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Check prices for these dates

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8 Aug - 10 Aug
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15 Aug - 17 Aug
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29 Aug - 31 Aug
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26 Sept - 28 Sept

Featured Cottages in Winchelsea and around

A pretty 4* detached rural holiday cottage in the heart of the Kent countryside
Enjoy cooking in this well-equipped kitchen with a stove, microwave, and kettle, and dine at the adjacent table.

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
Wonderful 1 bedroom cottage near Port Lympne Wild Animal Park and Canterbury
Stroll across the wooden bridge into a serene garden oasis, surrounded by lush trees and manicured grass.

Wonderful 1 bedroom cottage near Port Lympne Wild Animal Park and Canterbury

9.8 out of 10, Exceptional, (116)
"The property suited all of our needs. The hosts were extremely friendly and helpful. Would love to stay again in the spring/summer."
Wonderful 1 bedroom cottage near Port Lympne Wild Animal Park and Canterbury
1 bedroom accommodation in Benenden
Outdoor dining

1 bedroom accommodation in Benenden

10.0 out of 10, Exceptional, (8)
"Friendly hosts. Lovely location. Very comfortable. Review independently collected and verified by Reevoo"
1 bedroom accommodation in Benenden
16th Century Cottage Situated Opposite The Medieval Landgate Arch
Enjoy a tranquil outdoor space with a patio table, chair, and lush greenery.

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
2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome.
Simple, residence surrounded by lush greenery and a small patio area.

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.
Character Beamed Country Retreat with self check in/out in historic 1066 country
Charming cottage with a steeply pitched roof, surrounded by lush greenery and a well-manicured lawn.

Character Beamed Country Retreat with self check in/out in historic 1066 country

9.8 out of 10, Exceptional, (209)
"Very relaxing and enjoyable visit. The sun shone and the views were fabulous. Would like to stay again."
Character Beamed Country Retreat with self check in/out in historic 1066 country
Pretty 18th century cottage centrally situated on Mermaid Street in Rye
Stunning arched window framed by lush greenery and flowering plants.

Pretty 18th century cottage centrally situated on Mermaid Street in Rye

10.0 out of 10, Exceptional, (32)
"Perfect location in the middle of the old town with everything in walking distance. Lovely cottage with the feel of a home from home. Will be visiting again!"
Pretty 18th century cottage centrally situated on Mermaid Street in Rye
Converted stable in secluded rural setting.
Relax in the garden with a view from this outdoor patio, featuring a table and chairs under a shaded area.

Converted stable in secluded rural setting.

10.0 out of 10, Exceptional, (142)
"Spotlessly clean, well equipped and beautifully located. We had such a fantastic stay here, thank you!"
Converted stable in secluded rural setting.
3 bedroom accommodation in St Leonards On Sea, near Hastings
Fishing

3 bedroom accommodation in St Leonards On Sea, near Hastings

3 bedroom accommodation in St Leonards On Sea, near Hastings
The Stables at Boreham House
Stunning home surrounded by lush greenery, featuring a charming front yard and a beautifully tiled roof.

The Stables at Boreham House

5.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely stay at the stables. They have been converted to a high standard and were very comfortable for our family with two small children. It was great that there was a stair gate in the top bedroom as there isn’t a door. Had a nice meal at the local pub and in easy reach by car of local visiting sites. The hosts were very helpful and friendly and let us wander around their lovely garden. Would recommend. "
The Stables at Boreham House
Buttercup Cottage
Relax in a serene outdoor space surrounded by lush foliage and a wooden fence.

Buttercup Cottage

4.0 star property
8.0 out of 10, Very good, (4)
"Thank you. We loved theclication and the decor of the cottage. I would highly recommend it to friends and family. "
Buttercup Cottage
2 Weaver's Cottage - family break at the farm
Traditional barn and farmhouse in a rural setting, surrounded by a wooden fence and a large tree.

2 Weaver's Cottage - family break at the farm

10.0 out of 10, Exceptional, (7)
"Stunning countryside location! Very clean & well equipped cottage, owners Deana & Tim friendly & welcoming! Loved our holiday & would definitely recommend to others!"
2 Weaver's Cottage - family break at the farm
Tranquil Retreat, Two Bedrooms, Two Bathrooms (one en-suite, one shower room)
Enjoy the patio with a metal table and chairs, perfect for outdoor relaxation.

Tranquil Retreat, Two Bedrooms, Two Bathrooms (one en-suite, one shower room)

9.8 out of 10, Exceptional, (59)
"Excellent accommodations and location, A real home away from home. Peaceful and quite and a real Retreat Jaq and Phil are the absolute best hosts - so welcoming and accommodating that they made us feel like we actually owned the place"
Tranquil Retreat, Two Bedrooms, Two Bathrooms (one en-suite, one shower room)
2 bedroom accommodation in Bexhill-on-Sea
Dining

2 bedroom accommodation in Bexhill-on-Sea

10.0 out of 10, Exceptional, (2)
"Lovely light and spacious apartment with a balcony overlooking the sea. Central location for all amenities."
2 bedroom accommodation in Bexhill-on-Sea
Beach Cottage with garden that blends into the beach in Pevensey Bay
Beach

Beach Cottage with garden that blends into the beach in Pevensey Bay

Beach Cottage with garden that blends into the beach in Pevensey Bay
Wheelwrights Cottage - beautiful cottage by Bloom Stays, sleeping 5 guests in 3 bedrooms
Cozy room with a traditional fireplace, comfortable sofa, and large window.

Wheelwrights Cottage - beautiful cottage by Bloom Stays, sleeping 5 guests in 3 bedrooms

9.6 out of 10, Exceptional, (14)
"Wheelwrights cottage is stunning, the owner really does have class and a great eye for detail. We ended staying for 7 weeks in total and loved it."
Wheelwrights Cottage - beautiful cottage by Bloom Stays, sleeping 5 guests in 3 bedrooms
2 bedroom accommodation in Hythe
Beach

2 bedroom accommodation in Hythe

9.4 out of 10, Exceptional, (13)
"Ignore the rubbish from cottages.com as they obviously do not have a clue. The front door facing North road is locked and bolted and so cannot be used to enter the property. Only by going down the steps and using the back door can you get in. The flat bronze yale style key next to the silver long key is the one you need. As the yale lock is loose you need to jiggle the key in the lock to even turn it. Watch out if your tall ... im 6' and had some close calls in the cottage. Do not attempt to use...
2 bedroom accommodation in Hythe
2 bedroom accommodation in Hastings
Beach

2 bedroom accommodation in Hastings

10.0 out of 10, Exceptional, (2)
"The appartement was clean and everything what you possibly need is there. Sitting on the couch, you'll have a fantastic look over the old town, the hill and the ocean. "
2 bedroom accommodation in Hastings
3 bedroom cottage. Lovely walks. Cozy woodburning fire
Compact kitchen with microwave, toaster, and stainless steel refrigerator, featuring white cabinetry and a tiled backsplash.

3 bedroom cottage. Lovely walks. Cozy woodburning fire

9.6 out of 10, Exceptional, (14)
"We loved the property, it was easy to find and had onsite parking.Lovely log burner and the views were spectacular in spite of the mist.It has everything you need for a relaxing stay."
3 bedroom cottage. Lovely walks. Cozy woodburning fire
The Old Thatched Cottage
Dishwasher, high chair, cookware/dishes/utensils

The Old Thatched Cottage

10.0 out of 10, Exceptional, (2)
"We loved staying here. Father, son,and grandson. Best Kitchen/dining on our trip."
The Old Thatched Cottage
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

The Grand Hotel Eastbourne

The Grand Hotel Eastbourne

10/10 Excellent
"Breakfast was very nice, staff were friendly, heated outdoor pool was nice and so was the spa "
Oliver 1-night trip
Posted 2 days ago
The Grand Hotel Eastbourne

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