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

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.

4.96 out of 5 average rating, 134 reviews

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

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.

4.97 out of 5 average rating, 181 reviews

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

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.

4.93 out of 5 average rating, 198 reviews

Guest favourite

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

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.

4.93 out of 5 average rating, 107 reviews

Guest favourite

A warm-toned entry leads into a cozy room featuring a rocking chair and a wooden dresser. The walls are painted a soft yellow, and a natural wood ceiling adds to the inviting atmosphere. A wall hook is visible, providing space for personal items.

Cabin in Biddenden

Podkin Lodge- Cabin Kent/Sussex border.

Podkin Lodge is the perfect countryside retreat, a peaceful & stylish cabin tucked away next to ancient woodland. Considered interiors with all the amenities you would need, Podkin Lodge offers the best of both worlds, a relaxing bolt hole with all of Kent on your doorstep. Near local attractions including Sissinghurst, Rye, the vineyards of Chapel Down and Tillingham. With award winning restaurants and country pubs, we are ideally placed to explore the best of Kent. New log burner!

4.98 out of 5 average rating, 200 reviews

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

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.

4.95 out of 5 average rating, 100 reviews

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

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.

4.91 out of 5 average rating, 129 reviews

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

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

4.95 out of 5 average rating, 157 reviews

Guest favourite

A charming exterior of a wooden structure features a sloped roof with rustic red tiles. The building is set against a backdrop of lush greenery, with a large open space in front, and a single door complements the overall traditional design.

Barn in Cranbrook

Letterbox Retreat (EV Friendly)

A delightful retreat set in a private garden of 4 acres. Guests have use of the Astro Tennis Court, a must for Tennis fans!. Plenty of public footpaths to explore which can take you through bluebell woods and along the way to some lovely local Gastropubs. The property is 5 miles from Benenden School, (ideal for parents for Saturday Sports). It is also great as a stop off for larger families for Le Eurotunnel (45mins away). 75Mb Unlimited Wifi. Sky TV, Trampoline & BBQ

4.86 out of 5 average rating, 168 reviews

Top Guest favourite

An inviting end terrace cottage with a mix of red brick and white siding is showcased. The entrance features a rustic wooden door and a charming pathway leading to it, bordered by colorful flowers and lush greenery. A well-maintained garden is visible on the side.

Cottage in Tenterden

Characterful cottage with woodburner and parking

This is a cosy end terrace cottage which sleeps 3, situated in St.Michaels with shops and pubs on the doorstep. The cottage has off road parking and an enclosed garden to the rear. Downstairs there is a lounge with log burning stove and kitchen. Upstairs the main bedroom has a king-size double bed with attractive views to the front of the property. The second bedroom is a cosy single. The bathroom has a shower over the bath, washbasin and toilet. Cottage has WIFI.

4.96 out of 5 average rating, 287 reviews

Top Guest favourite

A charming black timber cottage is surrounded by lush greenery and neatly trimmed hedges. A well-maintained lawn extends in the foreground, leading to a wooden fence that provides a sense of privacy while natural light enhances the serene landscape.

Guesthouse in Biddenden

Little Batchelors - Idyllic escape

Set in the grounds of a stunning 400 year old Tudor Hall and gardens, this beautiful new property is 1.5 miles away from the gorgeous Sissinghurst Castle Garden and within easy reach of Biddenden, with its renowned vineyard and Michelin starred restaurant. A perfect setting for couples, small families or friends. It has a very large open plan living/dining/kitchen area with doors onto a decked terrace and two en-suite double bedrooms, with ample room for parking.

4.95 out of 5 average rating, 161 reviews

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

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.

4.99 out of 5 average rating, 884 reviews