
Holiday houses in Winchelsea Beach
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Top-rated holiday rentals in Winchelsea Beach
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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.

The Lodge at Maidlands Oast - Nr Rye, East Sussex
Maidlands Lodge is a detached converted barn boasting stunning uninterrupted far reaching views across the Tillingham Valley. It provides guests the ultimate luxury retreat and romantic getaway for two nestled in the heart of the breathtaking rolling East Sussex countryside . This light and airy property is presented to the highest of standards throughout providing top quality linens and bedding as standard. The underfloor heating also ensures a cosy retreat throughout the winter months.

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.

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

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.

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.

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.

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.

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.

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.

Battle’s sweet retreat
This cosy little apartment has everything you need for a peaceful retreat in our beautiful little town of Battle. Situated in the High Street directly opposite the famous Battle Abbey you are perfectly placed to explore the town and surrounding area. The apartment is decorated with an appreciation of the architecture and history of the Abbey whilst including inspirations from the surrounding countryside.

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 holiday rentals
Other great holiday rentals in Winchelsea Beach

Cosy cottage in Rye Harbour

Matchbox is a delightful pet-friendly cottage

Elegant Georgian Home in Rye Citadel

Charming Church View Cottage with Garden

Pelsham Farm Bungalow

Beachfront Bliss at Laughing Water

Guests pay NO fees

Caravan 5. Modern, cosy caravan. Sleeps 6, GCH+DG
Destinations to explore
- Le Touquet
- Brighton Seafront
- Nausicaá National Sea Center
- Dreamland Margate
- Greenwich Park
- Leeds Castle
- Botany Bay
- Cuckmere Haven
- Plage de Calais
- Glyndebourne
- Worthing Pier
- Adventure Island
- Romney Marsh
- Bexhill On Sea
- Brighton Palace Pier
- University of Kent
- Golf Du Touquet
- Rochester Cathedral
- The Mount Vineyard
- Folkestone Beach
- Eastbourne Beach
- Dover Castle
- Bodiam Castle
- Wissant L'opale





