Charming 3-Bedroom House with Garden – Sleeps 4–6

Winchelsea is renowned for its picturesque streets, ancient buildings, historic cellars, colourful gardens, impressive church, and local museum. The surrounding area offers an abundance of activities for outdoor enthusiasts and culture lovers alike, including walking, cycling, birdwatching, and visits to a variety of beaches, castles, vineyards, and charming historic towns.

Relax and unwind in this comfortable two-storey home, ideal for families, couples, or small groups looking for a peaceful stay with easy access to everything you need.

With three bedrooms, a private garden, and space to dine indoors or out, this welcoming house is perfectly suited for holidays, short breaks, or longer stays.

The Space –

Sleeps up to 6 (4–5 guests most comfortable)

Bedroom 1 – Double bed

Bedroom 2 – Double bed (with additional wash basin)

Bedroom 3 – Twin room (two single beds)

One main bathroom

Downstairs W.C.

The house is arranged over two floors and offers a cosy lounge with TV, a dining table seating six (extendable to eight), and a fully equipped kitchen.

Outdoor Space –

Enjoy the private garden with a covered area — ideal for morning coffee or evening drinks.

Outdoor furniture includes three small round tables and six chairs.

Please note: No BBQs permitted.

Free street parking is usually available directly outside the property.

If full, additional free parking is available within approximately 80 metres.

Important Information

*Linens and towels will be provided for all guests listed on the booking – so please ensure the guest details are correct on your booking.

*Quest Cottages are a local agent who look after privately owned properties for their owners. You will be sent checking in and property details 72 hours prior to your arrival via email, so please ensure you check your messages and emails.

*Internet access details will be supplied within the property.

Please Note: Electric vehicle charging is NOT permitted on this property due to regulations and potential liability.
If you have an electric vehicle you need to charge please locate the closest public charging station before your arrival.

Charming One-Bedroom Cottage in the Heart of Historic Winchelsea

Winchelsea is renowned for its picturesque streets, ancient buildings, historic cellars, colourful gardens, impressive church, and local museum. The surrounding area offers an abundance of activities for outdoor enthusiasts and culture lovers alike, including walking, cycling, birdwatching, and visits to a variety of beaches, castles, vineyards, and charming historic towns.

Perfect for singles or couples, this beautifully presented self-contained cottage enjoys a prime position in the very centre of the historic and peaceful town of Winchelsea. A local shop, welcoming pub, and bus stop are all just a short stroll away, making it an ideal base for a relaxing countryside escape.

Nearby highlights include:

Winchelsea Beach (2 miles)

Pett Level (4 miles)

Camber Sands (7 miles)

Rye (3 miles)

Rye Harbour Nature Reserve (4 miles)

Great Dixter House and Gardens (10 miles)

Bodiam Castle (13 miles)

The historic towns of Battle, Tenterden, and Hastings Old Town — all within 15 miles

Comfortable, Cosy and Thoughtfully Designed

Warm, inviting, and tastefully decorated, The Gazebo offers the perfect setting for a romantic retreat or peaceful break surrounded by nature. The cottage has been carefully designed with comfort in mind, featuring a welcoming double bedroom and a comfortable sofa — ideal for relaxing with a book after a day of exploring.

The well-equipped kitchenette provides everything needed to prepare simple, delicious meals during your stay. A separate shower room and WC add convenience and privacy.

Private Outdoor Space

Guests can enjoy a secluded private patio and garden — a wonderful spot to unwind and savour an evening drink in the sunshine.

Unrestricted roadside parking is available, subject to availability.

Enjoy a restful stay in this roomy beachside bungalow, complete with private parking and a peaceful garden. Only a short walk from the shore, it offers an easy, comfortable base for coastal walks, family time, and slow morning coffees outdoors. Perfect for a calm retreat by the sea.Reconnect with loved ones in this family-friendly place.

Welcome to a roomy single-floor retreat perfect for groups, families, and friends. With space for up to ten guests, this bright three-bedroom home offers comfort, ease, and plenty of areas to gather and unwind.

Sleeping arrangement

Bedroom 1: King bed

Bedroom 2: Two bunk beds with trundles (great for children or larger groups)

Bedroom 3: Double Sofa Bed
Two full bathrooms serve the home, making mornings simple even with a full group.

Living & dining
A large, light-filled conservatory acts as the main social space, complete with a TV and a Bluetooth speaker. The dining table seats eight, with extension leaves available for added room.

Cooking & laundry
The kitchen includes an oven, microwave, dishwasher, and a full fridge/freeer. A washing machine sits in the kitchen, while the tumble dryer is kept in the boiler cabinet.

Outdoor space
Step into a private garden with a decking area, furnished with a table and bench for outdoor meals or evening drinks. One small pet is welcome.

Parking
Private parking at the property fits two cars with ease.

Extras for your stay
Hair dryer, iron, ironing board, books, board games, and building blocks are all provided for your comfort and entertainment. Spare linen and dishwasher tablets are also on hand.

This home offers a warm, practical place to stay with all the comforts guests need for a relaxed break.

Keysafe box for contactless check in

Seaside Charm & Countryside Adventure – Perfect for Walkers, Cyclists & Classic Coastal Breaks

Escape to the beautiful Kent/Sussex border and enjoy a holiday that combines the best of coastal charm and countryside adventure. Nestled near the historic town of Winchelsea, this delightful property is ideally located for long walks, cycling trips, and relaxed seaside days.

Step outside and you’re just a short drive from Winchelsea Beach and just under 3 miles away is the medieval town of Rye.

Eastwoods Cottage – Charming Winchelsea Retreat

Discover the perfect getaway at Eastwoods Cottage, a charming 2-bedroom, 2-bathroom home in the historic town of Winchelsea, East Sussex. Ideal for couples, small families, or friends, this cosy cottage blends modern comfort with classic character.

Step inside to find a welcoming lounge with digital TV and Amazon Fire Stick, perfect for relaxing after a day exploring the local area. The kitchen is fully equipped with everything you need, including a fridge/freezer, oven, microwave, dishwasher, and coffee machine, alongside a handy utility room with a washing machine. While the traditional AGA remains for charm, it is decorative only.

The cottage sleeps up to 4 adults, with one twin bedroom featuring a zip-and-link bed that can be made into a super king if preferred, and a comfortable main bedroom with digital TV. Upstairs you’ll find a full bathroom, while a WC downstairs adds convenience. Additional touches include a hairdryer, ironing board, travel cot, highchair, and stair gate, making the property well-suited for families.

Step outside to enjoy the private garden, complete with a circular bench, plastic chairs, small BBQ, and washing line — perfect for al fresco dining or relaxing outdoors. Private parking is available for one car at the front, with an additional space at the rear on request.

Eastwoods Cottage is perfectly located to explore the area. Walk to the local pub and shop, or take a short drive to Winchelsea Beach, Rye, and Camber Sands for seaside fun. Surrounded by National Cycle Route 2 and numerous footpaths, the cottage is an ideal base for walkers and cyclists.

Guests are welcomed with a welcome pack including jam, marmalade, biscuits, pastries, coffee sachets, and teabags, with essentials provided for the kitchen. The property includes Wi-Fi, a first aid kit, fire extinguisher and blanket, and clear instructions in the house manual for added peace of mind.

Eastwoods Cottage and The Den are both owned by the same family and sit on a charming, shared plot of land. Perfect for larger groups or extended families, the cottages can be booked together to enjoy a sense of togetherness while still offering plenty of space and privacy.

Guests can relax in the tranquil surroundings, explore the nearby attractions, or simply enjoy quality time with loved ones. Booking both properties provides flexibility and convenience, making it an ideal choice for family holidays, celebrations, or group getaways.

Linen and laundry service provided by Quest Cottages

Experience a relaxing and memorable stay in this delightful Winchelsea cottage, perfectly combining coastal charm, countryside walks, and modern comfort.