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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Top Holiday Rentals in Winchelsea

Exterior
Sparrows Den Lodge

Sparrows Den Lodge

3.5 star property
Winchelsea
The price is ฿13,032
฿15,639 total
includes taxes & fees
14 Dec - 15 Dec
Sparrows Den Lodge
Cottage | Interior
Gun Hill Cottage

Gun Hill Cottage

3.5 star property
Heathfield
10.0 out of 10, Exceptional, (2)
"Gun Hill Cottage is a truly charming little place, really clean, nicely decorated, with everything you need. Chris was an amazing host, let us know all the details in advance, then checked in by email that everything was good. we really enjoyed our stay. Thanks! Tom"
United Kingdom
Thomas
The price is ฿26,029
฿31,235 total
includes taxes & fees
3 Dec - 4 Dec
Gun Hill Cottage
Interior
1-bedroom Apartment Sleeps 4, Parking

1-bedroom Apartment Sleeps 4, Parking

3.0 star property
Hythe
10.0 out of 10, Exceptional, (1)
The price is ฿4,670
฿5,604 total
includes taxes & fees
10 Dec - 11 Dec
1-bedroom Apartment Sleeps 4, Parking
Deluxe Apartment | Free WiFi
Osborne Apartments

Osborne Apartments

2.5 star property
Eastbourne
9.0 out of 10, Wonderful, (87)
"Great place to spend a few days, the room was excellent, spacious and clean and the staff were always happy to help with any questions as we had 2 children with us. Would happily stay here again, thanks Osbourne Apartments."
United Kingdom
Anonymous traveller
Osborne Apartments
Miscellaneous
Bexlet

Bexlet

2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (50)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is ฿2,691
฿3,230 total
includes taxes & fees
7 Dec - 8 Dec
Bexlet
House, 1 Bedroom, Garden View | Exterior detail
Calm Private Annex Ideal to Work, Rest & Explore

Calm Private Annex Ideal to Work, Rest & Explore

2.0 star property
Ashford
The price is ฿3,403
฿4,084 total
includes taxes & fees
30 Nov - 1 Dec
Calm Private Annex Ideal to Work, Rest & Explore
Cottage | Private kitchen | Dishwasher, cookware/dishes/utensils
Rye House

Rye House

2.0 star property
Rye
10.0 out of 10, Exceptional, (1)
The price is ฿17,246
฿20,696 total
includes taxes & fees
3 Dec - 4 Dec
Rye House
Property grounds
Big2vacation2 Exclusive at new Beach Caravan Park

Big2vacation2 Exclusive at new Beach Caravan Park

3.0 star property
Romney Marsh
The price is ฿7,472
฿8,967 total
includes taxes & fees
1 Dec - 2 Dec
Big2vacation2 Exclusive at new Beach Caravan Park
Cottage | Interior
Amelia Cottage

Amelia Cottage

3.5 star property
Battle
10.0 out of 10, Exceptional, (2)
"Such a lovely cottage, well equipped and comfortable. Brilliant location for going out and about. We had an amazing stay and will be back again."
United Kingdom
Heather
The price is ฿13,457
฿16,148 total
includes taxes & fees
3 Dec - 4 Dec
Amelia Cottage
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)
"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 ฿2,615
฿3,138 total
includes taxes & fees
2 Dec - 3 Dec
Pet Friendly Private Cabin Town Eurotunnel Beach
Cottage | Interior
17 The Boathouse

17 The Boathouse

3.0 star property
Rye
10.0 out of 10, Exceptional, (1)
"A lovely stay in a lovely property within walking distance of Rye town centre "
United Kingdom
Tony
The price is ฿13,882
฿16,658 total
includes taxes & fees
7 Dec - 8 Dec
17 The Boathouse
House | Private kitchen | Fridge, microwave, oven, stovetop
Suspire House -sleeps6-garden-bbq-coastal Retreat

Suspire House -sleeps6-garden-bbq-coastal Retreat

2.5 star property
New Romney
The price is ฿6,034
฿9,281 total
includes taxes & fees
1 Dec - 2 Dec
Suspire House -sleeps6-garden-bbq-coastal Retreat
Cottage | Interior
Hakuna Matata

Hakuna Matata

2.0 star property
Rye
8.8 out of 10, Excellent, (3)
"Well appointed and clean house. Convenient for shops and restaurants. Lovely beach a short walk away. Indian restaurant in Camber is great."
United Kingdom
Anonymous traveller
The price is ฿13,740
฿16,488 total
includes taxes & fees
4 Dec - 5 Dec
Hakuna Matata
Outdoor dining
Idyllic Studio in Tenterden

Idyllic Studio in Tenterden

3.0 star property
Tenterden
The price is ฿4,483
฿5,380 total
includes taxes & fees
1 Dec - 2 Dec
Idyllic Studio in Tenterden
Cabin | Children’s area
Big2vacation Exclusive Camber Sands Holiday Park

Big2vacation Exclusive Camber Sands Holiday Park

3.0 star property
Rye
The price is ฿7,472
฿8,967 total
includes taxes & fees
6 Dec - 7 Dec
Big2vacation Exclusive Camber Sands Holiday Park
Property grounds
Cozy Camber Caravan 3 Bedroom Retreat With Decking

Cozy Camber Caravan 3 Bedroom Retreat With Decking

3.0 star property
Rye
4.0 out of 10, (2)
"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 ฿4,797
฿6,922 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Camber Caravan 3 Bedroom Retreat With Decking
Property grounds
Lilyrose Cottage

Lilyrose Cottage

3.0 star property
Pevensey
10.0 out of 10, Exceptional, (1)
"All very good. However too many disabled parking spaces meaning too few for others"
United Kingdom
Graeme
The price is ฿14,945
฿17,933 total
includes taxes & fees
13 Dec - 14 Dec
Lilyrose Cottage
Exterior
16 The Boathouse

16 The Boathouse

3.0 star property
Rye
9.2 out of 10, Wonderful, (5)
"It was an amazing stay great acommidation and close to the little town ."
United Kingdom
Andrew
The price is ฿13,492
฿16,191 total
includes taxes & fees
4 Dec - 5 Dec
16 The Boathouse
Cottage | Interior
7 Waves

7 Waves

3.5 star property
Rye
8.0 out of 10, Very good, (1)
The price is ฿14,059
฿16,871 total
includes taxes & fees
3 Dec - 4 Dec
7 Waves
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Sylvian

Sylvian

3.5 star property
Bexhill-on-Sea
6.0 out of 10, (1)
"Great location for proximity to Town, super parking. "
United Kingdom
David
The price is ฿10,483
฿12,579 total
includes taxes & fees
3 Dec - 4 Dec
Sylvian
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 View Hotel

The View Hotel

10/10 Excellent
"We paid extra for a room with a balcony overlooking the sea - and so glad we did! The room was spacious with a couple of comfy armchairs we sat in with the doors to the balcony open just soaking up the sound of the sea. Everything about the hotel was well done - the breakfast spread was excellent, even the lifts came as soon as you pushed the button! But the best thing about it was its location, right by the sea and an easy walk into the lovely part of town with theatres and restaurants. Loved it."
Sarah 1-night trip
Posted 3 days ago
The View Hotel

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:

  • View our selection of featured holiday rentals in Winchelsea
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  • Enter your travel dates to view the best deals on holiday rentals in Winchelsea while they last

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 5 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.