Cottage vacation rentals in Winchelsea

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Popular amenities for Winchelsea cottage rentals

Cottage rentals with a hot tub

Superhost
The patio garden features a private hot tub beside a small wooden table and chairs. Lush greenery surrounds the area, with a view of open fields beyond a wooden fence. The stone pavement and garden provide a peaceful outdoor setting.
Cottage in Ticehurst
4.8 out of 5 average rating, 51 reviews

Cheerful, bright, cosy period cottage with hot tub

LynseyRating, 5 stars8 months ago
Really enjoyed our weekend away, great communication from the start. Quite and quirky cottage, so peaceful even though it's on a road, this wasn't a problem for us.. The hot tub was amazing.. A great extra to the weekend...☺️☺️
Top guest favorite
Cottage in Rotherfield
4.98 out of 5 average rating, 293 reviews

The Granary at Coes Vineyard, East Sussex

AndreaRating, 5 stars3 weeks ago
A fabulous place! Peaceful and private. The surroundings were stunning and the accommodation was spacious and very special. The swimming pool, jacuzzi and gym were excellent and very clean and the games room impressive. We had an amazing few days.
Top guest favorite
The barn is framed by greenery, with a spacious lawn in the foreground. The exterior features a dark wooden façade and a moss-covered roof. Sunlight illuminates the tranquil surroundings, inviting relaxation in this rural setting.
Cottage in Smeeth
4.97 out of 5 average rating, 676 reviews

Evegate Manor Barn

NicRating, 5 stars1 week ago
Larissa's place is wonderful and provided the perfect space for our needs. The garden is HUGE and access to the hot tub was a bonus too. The accommodation was well appointed with everything we needed and very homely. We had a very warm welcome and I would highly recommend this place to others.
Top guest favorite
A fenced area features several alpacas grazing peacefully, showcasing their unique appearance against the backdrop of green grass and trees. An inviting dining table with pink curtains hints at a warm interior space, while a well-equipped kitchen area is seen with containers for tea and coffee beside a glass display.
Cottage in Kent
4.95 out of 5 average rating, 162 reviews

Oak Cottage with private log fired jacuzzi hot tub

CharlotteRating, 5 stars3 months ago
What a hidden gem of a place! We feel so lucky to have found Stable Oak Cottages and to have spent New Year there with our family celebrating our sons 18th. The place was gorgeous and the hot tub such a treat! The alpacas were great entertainment and the luxurious little touches from bath robes and sliders, to home baked bread and muffins were just wonderful. Highly recommend.
Top guest favorite
A charming cottage is nestled within a lush garden, framed by mature trees. Sunlight filters through the branches, casting gentle shadows on the well-maintained grass. A swing hangs from one of the trees, inviting relaxation in a private outdoor space.
Cottage in Kent
4.99 out of 5 average rating, 277 reviews

Plantagenet: A Historic Country Cottage with Pool

KathleneRating, 5 stars1 week ago
We enjoyed a wonderful long Easter weekend in this charming cottage. The space was cozy and perfectly appointed, lots of old charm - original cottage was built in 1550! - and special touches that delighted our children and made us feel like we were in quite a magical little space. The gardens are beyond gorgeous and just a lovely space to sit in the sunshine and watch our children play. It was a wonderful weekend filled with children’s laughter, bird song and cozy nights by the fire as a family. Thank you Tim & Maite for sharing your gorgeous cottage with us. The children are already asking we come back soon!
Top guest favorite
A wooden cottage is framed by well-maintained hedges and greenery. In the foreground, a hot tub is situated on a wooden deck, surrounded by potted plants and shrubs, with clear blue skies overhead adding to the serene atmosphere.
Cottage in Icklesham
4.97 out of 5 average rating, 231 reviews

Blackthorn is a luxurious, rural retreat for two.

KateRating, 5 stars1 week ago
Thank you Peter and Karen for a wonderful stay at your property. It was everything we hoped, secluded and calm, peaceful and serene. your thoughtful touches (the eggs, milk and biccies plus tea and coffee etc), plus your helpful insights into the locality were really helpful and helped make our stay. We loved having the use of the hot tub and the pool and the veranda over the garden was so peaceful in the evenings. We would absolutely stay here again if you would have us!
Guest favorite
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.
Cottage in East Sussex
4.97 out of 5 average rating, 268 reviews

Badgers Den - Covehurst Bay Holiday Cottage

IanRating, 5 stars1 week ago
The Badgers Den is by far one of the best places we have stayed in on Airbnb! Chris and Erick are amazing hosts, always helpful and responsive. The place is immaculate, clean and very homely. The gardens around are incredibly well maintained by Chris and Erick too! The pool, steam room and hot tub are such a great bonus, being able to use them at anytime is amazing! We will definitely be coming back!
Top guest favorite
A serene outdoor area is showcased, featuring a clear blue pool surrounded by a spacious stone patio. A charming cottage stands nearby, complemented by lush greenery and trees that extend into the landscape, creating a tranquil retreat.
Cottage in Staplehurst
5 out of 5 average rating, 22 reviews

Beautiful, Summer Retreat + Hot Tub

AishaRating, 5 stars3 weeks ago
Alison was a friendly and lovely host. She offered picking me and my friend from the train station when we first arrived and also offered to give us a lift to certain places. It felt like she was our mother in a way that she took care and looked out for us. The communication between us was good, Alison had given me her number in case we needed anything. Alison had set up the treehouse for us so we could watch the sunset which was so beautiful and we had the hammocks out which was relaxing. I would 100% recommend, there’s a lovely Village called Cranbrook where the people are very polite and welcoming. We visited a restaurant named Jumeira which had the most tasty Indian food I have tasted. Overall was an extremely enjoyable experience in the countryside, I would definitely want to visit again!

Pet-friendly cottage rentals

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.
Cottage in East Sussex
4.81 out of 5 average rating, 281 reviews

The Stable Cottage on beautiful farm

NicolaRating, 5 stars2 weeks ago
The cottage was immaculately clean, comfortable, well-equipped, and very good value for money. There are lots of lovely walks from the doorstep. The Plough was very good and just a few minutes up the lane. We chose to eat in on our second night to make the most of the cottage and views. We hope to return again, with bikes next time.
Top guest favorite
The image features an inviting view of the cottage's indoor living space visible through open bi-fold doors. Stylish dining chairs surround a wooden table, with a bright kitchen area in the background. A garden patio is adorned with greenery and flowers, enhancing the outdoor ambiance.
Cottage in Iden
4.98 out of 5 average rating, 104 reviews

Stylish family retreat, Rye, coast, sleeps 8

PippaRating, 5 stars2 weeks ago
What a wonderful stay! Mr Catts house is in beautiful surroundings just outside of Rye. Perfectly located and extremely well equipped! We found it brilliant with our young daughter, everything is there that you need - even a proper cot! The house itself has everything required for a really comfortable stay and more! The beds are so comfy and the high quality bedding and towels felt homely. Ruth is a wonderful host! A glorious stay - Thank you!
Superhost
Cottage in Camber
4.82 out of 5 average rating, 125 reviews

Badger Cottage, Camber Sands

KirstieRating, 5 stars2 weeks ago
We had a great stay, the house was extremely clean and well maintained. There was a lovely basket of supplies left in the kitchen for us. We liked the fact the 3rd bedroom was separate and had its own bathroom. Beds were comfortable. It was an easy walk to the beach. Some people may find the dunes hard to walk over, there is a car park and flat access to the beach just up the road. We would stay here again.
Guest favorite
A charming cottage is surrounded by vibrant green foliage and blooming orange flowers. The red-tiled roof complements the rustic brick exterior, while large windows let in ample natural light. Lush plants frame the entrance, adding to the cottage's inviting presence in the countryside.
Cottage in Westfield
4.87 out of 5 average rating, 135 reviews

The Hay Loft, Idyllic Rural Sussex Retreat

LouiseRating, 5 stars2 months ago
The Hayloft is a lovely cosy relaxing place, Amanda is very friendly and welcoming and has lots of knowledge of the local area, we had a great break with our children and dogs, watching the chickens in the garden and being able to see the horses from the kitchen window is a bonus , can’t wait to visit again .
Guest favorite
A stone path leads through the garden towards a door framed by lush greenery. A small bistro table and two ornate chairs are situated on the neatly maintained grass, surrounded by colorful flowering plants and shrubbery.
Cottage in Hastings
4.92 out of 5 average rating, 280 reviews

Charming little workers cottage

ClaireRating, 5 stars2 weeks ago
Such a beautiful cosy perfect little place we fell in love with it the minute we walked through the garden gate, cute, quaint and abit like stepping back in time, an evening in front of the fire on the comfy sofa with a cup of tea after a very windswept walk across the nature reserve was an absolutely perfect Sunday, followed by a great sleep in the super comfy bed , and croissant and fresh coffee for Breakfast kindly left by Lynda who was such a lovely helpful host, we will absolutely be back to stay for longer in the summer, one of our most favorite Air bnb accomodations by far 🙂
Top guest favorite
A small courtyard garden features a wooden table surrounded by six folding chairs. Potted flowers add color, and a green parasol provides shade. A brick wall and wooden fence enclose the area, enhancing the sense of privacy.
Cottage in Sissinghurst
4.97 out of 5 average rating, 171 reviews

Sissinghurst Cottage lovely countryside walks

GailRating, 5 stars1 week ago
We thoroughly enjoyed our stay at studio cottage as it was spotlessly clean, had lovely linen and towels, great dressing room, bathroom and kitchen which was well equipped for our requirements. The location was perfect for visiting local areas and the local village shop great for last minute purchases. Jackie was quick to answer any of our queries and accommodate our requests. We would highly recommend this lovely cottage.
Superhost
A modern two-story cottage is presented with a light exterior and a steeply pitched roof. The entrance is marked by a teal front door, flanked by two small shrubs. Window shutters add charm, with a paved walkway leading to the door and a street sign visible nearby.
Cottage in Camber Sands, Camber
4.9 out of 5 average rating, 279 reviews

Saltwater Cottage - Camber Sands near Rye

AnnyRating, 5 stars2 weeks ago
We booked Dani’s house to have a few days away with our 4 young granddaughters. The house was perfect. Very well equipped with lots of board games for the girls. We ate in every day and the kitchen/dining room was great for big family meals. The house itself is really pretty in a private, small estate, that is very quiet. It’s cosy and homey inside with lots of personal touches. The bus stop is just round the corner on the main road. The beach is about a 5 minute walk the other side of the main road. However the climb up the dunes takes a little longer…they almost did nanny in 😂. But it was absolutely worth the climb! Beautiful, never ending beach. There is an easier walk onto the beach next to the car park further down. Dani was very helpful at all times. She should be very proud of her lovely house. Anny London
Top guest favorite
Cottage in East Sussex
4.97 out of 5 average rating, 188 reviews

Dot Cottage, cosy hideaway in the centre of Rye

PaulaRating, 5 stars1 week ago
Dot Cottage is a gem. Incredibly well located in Rye. Very close to everything yet very peaceful. You feel enchanted by the house even before you walk in. The decor has a quintessential English feel but very well done. Very considerate colour palette and you can tell that Catherine has put a lot of thought into every single detail. As a host, Catherine was very quick to respond to any query I had and very helpful. We visited a lot of her recommendations and they were all great. We had 3 amazing days in Rye. Thank you Catherine!

Private cottage rentals

Guest favorite
The exterior features a charming brick facade with a welcoming entrance. A wooden pergola frames a small patio area, equipped with outdoor furniture. Nearby, lush greenery and potted plants enhance the tranquil atmosphere. A well-maintained lawn provides space for relaxation.
Cottage in East Sussex
4.98 out of 5 average rating, 42 reviews

Oat cottage, in a converted barn rural location

ValerieRating, 5 starstoday
A cozy cottage near the stunning South Downs and Sussex coast. Our five-year-old had a very comfy stay, and we were just as comfortable. The location is perfect, with lots to see and do nearby — from countryside walks to charming villages. Katie was an excellent host, incredibly helpful and provided us with some wonderful local recommendations. A wonderful spot for both relaxing and exploring ⸻ Would you like a few alternatives for slightly different tones (like a bit warmer or even more polished)?
Superhost
The exterior of a charming cottage is visible, featuring a mix of flint and white cladding under a red-tiled roof. Lush greenery surrounds the entrance, enhancing the cottage's inviting look. A wooden sign with the name 'Beachyhead White Cottage' marks the pathway leading to the entrance.
Cottage in East Dean
5 out of 5 average rating, 8 reviews

9 White Cottage

MichaelRating, 5 stars18 months ago
Excellent holiday cottage set in idyllic surroundings, each facillity Within the cottage were as described and we felt imeediately comfortable! Local restaurants were excellent so much so we eat out all week, so very well satisfied all round My contact at beachy head estate office (evie) was excellent in Handling our enquiries before and during our stwy, so Evie take a bow for a job well done
Guest favorite
An enclosed garden space features a paved patio area with a dining set for outdoor meals. Lush greenery surrounds manicured grass, providing a serene atmosphere. A decorative stone feature is positioned centrally, with additional seating visible in the background under tall trees.
Cottage in Bexhill
4.86 out of 5 average rating, 21 reviews

Cooden Cottage - Seaside retreat, pets welcome

NicolaRating, 5 stars2 weeks ago
We had a wonderful week at Easter at Cooden Cottage. Ella was amazing and even helped us find a lost dog! The house is spotless, and beyond our expectations. The flow of the downstairs through to an amazing kitchen, conservatory and completely fenced garden was perfect for us and our two large dogs and we had several family get togethers in the garden, surrounded by greenery. The beds, bedrooms and bathrooms were excellent with plenty is space. We met Ella twice and it is clear that she is passionate about giving her guests a really special experience, from thoughtful touches to all rooms to a lovely welcome pack. While there, she wants her guests to feel that it is space and she completely achieved that. We felt at home and will definitely be back. Thank you!
Superhost
A charming cottage features traditional brick and timber design, surrounded by lush greenery. The roof is framed with a prominent chimney, and a dark wooden door adds character. The garden showcases a variety of plants and is bordered by dense hedges, creating a peaceful atmosphere.
Cottage in Faversham
4.7 out of 5 average rating, 27 reviews

Walnut Tree Cottage - beautiful gardens!

NeilRating, 5 stars14 months ago
Great cottage in a beautiful location. Garden, and the snowdrops were stunning. The only downside was the very low ceilings. Anyone of average height is likely to hit their head on the beam in the kitchen. This was mentioned in other reviews, and expected in an old cottage, but was not mentioned in the description.
Top guest favorite
The exterior view showcases a single-level cottage with a rustic wooden facade. Double glass doors open to a spacious patio area, featuring a dining table and multiple chairs. Surrounding plants and decorative stones add a natural touch to the inviting outdoor space.
Cottage in Brightling
5 out of 5 average rating, 146 reviews

The Long Stable: Rural, spacious, fast Wifi

ArneRating, 5 stars3 days ago
We really enjoyed our Easter week stay at the The Long Stable. Andrew and his wife were very welcoming and supportive hosts. The location is idyllic, very quiet and private, even if other farm buildings are nearby you won‘t be disturbed and can make the most of the huge terrace. The cottage is very tastefully furnished and everything is to a high standard. All mod cons are available and the kitchen is fully equipped so wie could enjoy cooking ourselves as well as trying out some of the many pubs and restaurants within easy reach by car. You can stroll around the farm or nearby woods at your leisure, we particulary enjoyed saying hello to the newborn lambs one of which we were allowed to feed as well. The farm is ideally located to visit the coast (recommending Rye Harbour Nature Reserve), National Trust Sites like Sissinghurst or Bateman or simply enjoy the countryside…you really are spoilt for choice. We highly recommend The Long Stable and would love to return for a longer stay.
Top guest favorite
A view from the window showcases a serene garden, featuring a blue table and two chairs. A small bridge leads to manicured grass and flower beds, while decorative ducks can be seen. The scenery includes lush greenery and the outline of a charming cottage.
Cottage in England
4.98 out of 5 average rating, 188 reviews

Cottage with a view.

Fiona Rating, 5 stars1 day ago
We had the most amazing stay. The cottage was immaculate with so many thoughtful additional touches. The surroundings were peaceful with views to die for and Jo’s gardens were very pretty! The wildlife was amazing and we saw badgers and foxes up close! We only stayed for two nights while we were visiting Port Lymphe and the location was ideal… We highly recommend Jo and her cottage, we wish we could have stayed longer and we would love to return! Thank you so much!
Guest favorite
An outdoor courtyard is surrounded by brick walls, featuring a wooden table with two chairs and a stone planter with greenery. A wooden bench is positioned in one corner, adding to the serene atmosphere, while a rustic wooden door provides an entrance to another area.
Cottage in East Sussex
4.98 out of 5 average rating, 58 reviews

Dairy Cottage , in walking distance to Rye

ColinRating, 5 stars1 month ago
Lovely cottage. Very spacious. Nicely furnished. Good WiFi. The courtyard is a nice suntrap and was a secure place for our Yorkshire terrier to potter around. Jane could not have been more helpful. Will definitely visit again. Rye is a beautiful town. Very dog friendly. Enjoyed good wine and a splendid Ribeye steak at The George Inn.
Top guest favorite
Two blue Adirondack chairs are situated on a wooden platform amid lush greenery, facing a vibrant sunset sky. The scene is framed by an orchard, with the cottage partially visible in the background.
Cottage in Robertsbridge
4.97 out of 5 average rating, 78 reviews

Hop at Tipsy Cottages: a romantic rural retreat

KieranRating, 5 stars2 weeks ago
We had a wonderful stay at Georgina's cottage! She was incredibly accommodating and helpful, making us feel right at home. The cottage itself is beautiful and offers a truly peaceful escape. We especially appreciated the thoughtful touches for our little one – the provided highchair was a lifesaver, and the books and toys were a huge hit! We highly recommend George's place for a relaxing and family-friendly getaway

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