
Holiday rentals in Cranbrook & Sissinghurst
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Top-rated holiday 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.

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.

Contemporary rural retreat with breathtaking views
The Rookery is a newly built space with stunning South-facing views across an Area of Outstanding Natural Beauty. The ideal base to explore the Kent & Sussex countryside & coast: Ancient forests & villages, historic castles, famous beaches and cosy local pubs. Just 15 min to Sissinghurst Castle & garden, Bodiam & Scotney Castle, 20 min to Rye & 30 min to the dunes & beaches at Camber. Explore local walks, Go Ape at Bedgebury Forest, paddleboarding & watersports or tour our local wineries.

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 holiday rentals
Other great holiday rentals in Cranbrook & Sissinghurst

Delightful barn, Sissinghurst Kent

The Studio, Ticehurst

Farmhouse studio with stunning country views

Little Batchelors - Idyllic escape

Luxury architectural retreat/ East Sussex views

Spacious luxury shepherds hut with woodburner

The Apple Store

The Cabin - a little ranch house. A peaceful haven
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 a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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.
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.
Do house rentals in Cranbrook have free parking?
Absolutely! We offer over 10 house rentals with free parking in Cranbrook. Enjoy a tailored experience with all the comforts you desire.
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.
Quick stats about holiday rentals in Cranbrook & Sissinghurst

Total holiday rentals
Explore 20 holiday rentals in Cranbrook & Sissinghurst

Nightly prices starting at
Cranbrook & Sissinghurst holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 1,330 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 of Cranbrook & Sissinghurst holiday 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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