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

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Winchelsea holiday rentals

Cottage | Interior

Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is ฿15,235
฿18,283 total
includes taxes & fees
26 Jul - 27 Jul
Sparrows Den Lodge
View from property

Chestnut Meadow Camping

Chestnut Meadow Camping
1.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (3 reviews)
"Really nice stay in lovely cabin."
United Kingdom
Mary
The price is ฿2,795
฿3,354 total
includes taxes & fees
16 Jul - 17 Jul
Chestnut Meadow Camping
Luxury Cabin | Living area | TV

Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
Hythe
9.6 out of 10, Exceptional, (38 reviews)
"Great location we could see the lions from our room! Only slight downside was the sofa bed was a little on the uncomfortable side, but we had a great time and the staff were great too."
United Kingdom
Steve
The price is ฿12,035
฿14,442 total
includes taxes & fees
8 Aug - 9 Aug
Pinewood Camping Pods - At Port Lympne Reserve
The Hide Out | 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 ฿6,805
฿6,805 total
includes taxes & fees
21 Jul - 22 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 ฿3,129
฿3,755 total
includes taxes & fees
12 Aug - 13 Aug
Bexlet
Cabin | 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 ฿2,751
฿3,301 total
includes taxes & fees
22 Jul - 23 Jul
Pet Friendly Private Cabin Town Eurotunnel Beach
Cottage | Outdoor dining

Songbirds

Songbirds
3.0 star property
Tenterden
The price is ฿10,524
฿12,629 total
includes taxes & fees
20 Jul - 21 Jul
Songbirds
Deluxe Apartment | Free WiFi

Osborne Apartments

Osborne Apartments
2.5 star property
Eastbourne
8.8 out of 10, Excellent, (121 reviews)
"Lovely aparthotel, very clean in a perfect location just about 12-15 mins to town and even closer to the beach, staff members were very accommodating and friendly. Overall we had a lovely and relaxed stay after our long walk through to Birling Cap and Beachy Head."
United Kingdom
Jotsna
The price is ฿3,319
฿3,983 total
includes taxes & fees
9 Aug - 10 Aug
Osborne Apartments
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
"Lovely old-fashioned hotel. Definitely worth a stay."
Kerwin 1-night trip
Posted 14 hours ago
Hythe Imperial Hotel Spa & Golf

Find out more about Winchelsea

Search for holiday rentals in Winchelsea on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchelsea using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winchelsea!

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.