Cottage vacation rentals in Winchelsea

A wide view of Pett Level Beach shows a stretch of sandy shoreline under a partly cloudy sky. Gentle waves lap at the shore, while a shallow pool reflects the sky. Several beach huts are positioned along the distant coastline.

4.94 out of 5 average rating, 155 reviews

Lovely Unique Beachfront Cottage

Stay right on wonderful Pett Level Beach in one of the original Coastguard's cottages, with direct access from the garden straight onto the sand. Recently modernised, the cottage has a super stylish open plan ground floor with kitchen, dining and living areas and wood burning stove. Upstairs there are two bedrooms: one has a double bed and sea view, the other can be made up either as a kingsize or as two single beds. Flexible space perfect for families or friends. A rare, stunning property.

4.99 out of 5 average rating, 187 reviews

Charming historic cottage in the North Kent Downs

Situated in the Kent Downs Area of Outstanding Natural Beauty, this 18th century cottage offers a relaxing and comfortable stay with its own private garden. The Kent coast is easily accessible by car (Deal, Folkestone, Hythe & Dungeness) as is the historic town of Canterbury. The house is perfectly located for a short break from London (15-minute taxi from Ashford International) or a stopover when travelling to or from the Continent with the Eurotunnel and Dover Port within 30 minutes drive.

A serene beach scene features a sandy shore with smooth rocks scattered throughout. The clear blue sky reflects over calm waters, and a cliff with greenery rises majestically in the background, offering a tranquil view of the coastline.

4.97 out of 5 average rating, 292 reviews

Pebbles - calming and quiet near the sea

Pebbles is a private annexe at our home in Pett Level, a haven of quiet and calmness. You’ll be only five minutes walk from an amazing beach. Surrounded by fabulous countryside and cliff top walks, 2 local pubs in the village of Pett, 5 minutes car ride or a lovely 1/2 hour walk away over the hills. There is a bright lounge with french doors overlooking the garden, wet room, double bedroom and fully fitted kitchen. The garden is secluded and peaceful . The beautiful town of Rye is 5 miles away.

An inviting outdoor patio features a rustic wood-fired oven, surrounded by greenery. Comfortable lounge furniture and a wooden table are present, with potted plants adding a touch of nature. A patterned area rug enhances the space, creating an ideal spot for relaxation.

4.91 out of 5 average rating, 132 reviews

Idyllic 2- Bedroom barn with amazing views

Spacious barn conversion with views of the countryside. The Barn is an ideal location to use as a base for visiting the many places of interest or for a relaxing holiday. There are many National Trust properties within a small radius together with historic gardens and local vineyards. Tenterden and Rye are a short drive and Camber Sands, with its sandy beach, is a must. There are a number of local pubs which serve food, The White Hart within a few minutes walk, and many others not far away.

An outdoor dining area features a long, rustic table paired with sturdy benches. Subtle outdoor lighting illuminates the setting, creating a serene atmosphere. Decorative cushions rest on the benches, and a cozy blanket is draped over one, enhancing the inviting space for gatherings.

4.99 out of 5 average rating, 138 reviews

Driftwood is a 2 minute stroll to Pett Level Beach

A perfect blend of stunning coast and countryside on the doorstep. Driftwood is a beautifully renovated three bedroom beach house that’s two minutes stroll from the beach and surrounded by miles of beautiful countryside including spectacular cliff top walks. Historic Rye and Camber Sands are a short drive away. The house is unassuming from the outside, and once you’re inside it feels light, warm and welcoming with a Scandi vibe. All rooms are on one spacious floor. Dogs are very welcome.

A cozy sitting area features a green sofa positioned beside a colorful area rug. A log burning stove with a decorative mantel stands prominently, while a bright yellow kitchen area offers essential amenities. Natural light filters through the window, creating an inviting atmosphere.

4.9 out of 5 average rating, 167 reviews

Peace, Quiet, Cosy house with garden & log burner

Peaceful, with good views, great walks, 2 sitting rooms, big cosy log burning stove, big fluffy towels & dressing gowns, 600TC sheets, super comfy bed, plumped pillows, 2 big smart TVs, wifi & Sonos. Soak in a free-standing bath or big shower and stretch out on an enormous sofa and admire the view up the valley - You won't want to leave! If you do the Little House is well placed for pubs, beaches, vineyards, gardens, Rye and Hastings and many other treats only a walk or short drive away.

Dunes covered with soft, golden sand are interspersed with patches of green beach grass. The scene opens up to a sandy beach and calm turquoise waters under a clear blue sky, where a couple is seen strolling along the shoreline.

4.94 out of 5 average rating, 187 reviews

Beautiful Camber Sands home away from home

Sea Holly Cottage, on the award-winning White Sand development is a chic child and dog friendly haven with easy access to the stunning Camber beach and surrounding area of natural beauty. The cottage is spacious & well decorated, with high-quality mattresses, luxurious linen, black out blinds, fast wi-fi & a sun trap garden. A huge, comfy sofa; family bathroom and downstairs toilet; a kitchen well stocked for cooking up a storm; local artists featured throughout. A true home from home.

A spacious living area showcases a red sofa and wicker chairs arranged around a wooden coffee table. A TV is mounted on the exposed brick wall, with books displayed on a creative wall shelf. A wood-burning stove adds functional warmth to the space.

5 out of 5 average rating, 152 reviews

The Long Stable: Rural, spacious, fast Wifi

Stylishly fitted and eco-friendly, our detached, self-contained cottage is in a very rural location. There are no other holiday cottages on the farm. Situated in the High Weald Area of Outstanding Natural Beauty, on a sheep farm of 23 acres (which you are free to roam), this is a real get-away-from-it-all location. One of the most peaceful and relaxing places you will ever stay. With underfloor heating and a wood-burning stove you will be cosy whatever the weather.

4.98 out of 5 average rating, 114 reviews

Stylish family retreat, Rye, coast, sleeps 8

Mr Catt's House is located in picturesque Iden, East Sussex, 2 miles from central Rye. It's the perfect place to stay with friends/family/dogs/children to explore an area of outstanding natural beauty whilst enjoying the home comforts of a cosy and attractively decorated country cottage. The cottage is on a quiet lane surrounded by fields and is 5 minutes drive from Rye and 10 minutes drive from Camber Sands. It has an EV charge point and free parking on the lane.

4.88 out of 5 average rating, 228 reviews

Characterful cottage for two on quiet farm lane

Willow cottage is a one bedroom detached home on a quiet farm lane in Playden, 2 mins drive from Rye, the historic cinque port town. The perfect cottage for a couple (plus baby) to relax in. There are plenty of country walks direct from the cottage and Camber Sands and Winchelsea beaches a 10mins drive away. There is a dedicated parking space outside. The owners are next door to give you local recommendations if required.

4.98 out of 5 average rating, 309 reviews

The Granary at Coes Vineyard, East Sussex

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Superhost

The open-plan living area includes a light-colored sofa and armchair, accompanied by a white coffee table. A television is situated on a stand, while large windows with blue curtains allow natural light to illuminate the space.