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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Winchelsea holiday rentals

Interior

1. Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is S$708
includes taxes & fees
31 Aug - 1 Sept
Sparrows Den Lodge
View from property

2. 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 S$130
includes taxes & fees
18 Aug - 19 Aug
Chestnut Meadow Camping
Living room

3. 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 S$261
includes taxes & fees
18 Aug - 19 Aug
Extraordinary Huts
Fireplace

4. 1A Coastguard Cottages

1A Coastguard Cottages
3.0 star property
Rye
The price is S$869
includes taxes & fees
21 Aug - 22 Aug
1A Coastguard Cottages
Fridge, microwave, oven, stovetop

5. Caravan - Sleeps 8 - Pets Ok - Parking - Patio

Caravan - Sleeps 8 - Pets Ok - Parking - Patio
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 S$299
includes taxes & fees
17 Sept - 18 Sept
Caravan - Sleeps 8 - Pets Ok - Parking - Patio
Miscellaneous

6. Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (55 reviews)
"Excellent little studio , has everything you need. Great location."
United Kingdom
Tim
The price is S$154
includes taxes & fees
2 Sept - 3 Sept
Bexlet
Exterior

7. Combe Haven Holiday Park - Holiday Accommodation 12122

Combe Haven Holiday Park - Holiday Accommodation 12122
3.0 star property
St Leonards-On-Sea
The price is S$523
includes taxes & fees
1 Sept - 2 Sept
Combe Haven Holiday Park - Holiday Accommodation 12122
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

The Burlington Hotel

The Burlington Hotel

8/10 Good
"Very nice redecorated room and bathroom with lots of room and a double aspect"
Gillian 4-night trip
Posted 1 hour ago
The Burlington Hotel

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 Pett Level Beach are a couple of lovely local spots to get outside and enjoy nature. High Weald 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.