A historic church with a stone pathway leading to its entrance, surrounded by a cemetery with numerous headstones.

Winchelsea Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Winchelsea holiday rentals

Interior

Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is S$704
includes taxes & fees
18 Jul - 19 Jul
Sparrows Den Lodge
Room

Chestnut Meadow Camping

Chestnut Meadow Camping
1.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (2 reviews)
"Really nice stay in lovely cabin."
United Kingdom
Mary
The price is S$129
includes taxes & fees
5 Jul - 6 Jul
Chestnut Meadow Camping
Living room

Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (43 reviews)
"A stunningly beautiful setting. Clean, tidy and, elegantly decorated and set out. Secure, peaceful and comfortable. We shall most definitely stay there again. Cannot recommend highly enough! ✨💫✨💫✨💫💚🌲💚💫✨💫✨"
United Kingdom
Diana
The price is S$249
includes taxes & fees
6 Jul - 7 Jul
Extraordinary Huts
Miscellaneous

Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (54 reviews)
"Excellent little studio , has everything you need. Great location."
United Kingdom
Tim
The price is S$153
includes taxes & fees
8 Jul - 9 Jul
Bexlet
Exterior

Salthaven Shepherds Hut

Salthaven Shepherds Hut
2.0 star property
Pevensey
10.0 out of 10, Exceptional, (1 review)
"Beautiful and homely hut! Has everything you need for a relaxing get away. The garden is much larger than I thought as well as being enclosed for dogs! The hosts were really lovely, great communication and welcoming."
United Kingdom
Nicola
The price is S$520
includes taxes & fees
10 Jul - 11 Jul
Salthaven Shepherds Hut
1 bedroom, iron/ironing board, free WiFi, bed sheets

Pet Friendly Private Cabin Town Eurotunnel Beach

Pet Friendly Private Cabin Town Eurotunnel Beach
3.0 star property
Hythe
8.0 out of 10, Very good, (3 reviews)
"The closeness to the High St. meant it was easy to walk to find something to eat/drink. The host was very helpful."
United Kingdom
David
The price is S$127
includes taxes & fees
21 Jul - 22 Jul
Pet Friendly Private Cabin Town Eurotunnel Beach
Outdoor dining

Songbirds

Songbirds
3.0 star property
Tenterden
The price is S$486
includes taxes & fees
15 Jul - 16 Jul
Songbirds
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 Winchelsea Hotel Reviews

Hythe Imperial Hotel Spa & Golf

Hythe Imperial Hotel Spa & Golf

10/10 Excellent
"I bought this for my parents and they really enjoyed their stay."
Peter 2-night trip
Posted 20 hours ago
Hythe Imperial Hotel Spa & Golf

Frequently asked questions

Can I find holiday rentals in Winchelsea?

Yes, there are holiday rentals close to the most popular sights in Winchelsea, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Winchelsea has a good selection of restaurants. Make sure you have time to check out the breweries and gardens during your trip.

How many holiday rentals are there in Winchelsea?

With 13 Expedia holiday rentals, you're guaranteed to find just the right place for your Winchelsea stay.

What’s there to see and do in Winchelsea?

Winchelsea Beach and High Weald are a couple of lovely local spots to get outside and enjoy nature. Pett Level Beach and St. Thomas the Martyr are other places to visit while you're in town.

What’s a holiday rental in Winchelsea like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchelsea. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.