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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Top Holiday Rentals in Winchelsea

Osborne Apartments
Deluxe Apartment | 1 bedroom, free WiFi

Osborne Apartments

2.5 star property
9.0 out of 10, Wonderful, (86)
"JUST FANTASTIC check in - Shree was SO helpful and showed us our room and how to check out. It was incredible service. Loved the room, the kitchen and it was just wonderful. Will be staying again soon."
Osborne Apartments
Pinewood Camping Pods - At Port Lympne Reserve
Garden

Pinewood Camping Pods - At Port Lympne Reserve

2.0 star property
9.4 out of 10, Exceptional, (29)
"The staff are so friendly and helpfull and we all enjoyed out stay."
The price is 5.257.900 ₫
6.309.480 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Pinewood Camping Pods - At Port Lympne Reserve
Vive Hotel
Exterior

Vive Hotel

4.0 star property
7.0 out of 10, Good, (84)
"The staff were amazing. "
Vive Hotel
Extraordinary Huts
The Hide Out | Living room

Extraordinary Huts

3.0 star property
9.6 out of 10, Exceptional, (39)
"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 4.993.784 ₫
4.993.784 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Extraordinary Huts
Tranquil Loft Apartment Overlooking Countryside
Apartment | 1 bedroom, free WiFi, bed sheets

Tranquil Loft Apartment Overlooking Countryside

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

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 2.231.085 ₫
2.677.443 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Bexlet
Oastbrook Glamping
Exterior

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."
Oastbrook Glamping
Humphries Cross Apartments
Beach

Humphries Cross Apartments

3.0 star property
9.8 out of 10, Exceptional, (27)
"Lovely accommodation. Relaxing stay. "
Humphries Cross Apartments
Big2vacation Exclusive Camber Sands Holiday Park
Cabin | Children’s area

Big2vacation Exclusive Camber Sands Holiday Park

3.0 star property
The price is 5.265.345 ₫
6.318.414 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Big2vacation Exclusive Camber Sands Holiday Park
Big2vacation2 Exclusive at new Beach Caravan Park
Property grounds

Big2vacation2 Exclusive at new Beach Caravan Park

3.0 star property
The price is 6.194.523 ₫
7.433.428 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Big2vacation2 Exclusive at new Beach Caravan Park
Lovely 1 Bedroom Ground Floor Apartment max 4 per
Apartment | Living area | TV

Lovely 1 Bedroom Ground Floor Apartment max 4 per

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is 3.871.724 ₫
4.646.069 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Lovely 1 Bedroom Ground Floor Apartment max 4 per
Suspire House -sleeps6-garden-bbq-coastal Retreat
House | Private kitchen | Fridge, microwave, oven, stovetop

Suspire House -sleeps6-garden-bbq-coastal Retreat

2.5 star property
The price is 5.002.591 ₫
7.694.127 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Suspire House -sleeps6-garden-bbq-coastal Retreat
Gun Hill Cottage
Cottage | Interior

Gun Hill Cottage

3.5 star property
10.0 out of 10, Exceptional, (2)
"Gun Hill Cottage is a truly charming little place, really clean, nicely decorated, with everything you need. Chris was an amazing host, let us know all the details in advance, then checked in by email that everything was good. we really enjoyed our stay. Thanks! Tom"
The price is 20.609.267 ₫
24.731.120 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Gun Hill Cottage
3 Elm Court
Exterior detail

3 Elm Court

3.0 star property
The price is 10.745.003 ₫
12.894.004 ₫ total
includes taxes & fees
7 Oct - 8 Oct
3 Elm Court
Grace Apartments - Living Rock
Miscellaneous

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
Oastbrook Estate Vineyard
Luxury Cabin, Accessible, Ensuite (Avalon Waterside Lodge) | Exterior

Oastbrook Estate Vineyard

3.5 star property
10.0 out of 10, Exceptional, (2)
"We had the most wonderful time staying at the Hobbit Hole. The property was incredible: well looked after and very clean. Everything has been very well thought out. We thoroughly enjoyed gazing at the scenery out the window and enjoying the peaceful area."
Oastbrook Estate Vineyard
Lilyrose Cottage
Property grounds

Lilyrose Cottage

3.0 star property
10.0 out of 10, Exceptional, (1)
"All very good. However too many disabled parking spaces meaning too few for others"
The price is 12.389.164 ₫
14.866.856 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Lilyrose Cottage
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

The Majestic Hotel

The Majestic Hotel

10/10 Excellent
"Great hotel right on the beach. Parking was not an issue. Friendly staff. Thank you "
Matthew 1-night trip
Posted 2 days ago
The Majestic Hotel

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.