Cottage vacation rentals in Winchelsea

4.94 out of 5 average rating, 159 reviews

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.

Cottage in Pett Level

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, 190 reviews

The exterior of a quaint cottage is shown, featuring dark wood cladding with a yellow door that adds a pop of color. Surrounding greenery and flowering plants enhance the charming setting. A gravel path leads to the entrance, framed by lush foliage.

Cottage in Brook

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, 297 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.

4.99 out of 5 average rating, 190 reviews

A restored fishermen's cottage is set against a dramatic sunset, with vibrant hues of orange and pink filling the sky. The cottage features white exterior walls and a staircase leading to a small balcony, surrounded by the natural beauty of Dungeness.

Cottage in Dungeness

Dungeness fisherman’s cottage full of character.

Being one of the original fishermen's cottages on Dungeness, Seaview Cottage has been lovingly restored to cater for modern needs yet still maintain it's old charm with the original wood panelled interior throughout. It is perfectly situated with sea views to the front and the wild shingle beach known as 'The Desert of England' all around you. The famous RHDR miniature steam railway runs just a few strides from your front door and the Dungeness National Nature Reserve stretches out behind you.

4.91 out of 5 average rating, 133 reviews

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.

Cottage in Kent

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, 141 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.

4.89 out of 5 average rating, 171 reviews

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.

Cottage in Peasmarsh

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.

4.94 out of 5 average rating, 188 reviews

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.

Cottage in Camber Sands

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.

Cottage in Winchelsea Beach

A charming outdoor seating area features a light blue table and two matching chairs placed on a gravel surface. Surrounded by greenery and colorful flowers, the entrance to the cozy cottage is visible in the background, framed by a wooden trellis overhead.

4.95 out of 5 average rating, 103 reviews

Delightful 2 bedroom hideaway close to beach

Woodview is ideal for a romantic get away by the sea or a bird-watching holiday on the wonderful Rye Harbour Nature Reserve. This cosy cottage has free parking on site and lots of secluded outdoor space with a range of seating and dining areas. Recently refurbished throughout, it has a well-equipped new kitchen and shower room. Winchelsea Beach Village has good amenities and is close to a wide range of local historic and countryside attractions that can be enjoyed all year round.

The indoor swimming pool features clear, inviting water surrounded by lush greenery. Large windows allow natural light to fill the space, offering views of the private garden. Comfortable seating is positioned along the edges, creating a relaxing atmosphere for guests.

4.97 out of 5 average rating, 277 reviews

Badgers Den - Covehurst Bay Holiday Cottage

Luxury self-catering holiday cottage in the countryside near Hastings. Heated indoor swimming pool, steam room, gym & outdoor hot tub. 2 bedrooms and 2 bathrooms, suitable for up to 4 people. Kitchen, dining & living room is open plan with large Smart TV & free Netflix. 2 bathrooms. Free high speed WiFi throughout. Sunny conservatory, private garden with sun loungers & BBQ. Amazing coastal and countryside walks right from the doorstep.

4.98 out of 5 average rating, 311 reviews

A thatched cottage is seen set against a backdrop of vibrant greenery, beside a tranquil pond adorned with water lilies. The well-manicured lawn features neatly striped grass, enhancing the serene outdoor setting. Sunlight illuminates the scene under a clear blue sky.

Cottage in Rotherfield

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.