Cottage vacation rentals in Winchelsea

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Top-rated cottage rentals in Winchelsea

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Top guest favorite
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, 195 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 favorite
The private garden features a well-maintained grassy area surrounded by trees. The cottage is visible with large glass doors leading to a terrace. Two lounge chairs are positioned on the patio, offering a spot to enjoy the outdoor scenery.
Cottage in East Sussex
4.98 out of 5 average rating, 126 reviews

Birch Cottage, Rye, Coastline Views & Hot Tub

My place is close to Rye & the beaches of Camber Sands & Winchelsea. October-March late checkout on Sundays (4pm), midweek stays enjoy a discounted rate. It is a perfect spot to unwind combining beautiful countryside with sea air and amazing views from the private garden and terrace of the English Channel. Birch Cottage in the grounds of the main house once owned by the comedian & author Spike Milligan. Newly renovated to a high modern standard, with a brand new kitchen & two new bathrooms.

Top guest favorite
A charming cottage is surrounded by a gravel courtyard, featuring white wood paneling and a traditional tiled roof. Greenery adorns the walls and a small garden area is visible at the entrance. The landscape includes trees in the background, contributing to a serene rural setting.
Cottage in Sandhurst
5 out of 5 average rating, 442 reviews

Cosy Cottage with Woodburner & Countryside Views.

Cowbeach Cottage is Grade II listed and has been lovingly restored to a high standard. It features a wealth of old oak beams and an inglenook fireplace with a cosy wood burning stove. It is tastefully decorated throughout to provide a relaxing space. The bespoke oak staircase leads to a beautiful vaulted bedroom with views across the Kent countryside. The cottage benefits from a private south facing garden and patio. It is ideally situated to explore the many National Trust properties close by.

Guest favorite
A copper-style bath is showcased against a dark wall, complemented by ambient lighting. Beside the tub, a standing champagne bucket is positioned next to two sparkling flutes, resting on a small wooden table adorned with decorative coasters.
Cottage in Sedlescombe
4.97 out of 5 average rating, 191 reviews

Cosy one bedroom Grade 2 listed Country Cottage.

A charming, Grade 2 listed country cottage, dating from the 1700’s. Located in the village of Sedlescombe, which retains its charm of an old English village, in an Area of Outstanding Natural Beauty. Recently renovated, the cottage has been refurbished to a high standard. With underfloor heating in the bespoke wet room & a magnificent copper style bath in the bedroom. Whilst downstairs the cosy sitting room benefits from a wood burning stove & the spacious kitchen leads to a courtyard garden.

Top guest favorite
A charming cottage displays a wooden shingle exterior with a distinctive green door. The two-story structure features multiple windows, inviting natural light. The well-maintained facade is complemented by a cobblestone pathway, reflecting the historic character of its surroundings.
Cottage in Rye
4.96 out of 5 average rating, 137 reviews

23 Tower St., Landgate Cottage, Rye

Landgate Cottage is ideally located, opposite the remaining 14th Century Landgate entrance to the old citadel in the heart of Rye. Everything is nearby, with shops, tea rooms, bistros, pubs, restaurants and the Kino Rye cinema also. There is fantastic access to coast and countryside. Close to car parks (ÂŁ3.00 / 24 hrs), bus stops and Rye railway station (London St Pancras is an hour and 4 mins). Two double bedrooms, bath, shower, fully equipped kitchen and outside terrace with seating.

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
4.98 out of 5 average rating, 364 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 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, 122 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 favorite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 361 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Superhost
The open-plan living area includes a light-colored sofa and armchair, accompanied by a white coffee table. A television is situated on a stand, while large windows with blue curtains allow natural light to illuminate the space.
Cottage in East Sussex
4.83 out of 5 average rating, 357 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.

Top guest favorite
The charming exterior of a white cottage is framed by blooming lavender plants in the foreground. The entrance features a small, peaked roof and a door with a window, adding character to the inviting facade. Green grass surrounds the cottage, enhancing its appeal.
Cottage in East Sussex
4.97 out of 5 average rating, 103 reviews

Period Cottage, Iden, Rye, East Sussex. Sleeps 6

Lavender Cottage is located in the picturesque village of Iden, East Sussex. Renowned as an Area of Oustanding Natural Beauty, the village was first mentioned in the Domesday book. Dating back to the 17th Century, the pretty cottage with its wonky floors, low ceilings, inglenook fireplace and abundance of character, is the perfect base for exploring this medieval part of the country.

Guest favorite
A private garden is shown, featuring a grassy area with stepping stones leading towards a turquoise door. Surrounding greenery includes shrubs and flowering plants, contributing to a natural and tranquil setting.
Cottage in Hastings
4.92 out of 5 average rating, 379 reviews

Charming Little Worker’s Cottage

Built in the 1860’s this little rustic one bedroom workers cottage is a place to relax and a base for exploring. Situated in 0re, nearby paths lead to the beautiful Hastings Country Park Nature Reserve with its coastal country walks, ancient woodlands and dramatic clifftop sea-views. Set back from the road, along a terrace of small cottages, this is a place for quiet and bird song.

Top guest favorite
Cottage in Plaxtol
5 out of 5 average rating, 280 reviews

Exquisite Cottage in Beautiful Kent Countryside

This delightful cottage has been lovingly refurbished and offers a luxurious, yet cosy and comfortable space for the perfect weekend getaway. Located in a designated Area of Outstanding Natural Beauty, we are situated in the heart of our pretty village surrounded by miles of beautiful Kent countryside. A beautiful spot to indulge in countryside walks and delicious pub lunches.

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