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

Winchelsea Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Winchelsea vacation rentals

Cottage | Interior

Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is AED 1,653
AED 1,983 total
includes taxes & fees
3 Jul - 4 Jul
Sparrows Den Lodge
Flat-screen TV

Grogu's Rest - 2 bedrooms with decking sleeps 6

Grogu's Rest - 2 bedrooms with decking sleeps 6
Winchelsea Beach
8.8 out of 10, Excellent, (8 reviews)
"great stay again"
United Kingdom
lindsay r.
The price is AED 407
AED 1,125 total
includes taxes & fees
30 Jun - 1 Jul
Grogu's Rest - 2 bedrooms with decking sleeps 6
Exterior

White Haven - with 2 double rooms

White Haven - with 2 double rooms
Winchelsea Beach
2.0 out of 10, (1 review)
"Check in was easy and location was good, thise are the only positives. The property is extremely dated and dirty. The furnishings in communal areas were torn, threadbare, stained, dirty and smelly. The carpets were dirty, covered in dog and human hair. There was mould above the shower and dirt and mould under the sink. The areas around the toilets were soiled with rusted old urine splashes. There was mould on one of the bedroom walls.The kitchen cupboard fascias were peeling and the handles all...
United Kingdom
Emma V.
The price is AED 349
AED 1,067 total
includes taxes & fees
30 Jun - 1 Jul
White Haven - with 2 double rooms
Cottage | Exterior

Salthaven Shepherds Hut

Salthaven Shepherds Hut
2.0 star property
Pevensey
10.0 out of 10, Exceptional, (1 review)
"Beautiful and homely hut! Has everything you need for a relaxing get away. The garden is much larger than I thought as well as being enclosed for dogs! The hosts were really lovely, great communication and welcoming."
United Kingdom
Nicola
The price is AED 1,220
AED 1,464 total
includes taxes & fees
10 Jul - 11 Jul
Salthaven Shepherds Hut
House | Living area | TV

Suspire House -sleeps6-garden-bbq-coastal Retreat

Suspire House -sleeps6-garden-bbq-coastal Retreat
3.0 star property
New Romney
The price is AED 626
AED 985 total
includes taxes & fees
1 Jul - 2 Jul
Suspire House -sleeps6-garden-bbq-coastal Retreat
The Hide Out | Living room

Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (43 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 701
AED 701 total
includes taxes & fees
30 Jun - 1 Jul
Extraordinary Huts
Private kitchen

Bright Home in Sunny Eastbourne

Bright Home in Sunny Eastbourne
Eastbourne
The price is AED 970
AED 1,110 total
includes taxes & fees
30 Jun - 1 Jul
Bright Home in Sunny Eastbourne
1 bedroom, iron/ironing board, free WiFi, bed sheets

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, (11 reviews)
"Fabulous host. Private cabin, lovely log burner, absolutely magnificent bed ! Shower was great, everything you could need, like milk in the fridge, great coffee etc. lovely view in the morning of the horses, donkey and pony in the fields. Look forward to staying there again !"
United Kingdom
Mark
The price is AED 393
AED 519 total
includes taxes & fees
5 Jul - 6 Jul
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
Miscellaneous

Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (54 reviews)
"Excellent little studio , has everything you need. Great location."
United Kingdom
Tim
The price is AED 360
AED 432 total
includes taxes & fees
30 Jun - 1 Jul
Bexlet
Exterior detail

Ashland - 2 bedrooms with decking sleeps 4

Ashland - 2 bedrooms with decking sleeps 4
Hastings
The price is AED 465
AED 1,183 total
includes taxes & fees
30 Jun - 1 Jul
Ashland - 2 bedrooms with decking sleeps 4
Exterior

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 absolutely adored our stay with you! Everything was immaculate and everything was thought of. Thank you and we can't wait to return again!"
United States
Anonymous traveler
The price is AED 985
AED 985 total
includes taxes & fees
30 Jun - 1 Jul
Rumwold by Bloom Stays - a rural shepherds hut sleeping 2 with amazing views!
Property grounds

2 Seaview Cottages, Normans Bay

2 Seaview Cottages, Normans Bay
Pevensey
The price is AED 1,919
AED 1,919 total
includes taxes & fees
11 Jul - 12 Jul
2 Seaview Cottages, Normans Bay
Interior

The Seven Sands

The Seven Sands
3.0 star property
Romney Marsh
The price is AED 2,151
AED 2,581 total
includes taxes & fees
6 Jul - 7 Jul
The Seven Sands
Exterior

1 bedroom accommodation in Herstmonceux, near Hailsham

1 bedroom accommodation in Herstmonceux, near Hailsham
Herstmonceux, near Hailsham
9.0 out of 10, Wonderful, (4 reviews)
"A really lovely, tranquil spot for a break."
United States
Rhiannon L
The price is AED 1,731
AED 1,731 total
includes taxes & fees
3 Jul - 4 Jul
1 bedroom accommodation in Herstmonceux, near Hailsham
Cabin | 1 bedroom, iron/ironing board, free WiFi, bed sheets

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 298
AED 358 total
includes taxes & fees
21 Jul - 22 Jul
Pet Friendly Private Cabin Town Eurotunnel Beach
Children's area

Lilyrose Cottage, Stone Cross

Lilyrose Cottage, Stone Cross
Pevensey
The price is AED 2,250
AED 2,250 total
includes taxes & fees
7 Jul - 8 Jul
Lilyrose Cottage, Stone Cross
Interior

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 1,022
AED 1,022 total
includes taxes & fees
1 Jul - 2 Jul
Goldings - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
Economy Cabin, Garden View

Chestnut Meadow Camping

Chestnut Meadow Camping
1.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (2 reviews)
"Really nice stay in lovely cabin."
United Kingdom
Mary
The price is AED 303
AED 364 total
includes taxes & fees
30 Jun - 1 Jul
Chestnut Meadow Camping
1 bedroom, free WiFi, bed sheets

1 bedroom accommodation in Herstmonceux, Hailsham

1 bedroom accommodation in Herstmonceux, Hailsham
Herstmonceux, Hailsham
10.0 out of 10, Exceptional, (5 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 AED 1,459
AED 1,459 total
includes taxes & fees
7 Jul - 8 Jul
1 bedroom accommodation in Herstmonceux, Hailsham
Exterior

White Hart Stables, Catsfield

White Hart Stables, Catsfield
Battle
10.0 out of 10, Exceptional, (1 review)
"The stables was in an ideal location for exploring East Sussex and Kent with lots of nearby attractions. The White Hart inn next door is a family owned village pub with lots of character, good beer and food. The accommodation was ideal for a couple. The open kitchen /longe was very well equipped with the added bonus of French windows onto a small patio area with outside seating. Very difficult to find any faults as is highly recommended we would certainly stay here again."
United States
Keith F.
The price is AED 1,868
AED 1,868 total
includes taxes & fees
10 Jul - 11 Jul
White Hart Stables, Catsfield
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 Burlington Hotel

The Burlington Hotel

8/10 Good
"Very old property with character but in need of care and attention. Kept as clean as possible within the scope of its age. Staff friendly enough. Fabulous location with excellent views of the sea and pier. With rear entrance from the carpark. All good"
Carol 3-night trip
Posted 3 hours ago
The Burlington Hotel

Frequently asked questions

Can I find vacation rentals in Winchelsea?

Yes, we have vacation rentals near well known local attractions in Winchelsea, or you can select a more secluded option if you're looking for relaxation. Our travelers say Winchelsea has a good selection of restaurants. Make sure you have time to check out the breweries and gardens during your trip.

What's the top vacation rental that Winchelsea has to offer?

Six bedroom house with hot tub and sauna: This vacation home rental near Winchelsea offers a patio, a garden, and laundry facilities to help you feel perfectly comfortable in your new surroundings. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in Winchelsea?

With 13 Expedia vacation rentals, you're sure 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 vacation rental in Winchelsea like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Winchelsea. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.