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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Winchelsea holiday rentals

Cottage | Interior

1. Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is ฿15,212
฿18,254 total
includes taxes & fees
18 Oct - 19 Oct
Sparrows Den Lodge
The Hide Out | Living room

2. Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (45 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 ฿6,795
฿6,795 total
includes taxes & fees
21 Sept - 22 Sept
Extraordinary Huts
Fridge, microwave, oven, stovetop

3. Caravan With Decking&patio-8/10 Berth-pet Friendly

Caravan With Decking&patio-8/10 Berth-pet Friendly
3.0 star property
Rye
5.4 out of 10, (3 reviews)
"I was disappointed with this stay. For the amount of money it cost, the caravan was not clean, was overcrowded and needs a lot of smarting up. You had to pay extra to have bedding which I think is unreasonable, particularly how much it cost per night anyway. Communication with the host was fine but not great. Unfortunately I won’t be recommending or returning to this property. "
United Kingdom
Kerry
The price is ฿4,708
฿6,940 total
includes taxes & fees
21 Sept - 22 Sept
Caravan With Decking&patio-8/10 Berth-pet Friendly
Fireplace

4. 1A Coastguard Cottages

1A Coastguard Cottages
3.0 star property
Rye
The price is ฿18,664
฿22,397 total
includes taxes & fees
30 Sept - 1 Oct
1A Coastguard Cottages
View from property

5. Chestnut Meadow Camping

Chestnut Meadow Camping
4.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (4 reviews)
"Really nice stay in lovely cabin."
United Kingdom
Mary
The price is ฿2,791
฿3,349 total
includes taxes & fees
21 Sept - 22 Sept
Chestnut Meadow Camping
Miscellaneous

6. Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (56 reviews)
"Excellent little studio , has everything you need. Great location."
United Kingdom
Tim
The price is ฿2,938
฿3,526 total
includes taxes & fees
19 Oct - 20 Oct
Bexlet
Fridge, microwave, oven, stovetop

7. Cabin - Sleeps 8 - Garden and Parking

Cabin - Sleeps 8 - Garden and Parking
3.0 star property
St Leonards-On-Sea
The price is ฿5,506
฿7,410 total
includes taxes & fees
5 Oct - 6 Oct
Cabin - Sleeps 8 - Garden and Parking
Cottage | Living room

8. 3 Tidal

3 Tidal
3.5 star property
Rye
The price is ฿14,757
฿17,708 total
includes taxes & fees
24 Sept - 25 Sept
3 Tidal
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

8/10 Good
"It is a very high class hotel with a good atmosphere. The restaurant is a very convenient for the hotel guests. Location is perfect for a seaside holiday."
Kam Tim 2-night trip
Posted 13 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 14 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.