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
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Isle of Wight chalets

Exterior

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, (19 reviews)
"Fabulous holiday on this peaceful holiday complex..can't wait to visit again."
United States
Patricia
2 bedroom accommodation in Wootton Bridge, Nr Cowes
TV

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, (29 reviews)
"Nice location, no complaints."
United States
Tony Greagsbey
2 bedroom accommodation in Wootton Bridge, Nr Cowes
Beach

WELL POSITIONED CHALET IN SANDOWN with broadband

WELL POSITIONED CHALET IN SANDOWN with broadband
Sandown
9.8 out of 10, Exceptional, (73 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 detail

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

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 $1,638
CA $1,906 total
includes taxes & fees
Jul 8 - Jul 9
York Street
Dining

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)
"Great place , great location , great stay"
United States
Rachel
3 bedroom accommodation in Wootton Bridge, Nr Cowes
Fridge, oven, stovetop, dishwasher

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

Rookley Farm Lodge

Rookley Farm Lodge
Rookley
9.8 out of 10, Exceptional, (10 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
Rookley Farm Lodge
Property grounds

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

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 $2,742
CA $3,206 total
includes taxes & fees
Jul 12 - Jul 13
No 1 Ashey
Chalet | Exterior

Free Ferry on 7 Days Bookings Jul/aug

Free Ferry on 7 Days Bookings Jul/aug
3.0 star property
Cowes
Free Ferry on 7 Days Bookings Jul/aug
Exterior detail

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
Terrace/patio

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 CA $2,257
CA $2,624 total
includes taxes & fees
Jul 10 - Jul 11
North Quay
Exterior

Dartmouth House - Bayside

Dartmouth House - Bayside
Totland Bay
10.0 out of 10, Exceptional, (6 reviews)
"Excellent accommodation, ideally situated close to Compton Bay, within easy reach of local conveniences and bike hire in Freshwater, a fabulous restaurant The Hut on the waterfront and a great little farm shop at Warren Farm. Perfect for exploring Isle of Wight and it's geological treasures. "
United States
PIERRE E.
Dartmouth House - Bayside
Terrace/patio

Creek View, Isle of Wight

Creek View, Isle of Wight
Wootton Bridge
10.0 out of 10, Exceptional, (4 reviews)
"A truly amazing stay at a wonderful location. A superb home to base an island adventure! VRBO"
United States
Benjamin Gully
The price is CA $2,439
CA $2,825 total
includes taxes & fees
Jul 7 - Jul 8
Creek View, Isle of Wight
Outdoor dining

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 $2,099
CA $2,849 total
includes taxes & fees
Jul 7 - Jul 8
Colonels Rest
4 bedrooms, free internet

4 bedroom accommodation in Wootton Bridge, Nr Cowes

4 bedroom accommodation in Wootton Bridge, Nr Cowes
Wootton Bridge, Nr Cowes
9.6 out of 10, Exceptional, (5 reviews)
"Very good lodge, very comfortable all you would need from a holiday home. Clean and enough room for all the family, perhaps a few things like the table needs a bit of a revamp, and a few marks on decor that could be easily fixed, in all very little to complain about"
United States
Janet
4 bedroom accommodation in Wootton Bridge, Nr Cowes
Exterior

Hope Cottage

Hope Cottage
Shanklin
9.8 out of 10, Exceptional, (9 reviews)
"Very good standard of accommodation, all the facilities you would require. Only issue was parking as the allocated space is just enough for a hatch back car. Very quiet street, but there is a school nearby. Big plus is the carpark the next street along which has 4 electric car chargers."
United States
Andrew
The price is CA $1,432
CA $1,679 total
includes taxes & fees
Jul 7 - Jul 8
Hope Cottage
Exterior

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
Property grounds

Chalet, Sea Views

Chalet, Sea Views
bembridge
9.8 out of 10, Exceptional, (10 reviews)
"Location is amazing. Views are stunning. Accomodation very clean and well thought out. "
United Kingdom
Gary H.
Chalet, Sea Views
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

The Royal Hotel

The Royal Hotel

10/10 Excellent
"Pretty gardens, nice and quiet, good food"
Janette 2-night trip
Posted 10 hours ago
The Royal Hotel

Find out more about Isle of Wight

Isle of Wight Chalets information

Number of reviews
327
Accommodation
151 Chalets
Lowest Price
CA $1,679
Highest Price
CA $3,699

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