Holiday houses in Cranbrook

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Top-rated holiday rentals in Cranbrook

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Top Guest favourite
A charming shepherd's hut is positioned amidst vibrant flowering shrubs, featuring a welcoming entrance with steps. A cozy seating area, including a table and chairs, is placed nearby, complemented by a firepit in the foreground that enhances the outdoor space.
Shepherd’s hut in Cranbrook
4.96 out of 5 average rating, 134 reviews

Spacious luxury shepherds hut with woodburner

The Sheepcote, our brand new spacious shepherds hut, is based in the Kent High Weald Area of Outstanding Natural Beauty. It sits in its own south facing half acre garden with fruit trees, silver birch and a young oak tree. Outside there’s plenty of parking and an area with a bench, table and chairs where you can relax and enjoy the countryside, watch the buzzards fly overhead and in the evenings listen out for the soft hooting of our resident owls! Its the perfect place for a romantic break.

Top Guest favourite
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
4.97 out of 5 average rating, 178 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.

Top Guest favourite
The Garden Studio is presented with large floor-to-ceiling windows featuring soft curtains. A wooden deck is adorned with a seating area, surrounded by manicured grass and flowering plants, offering a serene outdoor space for relaxation.
Guesthouse in Cranbrook
4.93 out of 5 average rating, 197 reviews

Self Contained Garden Studio with stunning views

The Garden Studio has spectacular views over the Kent countryside from the property's floor to ceiling windows. The self contained compact studio has private access and includes lounge chairs, coffee table and a double bed. We have a dining table/ two stools overlooking the terrace. There is a fridge, a microwave, a two ring electric hob together with a kettle, Nespresso Coffee Machine and a toaster in the kitchen area. Iron/Board/Desk/Chair are on request prior to stay. Compact shower/wc.

Guest favourite
Home in Cranbrook
4.92 out of 5 average rating, 12 reviews

Delightful Georgian Town House

Elegant & comfortable Georgian gem: light, bright, spacious, pine floors with high ceilings, & a little 'wow factor'. Folding bed for 4th guest. Set in Conservation area of this historic market town; excellent centre for local National Trust & so much more. 30 mins to Bodiam, Scotney, Sissinghurst Castle gardens, Bewl Water (world class sailing). Enjoy Bedgebury Pinetum, Hastings, historic Rye, local windmill, vineyards, & the Tenterden market. Or, just relax in the enchanting walled garden!

Superhost
A well-appointed double bedroom is visible, featuring a large bed dressed in crisp white linens with a red throw. A bedside table with a soft-glow lamp stands next to the bed, while built-in wardrobes line the wall behind. Floral artwork adds a touch of color.
Apartment in Cranbrook
4.93 out of 5 average rating, 107 reviews

Spacious self contained flat and private garden.

Welcome to Courtney Lodge – a spacious one bedroom flat with private entrance, garden/patio. Off street parking. Walking distance from Cranbrook the 'Wealden Capital' in an Area of Outstanding Natural Beauty. This fully furnished ground floor flat is completely self contained with open living room/ kitchen leading to a separate bedroom and ensuite bath/ shower room. Big enough for short or long term stay. Free Wifi. Sorry, no pets/ parties/events. No smoking. Not suitable for young children.

Top Guest favourite
A play area featuring a wooden climbing frame with a slide, swings, and a large sunken trampoline. Surrounding the equipment is a soft mulch surface, complemented by a grassy landscape and mature trees in the background under a partly cloudy sky.
Barn in Benenden
4.95 out of 5 average rating, 185 reviews

Cosy Barn in the heart of the Garden of England

‘Little Hartleys’ is a detached stable with cosy wood burning stove. Perfect for families where children can use our play park complete with sunken trampoline and zip wire. From time to time, other animals will be housed on the property. Country walks opposite the main entrance & within 1.5 miles you can find yourselves in our charming local pubs. Private parking & outdoor area set behind a fence within the main residence on 2 acres of land Currently no chickens due to fox attacks!

Top Guest favourite
The charming exterior of the cottage features a combination of red brick and stone, with a pitched gray roof. A covered entrance is flanked by small potted plants, and a spacious outdoor area includes a picnic table, surrounded by wooden fencing and lush greenery.
Cottage in Wadhurst
4.95 out of 5 average rating, 100 reviews

Castle Cottage, Wadhurst

Wadhurst Castle Cottage is a charming Regency self catering holiday cottage with well proportioned rooms, creating a light, spacious holiday home for up to 6 guests in 3 bedrooms, with sofa bed available in the sitting room. It has its own small secluded garden and is located in the parkland of historic Wadhurst Castle Estate, near Royal Tunbridge Wells and within easy reach of the seaside, London and Gatwick. It is well positioned for visiting a wealth of National Trust properties.

Guest favourite
The exterior of a converted church building is shown, featuring stone walls and a prominent spire. A manicured lawn surrounds the structure, with several vehicles parked in a designated area. Trees and hedges provide greenery, enhancing the inviting atmosphere.
Tower in Hawkhurst
4.91 out of 5 average rating, 129 reviews

The Tower House - Unique Church Conversion

Crafted from the Chancel and adjoining Tower of the former All Saints Church, the property offers great space for guests, with three individually designed bedroom suites and a fourth bedroom from the easily converted Top Floor Library / Study. Enjoy socialising in the cavernous dining hall, relax in the sumptuous lounge area or make use of the large patio area in the secluded private gardens. Just moments from local shops and eateries, a perfect spot in the heart of the village.

Top Guest favourite
A rustic home is surrounded by lush greenery, with a spacious garden inviting relaxation. The exterior features a warm color palette, complemented by large windows and a welcoming terrace that provides access to the garden.
Barn in Cranbrook
4.95 out of 5 average rating, 156 reviews

Sissinghurst Stables in the Garden of England.

Enjoy the large, enclosed, private garden from the sunny south facing terrace. The Stables have an authentic feel, with calming country design, interspersed with antique furniture, botanical artwork and garden flowers. A separate TV room & mezzanine play area with toys will entertain the children. There is a private, sunny, nature filled garden. Only one hour from London by train which makes it a perfect location for a city trip too. Insta: Sissinghurst_stables_airbnb

Top Guest favourite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill in Benenden
4.99 out of 5 average rating, 883 reviews

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.

Top Guest favourite
Cottage in Cranbrook
4.97 out of 5 average rating, 188 reviews

Peaceful Cottage with Views nr Sissinghurst Castle

Weaver's Rest offers peace and tranquility in the garden of England within easy reach of beautiful walks, English Heritage sites, and medieval villages. This well-equipped cottage is situated in the stunning High Weald Area of Outstanding Natural Beauty. Local pubs, shops & restaurants are within walking distance or enjoy your own meals gazing over surrounding countryside at home. The hosts live next-door.

Top Guest favourite
A traditional green Shepherd's Hut is set on a grassy area, surrounded by trees and shrubs. The clear blue sky provides a bright backdrop, while patches of sunlight illuminate the landscape, creating a serene rural setting. The hut's wheels are visible, enhancing its rustic charm.
Hut in Cranbrook
5.0 out of 5 average rating, 216 reviews

The Shepherds Hut at Eggshell

Nestle down for a unique rural getaway experience at Eggshell, Cranbrook in The Garden Of England. Tucked away in it’s own private land on the edge of the beautiful Bedgebury Forest on the High Weald, our traditional Shepherds Hut provides the comfort of ‘vintage’ living with its wood burner complimenting the electric heating for those starry nights, listening to the plentiful wildlife.

Popular amenities for Cranbrook holiday rentals