St Thomas the Martyr Church at Winchelsea, East Sussex, UK

Winchelsea Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Winchelsea holiday rentals

Interior

Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is HK$3,567
HK$4,280 total
includes taxes & fees
24 Jun - 25 Jun
Sparrows Den Lodge
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 HK$753
HK$2,302 total
includes taxes & fees
14 Jun - 15 Jun
White Haven - with 2 double rooms
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 HK$879
HK$2,428 total
includes taxes & fees
13 Jun - 14 Jun
Grogu's Rest - 2 bedrooms with decking sleeps 6
Exterior

Oastbrook Glamping

Oastbrook Glamping
2.0 star property
Robertsbridge
10.0 out of 10, Exceptional, (1 review)
"Nick and America are wonderful hosts. The bed and pillows were so comfortable. We loved our stay there and cannot wait to go back."
United Kingdom
Sima
The price is HK$1,483
HK$1,779 total
includes taxes & fees
14 Jun - 15 Jun
Oastbrook Glamping
Exterior detail

Ashland - 2 bedrooms with decking sleeps 4

Ashland - 2 bedrooms with decking sleeps 4
Hastings
The price is HK$1,005
HK$2,553 total
includes taxes & fees
13 Jun - 14 Jun
Ashland - 2 bedrooms with decking sleeps 4
Room

Chestnut Meadow Camping

Chestnut Meadow Camping
1.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (1 review)
"Really nice stay in lovely cabin."
United Kingdom
Mary
The price is HK$654
HK$785 total
includes taxes & fees
12 Jun - 13 Jun
Chestnut Meadow Camping
Exterior

Salthaven Shepherds Hut

Salthaven Shepherds Hut
2.0 star property
Pevensey
The price is HK$2,634
HK$3,160 total
includes taxes & fees
10 Jul - 11 Jul
Salthaven Shepherds Hut
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 HK$1,593
HK$1,593 total
includes taxes & fees
15 Jun - 16 Jun
Extraordinary Huts
Shower

2 Seaview Cottages, Normans Bay

2 Seaview Cottages, Normans Bay
Pevensey
The price is HK$4,143
HK$4,143 total
includes taxes & fees
14 Jun - 15 Jun
2 Seaview Cottages, Normans Bay
Living area

Suspire House -sleeps6-garden-bbq-coastal Retreat

Suspire House -sleeps6-garden-bbq-coastal Retreat
3.0 star property
New Romney
The price is HK$1,486
HK$2,286 total
includes taxes & fees
14 Jun - 15 Jun
Suspire House -sleeps6-garden-bbq-coastal Retreat
Shower

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 HK$4,033
HK$4,033 total
includes taxes & fees
10 Jul - 11 Jul
White Hart Stables, Catsfield
Outdoor dining

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
9.4 out of 10, Exceptional, (14 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 traveller
The price is HK$2,127
HK$2,127 total
includes taxes & fees
15 Jun - 16 Jun
Challenger - a holiday let by Bloom Stays that sleeps 3 guests in 1 bedroom
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 HK$5,390
HK$5,390 total
includes taxes & fees
13 Jun - 14 Jun
2 bedroom accommodation in Hooe, Battle
Outdoor dining

Pump House, Hellingly

Pump House, Hellingly
Hailsham
The price is HK$8,615
HK$8,615 total
includes taxes & fees
11 Jul - 12 Jul
Pump House, Hellingly
Children’s area

Lilyrose Cottage, Stone Cross

Lilyrose Cottage, Stone Cross
Pevensey
The price is HK$4,857
HK$4,857 total
includes taxes & fees
3 Jul - 4 Jul
Lilyrose Cottage, Stone Cross
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 HK$848
HK$1,120 total
includes taxes & fees
22 Jun - 23 Jun
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest
Living area

1A Coastguard Cottages

1A Coastguard Cottages
3.0 star property
Rye
The price is HK$4,377
HK$5,252 total
includes taxes & fees
15 Jun - 16 Jun
1A Coastguard Cottages
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, (16 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 HK$8,930
HK$8,930 total
includes taxes & fees
14 Jun - 15 Jun
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
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 HK$776
HK$931 total
includes taxes & fees
15 Jun - 16 Jun
Bexlet
TV

2 bedroom accommodation in Lydd, Romney Marsh

2 bedroom accommodation in Lydd, Romney Marsh
Lydd, Romney Marsh
9.4 out of 10, Exceptional, (6 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 HK$3,548
HK$3,548 total
includes taxes & fees
14 Jun - 15 Jun
2 bedroom accommodation in Lydd, Romney Marsh
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

Hythe Imperial Hotel Spa & Golf

Hythe Imperial Hotel Spa & Golf

10/10 Excellent
"Stayed two nights. Excellent spa and gym. Staff very helpful . Breakfast was good quality fresh and hot. Fruit selection basic. Intending on a return visit and will stay 5 days"
fabian 2-night trip
Posted 2 hours ago
Hythe Imperial Hotel Spa & Golf

Find out more about Winchelsea

Search for holiday rentals in Winchelsea on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchelsea using one of the methods below:

  • View our selection of featured holiday rentals in Winchelsea
  • Use the map to find apartments and other holiday homes in the Winchelsea neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winchelsea while they last

Look no further and take a look at our great range of rental properties in Winchelsea!

Frequently asked questions

Can I find holiday rentals in Winchelsea?

Yes, there are holiday rentals close to the most popular sights in Winchelsea, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Winchelsea has a good selection of restaurants. Make sure you have time to check out the breweries and gardens during your trip.

What are some of the best holiday rentals that Winchelsea has to offer?

Six bedroom house with hot tub and sauna: This holiday home rental outside of 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 holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Winchelsea?

With 7 Expedia holiday rentals, you're guaranteed 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 holiday rental in Winchelsea like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchelsea. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.