Winchelsea Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Winchelsea holiday rentals

Interior

Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is S$698
includes taxes & fees
22 May - 23 May
Sparrows Den Lodge
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 S$290
includes taxes & fees
20 May - 21 May
Oastbrook Glamping
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 S$142
includes taxes & fees
20 May - 21 May
Chestnut Meadow Camping
Living area

Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
Hythe
9.6 out of 10, Exceptional, (34 reviews)
"The room was so cosy, clean and designed well. "
United Kingdom
Bindu
The price is S$329
includes taxes & fees
4 Jun - 5 Jun
Pinewood Camping Pods - At Port Lympne Reserve
Exterior

Hub House

Hub House
3.0 star property
Hastings
The price is S$656
includes taxes & fees
27 May - 28 May
Hub House
Living room

Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (42 reviews)
"Lovely stay at The Hut."
United Kingdom
Nicholas
The price is S$247
includes taxes & fees
1 Jun - 2 Jun
Extraordinary Huts
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 S$126
includes taxes & fees
31 May - 1 Jun
Pet Friendly Private Cabin Town Eurotunnel Beach
Beach

1066 Apart Hotel

1066 Apart Hotel
2.0 star property
Hastings
5.0 out of 10, (2 reviews)
"I don't know. I couldn't get in."
United Kingdom
Peter
The price is S$146
includes taxes & fees
20 May - 21 May
1066 Apart Hotel
Free WiFi

Osborne Apartments

Osborne Apartments
2.5 star property
Eastbourne
8.8 out of 10, Excellent, (102 reviews)
"Great service from reception staff with good location. Would have no hesitation in staying here again when in the locality. "
United Kingdom
Dave
The price is S$150
includes taxes & fees
20 May - 21 May
Osborne Apartments
Miscellaneous

Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.6 out of 10, Excellent, (52 reviews)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is S$135
includes taxes & fees
8 Jun - 9 Jun
Bexlet
Exterior

3 Elm Court

3 Elm Court
3.0 star property
Hythe
The price is S$654
includes taxes & fees
22 May - 23 May
3 Elm Court
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 S$349
includes taxes & fees
21 May - 22 May
Suspire House -sleeps6-garden-bbq-coastal Retreat
Interior

Stables Cottage

Stables Cottage
3.5 star property
Heathfield
The price is S$752
includes taxes & fees
24 May - 25 May
Stables Cottage
Children’s area

1-bedroom Apartment Sleeps 4, Parking

1-bedroom Apartment Sleeps 4, Parking
3.0 star property
Hythe
10.0 out of 10, Exceptional, (1 review)
The price is S$225
includes taxes & fees
31 May - 1 Jun
1-bedroom Apartment Sleeps 4, Parking
Interior

The Seven Sands

The Seven Sands
3.0 star property
Romney Marsh
The price is S$909
includes taxes & fees
27 May - 28 May
The Seven Sands
Sports court

Big2vacation Exclusive Camber Sands Holiday Park

Big2vacation Exclusive Camber Sands Holiday Park
3.0 star property
Rye
The price is S$288
includes taxes & fees
27 May - 28 May
Big2vacation Exclusive Camber Sands Holiday Park
Interior

Standard Hill Cottage

Standard Hill Cottage
2.0 star property
Battle
9.0 out of 10, Wonderful, (2 reviews)
"Very quiet and peaceful. Garden well maintained."
United Kingdom
Neil
The price is S$560
includes taxes & fees
6 Jun - 7 Jun
Standard Hill Cottage
Balcony

2-bed, Sleeps 4, Free Parking, Pets Allowed

2-bed, Sleeps 4, Free Parking, Pets Allowed
3.0 star property
Eastbourne City Centre
The price is S$402
includes taxes & fees
21 May - 22 May
2-bed, Sleeps 4, Free Parking, Pets Allowed
Exterior

3 Seaview Cottages

3 Seaview Cottages
2.0 star property
Pevensey
The price is S$630
includes taxes & fees
22 May - 23 May
3 Seaview Cottages
Fridge, microwave, oven, stovetop

Caravan - Sleeps 8 - Pets Ok - Parking - Patio

Caravan - Sleeps 8 - Pets Ok - Parking - Patio
3.0 star property
Rye
4.0 out of 10, (2 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 S$261
includes taxes & fees
31 May - 1 Jun
Caravan - Sleeps 8 - Pets Ok - Parking - Patio
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

Hampton by Hilton Ashford International

Hampton by Hilton Ashford International

8/10 Good
"Clean room, 24 hours snacks. Breakfast could’ve been better."
Isabelle 1-night trip
Posted 4 hours ago
Hampton by Hilton Ashford International

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.

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 Pett Level Beach are a couple of lovely local spots to get outside and enjoy nature. High Weald 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.