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Vacation rentals in Winchelsea

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Top-rated vacation rentals in Winchelsea

Guests agree: these stays are highly rated for location, cleanliness, and more.

  1. Entire cottage
  2. Winchelsea
The Gazebo in Winchelsea

Charming private studio in the heart of the historic town of Winchelsea, East Sussex. Sleeps two - luxury double bed with ensuite bathroom. Private garden & patio, full kitchen, dining facilities & lounge.

$135 per night
SUPERHOST
  1. Entire cottage
  2. East Sussex
Matchbox is a delightful pet-friendly cottage

Matchbox is a beautiful listed cottage in the heart of Winchelsea, overlooking the stunning church. The whole cottage has been finished to a high standard. A fully equipped galley kitchen, open plan lounge/diner and separate TV snug. Upstairs you have two king size bedrooms with views towards the church and each with their own bath/shower room. A small decked enclosed courtyard, perfect for a morning coffee or storing bicycles. ONLY ONE WELL BEHAVED DOG ALLOWED FOR A PET FEE

$484 per night
  1. Entire home
  2. East Sussex
A charming retreat to relax in and explore from

April Cottage is a traditional rustic 3 bed house in the quiet town of Winchelsea. There are 2 king-sized bedrooms and a smaller room with 2 single beds for children or these can zip together into another king-sized bed for a third couple. There are two reception areas downstairs. It has a patio and BBQ as well as a secluded lawn at the back of the garden. it is well situated to explore the area. There is a shingle beach 5 min drive away, Rye is 7 mins, Camber Sands 16 mins and Hasting 20 mins

$172 per night

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Other great vacation rentals in Winchelsea

  1. Entire cottage
  2. East Sussex
HAVELI in WINCHELSEA
$200 per night
SUPERHOST
  1. Entire cottage
  2. East Sussex
Rosendal – Cosy Cottage for Countryside & Coast
$191 per night
  1. Entire cottage
  2. Winchelsea Beach
Delightful 2 bedroom hideaway close to beach
$156 per night
  1. Holiday park
  2. East Sussex
Park View, winchelsea sands holiday park
$120 per night
SUPERHOST
  1. Entire guesthouse
  2. Winchelsea Beach
Holiday home 3 bedroom
$144 per night
  1. Entire bungalow
  2. Winchelsea Beach
River Side Bungalow located in Winchelsea Beach
$234 per night
SUPERHOST
  1. Farm stay
  2. East Sussex
Wickham Manor - William Penn Wing
$198 per night
  1. Tiny home
  2. Winchelsea Beach
Winchelsea Sands Holiday Park, Anchor's Rest
$226 per night
  1. Tiny home
  2. East Sussex
Sandy Shores
$307 per night
SUPERHOST
  1. Entire cottage
  2. East Sussex
4 Landgate Cottage sleeps 4 in Winchelsea, Nr Rye
$412 per night
  1. Entire home
  2. Winchelsea, near Rye
Hiham Lodge (UK13068)
$239 per night
  1. Tiny home
  2. Winchelsea Beach
3 bedroom caravan
$120 per night
  1. Airbnb
  2. United Kingdom
  3. England
  4. East Sussex
  5. Winchelsea