A cathedral at night with illuminated trees and a park with benches.

Chalets in City of Winchester

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Top Cities in City of Winchester

Our top choices for City of Winchester chalets

1. Coastal Country Park Holiday Home

Coastal Country Park Holiday Home
Downton
9.0 out of 10, Wonderful, (44 reviews)
"Lovely accommodation, great location for exploring the surrounding area. Brilliant communication with the owner"
United Kingdom
Helen L.
Coastal Country Park Holiday Home

2. 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 AED 4,302
AED 5,004 total
includes taxes & fees
8 Nov - 9 Nov
York Street

3. Sturt Watersedge Lodge

Sturt Watersedge Lodge
Tilford, Farnham
9.6 out of 10, Exceptional, (5 reviews)
"Great location next to the duck pond and very quiet and secluded.Lodge had everything you could need for a break away and extremely clean . The furniture is a little dated but, that did not distract from a very comfortable stay . Near to a love golf course with fantastic views and a good pub next door . Very good base for exploring all that the area has to offer ."
United States
Jeanette
Sturt Watersedge Lodge

4. Bluebelle Glamping Pod

Bluebelle Glamping Pod
Woolton Hill
Bluebelle Glamping Pod

5. 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

6. The Lymington Hub Slps 13 hot tub/chef/spa

The Lymington Hub Slps 13 hot tub/chef/spa
Lymington
10.0 out of 10, Exceptional, (3 reviews)
"My wife and I had a wonderful weekend at Brook House with our family. Brook House was the perfect place to celebrate our Diamond Wedding anniversary. We had a great time. "
United States
KENNETH B.
The Lymington Hub Slps 13 hot tub/chef/spa

7. 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

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)
"lovely accomodation suited our group"
United States
Andy
4 bedroom accommodation in Wootton Bridge, Nr Cowes

9. 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 AED 6,010
AED 7,871 total
includes taxes & fees
7 Dec - 8 Dec
Laurel Cottage

10. 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

11. 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 AED 6,326
AED 7,552 total
includes taxes & fees
9 Nov - 10 Nov
Rookley Farm Lodge

12. 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

13. 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

14. Hayling Hideaway, private self contained cosy annex near to beach

Hayling Hideaway, private self contained cosy annex near to beach
Hayling Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, great location, well-set up, ideal for two people exploring the sea front and wandering along the beaches. Recommended."
United Kingdom
Tim
The price is AED 400
AED 479 total
includes taxes & fees
11 Nov - 12 Nov
Hayling Hideaway, private self contained cosy annex near to beach

15. 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, (39 reviews)
"Had a great time staying at this lovely Lodge Retreat. Would recommend."
United States
Penelope
3 bedroom accommodation in Wootton Bridge, Nr Cowes

16. WELL POSITIONED CHALET IN SANDOWN with broadband

WELL POSITIONED CHALET IN SANDOWN with broadband
Sandown
9.8 out of 10, Exceptional, (79 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

17. Cobbett Contemporary Premier

Cobbett Contemporary Premier
Tilford, Farnham
9.4 out of 10, Exceptional, (3 reviews)
"Lovely place to enjoy a weekend getaway. Peaceful and relaxing. Would highly recommend and would definitely go again."
United States
Ross
Cobbett Contemporary Premier

18. 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

19. Bunny Lodge Luxury with Decking Pool & Spa Access

Bunny Lodge Luxury with Decking Pool & Spa Access
Downton
Bunny Lodge Luxury with Decking Pool & Spa Access

20. 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 AED 4,934
AED 6,416 total
includes taxes & fees
7 Dec - 8 Dec
No 1 Ashey
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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