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Holiday Rentals in Winchelsea

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Holiday Rentals in Winchelsea

A luxurious self-catering retreat for two, complete with indoor pool & hot tub.

10.0 out of 10, Exceptional, (25)
"Greeted by three lovely sheep and the owners Karen and Peter, who were stellar from start to end.The place was very clean, comfortable and exactly as described. Would 100% book this place again. "
A luxurious self-catering retreat for two, complete with indoor pool & hot tub.

Ballyhandy

3.0 star property
The price is €406
includes taxes & fees
4 Sept - 5 Sept
Ballyhandy

Osborne Apartments

2.5 star property
9.0 out of 10, Wonderful, (85)
"Warm welcome, comfortable and very clean apartment. Well stocked kitchen for a longer self catering stay. Well situated for town, beach, restaurants etc. loved the fresh fruit in reception and the tea and coffee available. "
Osborne Apartments

Vive Hotel

4.0 star property
7.0 out of 10, Good, (84)
"The staff were amazing. "
Vive Hotel

Pinewood Camping Pods - At Port Lympne Reserve

2.0 star property
9.4 out of 10, Exceptional, (27)
"The staff are so friendly and helpfull and we all enjoyed out stay."
The price is €217
includes taxes & fees
4 Sept - 5 Sept
Pinewood Camping Pods - At Port Lympne Reserve

Bexlet

2.0 star property
8.6 out of 10, Excellent, (50)
"Easy to find on Sat Nav, parking nearby, very light, warm and comfortable, bed a little hard for us oldies. Overall great. Thank you"
The price is €92
includes taxes & fees
1 Sept - 2 Sept
Bexlet

Stunning Holiday Home at Combe Habven

2.0 out of 10, (2)
"Turned up at the caravan park, no one could get the owner on the phone or email, utter waste of time, do not book thisVrbo were very helpful only out 1 star to leave the review"
Stunning Holiday Home at Combe Habven

Grace Apartments - Living Rock

3.5 star property
4.8 out of 10, (5)
"I needed immediate help when the sat sav dumped me nearby & my host talked me all the way to the front door which was a huge relief. The accommodation is dated but I knew that from the photos it was very clean though & i was surprised to find all the essentials had ben left. I wasn’t expecting that so had brought it all with me. The bed was very comfortable, the shower was lovely & the washing machine was handy. The area was very noisy though as it is right in town above a bar & I was there at...
Grace Apartments - Living Rock

Sandunes 2

9.4 out of 10, Exceptional, (40)
"Beautiful property in a perfect location. Second visit and looking forward to the third!"
Sandunes 2

Oastbrook Glamping

2.0 star property
10.0 out of 10, Exceptional, (1)
"Nick and America are wonderful hosts. The bed and pillows were so comfortable. We loved our stay there and cannot wait to go back."
The price is €219
includes taxes & fees
31 Aug - 1 Sept
Oastbrook Glamping

2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome.

10.0 out of 10, Exceptional, (16)
"Always a great stay at Heron Cottage, this was our 5th stay so this must prove we love it!"
2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome.

Big2vacation Exclusive Camber Sands Holiday Park

3.0 star property
The price is €257
includes taxes & fees
15 Sept - 16 Sept
Big2vacation Exclusive Camber Sands Holiday Park

Converted barn / Oast House with amazing views and EV chargers

10.0 out of 10, Exceptional, (69)
"Fantastic family weekend, the house has everything you’d need. Beautifully restored property with amazing views. "
Converted barn / Oast House with amazing views and EV chargers

16th Century Cottage Situated Opposite The Medieval Landgate Arch

9.6 out of 10, Exceptional, (180)
"The property lies right in the heart of a very cute town. Enjoyed our stay"
16th Century Cottage Situated Opposite The Medieval Landgate Arch

Modern 2 Bedroom Apartment In The Heart Of Historic Hastings Old Town

9.2 out of 10, Wonderful, (132)
"lovely place, will definitely be staying again"
Modern 2 Bedroom Apartment In The Heart Of Historic Hastings Old Town

Trees Annex - Bexhill

2.0 out of 10, (1)
"comms were missed and not responded to. internet info was outdated and did not work. dated decor - grounds were tired, leaking shower tray, dated carpets and lights, no coffee machine "
Trees Annex - Bexhill

The Boathouse

3.0 star property
The price is €470
includes taxes & fees
26 Aug - 27 Aug
The Boathouse

Lovely 1 Bedroom Ground Floor Apartment max 4 per

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is €152
includes taxes & fees
4 Sept - 5 Sept
Lovely 1 Bedroom Ground Floor Apartment max 4 per

Humphries Cross Apartments

3.0 star property
9.8 out of 10, Exceptional, (27)
"Lovely accommodation. Relaxing stay. "
Humphries Cross Apartments

The Bolt Hole Hythe panoramic sea views, parking, garden, 5 min to eurotunnel

8.0 out of 10, Very good, (1)
"Nice little house, not too far from the huddle and bustle, on a very lovely steep hill( hence the view)"
The price is €245
includes taxes & fees
4 Sept - 5 Sept
The Bolt Hole Hythe panoramic sea views, parking, garden, 5 min to eurotunnel
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

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?

Hidden gem with hot tub and tennis court in idyllic East Sussex countryside .: This holiday home rental outside of Winchelsea is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 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 1 hot tub and a selection of books.

How many holiday rentals are there in Winchelsea?

With 4 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 Church of St Thomas a Becket 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.