / night

(7) Excellent 

17

Cottage rental in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Fabulous place to stay and really helpful owners!” Just returned from a two week stay at the delightful Valerian Cottage with my wife and daughters (aged 6 and 4). The cottage is beautifully presented and extremely comfortable - more like a proper hom  …see more

from £80 / night

£450 - £950 / week

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from £80 / night

(28) Excellent 

22

Holiday barn with golf nearby in Freshwater

Freshwater / Freshwater Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely place fab location” We really enjoyed our stay here- we hadn't realised how close to the sea it was and how accessible everything is. The cottage is lovely, lots of information and a good selection of books which the kids loved. Thank you!  …see more

from £55 / night

£360 - £1080 / week

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from £55 / night

(22) Excellent 

16

Holiday chalet rental

Sandown / Yaverland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“IMMACULATE CHALET OVERLOOKING THE SEA AND CLIFFS” The chalet looked brand new and was spotlessly clean. It was in a lovely position. You could see the sea and cliffs from the settee-impressive when there was a thunderstorm and you could watch it in  …see more

from £25 / night

£195 - £550 / week

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from £25 / 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

(4) Very Good 

21

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“FABULOUS LOCATION” This was our second visit to Eliabeth House and we would hapily return there because the location is perfect, being close to both the sea and town centre. The views of the sea are brilliant. I spent most of my time there watching  …see more

from £50 / night

£350 - £795 / week

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from £50 / night

(14) Excellent 

10

Holiday cottage accommodation

Isle of Wight / Bembridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Highly recommended!! Gorgeous house. We want to live there.” A beautiful cottage that's deceptively large. 1 double bedroom downstairs, 1 double and a huge twin bedroom upstairs. Large downstairs wet room and a family bathroom upstairs. Kitchen is ve  …see more

from £72 / night

£500 - £900 / week

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from £72 / night

(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

(10) Very Good 

10

Wootton Bridge holiday chalet rental

Isle of Wight / Wootton Bridge

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Clean reasonably well equipped chalet good base for holiday.” Good communication leading up to stay, very good communication during stay. Very happy with chalet.Would be happy to use the accommodation again. Little bit out of the way but I guess that'  …see more

from £59 / night

£295 - £535 / week

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from £59 / 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

(6) Very Good 

26

Holiday apartment letting

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Comfortable, spotlessly clean, hot tub all towels including beach towels, and all linen, bedding and tea towels included free of charge.Central heating and hot water included.The sandy beach is a ten minute walk.  …see more

from £35 / night

£200 - £380 / week

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from £35 / night

(17) Excellent 

23

Seaview holiday home rental

Isle of Wight / Seaview

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“coastal seclusion” I stayed at Lebrel Lodge with friends for a winter weekend - I think there were about seven of us, mostly couples. It was extremely well appointed and immaculately clean. The weekend was a typical English winter one and so we someti  …see more

from £150 / night

£1045 - £1495 / week

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from £150 / night

(16) 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
“A perfect choice” A delightful cottage, from which we hosted our daughter's wedding at East Dene. We couldn't have picked a better location, helped by superb weather, which enhanced this gem of a property even more.  …see more

from £90 / night

£450 - £1960 / week

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from £90 / night

(4) Very Good 

12

Holiday apartment accommodation

Isle of Wight / Sandown

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Comfortable, spotlessly clean, Hot tub All Towels including beach towels and all bed linen and tea towels provided free of charge.Central heating included.The sandy beach is a ten minute walk.  …see more

from £45 / night

£270 - £570 / week

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from £45 / night

(14) Very Good 

23

Townhouse accommodation in Yarmouth

Yarmouth / Norton, Isle of Wight

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“This place is fantastic!” We have just spent a week at Hurst View on the Isle Of Wight, it is in an ideal spot. The ferry terminal is only 5-10mins down the road, whichwas a great stress free start to the week. The house itself is very spacious with r  …see more

from £59 / night

£410 - £970 / week

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from £59 / 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