
Cottage vacation rentals in Winchelsea
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Top-rated cottage rentals in Winchelsea
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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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.
Popular amenities for Winchelsea cottage rentals
Cottage rentals with a hot tub

Oak Cottage: Hot Tub, Large Patio & Alpaca Views

Evegate Manor Barn

'Oak Lodge' Littlebourne, Canterbury (hot tub)

Henry-Oscar House

Blackthorn is a luxurious, rural retreat for two.

Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6

Daweswood - Luxury countryside cottage, lake & tub

Badgers Den - Covehurst Bay Holiday Cottage
Pet-friendly cottage rentals

Driftwood is a 2 minute stroll to Pett Level Beach

Peace, Quiet, Cosy house with garden & log burner

Peaceful Idyllic Stable on Romney Marsh near Rye

Hazel Tree Cottage. A secluded country retreat.

The Piggery-country hideaway, amazing valley views

The Hay Loft, Idyllic Rural Sussex Retreat

Saltwater Cottage - Camber Sands near Rye

Sunny single-level cottage • Dogs • Near Rye
Private cottage rentals

Dungeness fisherman’s cottage full of character.

The Long Stable: Rural haven, spacious, fast Wifi

The Paper Mill Stables

Quiet luxury rural cottage with fantastic views.

Charming cottage stay

Spacious 3 bed maisonette in Hastings Old Town

Charming cottage with minstrels gallery in 7 acres

Old Fire Station in central Benenden village, Kent
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- Le Touquet
- Brighton Seafront
- ExCeL London
- Nausicaá National Sea Center
- Greenwich Park
- Dreamland Margate
- Royal Wharf
- Leeds Castle
- Botany Bay
- Cuckmere Haven
- Plage de Calais
- Glyndebourne
- Bexhill On Sea
- Adventure Island
- Streatham Common
- Romney Marsh
- Worthing Pier
- Brighton Palace Pier
- Rochester Cathedral
- Golf Du Touquet
- The Mount Vineyard
- Eastbourne Beach
- Folkestone Beach
- Blackheath





