Photo by John Scale

Search Cottages in Winchelsea

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Featured Cottages in Winchelsea and around

1 bedroom accommodation in Winchelsea Beach, near Rye
Fishing

1 bedroom accommodation in Winchelsea Beach, near Rye

9.8 out of 10, Exceptional, (9)
"The Annex was lovely and clean with everything that was needed in the kitchen. We were close to shops and the beach, with the option to travel in to near by towns which weren’t too far away. Great location for our dog too as she had the freedom of the garden. Lovely place to stay and would stay here again 😊"
The price is €346
includes taxes & fees
6 Nov - 7 Nov
1 bedroom accommodation in Winchelsea Beach, near Rye
3 Elm Court
Exterior

3 Elm Court

3.0 star property
The price is €421
includes taxes & fees
12 Oct - 13 Oct
3 Elm Court
The Boathouse
Exterior

The Boathouse

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is €467
includes taxes & fees
17 Oct - 18 Oct
The Boathouse
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
Exterior

The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom

10.0 out of 10, Exceptional, (3)
"We had a delightful stay in the Garden Room. So peaceful and spacious. The bi-folding doors to the garden were a perfect touch - along with the comfortable bed and great coffee machine. Highly recommend!"
The price is €166
includes taxes & fees
12 Oct - 13 Oct
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
Gun Hill Cottage
Cottage | Interior

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"
The price is €808
includes taxes & fees
21 Oct - 22 Oct
Gun Hill Cottage
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Bar (on property)

Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

10.0 out of 10, Exceptional, (1)
"We had a great time here for my boyfriends birthday. The hot tub is lovely and the surrounding area beautiful with lots of amenities. Feels very private even though you're next to 3 other huts. I'd really recommend it and will be coming back to stay"
The price is €235
includes taxes & fees
12 Oct - 13 Oct
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Lilyrose Cottage
Exterior

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"
The price is €486
includes taxes & fees
22 Oct - 23 Oct
Lilyrose Cottage
7 Waves
Cottage | Interior

7 Waves

3.5 star property
8.0 out of 10, Very good, (1)
The price is €457
includes taxes & fees
22 Oct - 23 Oct
7 Waves
Hub House
Cottage | Exterior

Hub House

3.0 star property
The price is €424
includes taxes & fees
23 Oct - 24 Oct
Hub House
Zanzibar Beach House
Interior

Zanzibar Beach House

3.0 star property
Zanzibar Beach House
3 bedroom accommodation in Smarden, near Ashford
Exterior

3 bedroom accommodation in Smarden, near Ashford

10.0 out of 10, Exceptional, (1)
"A wonderful 4 nights spent at Romden farm, couldnt have been bette. It was great, just to open the back door and walk for miles with the dogs, come back chill out and relax in the hot tub in the evenings. At the big pond we enjoyed feeding the fish and watching the barn owl hunt at dusk. The barn was clean, comfortable and the perfect place to get away from everything. The owners made us feel so welcome we will definitley be back in the future."
3 bedroom accommodation in Smarden, near Ashford
Albies End
Fridge, dishwasher, electric kettle, toaster

Albies End

3.5 star property
The price is €424
includes taxes & fees
1 Nov - 2 Nov
Albies End
Sylvian
Cottage | Interior

Sylvian

3.5 star property
6.0 out of 10, (1)
"Great location for proximity to Town, super parking. "
The price is €341
includes taxes & fees
13 Oct - 14 Oct
Sylvian
Amelia Cottage
Exterior

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."
The price is €438
includes taxes & fees
12 Oct - 13 Oct
Amelia Cottage
Standard Hill Cottage
Cottage | Interior

Standard Hill Cottage

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very quiet and peaceful. Garden well maintained."
The price is €362
includes taxes & fees
2 Nov - 3 Nov
Standard Hill Cottage
Stables Cottage
Cottage | Interior

Stables Cottage

3.5 star property
The price is €444
includes taxes & fees
18 Oct - 19 Oct
Stables Cottage
Cosy Cottage
Exterior

Cosy Cottage

4.0 star property
Cosy Cottage
1 bedroom accommodation in Pevensey Bay, near Eastbourne
Fishing

1 bedroom accommodation in Pevensey Bay, near Eastbourne

10.0 out of 10, Exceptional, (13)
"We. Had a lovely holiday right near the beach had some lovely walks. The accommodation was very nice and clean. The owner was excellent and very accommodating if we needed anything."
1 bedroom accommodation in Pevensey Bay, near Eastbourne
New House Farm
Property grounds

New House Farm

3.0 star property
The price is €1,282
includes taxes & fees
22 Oct - 23 Oct
New House Farm
Old Post Office
Cottage | Interior

Old Post Office

3.5 star property
The price is €448
includes taxes & fees
1 Nov - 2 Nov
Old Post Office
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

Holiday Inn Ashford North A20 by IHG

Holiday Inn Ashford North A20 by IHG

10/10 Excellent
"Perfect place for a stay-over on our way to the channel tunnel. Clean rooms, friendly staff, good food in restaurant."
Jan 1-night trip
Posted 2 days ago
Holiday Inn Ashford North A20 by IHG

Find out more about Winchelsea

Find out more about Winchelsea

Winchelsea Cottages information

Number of reviews
5
Accommodation
527 Cottages
Lowest Price
€166
Highest Price
€1,282

Frequently asked questions

Why book your cottage in Winchelsea with Expedia?
Reserving a cottage in Winchelsea is as simple as entering your travel dates and picking your ideal place for a holiday in nature. From ritzy retreats to low-cost stays and cottages that offer perks like free WiFi, Expedia has something for all styles. As for the best offers around? We have them too!
How can I find cheap cottages in Winchelsea?
Expedia is here to help you easily locate cheap cottages in Winchelsea. To book a terrific stay in just a few clicks, try out our convenient filter tool to refine your search results by star rating, budget and amenities.

Explore a world of travel with Expedia

Explore a world of travel with Expedia