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Winchelsea Vacation Rentals

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Tonight
Jul 28 - Jul 29
Tomorrow
Jul 29 - Jul 30
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Vacation Rentals in Winchelsea

A luxurious self-catering retreat for two, complete with indoor pool & hot tub.
Property grounds

A luxurious self-catering retreat for two, complete with indoor pool & hot tub.

10.0 out of 10, Exceptional, (25)
"Greeted by three lovely sheep and the owners Karen and Peter, who were stellar from start to end.The place was very clean, comfortable and exactly as described. Would 100% book this place again. "
A luxurious self-catering retreat for two, complete with indoor pool & hot tub.
Osborne Apartments
Deluxe Apartment | 1 bedroom, free WiFi

Osborne Apartments

2.5 star property
9.0 out of 10, Wonderful, (82)
"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
Vive Hotel
Exterior

Vive Hotel

4.0 star property
7.0 out of 10, Good, (84)
"The property has gone into administration "
Vive Hotel
Bexlet
Miscellaneous

Bexlet

2.0 star property
8.8 out of 10, Excellent, (47)
"Easy to find on Sat Nav, parking nearby, very light, warm and comfortable, bed a little hard for us oldies. Overall great. Thank you"
$85 nightly
The price is $102
Aug 25 - Aug 26
Total includes taxes and fees
Bexlet
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."
$362 nightly
The price is $434
Jul 29 - Jul 30
Total includes taxes and fees
Pinewood Camping Pods - At Port Lympne Reserve
Waterloo Terrace -Historical luxury apartment in heart of Old Town with balcony.
Fridge, microwave, oven, stovetop

Waterloo Terrace -Historical luxury apartment in heart of Old Town with balcony.

10.0 out of 10, Exceptional, (3)
"I had a great stay with my wife, kid and dog. Beautifully furnished in antique furniture, modern kitchen and excellent balcony to enjoy a morning coffee in. Right in the middle of Old Town, you are a quick walk away from everything, really.We loved our stay."
Waterloo Terrace -Historical luxury apartment in heart of Old Town with balcony.
A pretty 4* detached rural holiday cottage in the heart of the Kent countryside
Fridge, microwave, oven, stovetop

A pretty 4* detached rural holiday cottage in the heart of the Kent countryside

10.0 out of 10, Exceptional, (77)
"Comfortable house, beautiful surroundings"
A pretty 4* detached rural holiday cottage in the heart of the Kent countryside
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."
$213 nightly
The price is $255
Jul 29 - Jul 30
Total includes taxes and fees
Oastbrook Glamping
The Bolt Hole Hythe panoramic sea views, parking, garden, 5 min to eurotunnel
Property grounds

The Bolt Hole Hythe panoramic sea views, parking, garden, 5 min to eurotunnel

8.0 out of 10, Very Good, (1)
"Nice little house, not too far from the huddle and bustle, on a very lovely steep hill( hence the view)"
$277 nightly
The price is $277
Jul 29 - Jul 30
Total includes taxes and fees
The Bolt Hole Hythe panoramic sea views, parking, garden, 5 min to eurotunnel
Stunning Holiday Home at Combe Habven
Children's area

Stunning Holiday Home at Combe Habven

2.0 out of 10, (2)
"Turned up at the caravan park, no one could get the owner on the phone or email, utter waste of time, do not book thisVrbo were very helpful only out 1 star to leave the review"
Stunning Holiday Home at Combe Habven
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."
$194 nightly
The price is $194
Jul 29 - Jul 30
Total includes taxes and fees
Extraordinary Huts
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
16th Century Cottage Situated Opposite The Medieval Landgate Arch
Outdoor dining

16th Century Cottage Situated Opposite The Medieval Landgate Arch

9.6 out of 10, Exceptional, (180)
"The property lies right in the heart of a very cute town. Enjoyed our stay"
16th Century Cottage Situated Opposite The Medieval Landgate Arch
Sandunes 2
On the beach

Sandunes 2

9.4 out of 10, Exceptional, (40)
"Beautiful property in a perfect location. Second visit and looking forward to the third!"
Sandunes 2
Big2vacation2 Exclusive at new Beach Caravan Park
Property grounds

Big2vacation2 Exclusive at new Beach Caravan Park

3.0 star property
$295 nightly
The price is $354
Aug 17 - Aug 18
Total includes taxes and fees
Big2vacation2 Exclusive at new Beach Caravan Park
Modern 2 Bedroom Apartment In The Heart Of Historic Hastings Old Town
Fridge, microwave, oven, stovetop

Modern 2 Bedroom Apartment In The Heart Of Historic Hastings Old Town

9.2 out of 10, Wonderful, (132)
"lovely place, will definitely be staying again"
Modern 2 Bedroom Apartment In The Heart Of Historic Hastings Old Town
Big2vacation Exclusive Camber Sands Holiday Park
Cabin | Children's area

Big2vacation Exclusive Camber Sands Holiday Park

3.0 star property
$263 nightly
The price is $316
Jul 31 - Aug 1
Total includes taxes and fees
Big2vacation Exclusive Camber Sands Holiday Park
2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome.
Exterior

2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome.

10.0 out of 10, Exceptional, (14)
"Always a great stay at Heron Cottage, this was our 5th stay so this must prove we love it!"
2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome.
Lovely beachfront Apartment with private courtyard
On the beach

Lovely beachfront Apartment with private courtyard

9.4 out of 10, Exceptional, (27)
"Just stayed one night, but great location by the beach with shops close by. Quite courtyard for evening drink."
Lovely beachfront Apartment with private courtyard
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

Cavendish Hotel

Cavendish Hotel

10/10 Excellent
"Easy to book and great value for the night , definitely would stay again "
Charlotte-Louise 1-night trip
Posted 15 hours ago
Cavendish Hotel

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?

The Bolt Hole Hythe panoramic sea views, parking, garden, 5 min to eurotunnel: This vacation home rental near Winchelsea has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly.

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 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 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.