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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Winchelsea holiday rentals

Cottage | Interior

Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
Sparrows Den Lodge
Luxury Cabin | Living area | TV

Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
Hythe
9.6 out of 10, Exceptional, (31 reviews)
"The staff are so friendly and helpfull and we all enjoyed out stay."
United Kingdom
georgina
The price is ₹16,013
₹19,215 total
includes taxes & fees
24 Feb - 25 Feb
Pinewood Camping Pods - At Port Lympne Reserve
Economy Cabin, Garden View

Chestnut Meadow Camping

Chestnut Meadow Camping
1.0 star property
Bexhill-on-Sea
The price is ₹8,816
₹10,579 total
includes taxes & fees
5 Feb - 6 Feb
Chestnut Meadow Camping
Miscellaneous

Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (50 reviews)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is ₹8,353
₹10,024 total
includes taxes & fees
19 Feb - 20 Feb
Bexlet
Deluxe Apartment | Free WiFi

Osborne Apartments

Osborne Apartments
2.5 star property
Eastbourne
9.0 out of 10, Wonderful, (96 reviews)
"Great stay"
United Kingdom
George
Osborne Apartments
House, 1 Bedroom, Garden View | Garden

Calm Private Annex Ideal to Work, Rest & Explore

Calm Private Annex Ideal to Work, Rest & Explore
2.0 star property
Ashford
10.0 out of 10, Exceptional, (1 review)
"One night stay to visit local family. Very welcoming, met on arrival. Coldest night of the year so far and it was warm, cosy & comfortable. Owners live next door, attached house, easy parking, easy to find. Will possibly be return during 2026, central location for all our needs."
United Kingdom
Steve
The price is ₹8,861
₹10,633 total
includes taxes & fees
9 Feb - 10 Feb
Calm Private Annex Ideal to Work, Rest & Explore
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 reviews)
"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 ₹7,808
₹9,370 total
includes taxes & fees
3 Feb - 4 Feb
Pet Friendly Private Cabin Town Eurotunnel Beach
Outdoor dining

White Hart Netherfield

White Hart Netherfield
2.0 star property
Battle
The price is ₹9,105
₹10,927 total
includes taxes & fees
25 Feb - 26 Feb
White Hart Netherfield
Cottage | Interior

Rye House

Rye House
2.0 star property
Rye
10.0 out of 10, Exceptional, (1 review)
The price is ₹52,021
₹62,425 total
includes taxes & fees
6 Feb - 7 Feb
Rye House
Exterior

Family Caravan Rental 2 bed Caravan

Family Caravan Rental 2 bed Caravan
2.0 star property
Hastings
The price is ₹7,605
₹14,843 total
includes taxes & fees
12 Feb - 13 Feb
Family Caravan Rental 2 bed Caravan
Apartment | Children’s area

1-bedroom Apartment Sleeps 4, Parking

1-bedroom Apartment Sleeps 4, Parking
3.0 star property
Hythe
10.0 out of 10, Exceptional, (1 review)
The price is ₹13,247
₹15,897 total
includes taxes & fees
3 Feb - 4 Feb
1-bedroom Apartment Sleeps 4, Parking
Cottage | Living area

Gun Hill Cottage

Gun Hill Cottage
3.5 star property
Heathfield
10.0 out of 10, Exceptional, (2 reviews)
"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 ₹76,128
₹91,354 total
includes taxes & fees
2 Feb - 3 Feb
Gun Hill Cottage
3 bedrooms, iron/ironing board, free WiFi, bed sheets

House - Sleeps 6 & Parking

House - Sleeps 6 & Parking
2.0 star property
Ashford
The price is ₹19,510
₹23,411 total
includes taxes & fees
2 Feb - 3 Feb
House - Sleeps 6 & Parking
Children’s area

Lilyrose Cottage

Lilyrose Cottage
3.0 star property
Pevensey
10.0 out of 10, Exceptional, (1 review)
"All very good. However too many disabled parking spaces meaning too few for others"
United Kingdom
Graeme
The price is ₹45,889
₹55,066 total
includes taxes & fees
3 Feb - 4 Feb
Lilyrose Cottage
Cabin | Sports court

Big2vacation Exclusive Camber Sands Holiday Park

Big2vacation Exclusive Camber Sands Holiday Park
3.0 star property
Rye
The price is ₹21,194
₹25,433 total
includes taxes & fees
31 Jan - 1 Feb
Big2vacation Exclusive Camber Sands Holiday Park
Cottage | Interior

Amelia Cottage

Amelia Cottage
3.5 star property
Battle
10.0 out of 10, Exceptional, (2 reviews)
"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 ₹42,822
₹51,386 total
includes taxes & fees
10 Feb - 11 Feb
Amelia Cottage
1 bedroom, free WiFi, bed sheets

Idyllic Studio in Tenterden

Idyllic Studio in Tenterden
3.0 star property
Tenterden
The price is ₹13,386
₹16,063 total
includes taxes & fees
3 Feb - 4 Feb
Idyllic Studio in Tenterden
House | Living area | TV

Suspire House -sleeps6-garden-bbq-coastal Retreat

Suspire House -sleeps6-garden-bbq-coastal Retreat
2.5 star property
New Romney
The price is ₹17,116
₹26,630 total
includes taxes & fees
11 Feb - 12 Feb
Suspire House -sleeps6-garden-bbq-coastal Retreat
Exterior

Hakuna Matata

Hakuna Matata
2.0 star property
Rye
8.8 out of 10, Excellent, (3 reviews)
"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 ₹42,188
₹50,625 total
includes taxes & fees
8 Feb - 9 Feb
Hakuna Matata
Cottage | Interior

16 The Boathouse

16 The Boathouse
3.0 star property
Rye
9.2 out of 10, Wonderful, (5 reviews)
"It was an amazing stay great acommidation and close to the little town ."
United Kingdom
Andrew
The price is ₹41,341
₹49,610 total
includes taxes & fees
2 Feb - 3 Feb
16 The Boathouse
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
"Yes the room was very clean The staff very helpful and polite The one and only thing which was unduly bad was the food "
Michael 2-night trip
Posted 4 days ago
The View Hotel

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 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.