Photo by John Scale

Search Holiday Rentals in Winchelsea

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
12 Aug - 13 Aug
Tomorrow
13 Aug - 14 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

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, (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
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, (27)
"The staff are so friendly and helpfull and we all enjoyed out stay."
The price is 5.522.363 ₫
6.626.836 ₫ total
includes taxes & fees
2 Sept - 3 Sept
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
Bexlet
Miscellaneous

Bexlet

2.0 star property
8.8 out of 10, Excellent, (49)
"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 2.319.172 ₫
2.783.147 ₫ total
includes taxes & fees
1 Sept - 2 Sept
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."
The price is 5.578.038 ₫
6.693.646 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Oastbrook Glamping
Big2vacation2 Exclusive at new Beach Caravan Park
Property grounds

Big2vacation2 Exclusive at new Beach Caravan Park

3.0 star property
The price is 6.194.558 ₫
7.433.470 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Big2vacation2 Exclusive at new Beach Caravan Park
Extraordinary Huts
The Hide Out | Living room

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 4.993.812 ₫
4.993.812 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Extraordinary Huts
Big2vacation Exclusive Camber Sands Holiday Park
Cabin | Children’s area

Big2vacation Exclusive Camber Sands Holiday Park

3.0 star property
The price is 6.163.439 ₫
7.396.127 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Big2vacation Exclusive Camber Sands Holiday Park
Golden Tides Seaside Retreat in Saint Leonards

Golden Tides Seaside Retreat in Saint Leonards

3.0 star property
Golden Tides Seaside Retreat in Saint Leonards
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
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
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 5.002.620 ₫
7.694.171 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Suspire House -sleeps6-garden-bbq-coastal Retreat
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
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 3.871.746 ₫
4.646.095 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Lovely 1 Bedroom Ground Floor Apartment max 4 per
Cozy Camber Caravan 3 Bedroom Retreat With Decking
Cabin | Property grounds

Cozy Camber Caravan 3 Bedroom Retreat With Decking

3.0 star property
4.0 out of 10, (1)
The price is 4.683.086 ₫
6.444.572 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Cozy Camber Caravan 3 Bedroom Retreat With Decking
Beachfront Apartment With Sea View By My Getaways
Apartment

Beachfront Apartment With Sea View By My Getaways

2.0 star property
2.0 out of 10, (1)
"Water pressure problems throughout our stay. Hit water coming through both cold and hot taps. We had no shower for the duration of our stay. Kitchen sink has no hot water so we had to wash the dishes with cold water. Boiler noisy and once it was on, the leak was coming through the ceiling. We had switched the boiler off on the last night of the stay due to the noise and the safety concern due to the extreme not water running from both hot and cold taps in the bathroom. Please owner fix the...
Beachfront Apartment With Sea View By My Getaways
Grace Apartments - Living Stone 2
Miscellaneous

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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchelsea Hotel Reviews

Holiday Inn Ashford North A20 by IHG

Holiday Inn Ashford North A20 by IHG

10/10 Excellent
"Excellent hotel. So clean and modern Staff the best"
JoanJezzard 2-night trip
Posted 1 day ago
Holiday Inn Ashford North A20 by IHG

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 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.