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

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Winchelsea cabin rentals

A wooden cabin with a balcony, a door, and a window.

1. Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (45 reviews)
"A stunningly beautiful setting. Clean, tidy and, elegantly decorated and set out. Secure, peaceful and comfortable. We shall most definitely stay there again. Cannot recommend highly enough! ✨💫✨💫✨💫💚🌲💚💫✨💫✨"
United Kingdom
Diana
The price is AED 725
AED 725 total
includes taxes & fees
27 Oct - 28 Oct
Extraordinary Huts
A small, rustic cabin with a wooden exterior, a glass door, and a rope barrier in front.

2. Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
East Sussex
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful property and absolutely lovely host."
United States
Alyson B.
The price is AED 566
AED 703 total
includes taxes & fees
26 Oct - 27 Oct
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
A compact kitchen with a stove, oven, sink, and wooden countertops.

3. Caravan with decking&patio-8/10 berth-pet friendly

Caravan with decking&patio-8/10 berth-pet friendly
Camber Sands
The price is AED 548
AED 794 total
includes taxes & fees
25 Oct - 26 Oct
Caravan with decking&patio-8/10 berth-pet friendly
A compact kitchen with a stove, oven, sink, and wooden countertops.

4. Caravan With Decking&patio-8/10 Berth-pet Friendly

Caravan With Decking&patio-8/10 Berth-pet Friendly
3.0 star property
Rye
5.4 out of 10, (3 reviews)
"I was disappointed with this stay. For the amount of money it cost, the caravan was not clean, was overcrowded and needs a lot of smarting up. You had to pay extra to have bedding which I think is unreasonable, particularly how much it cost per night anyway. Communication with the host was fine but not great. Unfortunately I won’t be recommending or returning to this property. "
United Kingdom
Kerry
The price is AED 497
AED 743 total
includes taxes & fees
5 Nov - 6 Nov
Caravan With Decking&patio-8/10 Berth-pet Friendly
A grassy area with a small building, surrounded by dense trees and a clear sky.

5. Damson Hut at The Secret Garden

Damson Hut at The Secret Garden
Biddenden
The price is AED 399
AED 473 total
includes taxes & fees
28 Oct - 29 Oct
Damson Hut at The Secret Garden
A small wooden cabin with a porch, a bench, and string lights, surrounded by trees under a starry sky.

6. The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
The price is AED 333
AED 505 total
includes taxes & fees
26 Oct - 27 Oct
The Field View 2 by Tiny Away
A small, dark-colored cabin with a solar panel roof, situated in a grassy area with trees in the background.

7. Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Tenterden
9.2 out of 10, Wonderful, (11 reviews)
"What a beautiful stay , peaceful , everything you could need for a well needed escape . Staff excellent , surroundings wonderful , bar / restaurant fantastic . Can’t wait to go back ."
United States
Anonymous traveler
The price is AED 998
AED 998 total
includes taxes & fees
2 Nov - 3 Nov
Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
A building with a brick facade, large metal silos, and a green forklift.

8. The Hop Farm - a complex by Bloom Stays that sleeps 10 guests in 4 bedrooms and 2 sofa beds

The Hop Farm - a complex by Bloom Stays that sleeps 10 guests in 4 bedrooms and 2 sofa beds
Tenterden, Kent
The price is AED 5,463
AED 5,463 total
includes taxes & fees
2 Nov - 3 Nov
The Hop Farm - a complex by Bloom Stays that sleeps 10 guests in 4 bedrooms and 2 sofa beds
A modern building with an open entrance, a wooden facade, and a paved patio area.

9. The Nest @The Outside Inn

The Nest @The Outside Inn
Mountfield
The price is AED 734
AED 734 total
includes taxes & fees
17 Nov - 18 Nov
The Nest @The Outside Inn
A building with a brick facade, large metal silos, and a green forklift.

10. Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
Tenterden
9.8 out of 10, Exceptional, (7 reviews)
"Found this place fairly last minute and couldn’t believe what a little gem it was. Gorgeous surroundings, an oasis of calm. We had a lovely stay."
United States
Anonymous traveler
The price is AED 998
AED 998 total
includes taxes & fees
27 Oct - 28 Oct
Cascade - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom
A rustic cabin with a wooden deck, a dining table, and a chair outside.

11. The Lookerer by Bloom Stays - a rural shepherds hut with amazing views!

The Lookerer by Bloom Stays - a rural shepherds hut with amazing views!
Ashford
10.0 out of 10, Exceptional, (51 reviews)
"The host was amazing. The hut was gorgeous and all little details were thought of which was so nice!"
United States
Anonymous traveler
The price is AED 980
AED 1,118 total
includes taxes & fees
26 Oct - 27 Oct
The Lookerer by Bloom Stays - a rural shepherds hut with amazing views!
A hot tub with a wooden deck and a table with chairs in the background.

12. The Cabin @The Outside Inn

The Cabin @The Outside Inn
Mountfield
The price is AED 847
AED 847 total
includes taxes & fees
3 Nov - 4 Nov
The Cabin @The Outside Inn
A small, single-story structure with a porch and a hot tub, surrounded by greenery.

13. Meadow Sweet - a holiday let that sleeps 2 guests in 1 bedroom

Meadow Sweet - a holiday let that sleeps 2 guests in 1 bedroom
Burwash
10.0 out of 10, Exceptional, (1 review)
"Perfect place for the perfect getaway! We absolutely loved the cabin and enjoyed every minute of our stay. It was equipped with absolutely everything we needed, and the owner was the sweetest. We can’t wait to be back!"
United States
Anonymous traveler
The price is AED 959
AED 959 total
includes taxes & fees
2 Nov - 3 Nov
Meadow Sweet - a holiday let that sleeps 2 guests in 1 bedroom
A wooden cabin room with a bed, a TV mounted on the wall, and a door leading outside.

14. Pet Friendly Private Cabin Town Eurotunnel Beach

Pet Friendly Private Cabin Town Eurotunnel Beach
3.0 star property
Hythe
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 AED 305
AED 366 total
includes taxes & fees
26 Oct - 27 Oct
Pet Friendly Private Cabin Town Eurotunnel Beach
A brewery with large metal tanks, a brick building, and a modern structure with vines growing on it.

15. Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom

Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Tenterden
9.6 out of 10, Exceptional, (14 reviews)
"This was our first of hopefully many visits and we loved the whole vibe x The bed was so comfortable and we had a wonderful time x"
United States
Anonymous traveler
The price is AED 998
AED 998 total
includes taxes & fees
27 Oct - 28 Oct
Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
A small cabin with an open door, a deck, and a person sitting on a chair outside.

16. The Field View 1 by Tiny Away

The Field View 1 by Tiny Away
Egerton
The price is AED 333
AED 505 total
includes taxes & fees
27 Oct - 28 Oct
The Field View 1 by Tiny Away
A building with a large open area, several cylindrical tanks, and a forklift.

17. Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom

Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Tenterden
9.2 out of 10, Wonderful, (5 reviews)
"Has everything you need. Very clean and comfortable. Only problem was the light coming in early in the morning, may want to take a sleep mask with you if you’re a light sleeper. Other thank that could not fault it."
United States
Rebecca J.
The price is AED 1,095
AED 1,095 total
includes taxes & fees
27 Oct - 28 Oct
Pilgrim - a holiday let that sleeps 2 guests in 1 bedroom
Exterior

18. The Romney - a Shepherds Hut by Bloom Stays that sleeps 4 guests in 1 bedroom

The Romney - a Shepherds Hut by Bloom Stays that sleeps 4 guests in 1 bedroom
Ashford
10.0 out of 10, Exceptional, (35 reviews)
"Despite the heatwave, we had a very comfortable stay. Cosy double bed and our daughter loved the bunk bed. Handy little kitchenette, and it's easy to have barbecues. Our daughter loved looking after the baby lambs. Kristina kindly let her feed milk to them several times during our stay."
United States
Anonymous traveler
The price is AED 998
AED 998 total
includes taxes & fees
1 Nov - 2 Nov
The Romney - a Shepherds Hut by Bloom Stays that sleeps 4 guests in 1 bedroom
A rustic cabin with a wooden deck, a dining table, and a chair outside.

19. Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!

Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!
Ashford
9.8 out of 10, Exceptional, (45 reviews)
"We had the best stay for my wife's birthday. Lovely surroundings, peace and quiet. The Rumwold hut was beautifully presented and well kitted out with everything you'd need. Helping to feed the lambs was just wonderful. Will certainly look to go and stay again."
United States
Anonymous traveler
The price is AED 998
AED 998 total
includes taxes & fees
26 Oct - 27 Oct
Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!
A small, single-story structure with a green exterior and white trim, featuring a front door open to a small interior space with a table and chairs.

20. Romney Marsh Huts by Bloom Stays - beautiful shepherds hut that sleeps 4 guests in 2 bedrooms

Romney Marsh Huts by Bloom Stays - beautiful shepherds hut that sleeps 4 guests in 2 bedrooms
Ashford
9.8 out of 10, Exceptional, (6 reviews)
"This was a really nice and peaceful getaway. we arrived at 4 pm as we went out before arriving it was really easy to find and there where so many little touches that made it feel special. thank you for a fantastic mini break (already recomended to a few friends)"
United States
Anonymous traveler
The price is AED 2,046
AED 2,046 total
includes taxes & fees
26 Oct - 27 Oct
Romney Marsh Huts by Bloom Stays - beautiful shepherds hut that sleeps 4 guests in 2 bedrooms
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

8/10 Good
"Overall cleanliness was good but the room we had needed some maintenance doing in the bathroom, shower was rubbish with no pressure and you couldn’t fully turn it off. Staff were very nice and the breakfast was good."
Philip 3-night trip
Posted 8 hours ago
The Lookout Rye

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