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Winchelsea Holiday Rentals

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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.

Osborne Apartments

2.5 star property
9.0 out of 10, Wonderful, (84)
"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

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 AU$386
includes taxes & fees
3 Sept - 4 Sept
Pinewood Camping Pods - At Port Lympne Reserve

Vive Hotel

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

Bexlet

2.0 star property
8.8 out of 10, Excellent, (48)
"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 AU$162
includes taxes & fees
1 Sept - 2 Sept
Bexlet

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 AU$390
includes taxes & fees
6 Aug - 7 Aug
Oastbrook Glamping

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

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

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

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

10.0 out of 10, Exceptional, (14)
"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.

Hidden gem with hot tub and tennis court in idyllic East Sussex countryside .

7.6 out of 10, Good, (8)
"The property has everything for a very relaxing break. It's close enough for anything most people will want to enjoy. Plus it's location is very secluded and privacy is assured. I would recommend it to anyone."
The price is AU$1,104
includes taxes & fees
26 Aug - 27 Aug
Hidden gem with hot tub and tennis court in idyllic East Sussex countryside .

Extraordinary Huts

3.0 star property
9.6 out of 10, Exceptional, (36)
"We wanted quiet, peaceful, beautiful, unique and considerate and that’s what we got. To be woken up by pheasants and lambs, dinner at The Plough, logs being burnt inside and out and amazing views and walks… it was all there."
The price is AU$282
includes taxes & fees
1 Sept - 2 Sept
Extraordinary Huts

Big2vacation2 Exclusive at new Beach Caravan Park

3.0 star property
The price is AU$498
includes taxes & fees
1 Sept - 2 Sept
Big2vacation2 Exclusive at new Beach Caravan 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

Eastbourne Haven, centrally located apartment, 10 minutes from the seafront

Eastbourne Haven, centrally located apartment, 10 minutes from the seafront

Big2vacation Exclusive Camber Sands Holiday Park

3.0 star property
The price is AU$412
includes taxes & fees
1 Sept - 2 Sept
Big2vacation Exclusive Camber Sands Holiday Park

Golden Tides Seaside Retreat in Saint Leonards

3.0 star property
Golden Tides Seaside Retreat in Saint Leonards

Humphries Cross Apartments

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

Trees Annex - Bexhill

Trees Annex - Bexhill

A pretty 4* detached rural holiday cottage in the heart of the Kent countryside

10.0 out of 10, Exceptional, (77)
"Comfortable house, beautiful surroundings"
A pretty 4* detached rural holiday cottage in the heart of the Kent countryside
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?

The Bolt Hole Hythe panoramic sea views, parking, garden, 5 min to eurotunnel: This holiday home rental outside of Winchelsea has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly.

How many holiday rentals are there in Winchelsea?

With 5 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.