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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Winchelsea cottages

Terrace/patio

1 bedroom accommodation in Winchelsea Beach, near Rye

1 bedroom accommodation in Winchelsea Beach, near Rye
Winchelsea Beach, near Rye
10.0 out of 10, Exceptional, (11 reviews)
"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 😊"
United States
Emma Martin-Smith
The price is £352
includes taxes & fees
13 Feb - 14 Feb
1 bedroom accommodation in Winchelsea Beach, near Rye
2 bedrooms, iron/ironing board, travel cot, WiFi

2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.

2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.
Mersham
10.0 out of 10, Exceptional, (3 reviews)
"WE had an excellent stay with our two young grandchildren. It was perfectly located as we had visited Chatham historic dockyard and spending the next day at Tenterden heritage railway. So much so the youngest wanted to stay an extra night! The description is spot on, Our host extremely helpful with local knowledge. Highly recommend "
United Kingdom
Malcolm T.
The price is £153
includes taxes & fees
9 Feb - 10 Feb
2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.
Cottage | Interior

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 £720
includes taxes & fees
11 Feb - 12 Feb
Gun Hill Cottage
Exterior

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

The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
Rye
10.0 out of 10, Exceptional, (3 reviews)
"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!"
United States
Anonymous traveller
The price is £210
includes taxes & fees
9 Feb - 10 Feb
The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom
Outdoor dining

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

Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Tenterden
10.0 out of 10, Exceptional, (1 review)
"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"
United States
Anonymous traveller
The price is £210
includes taxes & fees
9 Feb - 10 Feb
Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Exterior

3 bedroom accommodation in Smarden, near Ashford

3 bedroom accommodation in Smarden, near Ashford
Smarden, near Ashford
10.0 out of 10, Exceptional, (1 review)
"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."
United States
Louise
The price is £1,510
includes taxes & fees
18 Feb - 19 Feb
3 bedroom accommodation in Smarden, near Ashford
Outdoor dining

1 bedroom accommodation in Cowbeech, near Hailsham

1 bedroom accommodation in Cowbeech, near Hailsham
Cowbeech, near Hailsham
10.0 out of 10, Exceptional, (2 reviews)
"Cedar Lodge was exactly what we were looking for and we felt at home as soon as we arrived. The accommodation was clean, cosy and very well equipped and the hosts Caroline and Neil were very welcoming. The comments in the visitors book showed that many people have visited here several times and feel it’s the best holiday home they have stayed in. The location is very quiet and the view from the deck is beautiful. I wouldn’t hesitate to stay here again if we are visiting the area."
United States
Carolyn Armstrong
The price is £153
includes taxes & fees
1 Mar - 2 Mar
1 bedroom accommodation in Cowbeech, near Hailsham
Outdoor dining

2 bedroom accommodation in Cowbeech, near Hailsham

2 bedroom accommodation in Cowbeech, near Hailsham
Cowbeech, near Hailsham
9.2 out of 10, Wonderful, (7 reviews)
"We had a great stay at woodpeckers, it was so quiet sitting in the enclosed garden watching the Alpacas was very relaxing, we recommend to all."
United States
MARTIN LODGE
The price is £247
includes taxes & fees
5 Mar - 6 Mar
2 bedroom accommodation in Cowbeech, near Hailsham
Exterior

Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms

Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
Benenden
9.6 out of 10, Exceptional, (15 reviews)
"A wonderful place for a holiday Nice location. Good opportunity for excursions to Hastings, Tenterden, Bodiam. Stop off at The Bull or the Milkhouse in Sissinghurst."
United States
Hartmut K.
The price is £730
includes taxes & fees
10 Feb - 11 Feb
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
WiFi

Stone's Throw - a holiday let that sleeps 2 guests in 1 bedroom

Stone's Throw - a holiday let that sleeps 2 guests in 1 bedroom
Hythe
The price is £104
includes taxes & fees
9 Feb - 10 Feb
Stone's Throw - a holiday let that sleeps 2 guests in 1 bedroom
Exterior

Maplehurst Barn Stables

Maplehurst Barn Stables
Staplehurst, near Maidstone
9.8 out of 10, Exceptional, (10 reviews)
"Lovely place to stay for a quite getaway at the end of a lane. Highly recommended"
United States
Adrian Woodrough
The price is £177
includes taxes & fees
5 Mar - 6 Mar
Maplehurst Barn Stables
Exterior

1 bedroom accommodation in Herstmonceux, Hailsham

1 bedroom accommodation in Herstmonceux, Hailsham
Herstmonceux, Hailsham
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful little hut perfect for a relaxing stay,very friendly and helpful owners and ground keepers.Lots to do in area and very close to the beach and shops."
United States
PERRY CAMPBELL
The price is £226
includes taxes & fees
2 Mar - 3 Mar
1 bedroom accommodation in Herstmonceux, Hailsham
Exterior

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 £434
includes taxes & fees
11 Feb - 12 Feb
Lilyrose Cottage
Exterior

2 bedroom accommodation in Lydd, Romney Marsh

2 bedroom accommodation in Lydd, Romney Marsh
Lydd, Romney Marsh
9.6 out of 10, Exceptional, (5 reviews)
"Great communication from the owner, prior and post our stay. Very comfortable, with everything that you need. Would definitely stay again."
United States
Stephen Docherty
The price is £268
includes taxes & fees
28 Feb - 1 Mar
2 bedroom accommodation in Lydd, Romney Marsh
Property grounds

2 bedroom accommodation in Rye

2 bedroom accommodation in Rye
Rye
9.6 out of 10, Exceptional, (5 reviews)
"Very comfortable accommodation and so central to shops and restaurants. Particularly loved the wood burning stove."
United States
Sheila Davies
The price is £268
includes taxes & fees
9 Feb - 10 Feb
2 bedroom accommodation in Rye
Terrace/patio

1 bedroom accommodation in Etchingham

1 bedroom accommodation in Etchingham
Etchingham
10.0 out of 10, Exceptional, (1 review)
"We loved the cottage. The garden was great for the dogs and the cottage was pretty. We were looking for somewhere remote and away from the rush and pressure of life and this was perfect. There are lots of lovely places to go or just relax in the garden or summerhouse. The bed was super comfortable and the bathroom really beautiful. It was easy to cook for meals in the cottage and there a shops a short drive away. The owners were lovely - really kind and going the extra mile."
United States
Sue Goldsmith
The price is £324
includes taxes & fees
10 Feb - 11 Feb
1 bedroom accommodation in Etchingham
Exterior

2 bedroom accommodation in Herstmonceux, near Hailsham

2 bedroom accommodation in Herstmonceux, near Hailsham
Herstmonceux, near Hailsham
10.0 out of 10, Exceptional, (28 reviews)
"One word describes our wonderful barn experience..Utopia! Excellent quiet location looking out over fields of sheep. Very attentive hosts there on site if you need them. Log burner was fab during the chilly November nights making for a very cosy experience...in fact so cosy we had to crack open a window on occasion. Kitchen so well equipped it was home from home as owners had thought of everything along with luxury bathrooms. It was spotless ...very tastefully decorated too. Thank you...we will...
United States
Annie & Mark
The price is £294
includes taxes & fees
9 Mar - 10 Mar
2 bedroom accommodation in Herstmonceux, near Hailsham
Exterior

2 bedroom accommodation in Hooe, Battle

2 bedroom accommodation in Hooe, Battle
Hooe, Battle
9.8 out of 10, Exceptional, (15 reviews)
"If you want to get away from it all & enjoy the peace of the Sussex countryside the Cart Lodge is perfect. Great little cottage, which is well equipped & in a good location to explore East Sussex. The sheep in the field are great fun, demanding their biscuits as you sit & enjoy the sun. Thanks Nina for a great week"
United Kingdom
Lois H.
The price is £324
includes taxes & fees
26 Feb - 27 Feb
2 bedroom accommodation in Hooe, Battle
Exterior

2 bedroom accommodation in Dungeness

2 bedroom accommodation in Dungeness
Dungeness
9.8 out of 10, Exceptional, (14 reviews)
"We first visited Helvetia in 2018, Little has changed, other than improvements to the Sun Room. It's a nice place to stay for a short break away from it all."
United States
John Nicholson
The price is £858
includes taxes & fees
21 Feb - 22 Feb
2 bedroom accommodation in Dungeness
Exterior

1 bedroom accommodation in Mersham, near Ashford

1 bedroom accommodation in Mersham, near Ashford
Mersham, near Ashford
The price is £246
includes taxes & fees
27 Feb - 28 Feb
1 bedroom accommodation in Mersham, near Ashford
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 Lookout Rye

The Lookout Rye

10/10 Excellent
"Great venue brilliant staff"
scott 1-night trip
Posted 4 days ago
The Lookout Rye

Find out more about Winchelsea

Winchelsea Cottages information

Number of reviews
18
Accommodation
525 Cottages
Lowest Price
£153
Highest Price
£1,510

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