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Classic cottages have a growing portfolio of gorgeous holiday homes waiting for you in East Sussex. From large cottages for all the family, to romantic boltholes for two, we have something for every holiday. If you are looking for a holiday or short break, 1066 Country is the perfect place to stay. The stunning High Weald Area of Outstanding Beauty is on the doorstep and ancient settlements, a myriad of historic castles and a fabulous coastline of breath-taking golden sands and dramatic cliffs are all waiting to be discovered. Bring your four-legged friend to one of our dog friendly properties and enjoy exploring miles of beautiful countryside or perhaps enjoy exploring one of the many quaint towns with its cobbled streets, eclectic shops and fabulous selection of boutique shops.
Take a look at our lovely collection of cottages and start planning your next adventure. We would love to meet you if you are in the area so please pop in and say hello to our local team in Battle (address above).
Classic Cottages has been awarded the status of Which? Recommended Provider for UK Holiday Cottages in 2024, 2023, 2022 and 2021, commended for excellent customer service, accuracy of cottage descriptions, website quality and reasonable prices.
| Season (1 Jan 2025 - 31 Dec 2025) |
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The East Sussex towns of Battle, Bexhill and Hastings will forever be remembered…
Visit the site of one of the most famous battles in England's history – the 1066 Battle…
Find out about this remarkable three-metre tapestry at St Mary's Church.
Battle's Grade I Listed church of national historic importance, with a thriving community.
The Almonry, Historic House, and Gardens are open Monday to Saturday, 11am-2pm, with free…
Experience the hidden history of Battle as revealed by its residents.
Special displays of Battle's industries over the centuries including the famous gunpowder…
England's oldest organic vineyard, established in 1979. A woodland nature trail forms…
David & Linda Carr Taylor established the vineyard, in the picturesque Sussex countryside…
The Giants of Brede. Varied collection of water pumps mainly from the steam era including…
Brede High Woods is the Trust’s largest ancient woodland, six miles north of Hastings in…
The blackShed Gallery can be found but a stone's throw from the A21 in a delightful rural…
This picturesque area of Bexhill is home to some fine examples of Georgian architecture…
The Combe Valley Countryside Park covers approximately 2.3 square miles (about…
A ceramic studio based at Beeching Road Studios, Bexhill-on-Sea.
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