Vacation rentals in Cranbrook & Sissinghurst

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Top-rated vacation rentals in Cranbrook & Sissinghurst

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 414 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.

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
4.97 out of 5 average rating, 155 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 favorite
The living area features exposed wooden beams and a comfortable seating arrangement, including a blue sofa and double sofa bed. A large coffee table sits atop a vibrant area rug, with ample natural light coming through the expansive glass doors that open to the scenic outdoor view.
Farm stay in Ticehurst
4.98 out of 5 average rating, 300 reviews

Farmhouse studio with stunning country views

Nestled between the beautiful East Sussex villages of Ticehurst and Wadhurst (voted the best place to live in the UK 2023), The Studio at Brick Kiln Farm offers a unique opportunity to relax and stay next to working farmland surrounded by stunning countryside. Ideally situated, guests are spoilt for choice when deciding how to spend their days. Bewl Water, Bedgebury and Scotney Castle are within easy driving distance and an evening can be finished at one of the excellent nearby village pubs.

Top guest favorite
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, 185 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 favorite
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, 105 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 favorite
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 Kent
4.95 out of 5 average rating, 142 reviews

Sissinghurst Stables in the Garden of England.

Sit and enjoy the large private garden from the sunny south -facing terrace. This rustic home has an authentic feel, with a quirky calming country design, interspersed with antique furniture and botanical artwork throughout. There is a separate TV room and magical mezzanine play area with baskets of toys for 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

Guest favorite
Cottage in Benenden
4.9 out of 5 average rating, 262 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 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
4.96 out of 5 average rating, 132 reviews

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.

Top guest favorite
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, 825 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 favorite
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, 151 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 favorite
The spacious room features high oak-beamed ceilings with natural light flowing in through windowed walls. A large bed dressed in white linens is complemented by a light-colored rug. A vanity table and two seating areas are visible, inviting relaxation and comfort.
Guesthouse in Cranbrook
4.92 out of 5 average rating, 183 reviews

Cosy, well-equipped Studio in Oak-Beamed Stable

Take it easy at this unique and tranquil getaway. This historic oak-beamed stable set within the grounds of a former Kent farm, is the perfect base for those wishing for a weekend away or longer to explore the Kent and Sussex countryside. With access to a large garden at the rear with amenities including a firepit, outside dining and seating area, BBQ, Hammock and pond jetty. Use of a large bell tent can also be included for an additional fee.

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, 580 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 & Sissinghurst vacation rentals

Frequently Asked Questions

  • 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 wifi, over 10 homes with a kitchen, 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 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 70 vacation rentals in Hartley, and over 130 vacation rentals in Cranbrook.

  • 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.

Quick stats about vacation rentals in Cranbrook & Sissinghurst

  • Total vacation rentals

    Explore 20 vacation rentals in Cranbrook & Sissinghurst

  • Nightly prices starting at

    Cranbrook & Sissinghurst vacation rentals start at R677 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,330 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    20 of Cranbrook & Sissinghurst vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cranbrook & Sissinghurst rentals

  • 4.9 Average rating

    Cranbrook & Sissinghurst stays are highly rated by guests—averaging 4.9 out of 5!