Monthly Rentals in Winchelsea

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favourite
Bungalow in Winchelsea Beach
4.91 out of 5 average rating, 406 reviews

Kahytten Beach House on Winchelsea Beach

BridgetRating, 5 stars1 month ago
An excellent property, just as described. The garden is a sun trap, so I had breakfast in the sun through to a glass of wine in the evening in the sun (albeit if there were 4 people, some may be in the shade!)
Guest favourite
Home in East Sussex
4.97 out of 5 average rating, 29 reviews

Stylish house on Winchelsea beach, East Sussex

KellyRating, 5 stars2 weeks ago
Cloudbreak is Beautifully decorated and well equipped 3 storey house with the most amazing views of the Sea from the top floor. High quality fixtures and fittings throughout. A perfect spot, only a few steps to walk on the beach with the pooches and a open green area a few steps behind the property to walk the dogs round if you don't want to venture too far. We appreciated the treats left for us after a 4 hour drive . If your looking for a family beach side get-together or to explore the local area it's totally worth a stay . A beautiful property, Thanks for letting us stay😊 Kelly, James 🐾Marlin & Mabel🐾
Guest favourite
Cottage in Winchelsea Beach
4.95 out of 5 average rating, 95 reviews

Delightful 2 bedroom hideaway close to beach

ElizabethRating, 5 stars3 days ago
We had three superb nights at Penny's. It is within 5 minutes of the beach and 10 minutes from Rye. The cottage was spotlessly clean and had absolutely everything you needed, with seating areas all around the cottage, very quiet and very peaceful. It was a perfect location for visits to Sissinghurst and Great Dixter and exploring the very interesting town of Rye. I wish we had booked for a longer stay and will certainly go back. Penny welcomed us and recommended places to eat - a perfect host.
Top guest favourite
Chalet in East Sussex
4.93 out of 5 average rating, 14 reviews

Caravan 6. DG and CH

OllieRating, 5 stars2 weeks ago
Perfect caravan In a very peaceful location. We had a lovely weekend.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

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