Vacation rentals in Winchelsea Beach

4.94 out of 5 average rating, 152 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, 287 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, 332 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, 167 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, 297 reviews

Condo 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.

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.

4.94 out of 5 average rating, 172 reviews

Apartment in Fairlight

Cosy Fairlight Studio Flat

Our cosy studio apartment is in a quiet private Cul-De-Sac. We are within walking distance of the beautiful cliff top walks of the Hastings Country Park and Firehills with its spectacular views across the Sussex coast. Hastings old town, the medieval town of Rye and historic Battle are a short drive away. The property is surrounded by trees and hedgerows and there is a secluded front garden to eat outside in the summer.

Vacation home in East Sussex

4.99 out of 5 average rating, 355 reviews

Sea View Holiday Flat + Pool & Spa in Countryside

Luxury studio flat with a spectacular view of the sea and countryside. New: Large private balcony to sunbathe and dine outside. Heated indoor swimming pool, steam room, gym, and outdoor hot tub. King size bed with en-suite, suitable for 2 people. Free high speed wifi throughout. Large smart TV with 200 satellite channels and free Netflix. Located in Hastings Country Park Nature Reserve, short walk to beach.

4.95 out of 5 average rating, 337 reviews

Condo 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, 287 reviews

Apartment 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!

4.86 out of 5 average rating, 218 reviews

Home in Winchelsea Beach

Beautiful Beach House Winchelsea Beach East Sussex

Beautiful 3-bedroom beach house (double, twin, bunk). 100m to Winchelsea Beach. Sea views from lounge and master bedroom balconies. Garden with deck area and outdoor table and chairs. Walking, cycling, water-sports, bird-watching (Rye Harbour Nature Reserve). The Ship deli (great butchers and bread!) and the Red Pig food truck. Good pubs, restaurants and cafes in Rye and Icklesham.

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Other great vacation rentals in Winchelsea Beach

4.94 out of 5 average rating, 49 reviews

Home in Rye Harbour

Cosy cottage in Rye Harbour

SianRating, 5 stars1 day ago

The house is very well presented - high quality furnishings, accessories, bed linen etc with everything we needed. It’s very homely and comfortable. Aisling communicated really well and answered the few questions we had quickly. It was perfect for us - couple with a small dog. Easy access to the enclosed garden and parking right out the front. Lots to do in Rye Harbour itself - the pub is great for food and a few drinks. Café by the RLNI is perfect for morning coffee and a bacon sandwich / breakfast. Easy walk to the Discovery Centre and walks along the shore. Rye town is more of a walk but there is a bus. Local shop well stocked for essentials. We will definitely be back to stay here again and would absolutely recommend Aisling as a great host.

Superhost

4.82 out of 5 average rating, 33 reviews

Matchbox is a delightful pet-friendly cottage

MikeRating, 5 stars2 months ago

We had a delightful time at Matchbox in Winchelsea. It was perfectly situated for a wedding we were attending in Rye and was an ideal fit for our family of four. We loved the view of the church, the super clean bathrooms and the proximity to the little shop with delicious coffee.

5 out of 5 average rating, 41 reviews

Luxurious retreat on Rye High Street

LeorahRating, 5 stars4 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!

4.96 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

4.94 out of 5 average rating, 51 reviews

Farm stay in East Sussex

Wickham Manor - William Penn Wing

AmyRating, 5 stars4 months ago

Sally was very friendly and welcoming when we arrived. The place is in such a lovely setting along with the space being cosy and inviting! We hope to return again to explore the beautiful area further!

5 out of 5 average rating, 13 reviews

Beachfront Bliss at Laughing Water

DariusRating, 5 stars1 month ago

Great place and great location, close to Rye, the beach and to plenty of farm animals :)

4.98 out of 5 average rating, 60 reviews

Dairy Cottage , in walking distance to Rye

JanetRating, 5 stars4 weeks ago

We had a lovely stay in Jane’s super accommodation. The Dairy is very well equipped and really comfortable. Jane is a great host- very friendly and welcoming. She helped us plan days out in the local area and was about to say goodbye as we left. Excellent few days.