A coastal town with a prominent pier extending into the water, surrounded by historic buildings and a clear sky.

Chalets in Isle of Wight

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Isle of Wight chalets

TV

1. 2 bedroom accommodation in Wootton Bridge, Nr Cowes

2 bedroom accommodation in Wootton Bridge, Nr Cowes
Wootton Bridge, Nr Cowes
9.4 out of 10, Exceptional, (34 reviews)
"Perfect for a base to explore the island, nice quite veranda that we use for breakfast or just cup's of tea when we could home."
United States
Ian
2 bedroom accommodation in Wootton Bridge, Nr Cowes
Beach

2. WELL POSITIONED CHALET IN SANDOWN with broadband

WELL POSITIONED CHALET IN SANDOWN with broadband
Sandown
9.8 out of 10, Exceptional, (75 reviews)
"This property is in a nice location close to the beach. There’s everything you could possibly need in the chalet. I liked the welcome we received very thoughtful and was very much appreciated. Car parking is there too . We will definitely be returning."
United Kingdom
Debra
WELL POSITIONED CHALET IN SANDOWN with broadband
Dining

3. 3 bedroom accommodation in Wootton Bridge, Nr Cowes

3 bedroom accommodation in Wootton Bridge, Nr Cowes
Wootton Bridge, Nr Cowes
9.4 out of 10, Exceptional, (38 reviews)
"Lovely lodge, homely, comfy with everything you need."
United States
Julie
3 bedroom accommodation in Wootton Bridge, Nr Cowes
Exterior detail

4. Seawinds Chalet holidays by the sea

Seawinds Chalet holidays by the sea
Sandown
9.8 out of 10, Exceptional, (12 reviews)
"It's a very good place to stay with family, we enjoyed our stay at this property. Liza was very helpful and accommodating."
United Kingdom
Mohammed R.
Seawinds Chalet holidays by the sea
Exterior

5. York Street

York Street
Cowes
10.0 out of 10, Exceptional, (8 reviews)
"It was absolutely perfect ! The house was so well looked after ."
United States
Anonymous traveler
The price is SAR 4,415
SAR 5,136 total
includes taxes & fees
9 Sep - 10 Sep
York Street
Exterior

6. 2 bedroom accommodation in Wootton Bridge, Nr Cowes

2 bedroom accommodation in Wootton Bridge, Nr Cowes
Wootton Bridge, Nr Cowes
9.4 out of 10, Exceptional, (20 reviews)
"A lovely spotlessly clean spacious lodge in idyllic setting. Everything you need for a stay. Will certainly book again."
United States
Maggie
2 bedroom accommodation in Wootton Bridge, Nr Cowes
Terrace/patio

7. North Quay

North Quay
St Helens
10.0 out of 10, Exceptional, (1 review)
"Beautifully furnished and in good decorative order. Loads of space, really well-equipped kitchen, comfy beds. There was a big box of toys for the little ones to play with, as well as baby gates, a travel cot and other useful things for kids. It was the ideal location for our trip. Nothing at all, it was all great!"
United States
Lauren
The price is SAR 7,759
SAR 8,916 total
includes taxes & fees
10 Sep - 11 Sep
North Quay
TV

8. 4 bedroom accommodation in Wootton Bridge, Nr Cowes

4 bedroom accommodation in Wootton Bridge, Nr Cowes
Wootton Bridge, Nr Cowes
8.8 out of 10, Excellent, (10 reviews)
"Fabulous accommodation. So comfortable."
United States
Sue
4 bedroom accommodation in Wootton Bridge, Nr Cowes
A heated pool

9. Rookley Farm Lodge

Rookley Farm Lodge
Rookley
10.0 out of 10, Exceptional, (11 reviews)
"Great house in an excellent location in the centre of the island - very easy to get anywhere you might want to go!"
United States
Patrick
The price is SAR 11,427
SAR 13,179 total
includes taxes & fees
12 Sep - 13 Sep
Rookley Farm Lodge
Exterior

10. No 1 Ashey

No 1 Ashey
Ryde
9.4 out of 10, Exceptional, (18 reviews)
"We stayed here for three nights and loved it! The weather was amazing so we made the most out of the pool. The house is very clean and spacious."
United States
Anonymous traveler
The price is SAR 6,655
SAR 7,828 total
includes taxes & fees
6 Sep - 7 Sep
No 1 Ashey
Chalet | Exterior

11. Free Ferry on 7 Days Bookings Jul/aug

Free Ferry on 7 Days Bookings Jul/aug
3.0 star property
Cowes
8.0 out of 10, Very Good, (1 review)
"Clean and family accommodation, The facilities such as restaurant. swimming pool, retail shop and children play area are very close to the property."
United Kingdom
Shanmugavadivelu
Free Ferry on 7 Days Bookings Jul/aug
TV

12. Carisbrooke Premier Lodge

Carisbrooke Premier Lodge
Wootton, Nr Cowes
9.4 out of 10, Exceptional, (14 reviews)
"Loved it x great site lodge was clean friendly staff lodges were all private no looking over anybody else and secluded beach with amazing rockpooling at low tide 👌"
United States
Karen
Carisbrooke Premier Lodge
Exterior detail

13. Simeon Sands Coastal Escape

Simeon Sands Coastal Escape
Ryde
10.0 out of 10, Exceptional, (1 review)
"This place was spot on, the house had everything we needed and more. Downstairs toilet would come in handy, but not the end of the world."
United States
Francesca
Simeon Sands Coastal Escape
Property grounds

14. Seagrass

Seagrass
Sandown
10.0 out of 10, Exceptional, (11 reviews)
"The property is excellent a great Christmas stay. Thank you so much for the lovely decorations and treats. Can’t wait to come back."
United States
Sharon
The price is SAR 3,604
SAR 4,167 total
includes taxes & fees
1 Sep - 2 Sep
Seagrass
Property grounds

15. Coastal East View

Coastal East View
St Helens
10.0 out of 10, Exceptional, (6 reviews)
"We really liked the property, very spacious kitchen and master bedroom. Liked that there were two bathrooms. The house and garden were great for dogs."
United States
Jo
Coastal East View
Exterior

16. The Cottage a superb family coastal retreat

The Cottage a superb family coastal retreat
Bembridge
9.0 out of 10, Wonderful, (7 reviews)
"This was just the most lovely cottage - incredible bed linen and comfy beds and the welcome for dogs was lovely! Walks and runs locally take through winding paths to the beach and everything is so close. We went riding on Ryde beach - miles of gallops (though a bit of a trek on the road to get there so not for beginners) nothing"
United States
Phoebe
The Cottage a superb family coastal retreat
Exterior

17. Solent Landing No. 16: Beach Retreat

Solent Landing No. 16: Beach Retreat
Bembridge
9.6 out of 10, Exceptional, (5 reviews)
"Big rooms, quiet setting The DVD Player did not work (or at least we could not get the cable working)"
United States
Jason
Solent Landing No. 16: Beach Retreat
Outdoor dining

18. Colonels Rest

Colonels Rest
Sandown
9.8 out of 10, Exceptional, (33 reviews)
"Living space and decor.. also clean throughout, and great location"
United States
Nicki
Colonels Rest
Exterior

19. Middle Lodge

Middle Lodge
Ryde
9.4 out of 10, Exceptional, (27 reviews)
"The property was in an incredible location and catered to all of our needs during our trip.Would definitely go back and stay here again!"
United Kingdom
Jay J.
Middle Lodge
Outdoor dining

20. Water Mill Vacations, Goldfinch

Water Mill Vacations, Goldfinch
Calbourne
9.6 out of 10, Exceptional, (9 reviews)
"We had a wonderful Christmas stay at the cabins all our family together in 3 cabins beautiful surroundings"
United States
Anonymous traveler
The price is SAR 3,311
SAR 3,871 total
includes taxes & fees
12 Sep - 13 Sep
Water Mill Vacations, Goldfinch
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Isle of Wight Hotel Reviews

One Holyrood Hotel

One Holyrood Hotel

10/10 Excellent
"Good position close to the town and local pubs Nice friendly staff and good service"
Phil 2-night trip
Posted 3 days ago
One Holyrood Hotel