Winchelsea Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Winchelsea vacation rentals

Cottage | Interior

Vacation Home in Winchelsea

Sparrows Den Lodge
3.5 star property
The price is NT$13,476
NT$16,171 total
includes taxes & fees
Mar 18 - Mar 19
Sparrows Den Lodge
Economy Cabin, Garden View

Camping in Bexhill-on-Sea

Chestnut Meadow Camping
1.0 star property
The price is NT$2,943
NT$3,532 total
includes taxes & fees
Mar 15 - Mar 16
Chestnut Meadow Camping
Outdoor dining

Aparthotel in Battle

White Hart Netherfield
2.0 star property
The price is NT$3,361
NT$4,033 total
includes taxes & fees
Mar 15 - Mar 16
White Hart Netherfield
Miscellaneous

Apartment in Bexhill-on-Sea

Bexlet
2.0 star property
8.8 out of 10, Excellent, (51 reviews)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is NT$2,788
NT$3,346 total
includes taxes & fees
Mar 22 - Mar 23
Bexlet
House, 1 Bedroom, Garden View | Garden

Apartment in Ashford

Calm Private Annex in Ashford Ideal to Work, Rest & Explore
2.0 star property
7.4 out of 10, Good, (3 reviews)
"One night stay to visit local family. Very welcoming, met on arrival. Coldest night of the year so far and it was warm, cosy & comfortable. Owners live next door, attached house, easy parking, easy to find. Will possibly be return during 2026, central location for all our needs."
United Kingdom
Steve
The price is NT$3,179
NT$3,814 total
includes taxes & fees
Apr 13 - Apr 14
Calm Private Annex in Ashford Ideal to Work, Rest & Explore
Standard Room | Free WiFi

Aparthotel in Hastings

1066 Apart Hotel
2.0 star property
8.0 out of 10, Very Good, (1 review)
The price is NT$2,383
NT$3,283 total
includes taxes & fees
Mar 15 - Mar 16
1066 Apart Hotel
The Hide Out | Living room

Cabin in Rye

Extraordinary Huts
3.0 star property
9.6 out of 10, Exceptional, (41 reviews)
"Escaping to the country has never been more fun and magical. The resident robin and all his many friends keep you in that chilled mindset. The town of Rye was 10 mins by car and full of historical charm. It was even being used for filming while we visited. We walked from Rye to Camber sands along the cycle path and there are frequent buses back. "
United Kingdom
Meryl
The price is NT$6,449
NT$6,449 total
includes taxes & fees
Mar 15 - Mar 16
Extraordinary Huts
Cabin | 1 bedroom, iron/ironing board, free WiFi, bed sheets

Cabin in Hythe

Pet Friendly Private Cabin Town Eurotunnel Beach
3.0 star property
8.0 out of 10, Very Good, (3 reviews)
"The closeness to the High St. meant it was easy to walk to find something to eat/drink. The host was very helpful."
United Kingdom
David
The price is NT$2,607
NT$3,128 total
includes taxes & fees
Mar 26 - Mar 27
Pet Friendly Private Cabin Town Eurotunnel Beach
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.
View all properties
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

The Conningbrook Hotel

The Conningbrook Hotel

8/10 Good
"Comfortable large double room, clean and fresh smelling. The on-suite was large and well set out. Only negative was a shower that barely sprayed, no pressure and the temperature fluctuated. Bed was very comfortable and the quilt heavy. Food was standard pub fare well cooked and delicious. The staff were were good, welcoming and helpful. Car parking was easy and secure. Will stay again if available."
Richard 3-night trip
Posted 2 hours ago
The Conningbrook Hotel

Find out more about Winchelsea

Search for holiday rentals in Winchelsea on Expedia! 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 vacation rentals in Winchelsea?

Yes, we have vacation rentals near well known local attractions in Winchelsea, or you can select a more secluded option if you're looking for relaxation. Our travelers 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 vacation rentals are there in Winchelsea?

With 7 Expedia vacation rentals, you're sure 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 vacation rental in Winchelsea like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Winchelsea. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.