Winchelsea Cottages

A historic church with a stone pathway leading to its entrance, surrounded by a cemetery with numerous headstones.

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Our top choices for Winchelsea cottages

A brick house with a small patio, a white door, and a wooden fence.

1. 1 bedroom accommodation in Winchelsea Beach, near Rye

Winchelsea Beach, near Rye

Emma Martin-Smith

includes taxes & fees

6 Nov - 7 Nov

A cozy living room with a fireplace, a television, and a collection of books and DVDs on a table.

2. An unusual two-storey apartment with beams and an open fire.

Rye

Robert E.

includes taxes & fees

12 Nov - 13 Nov

A white brick building with a black door, multiple windows, and a visible sign on the right side.

3. 3 Cinque Ports Street

Rye

includes taxes & fees

30 Oct - 31 Oct

A wooden staircase leading to a backyard with a garden, a small shed, and a house with a sloped roof.

4. 2 bedroom accommodation in Rye

Rye

Sheila Davies

includes taxes & fees

8 Nov - 9 Nov

A modern house with a dark exterior, a sloped roof, and a well-maintained garden.

5. The Grain Store - a holiday let that sleeps 2 guests in 1 bedroom

Rye

"Beautiful accommodation, with lovely vaulted ceiling making it bright and airy High quality finishes all round Kitchen has everything you need and a bottle of milk waiting in the fridge was a lovely touch Tea bags, coffee pods, crisps and biscuits also provided Bed was comfortable and high quality bedding Lovely big fluffy towels and M&S toiletries provided. It was so quiet at night meaning a great night sleep A lovely stay and would recommend a trip to Caster sands and Rye center"

Lynn B.

includes taxes & fees

27 Oct - 28 Oct

A dining area with a table set for a meal, surrounded by bookshelves and a television.

6. 4 bedroom accommodation in Pett

Pett

Sarah Gunner

includes taxes & fees

31 Oct - 1 Nov

A cozy cottage with a sloped roof, a small porch, and a well-maintained garden.

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

Rye

Anonymous traveller

includes taxes & fees

27 Oct - 28 Oct

A wooden deck with a wooden chair and table, a blanket, and breakfast items.

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

Tenterden

Harry I.

includes taxes & fees

29 Oct - 30 Oct

A two-story brick house with a white exterior, a visible chimney, and a small garden area with a potted plant.

9. 2 bedroom accommodation in Lydd, Romney Marsh

Lydd, Romney Marsh

Stephen Docherty

includes taxes & fees

8 Nov - 9 Nov

A garden leading to a house with a white door, surrounded by tall grass and various plants.

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

Benenden

Hartmut K.

includes taxes & fees

2 Nov - 3 Nov

A wooden house with a dark roof, a chimney, and a small front porch with steps.

11. B’s lodge at Church Elms Farm. Tennis court, games room, sleeps 4. Pet friendly

Woodchurch

includes taxes & fees

31 Oct - 1 Nov

A house with a surfboard leaning against the wall, a small patio with a table and chairs, and a garden with plants.

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

Hythe

Anonymous traveller

includes taxes & fees

1 Nov - 2 Nov

A table with a coffee maker and two mugs, overlooking a body of water with a glass railing.

13. 17 The Boathouse

Rye

Tony

includes taxes & fees

6 Nov - 7 Nov

A small, single-story wooden cabin with a deck, surrounded by green grass and trees.

14. 1 bedroom accommodation in Herstmonceux, Hailsham

Herstmonceux, Hailsham

PERRY CAMPBELL

includes taxes & fees

2 Nov - 3 Nov

A house with a glass door entrance, a small patio, and a garden with flowers.

15. 2 bedroom accommodation in Dungeness

Dungeness

John Nicholson

A property with a wooden exterior, a visible staircase, and a well-maintained lawn.

16. 1 bedroom accommodation in Herstmonceux, near Hailsham

Herstmonceux, near Hailsham

Rhiannon L

includes taxes & fees

9 Nov - 10 Nov

A small wooden cottage with a tiled roof, a gravel driveway, and a wooden fence.

17. 1 bedroom accommodation in Mersham, near Ashford

Mersham, near Ashford

Trevor Paveley

A small brick building with a dark wooden extension, large glass doors, and a patio area with outdoor furniture and potted plants.

18. 2 bedroom accommodation in Hooe, Battle

Hooe, Battle

Lois H.

includes taxes & fees

19 Nov - 20 Nov

A two-story wooden house with a front porch, a small garden, and a visible front door.

19. Henley Bridge Holiday Cottage

Ashburnham, near Battle

joy G.

includes taxes & fees

27 Oct - 28 Oct

A building with a sloped roof, wooden entrance, and large windows.

20. 3 bedroom accommodation in Smarden, near Ashford

Smarden, near Ashford

"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."

Louise

includes taxes & fees

12 Nov - 13 Nov

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Top Winchelsea Hotel Reviews

Cavendish Hotel

10/10 Excellent

"Good hotel"

Majestic Hotel Eastbourne by Belvilla

10/10 Excellent

"Great service from the reception staff. The rooms were very clean and surprisingly large. It was nice to have the sea view. The only downside for us was the lack of parking nearby. It was very hit and miss on getting a spot near the hotel and with a disabled traveller in our group we needed this. If you don't mind the parking issue then this is a great value for money place to stay."

Find out more about Winchelsea