
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.

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.

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.

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.

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.

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.

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.

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

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!

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

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.

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.

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.
Popular amenities for Cranbrook & Sissinghurst vacation rentals
Other great vacation rentals in Cranbrook & Sissinghurst

The Beekeepers Barn

The Oast Cottage: Private Annex with own entrance.

The Stable, Tollgate Farm

Charming, tucked away cottage

Luxury Converted Groom’s Lodge 1 hour from London

Quirky Rural Retreat - Bourne Farm Oasthouse, Kent

The Annex at Poplar Cottage

The Oaks. Beautiful Scandi style cabin on stilts
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 70 vacation rentals in Hartley, and over 130 vacation rentals in Cranbrook.
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 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 $56 CAD 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 and kid-friendly amenities

Wifi availability
20 of Cranbrook & Sissinghurst vacation rentals include wifi 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!
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