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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Isle of Wight chalets

Dining

1. 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)
"Had a great time staying at this lovely Lodge Retreat. Would recommend."
United States
Penelope
3 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, (77 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
Exterior

3. 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 traveller
The price is CA $1,613
CA $1,877 total
includes taxes & fees
Sep 11 - Sep 12
York Street
Exterior

4. 2 bedroom accommodation in Wootton Bridge, Nr Cowes

2 bedroom accommodation in Wootton Bridge, Nr Cowes
Wootton Bridge, Nr Cowes
9.6 out of 10, Exceptional, (21 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
Property grounds

5. 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 detail

6. 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
Outdoor dining

7. 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
The price is CA $2,055
CA $2,792 total
includes taxes & fees
Sep 15 - Sep 16
Colonels Rest
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 CA $2,377
CA $2,839 total
includes taxes & fees
Sep 27 - Sep 28
Rookley Farm Lodge
TV

10. Carisbrooke Premier Lodge

Carisbrooke Premier Lodge
Wootton, Nr Cowes
9.4 out of 10, Exceptional, (14 reviews)
"Lovely lodge with everything we needed for our stay, the hot tub is a big plus and relaxing end to the day."
United States
DAVID
Carisbrooke Premier Lodge
Terrace/patio

11. North Quay

North Quay
St Helens
10.0 out of 10, Exceptional, (2 reviews)
"The property is amazing thank you, perfect for our holiday, everything we needed. Great facilities and beautiful decor."
United States
Dave Matthews
The price is CA $1,760
CA $2,076 total
includes taxes & fees
Oct 9 - Oct 10
North Quay
Exterior detail

12. 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
Outdoor dining

13. The Good Ships

The Good Ships
Shanklin
9.4 out of 10, Exceptional, (13 reviews)
"Perfect accomodation for 2. Clean, everything at hand. Quit location altough in the middle of Shanklin and only a few minutes walk to the sea. Wifi was a bit slow."
United States
Petra
The price is CA $836
CA $1,004 total
includes taxes & fees
Sep 13 - Sep 14
The Good Ships
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 CA $1,195
CA $1,389 total
includes taxes & fees
Sep 13 - Sep 14
Seagrass
Exterior

15. 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 traveller
The price is CA $1,852
CA $2,223 total
includes taxes & fees
Sep 20 - Sep 21
No 1 Ashey
Outdoor dining

16. Water Mill Vacations, Kingfisher

Water Mill Vacations, Kingfisher
Calbourne
9.2 out of 10, Wonderful, (5 reviews)
"What a gem! We had a wonderful time - great location, clean and spacious - would definitely recommend!"
United States
Anonymous traveller
Water Mill Vacations, Kingfisher
TV

17. 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, (35 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
Outdoor dining

18. Sandpipers

Sandpipers
Ventnor
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful peaceful location with fantastic sea view. Lovely scenic walk into Ventnor (15 min approx). Nearby donkey sanctuary well worth a visit, as well as the National Trust walk above Ventnor - the views were amazing 360 degrees. Looking forward to a return visit."
United States
Catherine
The price is CA $1,688
CA $1,997 total
includes taxes & fees
Sep 30 - Oct 1
Sandpipers
Exterior

19. Solent Landing Beachfront Escape

Solent Landing Beachfront Escape
Bembridge
10.0 out of 10, Exceptional, (11 reviews)
Solent Landing Beachfront Escape
Exterior

20. Peaceful 3 bedroom costal retreat in Ventnor. Fully equipped kitchen. Sleeps 6

Peaceful 3 bedroom costal retreat in Ventnor. Fully equipped kitchen. Sleeps 6
Ventnor
Peaceful 3 bedroom costal retreat in Ventnor. Fully equipped kitchen. Sleeps 6
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

Albion Hotel

Albion Hotel

10/10 Excellent
"Beautiful hotel and our room was elegant, clean, and very comfortable. Not to mention that unbelievable view. I’m very picky about hotel bathrooms and this one was amazing. Loved the dual shower with great water pressure. Thank you for a wonderful stay."
Timothy 2-night trip
Posted 4 days ago
Albion Hotel

Find out more about Isle of Wight

Isle of Wight Chalets information

Number of reviews
318
Accommodation
165 Chalets
Lowest Price
CA $1,004
Highest Price
CA $2,839

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