Watersports holiday villas and apartments Isle of Wight | Holiday Lettings

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Isle of Wight

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284 Holiday homes

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

(84) 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 - £1550 / week

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from £120 / night

(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

(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

(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

(12) Excellent 

19

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Warm & welcoming with fabulous grounds” We stayed for one week and explored the island. It's a great spot to discover inland highlights like Robin Hill Country Park & the coast at Brook and Yarmouth. The cottage is really cosy with a twin room upsta  …see more

from £100 / night

£400 - £800 / week

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from £100 / 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

(4) Excellent 

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Well-equipped, clean, comfortable, cosy, newly refurbished semi-detached bungalow with the most superb uninterrupted views of the Solent towards Hurst Castle. Visitors have called it "home from home" and the most perfect holiday accommodation. You will love it  …see more

from £38 / night

£260 - £560 / week

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from £38 / night

(10) Very Good 

12

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Two bedroom apartment in an excellent waterfront location with wonderful views across the harbour and Solent beyond. Situated on the the fourth floor and accessed via a private lift or stairs.  …see more

from £130 / night

£425 - £2200 / week

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from £130 / night

(22) 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
  • Nearest beach 0 km
  • Child friendly
“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 £150 / night

£900 - £1750 / week

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from £150 / 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

(21) Excellent 

24

Apartment rental in Shanklin

Shanklin / Old Village

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Ask owner if suitable for children
“The Courtyard is an excellent place to stay” We were extremely comfortable during our stay as the owners, who were friendly and helpful, had thought of everything a guest might want and provided it. The property was very clean and is in a good locati  …see more

from £88 / night

£350 - £516 / week

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from £88 / night

(11) Excellent 

9

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

(31) Very Good 

21

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“fabulous location” Within walking (coastal walk) distance of the lovely town of Yarmouth with its charming shops, pubs and restaurant the cottage is an ideal place to stay. Would definately recommend Saltys Restaurant and the one next to it overlookin  …see more

from £75 / night

£395 - £1245 / week

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from £75 / night

(36) Very Good 

17

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A Little Slice of Paradise” A beautiful chalet in a gorgeous location - just a five minute walk from a lovely sandy beach. The amenities in the chalet were good and our hosts were very happy to answer any queries and make suggestions. We are r  …see more

from £35 / night

£225 - £475 / week

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from £35 / night

(8) Excellent 

59

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

(12) Excellent 

24

Godshill holiday cottage rental

Godshill / Roud

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Mrs Jan walton” Really lovely cottage tucked away in the most peaceful of locations, set in a beautiful garden with gingerbread house over looking a pond perfect for afternoon tea. As the cottage is towards the centre of the island it is a good locati  …see more

from £79 / night

£550 - £995 / week

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from £79 / night

(13) Excellent 

20

Yaverland holiday chalet rental

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Ocean Decks is a beautiful south facing chalet with a new decking area where our guests can enjoy al fresco dining on the new table and chairs provided overlooking the green. This chalet has been enjoyed by many guests over the years but now we have taken over its owner  …see more

from £50 / night

£200 - £495 / week

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from £50 / night

(7) Excellent 

20

Holiday apartment in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Car not necessary
“Great Location and Facilities” This modern and luxurious fully equipped apartment was ideal for our stay with our 87 year old Mother, 5 mins walk from centre of Cowes, with a balcony overlooking the Harbour and a designated on site parking space. Ca  …see more

from £100 / night

£370 - £2300 / week

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from £100 / night

(12) Excellent 

18

Holiday cottage rental

Cowes / West Cowes

3 7 Min stay varies

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

from £180 / night

£760 - £2600 / week

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from £180 / night

(13) Very Good 

27

Freshwater holiday apartment rental

Freshwater / Freshwater Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
MARCH 1st to 18th - REDUCED PRICES ON REMAINING DATES FOR STAYS OF 3 NIGHTS OR MORE (2 nights at the advertised prices). PLEASE EMAIL ME FOR A QUOTE FOR THE NUMBER OF NIGHTS YOU ARE INTERESTED IN. PLEASE NOTE - I have 2 discount vouchers left for 20% off the Red Funne  …see more

from £70 / night

£320 - £895 / week

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from £70 / 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

(14) 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

(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

(10) Very Good 

16

Holiday chalet rental

Isle of Wight / Freshwater

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Lovely relaxing stay” We thoroughly enjoyed our stay here and would definitely be keen to return in the near future. The accommodation is bright and spacious, and a great size for a small family. Comfy beds, and a cot bed which was very useful to us.  …see more

from £30 / night

£242 - £492 / week

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from £30 / 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

(1) Excellent 

22

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Amazing destination and accommodation - why would you go anywhere else?” I really don't want to tell everyone just how perfect this van is, or how breathtakingly beautiful the area is. I don't want to let on how amazing it feels to wander straight o  …see more

from £50 / night

£300 - £550 / week

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from £50 / night

(15) Very Good 

22

Cottage rental in Whippingham with golf nearby

Isle of Wight / Whippingham

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Superb!” This is a real hidden gem, as are the the owners! From start to finish they made us feel most welcome and nothing was too much trouble for them. The cottage was absolutely delightful and the 30ft. swimming pool was immaculately clean and warm  …see more

from £125 / night

£795 - £1500 / week

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from £125 / 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

(14) Very Good 

23

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

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

from £55 / night

£330 - £1525 / week

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from £55 / night

(5) Very Good 

23

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

(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 £65 / night

£400 - £670 / week

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from £65 / 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

(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

(16) Excellent 

24

Holiday cottage in Shanklin

Shanklin / Old Village

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect in every way” I stayed at the Lodge with my 90 year old Aunt. She has some mobility problems so the search for accommodation was very specific. Our needs were met perfectly. She had no trouble moving around the house or getting to and from fr  …see more

from £52 / night

£360 - £700 / week

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from £52 / 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

(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

(8) Excellent 

14

Holiday apartment in Ventnor

Ventnor / Ventnor Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Brilliant apartment,brilliant location,brilliant views” Exactly what it says on'"the tin".Easy to book ,with confidence and all the support you would need-regular updates and support of "the lovely Lisa" on the island. Spacious and extremely well pre  …see more

from £145 / night

£750 - £1163 / week

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from £145 / 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

(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

(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 - £1100 / week

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from £55 / night