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

Winchelsea Vacation Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Winchelsea holiday rentals

Interior

1. Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is RM1,866
RM2,239 total
includes taxes & fees
6 Sept - 7 Sept
Sparrows Den Lodge
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 RM833
RM833 total
includes taxes & fees
10 Sept - 11 Sept
Extraordinary Huts
Dining

3. 3 Cinque Ports Street

3 Cinque Ports Street
2.0 star property
Rye
The price is RM1,950
RM2,339 total
includes taxes & fees
26 Sept - 27 Sept
3 Cinque Ports Street
Private kitchen

4. 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 RM693
RM967 total
includes taxes & fees
10 Sept - 11 Sept
Caravan With Decking&patio-8/10 Berth-pet Friendly
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 RM342
RM411 total
includes taxes & fees
28 Aug - 29 Aug
Chestnut Meadow Camping
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 RM406
RM487 total
includes taxes & fees
3 Sept - 4 Sept
Bexlet
Living area

7. 1A Coastguard Cottages

1A Coastguard Cottages
3.0 star property
Rye
The price is RM2,308
RM2,769 total
includes taxes & fees
3 Sept - 4 Sept
1A Coastguard Cottages
Exterior detail

8. Cabin - Sleeps 8 - Garden and Parking

Cabin - Sleeps 8 - Garden and Parking
3.0 star property
St Leonards-On-Sea
The price is RM769
RM1,022 total
includes taxes & fees
20 Sept - 21 Sept
Cabin - Sleeps 8 - Garden and Parking
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

Ashford International Hotel & Spa

Ashford International Hotel & Spa

10/10 Excellent
"Hotel was great - we used it as a stopover after the ferry"
Steffan 1-night trip
Posted 13 hours ago
Ashford International Hotel & Spa

Find out more about Winchelsea

Search for holiday rentals in Winchelsea on Expedia.co.uk! 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 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.