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 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

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)
"An enjoyable break."
United States
Alan
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, (72 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, (11 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
TV

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, (9 reviews)
"Fabulous accommodation. So comfortable."
United States
Sue
4 bedroom accommodation in Wootton Bridge, Nr Cowes
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 $1,613
CA $1,876 total
includes taxes & fees
Jun 23 - Jun 24
York Street
TV

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, (36 reviews)
"Brilliant holiday - lovely lodge."
United States
Christine
3 bedroom accommodation in Wootton Bridge, Nr Cowes
Pool

Rookley Farm Lodge

Rookley Farm Lodge
Rookley
9.8 out of 10, Exceptional, (9 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 $5,471
CA $6,242 total
includes taxes & fees
Jul 6 - Jul 7
Rookley Farm Lodge
TV

Carisbrooke Premier Lodge

Carisbrooke Premier Lodge
Wootton, Nr Cowes
9.4 out of 10, Exceptional, (14 reviews)
"Was good value for money and very comfortable"
United States
Samantha
Carisbrooke Premier Lodge
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
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 $1,851
CA $2,223 total
includes taxes & fees
Jun 24 - Jun 25
No 1 Ashey
Outdoor dining

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, (14 reviews)
"Great clean accommodation. Could do with some new pillows but lovely place to stay."
United States
Kevin
2 bedroom accommodation in Wootton Bridge, Nr Cowes
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 $2,389
CA $2,768 total
includes taxes & fees
Jun 23 - Jun 24
Creek View, Isle of Wight
Outdoor dining

Colonels Rest

Colonels Rest
Sandown
9.8 out of 10, Exceptional, (32 reviews)
"Living space and decor.. also clean throughout, and great location"
United States
Nicki
The price is CA $2,074
CA $2,815 total
includes taxes & fees
Jun 28 - Jun 29
Colonels Rest
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
Outdoor dining

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 traveller
Water Mill Vacations, Goldfinch
TV

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)
4 bedroom accommodation in Wootton Bridge, Nr Cowes
Terrace/patio

Littlestairs

Littlestairs
Shanklin
10.0 out of 10, Exceptional, (14 reviews)
"Fantastic accommodation in the perfect location right on the cliff tops. Accommodation was spotlessly clean. Loved it so much we are going back in a few months. Quite pricey for a weeks stay if only 3 of you, but otherwise it was faultless."
United States
Sue
The price is CA $2,102
CA $2,508 total
includes taxes & fees
Jun 26 - Jun 27
Littlestairs
Outdoor dining

Poppy Lodge perfect for Bird Watching & Stargazing

Poppy Lodge perfect for Bird Watching & Stargazing
Ryde
10.0 out of 10, Exceptional, (4 reviews)
"The lodge was so well equipped and the booking process was really well managed Had a lovely stay and would recommend the lodge as a comfortable clean and restful place on a calm and picturesque site. Defined/dedicated bins for the recycling inside the property perhaps?"
United States
Monica
Poppy Lodge perfect for Bird Watching & Stargazing
Outdoor dining

Penderic, Isle of Wight

Penderic, Isle of Wight
Cowes
The price is CA $1,135
CA $1,370 total
includes taxes & fees
Jun 23 - Jun 24
Penderic, Isle of Wight
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

Whitecliff Bay Holiday Park

Whitecliff Bay Holiday Park

10/10 Excellent
"Nice pools staff very friendly. Walk to beach was steep but nice."
Brenda 3-night trip
Posted 10 hours ago
Whitecliff Bay Holiday Park

Find out more about Isle of Wight

Isle of Wight Chalets information

Number of reviews
340
Accommodation
141 Chalets
Lowest Price
CA $1,370
Highest Price
CA $6,242

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