Holiday rentals in Winchelsea

4.94 out of 5 average rating, 151 reviews

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.

4.97 out of 5 average rating, 286 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.

4.94 out of 5 average rating, 331 reviews

Home in Rye Harbour

Charming, Cosy Cottage in Rye Harbour

Light and airy seaside cottage with lots of character. Built in around 1900, it was originally home to one of the local coastguards who were stationed in the village. Cosy and comfortable sitting room. Open plan kitchen diner opening in to the sunny sheltered garden. The kitchen is well equipped, with microwave, electric oven, washer dryer and dishwasher. There is a double bedroom and a single room with bunk beds. The family bathroom is downstairs,and we have an upstairs toilet.

4.98 out of 5 average rating, 166 reviews

Unique 14th century house in the Citadel of Rye

Hucksteps is a medieval, 3 bedroom/2 bathroom house centrally located in the Citadel of Rye. Facing St Mary’s Church, the house is surrounded by cobbled streets, period architecture, literary associations, stunning coastline, and vibrant culture. Camber's sandy beaches and dunes are an easy walk/cycle/drive away. A High Street full of independent shops, restaurants, inns, art galleries, Kino cinema, Rye Spa Retreat, tea rooms is round the cobbly corner.

4.95 out of 5 average rating, 294 reviews

Apartment in East Sussex

Grade II listed apartment in Mermaid Street, Rye

A grade II listed apartment in the centre of Rye. The property is situated at the bottom of famous cobbled Mermaid Street through a courtyard entrance on The Mint. It is a short walk to local pubs, restaurants and fish and chip shops with beaches within a 10 minute drive. The property features a quirky steep winded staircase and is set on 3 floors! These are also super steep so please be careful with children. A 10 minute walk from Rye station.

4.97 out of 5 average rating, 272 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.

Superhost

4.81 out of 5 average rating, 289 reviews

The Stable Cottage on beautiful farm

The Stable Cottage is a delightful one bedroom cottage overlooking The Brede Valley to Winchelsea and the sea. Set on a working arable and sheep farm. Adjacent to the Woolroom Cottage and a term time only Nursery. Guests can enjoy lots of walks on the farm, plentiful bird life, including barn owls. The property is close to the historic town of Rye, Camber sands beach, Winchelsea beach, Battle Abbey and Bodiam Castle.

4.95 out of 5 average rating, 335 reviews

Apartment in East Sussex

Beautiful boutique studio flat in town centre

Enjoy a stylish experience at this centrally-located place. This newly finished studio flat with fully furnished kitchen and dining area is in the centre of Medieval Rye, making it the perfect base to explore the historic Sussex south coast. This is a new property for us, however we are established hosts with super host status. Please do message if you have any questions. We’d love to hear from you.

Bungalow in Winchelsea Beach

4.91 out of 5 average rating, 406 reviews

Kahytten Beach House on Winchelsea Beach

Kahytten [Danish for ships cabin but also used to describe a fisherman’s retreat] is a cosy and light filled beach house, two minute's walk from the beach in a lovely seaside village with good amenities. Ideal for couple or small family. Well equipped kitchen, central heating and cosy living space. This is a lovely space all year round with beautiful walks on beach and nature reserve.

4.98 out of 5 average rating, 286 reviews

Flat in East Sussex

The Stables, Rye

A characterful and charming property in the Ancient Town and Cinque Port of Rye. Recently renovated 'The Stables' is believed to have originally formed a part of Rye's original town wall and benefits from a wealth of period charm. Located at the bottom of Mermaid street and opposite the bustling Strand, you will find antique shops scattered amongst restaurants a stones throw away!

4.99 out of 5 average rating, 186 reviews

Guest suite in Icklesham

Valley View Cottage

We would like to welcome you to our detached cottage in the small village of Icklesham, between Hastings and Rye. With open countryside on the doorstep, there are plentiful walks including the 1066 Country Walk which runs long side the property. With comfortable space both inside and out, you can also just take it easy and enjoy the peace and tranquillity on offer.

4.94 out of 5 average rating, 104 reviews

Cabin in Rye Harbour

The Other Red Hut

Unique self built studio cabin in a peaceful setting only a stones throw away from the Nature Reserve - replicating the well known Red Hut in Rye Harbour. PLEASE NOTE : The wc/shower room is a separate building adjacent to the main hut. The sink area is also outside the hut. There’s a patio area which looks towards the Martello tower (The enchantress)

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Other great holiday rentals in Winchelsea

4.94 out of 5 average rating, 49 reviews

Cottage in Winchelsea

Loke Cottage – Winchelsea Town – Near Rye

CathyRating, 5 stars6 days ago

We were celebrating a birthday this week and couldn't have had a better time. The house was the perfect location for a day trip to Rye, sunbathing in the dunes at Camber Sands and walking in the Brede valley. We spent time discovering more about Winchelsea and also had a lovely meal at the New Inn. Altogether a great holiday in a beautiful part of the country.

4.94 out of 5 average rating, 48 reviews

Home in Rye Harbour

Cosy cottage in Rye Harbour

JohnRating, 5 stars1 week ago

This cottage is brilliantly located a short walk from the amazing rye harbour nature reserve with its amazing views & walks (weather a bird watcher or not) Our dog loved the house and nature reserve. Aisling has beautifully equipped and decorated this cottage with the new kitchen a real success. We will definitely be returning

5 out of 5 average rating, 14 reviews

Beach house in Winchelsea Beach, East Sussex

CorneliaRating, 5 stars2 months ago

The location of the house is fantastic. The whole house and especially the kitchen is perfectly equipped. Even adapters and USB outlets are present. We would come back anytime.

5 out of 5 average rating, 41 reviews

Luxurious retreat on Rye High Street

LeorahRating, 5 stars3 weeks ago

Angela’s place was absolutely incredible. One of the most beautiful Airbnb I had stayed at. Perfectly located on Rye’s Main Street, near shops and restaurants. The inside is beautiful, tastefully decorated, and extremely comfortable. Everything was spotless. The claw foot tub in each room was the perfect way to relax after a day of walking around Rye. Angela was extremely accommodating, letting us check in early at no cost. I already dream of coming back!

4.93 out of 5 average rating, 40 reviews

Farm stay in East Sussex

Wickham Manor - The Tudor Wing

AlomaRating, 5 stars2 weeks ago

Beautiful historical house with the most breathtaking grounds and views. Sally and Chantal made us feel very welcome. The complimentary glass of wine at the vineyard grounds were a nice touch. Thank you for everything!

4.96 out of 5 average rating, 73 reviews

Beachfront views of Rye Bay, with EV charger.

AndreaRating, 5 stars1 month ago

The house is stunning, the layout is perfect and was spotless. Level 1 kitchen/lounge/outdoor balcony. Level 2 bedrooms. Level 3 attic room with chairs, binoculars and great views (each level has great views!) We were a group of 4 although if 8, the size and layout would have allowed us to have our own space. The bedrooms, 2 with en-suites, a large family bathroom and all with sea views. Watching sunrise over the ocean and the dawn morning bird chorus transported me to tropical holiday vibes. The house overlooks gardens, bluebells and iris were in bloom. Down the house steps and after about 50 metres you are on the sea wall/beach. Jo and Andrew have been great hosts, great communication prior to our trip and provided a welcome pack of really useful local information, thank you for the snacks and wine. Relaxing on the balcony, watching the ocean and world go by was the perfect way to start the trip. If I ever return to Hastings, first stop would be to try and rebook this AirBNB

5 out of 5 average rating, 81 reviews

Flat in Hastings

Escape to the Sea

JacquelineRating, 5 stars1 week ago

We were in Hastings to catch Jack Dee and only booked one night. Tanya is really great to communicate with responsive and friendly. Finding and getting in is easy. The communal hallway/ stairs are tatty but my lord it doesn’t matter when you see the view from the living room. It’s absolutely stunning. The flat is spacious and very comfortable. The kitchen is cute and all you need. The bedroom is large, so quiet we had such a good sleep. Wish we had booked longer as I could stare out at the sea for hours! Great flat! Would not hesitate to stay again.