Holiday houses in Cranbrook

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Top-rated holiday rentals in Cranbrook

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Top Guest favourite
Shepherd’s hut in Cranbrook
4.96 out of 5 average rating, 121 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 charming cottage is surrounded by a gravel courtyard, featuring white wood paneling and a traditional tiled roof. Greenery adorns the walls and a small garden area is visible at the entrance. The landscape includes trees in the background, contributing to a serene rural setting.
Cottage in Sandhurst
5 out of 5 average rating, 423 reviews

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.

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, 160 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 Sissinghurst
4.94 out of 5 average rating, 188 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
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 Hartley
4.92 out of 5 average rating, 104 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 charming brick exterior showcases a green door complemented by a lattice screen and a blossoming plant nearby. The towering Victorian chimney rises prominently against a clear blue sky, highlighting the unique character of the converted building.
Tiny home in Frittenden
4.9 out of 5 average rating, 137 reviews

Tiny Rural Chimney House

Enjoy the lovely setting of this romantic spot in rural Kent. The Tiny Chimney house boasts stunning countryside views and fantastic walks. Step out the door and follow public footpaths directly to Sissinghurst castle, local woods or some fabulous local pubs. Located in a conservation area The Tiny Chimney house is a converted brick building attached to a quirky 40ft Victorian Chimney. The room sleeps two and is ideal for hikers or a couple's rural escape, but still within an hour of London.

Guest favourite
The exterior of the historic barn features dark wood cladding adorned with climbing vines. A patio area is visible, furnished with a wooden table and chairs under a stylish umbrella, surrounded by well-maintained greenery and open fields.
Barn in Staplehurst
4.95 out of 5 average rating, 323 reviews

Hoppers' Hideaways -The Hop Barn - Kent

Situated in the heart of the Kent countryside, this historic barn has been modernised but yet still retains it's unique character and charm. The Hop Barn is the perfect getaway from the hustle and bustle of everyday life where you can enjoy walks through the nearby orchards or simply sit on the patio and listen to the sound of nature. For those wanting to explore, the barn is conveniently located nearby to renowned gardens, castles, stately homes, forests, quaint villages and historic towns.

Guest favourite
A serene outdoor area features a stone terrace leading to a cottage nestled among greenery. Neatly trimmed hedges outline the garden, while terracotta pots and a small round table enhance the inviting atmosphere. Lush trees provide shade, contributing to a tranquil setting.
Cottage in Benenden
4.91 out of 5 average rating, 269 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!

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
4.86 out of 5 average rating, 168 reviews

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

Top Guest favourite
An open living space reveals a well-equipped kitchen with modern appliances and a dining area featuring a round table set for four. A comfortable leather sofa is positioned adjacent, with natural wooden beams highlighting the ceiling. A spiral staircase leads to the upper level.
Windmill in Benenden
4.99 out of 5 average rating, 837 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.

Guest favourite
An open-plan living area features a combination of seating options, including a leather sofa and patterned armchairs. Large windows allow natural light to fill the space. A coffee table sits at the center, while a modern TV and shelves with books are positioned against the wall.
Condo in Kent
4.91 out of 5 average rating, 152 reviews

St. David's House in the heart of Cranbrook

St. David's House was a coffee tavern in the 1880s. It's in the heart of beautiful Cranbrook, close to Union Mill, a working windmill which you can see from the bedroom. A minute's walk takes you to local pubs, restaurants, cafes, and independent shops. The Apartment is spacious, with an open plan kitchen/diner/lounge, bathroom with bath & shower, one double bedroom & a comfortable double sofa bed. Private secure parking. Well behaved pets welcome.

Top Guest favourite
Cottage in Marden
4.99 out of 5 average rating, 594 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.

Popular amenities for Cranbrook holiday rentals

Frequently Asked Questions

  • Do house rentals in Cranbrook have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Cranbrook. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Cranbrook?

    Make yourself at home in Cranbrook by choosing from our most frequently booked neighborhoods. We have over 130 vacation rentals in Cranbrook, and over 70 vacation rentals in Hartley.

  • What are the most popular amenities for House Rentals in Cranbrook?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Cranbrook?

    Cranbrook has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Cranbrook?

    Experience the best of Cranbrook with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Cranbrook have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Cranbrook. Enjoy a tailored experience with all the comforts you desire.

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