Holiday chalets in Isle of Wight

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Isle of Wight

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63 Holiday homes

Filters applied: Chalet (63)

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

(7) Very Good 

15

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
“Lovely, comfortable holiday base” Lovely location with the beach,zoo and dinosaur museum within 5 minutes walk. The chalet was warm, comfortable and was well stocked with utensils and things to make the holiday easier. The chalet was more spacious tha  …see more

from £35 / night

£225 - £475 / week

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from £35 / night

(20) Very Good 

20

Yaverland holiday chalet rental

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 great place to start and end each day” This little chalet was a great place to lay our heads at the end of each long day exploring the island. It very quickly became "home". It was much better equipped than I had expected, with lots of little extras  …see more

from £35 / night

£225 - £475 / week

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from £35 / 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

(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

(5) Excellent 

12

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Excellent stay and location” A fabulous chalet with fantastic mod cons, a lovely welcome basket greeted us which was lovely. The chalet was great as was the location, the children enjoyed playing football on the field and climbing frames. The Isle of  …see more

from £39 / night

£275 - £595 / week

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from £39 / night

20

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
The sea is very therapeutic, come and stay and let the sea calm those rough tides hidden beneath.  …see more

from £80 / night

£380 - £768 / week

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from £80 / night

(13) Excellent 

24

Yaverland holiday chalet rental

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
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

(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

(2) Very Good 

18

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Bywater Holiday Chalet. Welcome to our cosy, affordable 2-bedroom holiday chalet. A little home from home by the sea. Bywater is number 115 at the Brambles Chine holiday village, just a five-minute drive from the Port of Yarmouth with its busy harbour, shops, wide selec  …see more

from £60 / night

£300 - £550 / week

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from £60 / night

(12) Excellent 

13

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Beautiful” Such a beautiful chalet with lots of space. Excellent location for children as they could just play out on the green. Lovely decor and a well equipped kitchen. Cannot find any faults at all, will hope to come back again next year..  …see more

from £36 / night

£250 - £485 / week

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from £36 / 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

(13) Very Good 

15

Chalet letting in Cowes with shared pool

Cowes / Gurnard Pines

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Lovely chalet, good facilities.” A lovely home from home. We stayed for 4 nights over the weekend of the Isle of White Festival. We didn't want to camp at the festival & this chalet was the perfect alternative on a budget. With 4 adults and a 5 month  …see more

from £80 / night

£300 - £600 / week

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from £80 / night

(12) Very Good 

20

Chalet rental in Gurnard

Isle of Wight / Gurnard

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Superb and exquisite little gem, highly recommended” We stayed in Beachside for two magical days. It may have rained constantly but the cabin was so perfectly equipped we were happy to stay inside and cook in the very well equipped kitchen, read books  …see more

from £50 / night

£320 - £530 / week

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from £50 / 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 £35 / night

£242 - £492 / week

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from £35 / 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

(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

(4) Excellent 

24

Holiday chalet letting

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely place to stay” We stayed here over Easter and the weather was rather cold but this chalet was really cosy. The view is amazing and the pictures don't do it justice, I loved sitting eating and looking at the ferries that go by. The little garden  …see more

from £105 / night

£386 - £696 / week

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from £105 / night

(11) Very Good 

14

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Excelent place to stay, exactly as described” We stayed for 3 nights and enjoyed our holiday very much. The house was very clean and tidy, The beach is just 5 minutes walking distance, shops and supermarket are also located nearby, Very nice and quite  …see more

from £55 / night

£259 - £520 / week

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from £55 / night

(12) Excellent 

19

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 5 km
  • Car not necessary
“bijou, quiet, clean” Compact but everything you would need for a short break. Very clean. Lovely location. No cooker but we had one 'ping' meal using the microwave and wandered down to the local pub every other evening to eat.  …see more

from £40 / night

£240 - £425 / week

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from £40 / night

(7) Very Good 

23

Holiday chalet in Ventnor

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
“Perfect for a relaxing break” Pebbles is a chalet decorated in a seaside theme it was just like staying in a beach hut with everything we could possibly need. The area is beautiful with perfect coastal walks. The village is a five minute walk away wit  …see more

from £45 / night

£280 - £405 / week

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from £45 / night

(1)  

11

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
isle of wight, self catering chalet, beautiful views 5 mins walk to sandy beach<br />fully equipped, electric FREE  …see more

from £32 / night

£220 - £500 / week

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from £32 / night

(2) Excellent 

8

Holiday chalet in Sandown

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This is a beautiful open plan chalet that easily accommodates 6. The kitchen caters for all guests, supplying you with a table and six chairs as well as all the cooking facilities and crockery you will require. Within the lounge is a large sofa bed, Free-view TV/DVD, s  …see more

from £50 / night

£390 - £550 / week

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from £50 / night

(6) Very Good 

15

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
“Very Nice & Pleasant stay” Compact, clean & quiet, with great garden views. Access nearby to Old Military Road with great views.  …see more

from £40 / night

£240 - £425 / week

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from £40 / 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

(9) Excellent 

18

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

1 2 Min stay varies

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

from £102 / night

£416 - £542 / week

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from £102 / night

(1) Very Good 

24

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
(Preferential ferry prices for our guests: please ask for details) Our three Salterns Beach Chalets in this small development have been modernised to Premier standard to provide the most comfortable accommodation for your seaside holiday. They are superbly situated wit  …see more

from £43 / night

£232 - £665 / week

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from £43 / night

(10) Excellent 

17

Gurnard holiday chalet rental

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Fantastic” Little Sailing is in a prime location on the edge of the Solent. It is well equipped and has everything needed for a perfect stay. The views from the huge windows are wonderful. There is a pub serving food within a very short walk.  …see more

from £75 / night

£525 - £1100 / week

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from £75 / night

(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

(3) Excellent 

22

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
“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

(9) Excellent 

11

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Great location, lovely chalet, friendly and helpful owners” We stayed at seahorses with our 3 year old son and we had a fantastic trip. The location was perfect for us and we got very lucky with the weather! We loved seahorses and would recommend it  …see more

from £36 / night

£250 - £485 / week

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from £36 / 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

19

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary
Welcome to Seawinds Chalet, our new chalet for this season. Fully self catering with an open plan kitchen and lounge. It provides comfortable accommodation for up to four people, with two bedrooms, one a double and one with full size bunk beds. The bathroom has a full s  …see more

from £35 / night

£225 - £475 / week

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from £35 / 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

(14) Very Good 

21

Chalet rental in Yaverland with golf nearby

Sandown / Yaverland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Home From Home” This is ideal for a short stay. It's like a tardis inside, and has everything you need. You can walk into Sandown from here if you wish. Sandown Zoo is only minutes away, as is a small golf course. The chalet was spotless on our arriva  …see more

from £25 / night

£450 / week

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from £25 / night

8

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
IDEAL SELF CATERING ACCOMMODATION ON THE ISLE OF WIGHT FOR FAMILIES OR COUPLES THAT WANT A BREAK FROM IT ALL. IDEAL FOR DOGS; GREEN BANK JUST BY THE CABIN + BONCHURCH BEACH DOG FRIENDLY ALL YEAR. WONDERFULLY POSITIONED BY THE ESPLANADE.<br />IDEAL HOLIDAY CABIN  …see more

from £95 / night

£423 - £797 / week

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from £95 / night

22

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
For seaside holidays at their best!<br />Weekend Nights are Friday, Saturday and Sunday. Weekday Nights are Monday, Tuesday, Wednesday and Thursday  …see more

from £43 / night

£232 - £679 / week

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from £43 / 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

(9) Very Good 

13

Holiday chalet in Yaverland

Sandown / Yaverland

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Completely renovated chalet with new fitted kitchen and bathroom 32" flat screen television with rotating arm to enable you to watch TV outside chalet. Beautifully decorated giving a modern home from home styling. Sofa bed to cater for an extra person not two adul  …see more

from £100 / night

£485 / week

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from £100 / night

12

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Comfortable and clean holiday chalet for a family or couple on a site which overlooks the beautiful Sandown Bay. Carpeted lounge and bedrooms Heaters in all rooms (including electric fire stove in lounge) Linen provided for all beds (plus duvets and pillows) TV with in  …see more

from £25 / night

£100 - £450 / week

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from £25 / night

(2) Excellent 

44

Chalet rental in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Crow’s Nest is a comfortable dog friendly chalet located in the popular beach resort of Sandown. For a full description, pictures, video and direction please view our web site w w w .isleofwightholidayrentals. co . uk In our opinion this is one of the best chalets  …see more

from £60 / night

£420 / week

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from £60 / night