Cottages in Winchelsea
Nestled amongst the rolling hills of the High Weald and brimming with charm, Winchelsea, once a bustling port town, is now a delightful little town in a fantastic setting for your Sussex holiday. Its location is ideal for those looking to explore the idyllic landscapes of East Sussex, from the beaches along the south coast and Rye Harbour Nature Reserve to the cobbled streets of Rye and the seaside town of Hastings. Winchelsea’s shingle beach is just a short stroll away, and the town itself offers a fascinating medieval history, including the Court Hall Museum and St Thomas the Martyr Church.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 5 self catering cottages in Winchelsea
7 nights from £505 booking fees included
Pump Cottage
57882 bedroom self-catering cottage in Rye.
Situated in the heart of Rye and just a short walk from the railway station, Pump Cottage is perfectly positioned for exploring this medieval town, 1066 country and the golden beac...
7 nights from £505
7 nights from £665 booking fees included
4 Church Square
55201 bedroom, dog friendly self catering cottage in Rye.
Welcome to this gorgeous Grade II Listed cottage situated along one of Rye's famous cobbled streets, perfect for couples looking to stay in the heart of Rye. As you enter this ...
7 nights from £665
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
7 nights from £620 booking fees included
The Old Tractor Shed
61802 bedroom, dog friendly self catering cottage near Winchelsea.
Tucked away on a working sheep farm close to the coast and the medieval towns of Rye and Winchelsea, this peaceful escape is surrounded by beautiful farmland and scenic footpaths i...
7 nights from £620
7 nights from £563 booking fees included
Hayesland Lodge
57001 bedroom, dog friendly self catering cottage near Rye.
This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...
7 nights from £563
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Best company for UK holiday home rentals
7 nights from £543 booking fees included
Reysons Barn
52852 bedroom thatched self catering cottage near Rye.
Reysons Barn is perfect for couples and families who are looking for a rural escape in East Sussex. Converted in 2009, this lovely thatched barn sits on the edge of a small orchard...
7 nights from £543
Show properties within 10 miles of Winchelsea
