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Featured Cottages in Winchelsea and around

Character Beamed Country Retreat with self check in/out in historic 1066 country
9.8 out of 10, Exceptional, (204)
"The property is in a lovely quiet location. The hosts were always easy to contact."
Character Beamed Country Retreat with self check in/out in historic 1066 country
2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome.
10.0 out of 10, Exceptional, (8)
"Excellent location with lots to do in the surrounding areas."
2 bedroomed cottage in Hythe, Kent, close to amenities and beach. Dogs welcome.
Listed 17th Century Cottage in a pretty Kent Village - 20 mins to Rye and Coast.
10.0 out of 10, Exceptional, (99)
"Porperty exactly as advertized. Lovely location close to tourist sites, really comfortable and well stocked. Better than any other properties I have stayed in. Do think bathrooms should have better heating options and imagine in winter get quite cold. Also quite expensive compared to others of same ilk but as I said extremely well maintained so depends on your budget and amount of people travelling. "
Listed 17th Century Cottage in a pretty Kent Village - 20 mins to Rye and Coast.
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
16th Century Cottage Situated Opposite The Medieval Landgate Arch
9.4 out of 10, Exceptional, (172)
"This was our fourth stay. Each time it gets better and better!"
16th Century Cottage Situated Opposite The Medieval Landgate Arch
Coastguard Cottage With Sea Views
9.8 out of 10, Exceptional, (59)
"Lovely four days in the cottage. Excellent position for walking. Well equipped. Beds were extremely comfortable. "
Coastguard Cottage With Sea Views
Delightful pet-friendly oast with private, enclosed garden on Kent/Sussex border
10.0 out of 10, Exceptional, (125)
"Everything was absolutely brilliant, would thoroughly recommend Beautiful, comfortable and well equipped Oast house "
Delightful pet-friendly oast with private, enclosed garden on Kent/Sussex border
Close to the beach and to historic Rye - delightful 3 bed Cottage & garden
9.8 out of 10, Exceptional, (100)
"Very pleased with the accommodation, had never been to winchelsea before but loved where the house was. Proper old building with creaky floors and doors which we loved. The host had left a basket of lovely goodies for us and there was everything we needed. Great garden to sit in too. "
Close to the beach and to historic Rye - delightful 3 bed Cottage & garden
Wheelwrights Cottage - beautiful cottage by Bloom Stays, sleeping 5 guests in 3 bedrooms
9.6 out of 10, Exceptional, (11)
"We stayed for four nights in June and were delighted with the facilities provided. One king size bedroom, one double bedroom and a small room suitable for a child (we brought our own crib for the baby). Small details like the stair gate and a few toys helped too. The patio furniture was well used as we had glorious weather. Staplecross is well placed for exploring Rye. Hastings, local vineyards and National Trust properties. We would like to return next year!"
Wheelwrights Cottage - beautiful cottage by Bloom Stays, sleeping 5 guests in 3 bedrooms
Daisy
4.0 star property
9.6 out of 10, Exceptional, (5)
"Lovely property, very good welcome pack. Quiet position. Very enjoyable break."
Daisy
2 bedroom accommodation in Bexhill-on-Sea
2 bedroom accommodation in Bexhill-on-Sea
4 Star Luxury Romantic Break - The Pavilion at Brunger House (Dog Friendly)
9.8 out of 10, Exceptional, (9)
"We enjoyed our stay at the pavilion. It was spotless & a great welcome pack was provided. We were warmly greeted. The pavilion is in a peaceful location & within walking distance of Tenterden. Also nearby to local wineries."
4 Star Luxury Romantic Break - The Pavilion at Brunger House (Dog Friendly)
Stunning beach cottage for the perfect British family holiday with 3 bedrooms
10.0 out of 10, Exceptional, (6)
"Marvellous views over the sea.Walk to the town is about 20 mins.Very uncomfortable if walking on the shingle but ok on the road.Good food at the Indian,fish and chip shop and the local pub.Sovreighn harbour about 10 min drive with restaurants and a large Asda with plenty of free parking"
Stunning beach cottage for the perfect British family holiday with 3 bedrooms
2 bedroom accommodation in Hailsham
10.0 out of 10, Exceptional, (4)
"A picture perfect cottage that is well appointed and very dog friendly. The cottage was in easy reach many of the towns on the coast, however we stayed because of its close location for a wedding and reception. "
2 bedroom accommodation in Hailsham
4 bedroom accommodation in Bethersden, near Ashford
10.0 out of 10, Exceptional, (1)
"Rose cottage hat uns sofort mit seinem Charme begrüßt und wir haben gemütliche Tage verbracht. Die Badezimmer sind außergewöhnlich . Die Schlafräume liebevoll eingerichtet. Die Küche sehr gut ausgestattet. Unsere Erwartung ist weit übertroffen worden. Gerne kommen wir wieder."
4 bedroom accommodation in Bethersden, near Ashford
2 bedroom accommodation in Burwash
10.0 out of 10, Exceptional, (24)
2 bedroom accommodation in Burwash
2 bedroom accommodation in Wadhurst, near Tunbridge Wells
10.0 out of 10, Exceptional, (11)
"We had a great stay in this lovely little property on a working farm. The farmers were very friendly and obliging. There are so many gardens and houses to visit in the area and we got to the coast as well. We hope to return one day."
2 bedroom accommodation in Wadhurst, near Tunbridge Wells
Amelia Cottage
3.5 star property
10.0 out of 10, Exceptional, (2)
"We had an amazing 4 days at the property. The owner was fantastic providing us with bread, milk, tea, coffee, sugar, butter amongst other things. The property was lovely and cozy and would highly recommend. The high street was a short walk with some great dining options ☺️"
Amelia Cottage
2 bedroom accommodation in Goudhurst
10.0 out of 10, Exceptional, (13)
"A cosy cottage with a ‘home from home’ ambience. Caroline & Mark have thought of everything; a well equipped kitchen, lots of reading material relating to the locale, maps, walks and games. We wished we had booked for a longer stay, but intend to return in order to visit the many places of interest that are close by."
2 bedroom accommodation in Goudhurst
Camber Sands Lodge
3.0 star property
8.0 out of 10, Very good, (1)
"very close to the beach, just over the road, its better less stony if you walk about 10 mins to the right, about 5 min walk to reception, lodge is located in a quiet park of the park, I always take a tv as my son is socially anxious, and didnt leave the lodge at all, until we left, I felt it would of been useful to have a tv in the double room, as my son took over the only tv, with his xbox, and i got sent to my room, to watch tv, it was nice having the decking outside, could do with outdoor...
Camber Sands Lodge
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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Other property types in Winchelsea

Close to the beach and to historic Rye - delightful 3 bed Cottage & garden
9.8 out of 10, Exceptional, (100)
"Very pleased with the accommodation, had never been to winchelsea before but loved where the house was. Proper old building with creaky floors and doors which we loved. The host had left a basket of lovely goodies for us and there was everything we needed. Great garden to sit in too. "
Close to the beach and to historic Rye - delightful 3 bed Cottage & garden
A luxurious self-catering retreat for two, complete with indoor pool & hot tub.
10.0 out of 10, Exceptional, (23)
"What a treat, such a lovely property in the most beautiful setting with the added bonus of stunning views whilst relaxing in the hot tub. The facilities are amazing offering you everything you need. We are thoroughly relaxed and will certainly be returning."
A luxurious self-catering retreat for two, complete with indoor pool & hot tub.
Vive Hotel
4.0 star property
7.6 out of 10, Good, (71)
"Lovely clean room.The mattress is a little thin and can feel the springs so didn’t sleep too well. Within walking distance to shops and pier. "
Vive Hotel
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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