Winchelsea Vacation Rentals

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Check prices for these dates

Tonight
11 Jan - 12 Jan
Tomorrow
12 Jan - 13 Jan
Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan

Our top choices for Winchelsea holiday rentals

Interior
Sparrows Den Lodge

Holiday Home in Winchelsea

Sparrows Den Lodge
3.5 star property
The price is RM1,754
RM2,105 total
includes taxes & fees
16 Jan - 17 Jan
Sparrows Den Lodge
Living area
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 reviews)
"The staff are so friendly and helpfull and we all enjoyed out stay."
United Kingdom
georgina
The price is RM692
RM830 total
includes taxes & fees
12 Jan - 13 Jan
Pinewood Camping Pods - At Port Lympne Reserve
Miscellaneous
Bexlet

Apartment in Bexhill-on-Sea

Bexlet
2.0 star property
8.6 out of 10, Excellent, (50 reviews)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is RM359
RM431 total
includes taxes & fees
18 Jan - 19 Jan
Bexlet
Free WiFi
Osborne Apartments

Aparthotel in Eastbourne

Osborne Apartments
2.5 star property
9.0 out of 10, Wonderful, (95 reviews)
"Great stay"
United Kingdom
George
Osborne Apartments
Garden
Calm Private Annex Ideal to Work, Rest & Explore

Apartment in Ashford

Calm Private Annex Ideal to Work, Rest & Explore
2.0 star property
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 RM546
RM656 total
includes taxes & fees
9 Feb - 10 Feb
Calm Private Annex Ideal to Work, Rest & Explore
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 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 RM336
RM403 total
includes taxes & fees
12 Jan - 13 Jan
Pet Friendly Private Cabin Town Eurotunnel Beach
Children’s area
Lilyrose Cottage

Cottage in Pevensey

Lilyrose Cottage
3.0 star property
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 RM2,014
RM2,417 total
includes taxes & fees
23 Jan - 24 Jan
Lilyrose Cottage
Exterior
Family Caravan Rental 2 bed Caravan

Holiday Home in Hastings

Family Caravan Rental 2 bed Caravan
2.0 star property
The price is RM320
RM629 total
includes taxes & fees
12 Jan - 13 Jan
Family Caravan Rental 2 bed Caravan
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 review)
The price is RM600
RM720 total
includes taxes & fees
1 Feb - 2 Feb
1-bedroom Apartment Sleeps 4, Parking
Living area
Gun Hill Cottage

Cottage in Heathfield

Gun Hill Cottage
3.5 star property
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 RM3,342
RM4,010 total
includes taxes & fees
15 Jan - 16 Jan
Gun Hill Cottage
Sports court
Big2vacation Exclusive Camber Sands Holiday Park

Chalet in Rye

Big2vacation Exclusive Camber Sands Holiday Park
3.0 star property
Big2vacation Exclusive Camber Sands Holiday Park
Exterior
Hakuna Matata

Cottage in Rye

Hakuna Matata
2.0 star property
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 RM1,852
RM2,222 total
includes taxes & fees
5 Feb - 6 Feb
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 RM576
RM691 total
includes taxes & fees
13 Jan - 14 Jan
Idyllic Studio in Tenterden
3 bedrooms, individually decorated, individually furnished, free WiFi
Cosy Cottage

Cottage in Bexhill-on-Sea

Cosy Cottage
4.0 star property
The price is RM2,302
RM2,762 total
includes taxes & fees
16 Jan - 17 Jan
Cosy Cottage
Living area
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 RM775
RM1,192 total
includes taxes & fees
18 Jan - 19 Jan
Suspire House -sleeps6-garden-bbq-coastal Retreat
Dining
Hub House

Cottage in Hastings

Hub House
3.0 star property
The price is RM1,750
RM2,100 total
includes taxes & fees
14 Jan - 15 Jan
Hub House
Interior
Amelia Cottage

Cottage in Battle

Amelia Cottage
3.5 star property
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 RM1,810
RM2,172 total
includes taxes & fees
25 Jan - 26 Jan
Amelia Cottage
Interior
Star Cottage

Cottage in Eastbourne

Star Cottage
3.0 star property
The price is RM1,880
RM2,256 total
includes taxes & fees
19 Jan - 20 Jan
Star Cottage
Dining
Sylvian

Cottage in Bexhill-on-Sea

Sylvian
3.5 star property
6.0 out of 10, (1 review)
"Great location for proximity to Town, super parking. "
United Kingdom
David
Sylvian
Interior
Rye House

Cottage in Rye

Rye House
2.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is RM2,283
RM2,740 total
includes taxes & fees
14 Jan - 15 Jan
Rye House
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

Best Western York House Hotel

Best Western York House Hotel

10/10 Excellent
"Good staff and hotel. No hot water throughout the stay which was not great. "
S 2-night trip
Posted 3 days ago
Best Western York House Hotel

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:

  • 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.

What are some of the best holiday rentals that Winchelsea has to offer?

Matchbox: This highly rated holiday home rental in Winchelsea has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.