Chalets in Isle of Wight

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Top cities in Isle of Wight

A pier extending into the water with a sunset in the background.
Hotels

Bembridge

Bembridge

Find holiday rentals that suit your style

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Apartments
Apartments
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Cottages
Cottages

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Isle of Wight chalets

A row of terraced houses with white and brown brick facades, numbered addresses, and a green door on the right.

1. 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 NZ$2,416
includes taxes & fees
7 Nov - 8 Nov
York Street
A curved road leading to a building with a sloped roof, surrounded by trees and a fence.

2. 1 bedroom accommodation in Wootton Bridge, Nr Cowes

1 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
1 bedroom accommodation in Wootton Bridge, Nr Cowes
A residential property with a sliding glass door leading to a patio area.

3. 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
A modern kitchen with white cabinets, a gas stove, and a skylight.

4. 1 bedroom accommodation in Wootton Bridge, Nr Cowes

1 bedroom accommodation in Wootton Bridge, Nr Cowes
Wootton Bridge, Nr Cowes
8.8 out of 10, Excellent, (10 reviews)
"lovely accomodation suited our group"
United States
Andy
1 bedroom accommodation in Wootton Bridge, Nr Cowes
A two-story house with a sloped roof, a brick foundation, and a gravel driveway.

5. Laurel Cottage

Laurel Cottage
Newchurch
10.0 out of 10, Exceptional, (14 reviews)
"Very nice cottage with all the comforts and well placed for visiting the Isle of Wight, near Newport and not far from the coast too."
United States
Jean-Paul
The price is NZ$3,809
includes taxes & fees
11 Nov - 12 Nov
Laurel Cottage
A modern kitchen with built-in appliances, a large window, and a wooden floor.

6. Osborne Premier Lodge

Osborne Premier Lodge
Wootton, Nr Cowes
9.0 out of 10, Wonderful, (6 reviews)
"The lodge was everything we could ask for, it was tranquil, ideal for a relaxing break. As we had no issues, contact with staff was minimal, but those we talked to were friendly and helpful."
United States
Steven
Osborne Premier Lodge
A swimming pool with a stone border, a covered seating area with blue chairs, and a view of the countryside.

7. Rookley Farm Lodge

Rookley Farm Lodge
Rookley
10.0 out of 10, Exceptional, (11 reviews)
"Loved the location, so peaceful and relaxing and private. Loved hearing the lambs in the field, loved the pool. House has everything you could possibly need."
United States
Sue
The price is NZ$3,645
includes taxes & fees
7 Nov - 8 Nov
Rookley Farm Lodge
A bathroom with a bathtub, toilet, and sink, with a glass shelf above the sink and a painting on the wall.

8. 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
A two-story residential building with a sloped roof, a chimney, and a small front garden with a tree and potted plants.

9. The Cottage a superb family coastal retreat

The Cottage a superb family coastal retreat
Bembridge
9.0 out of 10, Wonderful, (7 reviews)
"Very comfortable property, albeit with very noisy plumbing! Kitchen facilities fine for two people, probably difficult for four and inadequate for six.Property location is excellent, close to beach and to the very vibrant village centre."
United Kingdom
peter r.
The Cottage a superb family coastal retreat
A bedroom with a wooden headboard, a bed with white linens, a bedside table with a clock, and a window with a view of the outside.

10. 1 bedroom accommodation in Wootton Bridge, Nr Cowes

1 bedroom accommodation in Wootton Bridge, Nr Cowes
Wootton Bridge, Nr Cowes
9.4 out of 10, Exceptional, (39 reviews)
"Had a great time staying at this lovely Lodge Retreat. Would recommend."
United States
Penelope
1 bedroom accommodation in Wootton Bridge, Nr Cowes
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 reviews in Isle of Wight

A sign for Westbury Lodge, indicating it offers bed and breakfast services for adults, with rooms available and a contact number provided.
Westbury Lodge

Westbury Lodge

Westbury Lodge
Shanklin

10/10 Excellent

An excellent stay and top class service. Breakfast is particularly good.
Australia
Allan
Reviewed June 27, 2026
Westbury Lodge

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