Winchelsea Vacation Rentals

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Our top choices for Winchelsea vacation rentals

Sparrows Den Lodge

Sparrows Den Lodge
3.5 star property
Winchelsea
The price is CA $629
CA $755 total
includes taxes & fees
May 8 - May 9
Sparrows Den Lodge

Chestnut Meadow Camping

Chestnut Meadow Camping
1.0 star property
Bexhill-on-Sea
10.0 out of 10, Exceptional, (1 review)
"Really nice stay in lovely cabin."
United Kingdom
Mary
The price is CA $128
CA $154 total
includes taxes & fees
May 4 - May 5
Chestnut Meadow Camping

Hub House

Hub House
3.0 star property
Hastings
The price is CA $591
CA $710 total
includes taxes & fees
May 9 - May 10
Hub House

Corkwood

Corkwood
3.0 star property
Rye
The price is CA $1,189
CA $1,427 total
includes taxes & fees
May 4 - May 5
Corkwood

Extraordinary Huts

Extraordinary Huts
3.0 star property
Rye
9.6 out of 10, Exceptional, (42 reviews)
"Lovely stay at The Hut."
United Kingdom
Nicholas
The price is CA $273
CA $273 total
includes taxes & fees
May 5 - May 6
Extraordinary Huts

Bexlet

Bexlet
2.0 star property
Bexhill-on-Sea
8.8 out of 10, Excellent, (51 reviews)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is CA $121
CA $146 total
includes taxes & fees
May 11 - May 12
Bexlet

2-bed, Sleeps 4, Free Parking, Pets Allowed

2-bed, Sleeps 4, Free Parking, Pets Allowed
3.0 star property
Eastbourne City Centre
The price is CA $432
CA $432 total
includes taxes & fees
May 14 - May 15
2-bed, Sleeps 4, Free Parking, Pets Allowed

Pinewood Camping Pods - At Port Lympne Reserve

Pinewood Camping Pods - At Port Lympne Reserve
2.0 star property
Hythe
9.4 out of 10, Exceptional, (33 reviews)
"The room was so cosy, clean and designed well. "
United Kingdom
Bindu
The price is CA $300
CA $360 total
includes taxes & fees
Jun 2 - Jun 3
Pinewood Camping Pods - At Port Lympne Reserve

Stables Cottage

Stables Cottage
3.5 star property
Heathfield
The price is CA $678
CA $813 total
includes taxes & fees
May 6 - May 7
Stables Cottage

1066 Apart Hotel

1066 Apart Hotel
2.0 star property
Hastings
5.0 out of 10, (2 reviews)
"I don't know. I couldn't get in."
United Kingdom
Peter
The price is CA $116
CA $158 total
includes taxes & fees
May 6 - May 7
1066 Apart Hotel

Osborne Apartments

Osborne Apartments
2.5 star property
Eastbourne
8.8 out of 10, Excellent, (100 reviews)
"Great service from reception staff with good location. Would have no hesitation in staying here again when in the locality. "
United Kingdom
Dave
The price is CA $135
CA $162 total
includes taxes & fees
May 4 - May 5
Osborne Apartments

Oastbrook Glamping

Oastbrook Glamping
2.0 star property
Robertsbridge
10.0 out of 10, Exceptional, (1 review)
"Nick and America are wonderful hosts. The bed and pillows were so comfortable. We loved our stay there and cannot wait to go back."
United Kingdom
Sima
The price is CA $261
CA $314 total
includes taxes & fees
May 10 - May 11
Oastbrook Glamping

Pet Friendly Private Cabin Town Eurotunnel Beach

Pet Friendly Private Cabin Town Eurotunnel Beach
3.0 star property
Hythe
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 CA $114
CA $136 total
includes taxes & fees
May 17 - May 18
Pet Friendly Private Cabin Town Eurotunnel Beach

The Seven Sands

The Seven Sands
3.0 star property
Romney Marsh
The price is CA $819
CA $983 total
includes taxes & fees
May 9 - May 10
The Seven Sands

Suspire House -sleeps6-garden-bbq-coastal Retreat

Suspire House -sleeps6-garden-bbq-coastal Retreat
2.5 star property
New Romney
The price is CA $246
CA $384 total
includes taxes & fees
May 12 - May 13
Suspire House -sleeps6-garden-bbq-coastal Retreat

90 Bay View

90 Bay View
2.0 star property
New Romney
The price is CA $546
CA $655 total
includes taxes & fees
May 7 - May 8
90 Bay View

Big2vacation Exclusive Camber Sands Holiday Park

Big2vacation Exclusive Camber Sands Holiday Park
3.0 star property
Rye
The price is CA $288
CA $345 total
includes taxes & fees
May 11 - May 12
Big2vacation Exclusive Camber Sands Holiday Park

3 Elm Court

3 Elm Court
3.0 star property
Hythe
The price is CA $590
CA $708 total
includes taxes & fees
May 7 - May 8
3 Elm Court

1-bedroom Apartment Sleeps 4, Parking

1-bedroom Apartment Sleeps 4, Parking
3.0 star property
Hythe
10.0 out of 10, Exceptional, (1 review)
The price is CA $197
CA $236 total
includes taxes & fees
May 5 - May 6
1-bedroom Apartment Sleeps 4, Parking

Combe Haven Holiday Park - Holiday Accommodation 21442

Combe Haven Holiday Park - Holiday Accommodation 21442
2.5 star property
St Leonards-On-Sea
The price is CA $733
CA $879 total
includes taxes & fees
May 8 - May 9
Combe Haven Holiday Park - Holiday Accommodation 21442
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winchelsea. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

T's Beach House Beautiful sea views and direct beach access: This vacation home rental near Winchelsea is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

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 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.