Winchelsea Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
3 Jan - 4 Jan
Tomorrow
4 Jan - 5 Jan
Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan

Our top choices for Winchelsea holiday rentals

Exterior
Sparrows Den Lodge

Holiday Home in Winchelsea

Sparrows Den Lodge
3.5 star property
The price is S$667
includes taxes & fees
17 Jan - 18 Jan
Sparrows Den Lodge
Garden
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 S$263
includes taxes & fees
5 Jan - 6 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)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is S$137
includes taxes & fees
11 Jan - 12 Jan
Bexlet
Free WiFi
Osborne Apartments

Aparthotel in Eastbourne

Osborne Apartments
2.5 star property
9.0 out of 10, Wonderful, (94)
"Great stay"
United Kingdom
George
Osborne Apartments
Property grounds
Family Caravan Rental 2 bed Caravan

Holiday Home in Hastings

Family Caravan Rental 2 bed Caravan
2.0 star property
The price is S$198
includes taxes & fees
14 Jan - 15 Jan
Family Caravan Rental 2 bed Caravan
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 S$128
includes taxes & fees
18 Jan - 19 Jan
Pet Friendly Private Cabin Town Eurotunnel Beach
Interior
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 S$1,271
includes taxes & fees
11 Jan - 12 Jan
Gun Hill Cottage
Garden
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 S$181
includes taxes & fees
5 Jan - 6 Jan
Calm Private Annex Ideal to Work, Rest & Explore
Outdoor dining
Idyllic Studio in Tenterden

Apartment in Tenterden

Idyllic Studio in Tenterden
3.0 star property
The price is S$219
includes taxes & fees
15 Jan - 16 Jan
Idyllic Studio in Tenterden
Property grounds
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 S$766
includes taxes & fees
2 Feb - 3 Feb
Lilyrose Cottage
Interior
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 S$226
includes taxes & fees
1 Feb - 2 Feb
1-bedroom Apartment Sleeps 4, Parking
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 S$689
includes taxes & fees
6 Jan - 7 Jan
Amelia Cottage
Children’s area
Big2vacation Exclusive Camber Sands Holiday Park

Chalet in Rye

Big2vacation Exclusive Camber Sands Holiday Park
3.0 star property
The price is S$365
includes taxes & fees
31 Jan - 1 Feb
Big2vacation Exclusive Camber Sands Holiday Park
Dining
Hub House

Cottage in Hastings

Hub House
3.0 star property
The price is S$665
includes taxes & fees
17 Jan - 18 Jan
Hub House
Private kitchen
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 S$375
includes taxes & fees
14 Jan - 15 Jan
Suspire House -sleeps6-garden-bbq-coastal Retreat
Interior
Star Cottage

Cottage in Eastbourne

Star Cottage
3.0 star property
The price is S$715
includes taxes & fees
7 Jan - 8 Jan
Star Cottage
Interior
Cosy Cottage

Cottage in Bexhill-on-Sea

Cosy Cottage
4.0 star property
The price is S$876
includes taxes & fees
17 Jan - 18 Jan
Cosy Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
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 S$526
includes taxes & fees
9 Jan - 10 Jan
Sylvian
Interior
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 S$710
includes taxes & fees
15 Jan - 16 Jan
17 The Boathouse
Private kitchen
Rye House

Cottage in Rye

Rye House
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is S$868
includes taxes & fees
17 Jan - 18 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchelsea Hotel Reviews

The Lookout Rye

The Lookout Rye

10/10 Excellent
"Lovely cosy room booked very last minute. Staff are so welcoming. Really nice breakfast. "
Sharron 1-night trip
Posted 7 hours ago
The Lookout Rye

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.