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Check prices for these dates

Tonight
14 Dec - 15 Dec
Tomorrow
15 Dec - 16 Dec
Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec

Our top choices for Winchelsea holiday rentals

Cottage | Interior
Sparrows Den Lodge

Holiday Home in Winchelsea

Sparrows Den Lodge
3.5 star property
The price is ₹37,446
₹44,936 total
includes taxes & fees
17 Dec - 18 Dec
Sparrows Den Lodge
Luxury Cabin | Living area | TV
Pinewood Camping Pods - At Port Lympne Reserve

Camping in Hythe

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
9.4 out of 10, Exceptional, (30)
"The staff are so friendly and helpfull and we all enjoyed out stay."
United Kingdom
georgina
The price is ₹15,324
₹18,388 total
includes taxes & fees
5 Jan - 6 Jan 2026
Pinewood Camping Pods - At Port Lympne Reserve
Deluxe Apartment | Free WiFi
Osborne Apartments

Aparthotel in Eastbourne

Osborne Apartments
2.5 star property
9.0 out of 10, Wonderful, (90)
"great staff and facilities"
United Kingdom
Martin
Osborne Apartments
Miscellaneous
Bexlet

Apartment in Bexhill-on-Sea

Bexlet
2.0 star property
8.6 out of 10, Excellent, (50)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is ₹7,959
₹9,551 total
includes taxes & fees
22 Dec - 23 Dec
Bexlet
Apartment | Children’s area
1-bedroom Apartment Sleeps 4, Parking

Apartment in Hythe

1-bedroom Apartment Sleeps 4, Parking
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is ₹13,154
₹15,785 total
includes taxes & fees
16 Dec - 17 Dec
1-bedroom Apartment Sleeps 4, Parking
House, 1 Bedroom, Garden View | Exterior detail
Calm Private Annex Ideal to Work, Rest & Explore

Apartment in Ashford

Calm Private Annex Ideal to Work, Rest & Explore
2.0 star property
The price is ₹9,704
₹11,645 total
includes taxes & fees
17 Dec - 18 Dec
Calm Private Annex Ideal to Work, Rest & Explore
Cottage | Interior
Standard Hill Cottage

Cottage in Battle

Standard Hill Cottage
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very quiet and peaceful. Garden well maintained."
United Kingdom
Neil
The price is ₹31,951
₹38,342 total
includes taxes & fees
17 Dec - 18 Dec
Standard Hill Cottage
Cabin | 1 bedroom, iron/ironing board, free WiFi, bed sheets
Pet Friendly Private Cabin Town Eurotunnel Beach

Cabin in Hythe

Pet Friendly Private Cabin Town Eurotunnel Beach
3.0 star property
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 ₹7,440
₹8,928 total
includes taxes & fees
5 Jan - 6 Jan 2026
Pet Friendly Private Cabin Town Eurotunnel Beach
Exterior
Hakuna Matata

Cottage in Rye

Hakuna Matata
2.0 star property
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 ₹39,482
₹47,378 total
includes taxes & fees
18 Dec - 19 Dec
Hakuna Matata
1 bedroom, free WiFi, bed sheets
Idyllic Studio in Tenterden

Apartment in Tenterden

Idyllic Studio in Tenterden
3.0 star property
The price is ₹12,755
₹15,306 total
includes taxes & fees
16 Dec - 17 Dec
Idyllic Studio in Tenterden
Children’s area
Lilyrose Cottage

Cottage in Pevensey

Lilyrose Cottage
3.0 star property
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 ₹42,941
₹51,530 total
includes taxes & fees
19 Dec - 20 Dec
Lilyrose Cottage
Cabin | Sports court
Big2vacation Exclusive Camber Sands Holiday Park

Chalet in Rye

Big2vacation Exclusive Camber Sands Holiday Park
3.0 star property
The price is ₹21,258
₹25,510 total
includes taxes & fees
16 Dec - 17 Dec
Big2vacation Exclusive Camber Sands Holiday Park
Cottage | Interior
Amelia Cottage

Cottage in Battle

Amelia Cottage
3.5 star property
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 ₹39,685
₹47,623 total
includes taxes & fees
6 Jan - 7 Jan 2026
Amelia Cottage
House | Living area | TV
Suspire House -sleeps6-garden-bbq-coastal Retreat

Residence in New Romney

Suspire House -sleeps6-garden-bbq-coastal Retreat
2.5 star property
The price is ₹16,996
₹26,199 total
includes taxes & fees
16 Dec - 17 Dec
Suspire House -sleeps6-garden-bbq-coastal Retreat
Lake
17 The Boathouse

Cottage in Rye

17 The Boathouse
3.0 star property
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 ₹39,889
₹47,867 total
includes taxes & fees
17 Dec - 18 Dec
17 The Boathouse
Dining
Sylvian

Cottage in Bexhill-on-Sea

Sylvian
3.5 star property
6.0 out of 10, (1)
"Great location for proximity to Town, super parking. "
United Kingdom
David
The price is ₹30,120
₹36,144 total
includes taxes & fees
17 Dec - 18 Dec
Sylvian
Cottage | Interior
16 The Boathouse

Cottage in Rye

16 The Boathouse
3.0 star property
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 ₹38,770
₹46,525 total
includes taxes & fees
17 Dec - 18 Dec
16 The Boathouse
Cottage | Interior
Rye House

Cottage in Rye

Rye House
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is ₹49,556
₹59,467 total
includes taxes & fees
17 Dec - 18 Dec
Rye House
Cottage | Living area
Gun Hill Cottage

Cottage in Heathfield

Gun Hill Cottage
3.5 star property
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 ₹73,265
₹87,919 total
includes taxes & fees
4 Jan - 5 Jan 2026
Gun Hill Cottage
Cottage | Balcony
7 Waves

Cottage in Rye

7 Waves
3.5 star property
8.0 out of 10, Very good, (1)
The price is ₹40,398
₹48,477 total
includes taxes & fees
17 Dec - 18 Dec
7 Waves
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
"Nice spaceous room, accepts pets, really good buffet breakfast, helpfull staff, lovely hotel"
Alan 1-night trip
Posted 2 days ago
Ashford International Hotel & Spa

Find out more about Winchelsea

Holiday Rentals in 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:

  • View our selection of featured holiday rentals in Winchelsea
  • Use the map to find apartments and other holiday homes in the Winchelsea neighbourhood you prefer
  • 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 6 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.