Winchelsea Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Winchelsea

Exterior
Sparrows Den Lodge

Vacation Home in Winchelsea

3.5 star property
$409 nightly
The price is $490
Dec 14 - Dec 15
Total with taxes and fees
Sparrows Den Lodge
Cottage | Private kitchen | Dishwasher, cookware/dishes/utensils
Rye House

Cottage in Rye

2.0 star property
10.0 out of 10, Exceptional, (1)
$541 nightly
The price is $649
Dec 15 - Dec 16
Total with taxes and fees
Rye House
Interior
1-bedroom Apartment Sleeps 4, Parking

Apartment in Hythe

3.0 star property
10.0 out of 10, Exceptional, (1)
$145 nightly
The price is $175
Dec 15 - Dec 16
Total with taxes and fees
1-bedroom Apartment Sleeps 4, Parking
Miscellaneous
Bexlet

Apartment in Bexhill-on-Sea

2.0 star property
8.6 out of 10, Excellent, (50)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
$88 nightly
The price is $105
Dec 14 - Dec 15
Total with taxes and fees
Bexlet
House, 1 Bedroom, Garden View | Exterior detail
Calm Private Annex Ideal to Work, Rest & Explore

Apartment in Ashford

2.0 star property
$106 nightly
The price is $128
Dec 10 - Dec 11
Total with taxes and fees
Calm Private Annex Ideal to Work, Rest & Explore
Deluxe Apartment | Free WiFi
Osborne Apartments

Aparthotel in Eastbourne

2.5 star property
9.0 out of 10, Wonderful, (89)
"great staff and facilities"
United Kingdom
Martin
$76 nightly
The price is $92
Dec 7 - Dec 8
Total with taxes and fees
Osborne Apartments
Cabin | 1 bedroom, iron/ironing board, free WiFi, bed sheets
Pet Friendly Private Cabin Town Eurotunnel Beach

Cabin in Hythe

3.0 star property
8.0 out of 10, Very Good, (3)
"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
$82 nightly
The price is $98
Dec 8 - Dec 9
Total with taxes and fees
Pet Friendly Private Cabin Town Eurotunnel Beach
Cottage | Interior
17 The Boathouse

Cottage in Rye

3.0 star property
10.0 out of 10, Exceptional, (1)
"A lovely stay in a lovely property within walking distance of Rye town centre "
United Kingdom
Tony
$435 nightly
The price is $522
Dec 16 - Dec 17
Total with taxes and fees
17 The Boathouse
Cottage | Interior
Amelia Cottage

Cottage in Battle

3.5 star property
10.0 out of 10, Exceptional, (2)
"Such a lovely cottage, well equipped and comfortable. Brilliant location for going out and about. We had an amazing stay and will be back again."
United Kingdom
Heather
$422 nightly
The price is $506
Dec 9 - Dec 10
Total with taxes and fees
Amelia Cottage
Cabin | Children's area
Big2vacation Exclusive Camber Sands Holiday Park

Chalet in Rye

3.0 star property
$234 nightly
The price is $281
Dec 7 - Dec 8
Total with taxes and fees
Big2vacation Exclusive Camber Sands Holiday Park
Cottage | Interior
Hakuna Matata

Cottage in Rye

2.0 star property
8.8 out of 10, Excellent, (3)
"Well appointed and clean house. Convenient for shops and restaurants. Lovely beach a short walk away. Indian restaurant in Camber is great."
United Kingdom
Anonymous traveler
$431 nightly
The price is $517
Dec 9 - Dec 10
Total with taxes and fees
Hakuna Matata
Outdoor dining
Idyllic Studio in Tenterden

Apartment in Tenterden

3.0 star property
$141 nightly
The price is $169
Dec 7 - Dec 8
Total with taxes and fees
Idyllic Studio in Tenterden
House | Private kitchen | Fridge, microwave, oven, stovetop
Suspire House -sleeps6-garden-bbq-coastal Retreat

Residence in New Romney

2.5 star property
$241 nightly
The price is $289
Dec 7 - Dec 8
Total with taxes and fees
Suspire House -sleeps6-garden-bbq-coastal Retreat
Property grounds
Cozy Camber Caravan 3 Bedroom Retreat With Decking

Cabin in Rye

3.0 star property
4.0 out of 10, (2)
"I was disappointed with this stay. For the amount of money it cost, the caravan was not clean, was overcrowded and needs a lot of smarting up. You had to pay extra to have bedding which I think is unreasonable, particularly how much it cost per night anyway. Communication with the host was fine but not great. Unfortunately I won’t be recommending or returning to this property. "
United Kingdom
Kerry
$217 nightly
The price is $217
Dec 8 - Dec 9
Total with taxes and fees
Cozy Camber Caravan 3 Bedroom Retreat With Decking
Property grounds
Lilyrose Cottage

Cottage in Pevensey

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"
United Kingdom
Graeme
$469 nightly
The price is $562
Dec 12 - Dec 13
Total with taxes and fees
Lilyrose Cottage
Exterior
16 The Boathouse

Cottage in Rye

3.0 star property
9.2 out of 10, Wonderful, (5)
"It was an amazing stay great acommidation and close to the little town ."
United Kingdom
Andrew
$423 nightly
The price is $508
Dec 9 - Dec 10
Total with taxes and fees
16 The Boathouse
Cottage | Interior
7 Waves

Cottage in Rye

3.5 star property
8.0 out of 10, Very Good, (1)
$441 nightly
The price is $529
Dec 9 - Dec 10
Total with taxes and fees
7 Waves
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Sylvian

Cottage in Bexhill-on-Sea

3.5 star property
6.0 out of 10, (1)
"Great location for proximity to Town, super parking. "
United Kingdom
David
$329 nightly
The price is $394
Dec 9 - Dec 10
Total with taxes and fees
Sylvian
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 Burlington Hotel

The Burlington Hotel

10/10 Excellent
"Big room. Lovely breakfast .. I think the breakfast has improved over the last year. Great staff. I had a wonderful sea view at 63.50 a night including breakfast. Great value!!!! "
Stewart 6-night trip
Posted 3 days ago
The Burlington Hotel

Find out more about Winchelsea

Everything you need to know about Winchelsea vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchelsea vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchelsea vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winchelsea vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchelsea. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winchelsea in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $92 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winchelsea rentals

At Expedia, we put the best Winchelsea vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winchelsea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchelsea vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchelsea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.

What's the top vacation rental that Winchelsea has to offer?

A fabulous Grade II listed converted 14th Century pub. Child and pet friendly: This vacation home near Winchelsea offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals are there in Winchelsea?

With 5 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 High Weald are a couple of lovely local spots to get outside and enjoy nature. Pett Level Beach 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.