Holiday houses in Winchelsea Beach

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Top-rated holiday rentals in Winchelsea Beach

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Guest favourite
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
4.94 out of 5 average rating, 194 reviews

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.

Top Guest favourite
The shepherd's hut is positioned among lush greenery, featuring a wooden exterior with large windows allowing natural light to enter. A deck built from wooden planks extends out, with logs stacked beneath it, while a single outdoor chair is placed to enjoy the surroundings.
Hut in GB
4.93 out of 5 average rating, 504 reviews

The Hide Out

Set amongst green woods overlooking the south-eastern coast of England sits The Hide Out, a self-built shepherds hut inspired haven. The Hide Out comprises a comfortable living space, fully equipped kitchenette with sink and gas hob, a wet room come loo, and one upstairs bedroom to sleep 2. The Hide Out is surrounded by a level decking with outdoor furniture, as well as a BBQ and fire pit. Designed to be an extraordinary hut. The hide out does not have mains power as it runs off 12v battery’s.

Top Guest favourite
A serene landscape showcases a lush green field where numerous sheep graze peacefully. A calm river flows in the foreground, with natural grasses lining the bank. The sky is overcast, with soft clouds creating a tranquil atmosphere.
Tiny home in East Sussex
5 out of 5 average rating, 22 reviews

Doris Clara at River Bank,Winchelsea Beach, Sussex

This is an opportunity to experience a holiday tailored just for you. Doris Clara is waiting for you, she is a gorgeous mobile home nestled in a unique location with partial views to Fairlight and Winchelsea Old Town. Imagine a holiday where you're not just another booking, but a valued guest in your tranquil home away from home You have access to the most wonderful countryside, and walking distance to Winchelsea Beach. There is so much to see and do, you'll leave wanting to come back.

Top Guest favourite
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 favourite
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 favourite
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.

Top Guest favourite
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 favourite
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 favourite
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, 165 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.

Top Guest favourite
An outdoor space is featured, showcasing a hot tub surrounded by lush greenery and vibrant flowers. A circular dining table with wooden chairs is positioned nearby, complemented by additional seating for relaxation. Sunlight illuminates the area, enhancing the natural beauty of the garden.
Holiday home in East Sussex
4.99 out of 5 average rating, 403 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.

Guest favourite
A well-equipped kitchen features open shelving displaying dishes and cookware. Light wood flooring extends into a cozy living area with large glass doors opening to a garden. A dining table is positioned nearby, enhancing the space's functionality and warmth.
Bungalow in Winchelsea Beach
4.9 out of 5 average rating, 471 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.

Guest favourite
A charming two-story beach house is presented with a dark exterior and white trim. A stone pathway leads to the front door, flanked by well-maintained greenery. Large windows invite natural light into the interior, while a detached structure is visible to the side.
Home in Winchelsea Beach
4.87 out of 5 average rating, 227 reviews

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.

Popular amenities for Winchelsea Beach holiday rentals

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