Cottage vacation rentals in Cranbrook & Sissinghurst

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Top-rated cottage rentals in Cranbrook & Sissinghurst

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Top guest favorite

The exterior of a quaint cottage is shown, featuring dark wood cladding with a yellow door that adds a pop of color. Surrounding greenery and flowering plants enhance the charming setting. A gravel path leads to the entrance, framed by lush foliage.

Cottage in Brook

4.99 out of 5 average rating, 189 reviews

Charming historic cottage in the North Kent Downs

Situated in the Kent Downs Area of Outstanding Natural Beauty, this 18th century cottage offers a relaxing and comfortable stay with its own private garden. The Kent coast is easily accessible by car (Deal, Folkestone, Hythe & Dungeness) as is the historic town of Canterbury. The house is perfectly located for a short break from London (15-minute taxi from Ashford International) or a stopover when travelling to or from the Continent with the Eurotunnel and Dover Port within 30 minutes drive.

Guest favorite

A spacious living area features high wooden beams and large windows covered with wooden shutters, allowing natural light to filter in. Comfortable seating arrangements include a white sofa and wicker furniture. A wooden dining table and chairs are positioned nearby, enhancing the inviting atmosphere.

Cottage in East Sussex

4.92 out of 5 average rating, 205 reviews

The Annex at Buttons Farm

The Annex is an elegant, spacious property in a beautiful rural setting. It is perfectly located for exploring Kent & Sussex with many wonderful attractions and activities close by. A short drive to Wadhurst station is perfect for day trips up to London, only a 1 hour journey. Wadhurst village, voted as the best place to live in the UK 2023, is a few minutes drive away. The rooms are large and spacious, perfect for couples or families. Small, well behaved dogs are welcome for an additional fee.

Top guest favorite

A restful bedroom features a super kingsize bed with white linens and textured pillows. Complementing nightstands with lamps are positioned on either side. A round mirror and artwork enhance the tranquil atmosphere, while soft light illuminates the soothing green walls.

Cottage in Benenden

4.99 out of 5 average rating, 141 reviews

Old Fire Station in central Benenden village, Kent

Nestling in the idyllic Weald of Kent countryside, the Old Fire Station is the perfect place for a relaxing stay in the centre of historic Benenden village. The spacious, self-contained accommodation sleeps four, with a separate bedroom with super kingsize bed and sitting room with two single sofa beds. The listed former village fire station is within walking distance of The Oak Barn wedding venue and Benenden School, or a short drive to Benenden Hospital and the gardens of Sissinghurst Castle.

Guest favorite

An inviting outdoor patio features a rustic wood-fired oven, surrounded by greenery. Comfortable lounge furniture and a wooden table are present, with potted plants adding a touch of nature. A patterned area rug enhances the space, creating an ideal spot for relaxation.

Cottage in Kent

4.91 out of 5 average rating, 132 reviews

Idyllic 2- Bedroom barn with amazing views

Spacious barn conversion with views of the countryside. The Barn is an ideal location to use as a base for visiting the many places of interest or for a relaxing holiday. There are many National Trust properties within a small radius together with historic gardens and local vineyards. Tenterden and Rye are a short drive and Camber Sands, with its sandy beach, is a must. There are a number of local pubs which serve food, The White Hart within a few minutes walk, and many others not far away.

Top guest favorite

A vaulted studio features exposed oak beams and large glass doors that open to scenic views. A spacious sofa is arranged around a circular coffee table, while a comfortable bed is positioned in the background. Decorative plants and artwork enhance the warm atmosphere.

Cottage in Sandhurst

5 out of 5 average rating, 256 reviews

Stylish, Oak Vaulted Studio with Countryside Views

The Grade II listed Bakehouse, like its beautiful neighbouring holiday accommodation Cowbeach Cottage, has a wealth of character and has been lovingly restored to a high standard. The Bakehouse can be booked alone or with the Cottage for two couples who wish to holiday together, whilst enjoying their own space. The charming, bright and tastefully decorated vaulted studio features a wealth of oak beams and benefits from its own south facing garden, patio and verandah with far reaching views.

Guest favorite

Cottage in Benenden

4.9 out of 5 average rating, 252 reviews

The Paper Mill Stables

Set in the beautiful grounds of a fifteenth century Wealden hall house, The Stables is a delightful oak framed cottage - a hidden-away and peaceful haven for two. There is a sitting room with woodburner for super cosy nights in, and the pretty bedroom has a luxurious 4000 pocket sprung king size bed, and quality Egyptian cotton linen. Outside is a secluded garden with a terrace, and seventy acres of woodland and pasture to wander through; our resident Labradors will be pleased to join you!

Top guest favorite

A spacious living area showcases a red sofa and wicker chairs arranged around a wooden coffee table. A TV is mounted on the exposed brick wall, with books displayed on a creative wall shelf. A wood-burning stove adds functional warmth to the space.

Cottage in Brightling

5 out of 5 average rating, 154 reviews

The Long Stable: Rural, spacious, fast Wifi

Stylishly fitted and eco-friendly, our detached, self-contained cottage is in a very rural location. There are no other holiday cottages on the farm. Situated in the High Weald Area of Outstanding Natural Beauty, on a sheep farm of 23 acres (which you are free to roam), this is a real get-away-from-it-all location. One of the most peaceful and relaxing places you will ever stay. With underfloor heating and a wood-burning stove you will be cosy whatever the weather.

Guest favorite

The exterior of the annex is presented, featuring a white picket fence and a gravel area. A vintage lamppost stands near the entrance, complemented by two outdoor chairs positioned on the patio. The structure showcases a pitched roof, rustic siding, and several windows, providing ample natural light.

Cottage in Boughton Monchelsea

4.9 out of 5 average rating, 744 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Superhost

A charming white cottage is nestled among lush greenery, with a gravel pathway leading to its entrance. Trees provide shade, and a wooden bench is positioned in front, inviting relaxation. The serene surroundings are complemented by the sight of a nearby fence and fields in the background.

Cottage in Kent

4.81 out of 5 average rating, 368 reviews

Charming, peaceful cottage by Sissinghurst Castle.

Idyllic, peaceful one double bedroom cottage by Sissinghurst Castle, only a 15 minute woodland walk away by public footpath. Sleeps 2-4. Set on the edge of a large, glorious lake, the cottage is a tranquil retreat at all times of year. In private grounds of 18 acres and surrounded by woods and wildlife, the cottage dates from 1798 but has recently been beautifully extended. The wood burner makes it a cosy and romantic getaway. London is only one hour away .

Guest favorite

A spacious living area features a comfortable blue sofa, a wooden coffee table, and a television mounted on a cabinet. A dining table and chairs are positioned nearby. Large windows offer views of the surrounding greenery, allowing natural light to fill the room.

Cottage in Dallington

4.93 out of 5 average rating, 163 reviews

Oak Framed Mini Barn

Beautiful self contained detached let. The entrance is very private from the main house. Access to our private 3 acre field. Views are spectacular to say the least and the sunset never fails to deliver. Dallington Forest on our doorstep. We are close to many great country pubs and walks. Nearby woods and remote country walks accessible direct from the property. Beaches of Bexhill and Hastings/St Leonard’s less than 30 minute drive. Host local guidebooks available

Top guest favorite

A spacious living area showcases wooden beams and an open layout. A comfortable sofa faces a wood-burning stove, with a flat-screen TV nearby. The dining table is surrounded by woven chairs, and large windows provide natural light while offering views of the entrance and surrounding nature.

Cottage in Marden

4.99 out of 5 average rating, 564 reviews

The Lodge

**Opted in to Airbnb's enhanced cleaning protocol** Cosy barn-style accommodation nestled in the heart of the Kent countryside. Located close to National Trust sites and country walks. The Lodge is the perfect country getaway and romantic retreat. Please note this is strictly a NO SMOKING property inside the Lodge, the garden and surrounding field. The property is also NOT SUITABLE for infants, children or pets. Two adults only.

Top guest favorite

A thatched cottage is seen set against a backdrop of vibrant greenery, beside a tranquil pond adorned with water lilies. The well-manicured lawn features neatly striped grass, enhancing the serene outdoor setting. Sunlight illuminates the scene under a clear blue sky.

Cottage in Rotherfield

4.98 out of 5 average rating, 311 reviews

The Granary at Coes Vineyard, East Sussex

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.