Winchelsea Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Winchelsea holiday rentals

Interior

Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is HK$3,614
HK$4,337 total
includes taxes & fees
8 May - 9 May
Sparrows Den Lodge
Terrace/patio

1 bedroom accommodation in Winchelsea Beach, near Rye

1 bedroom accommodation in Winchelsea Beach, near Rye
Winchelsea Beach, near Rye
10.0 out of 10, Exceptional, (11 reviews)
"The Annex was lovely and clean with everything that was needed in the kitchen. We were close to shops and the beach, with the option to travel in to near by towns which weren’t too far away. Great location for our dog too as she had the freedom of the garden. Lovely place to stay and would stay here again 😊"
United States
Emma Martin-Smith
The price is HK$3,396
HK$3,396 total
includes taxes & fees
28 Apr - 29 Apr
1 bedroom accommodation in Winchelsea Beach, near Rye
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$891
HK$2,460 total
includes taxes & fees
28 Apr - 29 Apr
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 HK$763
HK$2,333 total
includes taxes & fees
4 May - 5 May
White Haven - with 2 double rooms
Room

Chestnut Meadow Camping

Chestnut Meadow Camping
1.0 star property
Bexhill-on-Sea
The price is HK$737
HK$884 total
includes taxes & fees
28 Apr - 29 Apr
Chestnut Meadow Camping
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$1,502
HK$1,803 total
includes taxes & fees
10 May - 11 May
Oastbrook Glamping
Exterior detail

Ashland - 2 bedrooms with decking sleeps 4

Ashland - 2 bedrooms with decking sleeps 4
Hastings
The price is HK$1,018
HK$2,587 total
includes taxes & fees
28 Apr - 29 Apr
Ashland - 2 bedrooms with decking sleeps 4
Beach nearby

3 Seaview Cottages

3 Seaview Cottages
2.0 star property
Pevensey
The price is HK$3,263
HK$3,915 total
includes taxes & fees
8 May - 9 May
3 Seaview Cottages
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 HK$1,485
HK$1,485 total
includes taxes & fees
29 Apr - 30 Apr
Extraordinary Huts
Fishing

1 bedroom accommodation in Pevensey Bay, near Eastbourne

1 bedroom accommodation in Pevensey Bay, near Eastbourne
Pevensey Bay, near Eastbourne
10.0 out of 10, Exceptional, (13 reviews)
"We. Had a lovely holiday right near the beach had some lovely walks. The accommodation was very nice and clean. The owner was excellent and very accommodating if we needed anything."
United States
Christine Sheen
The price is HK$1,993
HK$1,993 total
includes taxes & fees
1 May - 2 May
1 bedroom accommodation in Pevensey Bay, near Eastbourne
Living area

2 bedroom accommodation in Lydd, Romney Marsh

2 bedroom accommodation in Lydd, Romney Marsh
Lydd, Romney Marsh
9.6 out of 10, Exceptional, (5 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$3,173
HK$3,173 total
includes taxes & fees
28 Apr - 29 Apr
2 bedroom accommodation in Lydd, Romney Marsh
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, (15 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$8,049
HK$8,049 total
includes taxes & fees
4 May - 5 May
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
Fireplace

Henley Bridge Holiday Cottage

Henley Bridge Holiday Cottage
Ashburnham, near Battle
8.4 out of 10, Very good, (5 reviews)
"A very peaceful area and cosy cottage with all we could need."
United Kingdom
Lynda M.
The price is HK$3,768
HK$3,768 total
includes taxes & fees
28 Apr - 29 Apr
Henley Bridge Holiday Cottage
Living area

Amelia Cottage, Battle

Amelia Cottage, Battle
Battle
The price is HK$4,595
HK$4,595 total
includes taxes & fees
1 May - 2 May
Amelia Cottage, Battle
Living area

2 Seaview Cottages, Normans Bay

2 Seaview Cottages, Normans Bay
Pevensey
The price is HK$4,277
HK$4,277 total
includes taxes & fees
30 Apr - 1 May
2 Seaview Cottages, Normans Bay
Miscellaneous

Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.8 out of 10, Excellent, (51 reviews)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is HK$698
HK$838 total
includes taxes & fees
5 May - 6 May
Bexlet
2 bedrooms, iron/ironing board, WiFi, bed sheets

2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover

2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover
Mersham
The price is HK$1,484
HK$1,696 total
includes taxes & fees
29 Apr - 30 Apr
2 Bedroom Boutique Apartment, close to Le Shuttle & the Port of Dover
Dining

Hub House

Hub House
3.0 star property
Hastings
The price is HK$3,398
HK$4,077 total
includes taxes & fees
4 May - 5 May
Hub House
Interior

Pump House, Hellingly

Pump House, Hellingly
Hailsham
The price is HK$9,507
HK$9,507 total
includes taxes & fees
2 May - 3 May
Pump House, Hellingly
Exterior

The Field View 2 by Tiny Away

The Field View 2 by Tiny Away
Egerton
The price is HK$1,229
HK$1,599 total
includes taxes & fees
28 Apr - 29 Apr
The Field View 2 by Tiny Away
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

Marine Parade Hotel

Marine Parade Hotel

8/10 Good
"The hotel looks very shabby from the outside but the room was lovely bright and clean with a beautiful view of the seafront and pier. Bathroom window let in a draft and there was no plug for the bath but these are the only negatives. "
Vanessa 1-night trip
Posted 3 hours ago
Marine Parade Hotel

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:

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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?

Outstanding luxury beachfront holiday experience with hot tub: This holiday home rental outside of Winchelsea is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 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.