Vacation rentals in Winchelsea

Find and book unique accommodations on Airbnb

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Popular amenities for Winchelsea vacation rentals

Stay near Winchelsea's top sights

The Ship18 locals recommend
The New Inn8 locals recommend
Charles Palmer Vineyards7 locals recommend

Other great vacation rentals in Winchelsea

Top guest favorite
Townhouse in Saint Leonards
5 out of 5 average rating, 22 reviews

Huge Georgian Villa. Sea views. 10Adults plus kids

KittyRating, 5 stars5 days ago
Dale went the extra mile to make us feel at home, with a bottle of fizz, biscuits and flowers as we were celebrating a 90th and 30th birthday this weekend. Her property was even bigger than we realised (we were all blown away by the bathrooms!) and perfect for our group of 9. It’s easily walkable to lovely restaurants and the beachfront. Highly recommend to anyone wanting to visit the area.
Superhost
Home in Greatstone
4.71 out of 5 average rating, 229 reviews

Pet Friendly Home Direct On Sandy Beach

TrevorRating, 5 stars2 weeks ago
This is the second time we have stayed here. Family weekend Six adults and five grandchildren- there was plenty of space. We all love being able to walk straight on to the beach.
Top guest favorite
An aerial view showcases a sprawling country property surrounded by lush greenery and manicured lawns. The two buildings are set within a spacious garden, with trees and open fields extending in the background, offering a serene outdoor space for relaxation.
Home in Bladbean
5 out of 5 average rating, 16 reviews

Grand Country Residence with Hot Tub & Games Room

KarenRating, 5 stars2 months ago
An amazing house which was perfect for a multi generational group. The games room and hot tub were lovely and well used by all. Gramps teaching the teens to play pool a memory to treasure. Outdoor table tennis also brilliant. Lovely space. Communication and responsiveness also brilliant. Felt sad to leave and wish we'd had longer.
Guest favorite
A private hot tub is positioned under a covered area, with bubbling water visible. Surrounding the tub, a stone-paved patio leads to a green lawn, and flower pots add a touch of color. A cozy seating area is located nearby.
Home in Rotherfield
5 out of 5 average rating, 5 reviews

The Bainden, Private Hot Tub All Year Round 2BED

LouiseRating, 5 stars2 weeks ago
The place was beautiful, we had a lovely girls trip. The star was the hottub but the place was very relaxing and beautifully decorated. Megan was very responsive and helpful, I’d definitely recommend.
Top guest favorite
Cottage in Burwash
4.99 out of 5 average rating, 144 reviews

Cosy Countryside views/Woodburner/Dog friendly

AlisonRating, 5 stars5 days ago
Sarah’s place was wonderful! We were supremely comfortable and at home, as was our dog. Although in a little complex of 3/4 homes, we were very private and didn’t feel overlooked at all. There were great walks across fields right from the front door and the surrounding area offers plenty to see & do. Definitely recommend this place, especially in the spring!
Superhost
A comfortable living area features a large, L-shaped gray sofa and a patterned coffee table. A wall-mounted television is situated above a low media unit. Light streams through sheer curtains beside a cozy wood-burning stove, creating a welcoming and warm ambiance.
Apartment in Hailsham
4.7 out of 5 average rating, 10 reviews

The chalet in polegate

KatherineRating, 5 stars5 months ago
We had a lovely stay at Karina’s place. The accommodation was cosy and clean. Perfect for a weekend getaway. Thank you!
Top guest favorite
A comfortable wicker chair with a soft cushion is positioned next to a small glass-topped table. A clear glass sits on the table, accompanied by a decorative figurine. The blue sky and sand dunes are visible through the balustrade.
Vacation home in Greatstone
5 out of 5 average rating, 33 reviews

Beach House, 5 beds, large garden, dog friendly

MandyRating, 5 stars1 week ago
We've been doing self-catering for decades and this is now top of our list. Our welcome package was a generous and thoughtful assortment of seasonal goodies, catering for both adults and little ones. We didn't venture far from the house as the children were more than happy with the beach at the front and the large back garden; the icing on the cake was hearing the toot toot of the little steam train and running to the end of the garden to wave as it chugged past. Jo was so flexible with arrival and departure times. That extra couple of hours on the final day meant we could end our holiday with a lie-in and a leisurely family breakfast, rather than the usual frantic rush. The house is tastefully furnished and well stocked with children's toys. It's very dog -friendly too, with treats, blankets and a safe garden for a runaround. I would highly recommend the Beach House.
Top guest favorite
A sandy dune pathway leads down towards a wide, open beach. Vegetation, including tufts of grass, flanks the sides of the dune. The coastline can be seen in the distance, with gentle waves lapping against the shore under a clear sky.
Cottage in Camber Sands
4.98 out of 5 average rating, 98 reviews

Stunning Camber Sands holiday retreat

GillianRating, 5 stars1 month ago
We had a lovely couple of nights in this gorgeous house. Great location for the beach and for dinner at the Gallivant. We will definitely look to book again. Thank you Carey, a wonderful host

Destinations to explore

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  2. United Kingdom
  3. England
  4. East Sussex
  5. Winchelsea