
Vacation rentals in Winchelsea Beach
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Top-rated vacation rentals in Winchelsea Beach
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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.
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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.
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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.
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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
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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.
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Beachfront views of Rye Bay, with EV charger.
Beach-front views of Rye Bay, a spacious modern house set above the beach on a private lane. Its four bedrooms enjoy sea views and there's room on the balcony to relax in the morning sun. The second floor Belvedere (lookout) gives extensive views across Rye bay to English Channel. A great base for exploring Hastings, Rye and East Sussex, or simply going to the beach. There are 32 steps up to the house. 7kW EV charger, bring your type 2 cable (pay online per kWh). Pet free.
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14th-Century House in Rye's Historic Citadel
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 are round the cobbly corner.
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Cosy cottage in Rye Harbour
Welcome to our idyllic sea-side cottage in Rye Harbour, just down the road from a cosy pub, a village store, and a nature reserve. The nature reserve is ideal for walks and birdwatching, and is home to the Discovery Centre where you can grab a coffee and learn about the area. There are lots of pubs, cafes, restaurants & a winery in Rye town, 5 minutes away by car. The house is also conveniently located for day trips to Winchelsea and Camber Sands.
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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.
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Idyllic Beach Cabin near Rye, East Sussex
Wooden cabin a stones throw from Winchelsea Beach. Set in a beautiful, wild, private coastal garden part of a family home with railway carriage & free range hens! An idyllic private spot, peaceful, romantic & beach location. White Egyptian cotton sheets. Cool, Nordic styling. Listen to the sea from the cabin. You can see our cabin from the beach! Secluded shingle beach a short drive from Winchelsea (5 mins), Rye (10 mins) & Hastings (20 mins).
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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.
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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.
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Popular amenities for Winchelsea Beach vacation rentals
Other great vacation rentals in Winchelsea Beach

Charming Church View Cottage with Garden
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Rosendal – Cosy Cottage for Countryside & Coast
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Caravan 5. Modern, cosy caravan. Sleeps 6, GCH+DG
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Beachfront Bliss at Laughing Water
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Matchbox is a delightful pet-friendly cottage
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Luxury Lodge overlooking Nature Reserve
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Pelsham Farm Bungalow
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The Tudor At Wickham Manor
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Destinations to explore
- Brighton Seafront
- Le Touquet
- Greenwich Park
- Nausicaá National Sea Center
- Botany Bay
- Leeds Castle
- Dreamland Margate
- Cuckmere Haven
- Saint Andrew's Lakes
- Plage de Calais
- Romney Marsh
- Brighton Palace Pier
- Blackheath
- Rochester Cathedral
- Worthing Pier
- Adventure Island
- Glyndebourne
- Bexhill On Sea
- Eastbourne Beach
- Folkestone Beach
- Golf Du Touquet
- Wissant L'opale
- Chapel Down
- Lancing Beach





