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Top Holiday Rentals in Winchelsea

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, (28)
"The staff are so friendly and helpfull and we all enjoyed out stay."
The price is ₹17,614
₹21,136 total
includes taxes & fees
2 Oct - 3 Oct
Pinewood Camping Pods - At Port Lympne Reserve

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

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 ₹7,769
₹9,323 total
includes taxes & fees
11 Sept - 12 Sept
Bexlet

Tranquil Loft Apartment Overlooking Countryside

3.0 star property
10.0 out of 10, Exceptional, (1)
Tranquil Loft Apartment Overlooking Countryside

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 ₹18,686
₹22,423 total
includes taxes & fees
7 Sept - 8 Sept
Oastbrook Glamping

Extraordinary Huts

3.0 star property
9.6 out of 10, Exceptional, (38)
"Beautiful views and great communication from the owner on how to find it and access your hut. We stayed in The Hive for one night and it was a little dusty, everything needed a deep clean. It didn’t ruin our trip, and would visit again in the hope this was a one off error."
The price is ₹15,726
₹15,726 total
includes taxes & fees
24 Sept - 25 Sept
Extraordinary Huts

Big2vacation Exclusive Camber Sands Holiday Park

3.0 star property
The price is ₹20,751
₹24,902 total
includes taxes & fees
7 Sept - 8 Sept
Big2vacation Exclusive Camber Sands Holiday Park

The Boathouse

3.0 star property
The price is ₹39,929
₹47,915 total
includes taxes & fees
13 Sept - 14 Sept
The Boathouse

Humphries Cross Apartments

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

Big2vacation2 Exclusive at new Beach Caravan Park

3.0 star property
The price is ₹20,751
₹24,902 total
includes taxes & fees
9 Sept - 10 Sept
Big2vacation2 Exclusive at new Beach Caravan Park

Lovely 1 Bedroom Ground Floor Apartment max 4 per

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is ₹11,673
₹14,008 total
includes taxes & fees
8 Sept - 9 Sept
Lovely 1 Bedroom Ground Floor Apartment max 4 per

3 Elm Court

3.0 star property
The price is ₹35,995
₹43,194 total
includes taxes & fees
19 Sept - 20 Sept
3 Elm Court

Oastbrook Estate Vineyard

3.5 star property
10.0 out of 10, Exceptional, (1)
"The property and setting are up there with the best we’ve ever stayed in. There’s loads to do locally and the host will help with this, or you can just relax in the house and grounds. A wonderful experiwnce!!!"
Oastbrook Estate Vineyard

Grace Apartments - Living Stone 2

2.0 star property
Grace Apartments - Living Stone 2
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

Find out more about Winchelsea

Find out more about Winchelsea

Holiday Rentals in Winchelsea

Search for holiday rentals in Winchelsea on Expedia.co.uk! 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.

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 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.