Vacation rentals in Winchelsea Beach

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Top-rated vacation rentals in Winchelsea Beach

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Guest favorite
A stand-alone shepherd's hut is set in a wooded area, featuring a dark green exterior and large windows. A small wooden deck and two chairs are positioned outside, alongside a circular fire pit surrounded by grass. Leafy trees provide a natural backdrop.
Hut in Udimore
4.91 out of 5 average rating, 207 reviews

The Staying Inn

The Staying Inn is a stand-alone Shepards hut set in the woodland of the south east. In the beautiful countryside, just outside rye and a stones throw from the coast of East Kent including camber sands. The space includes, a double mezzanine bed, fully equipped kitchen, log burner, shower room and decking, and lots of other quirky features. 5 mins car/taxi ride from rye Station, 15mins drive to camber sands ,and only 56 mins train ride from St Pancras station London to rye on the high speed.

Top guest favorite
A comfortable lounge area features a mix of seating, including a light-colored sofa and an orange accent chair. The space is complemented by a wooden coffee table, a large area rug, and natural light from the window. A wall-mounted TV and decorative shelves add character.
Home in Winchelsea
4.98 out of 5 average rating, 94 reviews

Stylish, quiet bungalow in Winchelsea Beach

A renovated bungalow nestled in a quiet cul-de-sac in a peaceful seaside village. On the verge of a bustling nature reserve and a short walk or bike ride to the beautiful coastline, this home has everything you need to explore the local area. The shingle beach is glorious any time of year and quieter than other local beaches. There are easy walks to Pett Level, Rye or to inland villages (and wonderful local pubs). Being close to Pett Pools and Rye Harbour, it is ideal for birdwatchers.

Top guest favorite
The exterior of the three-story seaside house is shown, featuring a sleek design with large glass doors. Two south-facing balconies are visible, equipped with outdoor furniture, and the surrounding greenery adds a touch of nature to the coastal setting.
Home in East Sussex
5 out of 5 average rating, 30 reviews

Beachfront Bliss at Laughing Water

Seaside sanctuary right on the beach at the renowned Pett Level coast. Set on 3 floors this stunning Airbnb boasts 3 bedrooms (master en-suite), 3 baths, and a spacious lounge for ultimate relaxation. With its perfect location, you'll wake up to the soothing sounds of the waves and enjoy panoramic views of the coastline. Ideal for family getaways or gatherings with friends, Laughing Water promises an unforgettable seaside retreat just minutes from the historic towns of Hastings and Rye.

Top guest favorite
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.
Cottage in East Sussex
4.97 out of 5 average rating, 359 reviews

Pebbles - a calm and peaceful retreat near the sea

Pebbles is a place to relax and unwind, situated in a private annexe at our home in Pett Level. You’ll be only five minutes walk from an amazing beach. Surrounded by beautiful 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. Pebbles has a lounge overlooking the garden, double bedroom, wet room and a fully fitted kitchen. The garden is secluded and peaceful . The beautiful town of Rye is 5 miles away.

Guest favorite
A spacious living area features large windows that frame captivating sea views. A wooden dining table is set between the windows, accompanied by two chairs. A plant is placed on each side of the room, and simple furnishings are styled for a relaxed atmosphere.
Apartment in Hastings
4.99 out of 5 average rating, 162 reviews

Escape to the Sea

Gorgeous, spacious, south-facing flat with stunning sea views, original features, and high ceilings. The sunrises/sets and moon reflections are breathtaking! In between St Leonards on Sea and Hastings, and 30 seconds to the beach! The bedroom has a king size bed and the living room a double sofabed. Bedding is cotton/linen washed with non toxic products. Flat is on the 3rd floor but not that many stairs and as such, sea views far from the madding crowd! There is free parking nearby

Top guest favorite
Bungalow in Peasmarsh
5 out of 5 average rating, 37 reviews

Pelsham Farm Bungalow

Located in the High Weald Area of Outstanding Natural Beauty near historic Rye, this luxurious, uniquely designed farm bungalow offers far-reaching views and a peaceful rural setting next door to Tillingham. Designed for comfort, it features a cosy fireplace, a beautiful bath and walk-in shower, and bi-fold doors opening onto rolling farm fields. Sleep exceptionally well in a Super King ViSpring bed with White Company Hungarian goose down duvet and pillows, plus Bedfolk bed sheets.

Guest favorite
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.
Cottage in Winchelsea Beach
4.93 out of 5 average rating, 120 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.

Guest favorite
The retreat's exterior is characterized by modern architecture, featuring large arched windows and a welcoming entrance. Surrounding greenery, including tall trees, enhances the natural setting, while a gravel pathway leads to a spacious outdoor area with wooden seating and potted plants.
Cabin in East Sussex
4.95 out of 5 average rating, 207 reviews

Relaxing Luxury Retreat

Hop Pickers Retreat is found in the heart of an Area of Outstanding Natural Beauty (AONB) on the Kent and East Sussex border. Located on an farm you are surrounded by wildlife, birdsong, mooing cows, stunning views and in the summertime the sound of a combine, combining the crops in the surrounding fields. It is the ideal place to turn off that phone and unwind with your glass of your favourite tipple in the woodfired hot tub underneath the big starry sky.

Top guest favorite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill in Benenden
4.99 out of 5 average rating, 864 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

Guest favorite
Home in East Sussex
5 out of 5 average rating, 9 reviews

Charming Church View Cottage with Garden

Beautifully renovated to a high standard, this 2-bedroom cottage sits in the heart of the Citadel of Winchelsea, directly facing St Thomas the Martyr Church. Inside you’ll find a stylish kitchen, cosy lounge, dining area, downstairs WC and modern bathroom. Both bedrooms feature king size beds. South-facing garden with patio & free on-road public parking. Dog-friendly. Rye, Camber Sands, Hastings and stunning coastal walks are all close by.

Top guest favorite
A charming bedroom is highlighted by a striped headboard adorned with decorative pillows. An accented wall in warm tones complements framed artwork above the bed. A small tray table holds a vase with fresh flowers, adding a touch of color and elegance to the space.
Home in Rye
4.99 out of 5 average rating, 164 reviews

The Yard Rye

The Yard is a two-bed interior-designed cottage in the citadel of the beautiful Cinque Port town of Rye. It is situated down a cobbled passageway next to a pretty tea room. PLEASE NOTE – The property can sleep up to two adults in the master bedroom and one child in the single, with a pull-out camp bed if needed for an extra child. We also have a travel cot for an infant. Please be aware we have a steep staircase.

Guest favorite
Home in East Sussex
4.95 out of 5 average rating, 40 reviews

Stylish house on Winchelsea beach, East Sussex

Sitting on the shores of Winchelsea Beach is Cloudbreak – a new contemporary build, with stunning views of the sea and easy access to the beach that is directly on the doorstep of this modern property, built beside the bike path and walkway along the beach. It is a short drive from the medieval town of Rye with all its history – Cloudbreak is perfectly situated to explore the surrounding area.

Popular amenities for Winchelsea Beach vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. East Sussex
  5. Winchelsea Beach