
Vacation rentals in Cranbrook & Sissinghurst
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Cranbrook & Sissinghurst
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

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.

Stylish, Oak Vaulted Studio with Countryside Views
The Grade II listed Bakehouse, like its beautiful neighbouring holiday accommodation Cowbeach Cottage, has a wealth of character and has been lovingly restored to a high standard. The Bakehouse can be booked alone or with the Cottage for two couples who wish to holiday together, whilst enjoying their own space. The charming, bright and tastefully decorated vaulted studio features a wealth of oak beams and benefits from its own south facing garden, patio and verandah with far reaching views.

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

Contemporary rural retreat with breathtaking views

Willow Cottage - Sleeps 4, Benenden Kent

The Foxy Shepherd - an idyllic country retreat

The Shepherds Hut at Eggshell

The Studio, Ticehurst

Little Batchelors - Idyllic escape

Architectural retreat with views of the High Weald

Heated covered garden. Wlk to Sissinghurst Castle
Quick stats about vacation rentals in Cranbrook & Sissinghurst
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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.
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Amsterdam Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- River Thames Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Central London Vacation rentals
- British Museum
- Covent Garden
- Buckingham Palace
- Wembley Stadium
- Big Ben
- Trafalgar Square
- Tower Bridge
- London Bridge
- Hampstead Heath
- The O2
- Harrods
- Barbican Centre
- St. Paul's Cathedral
- Emirates Stadium
- ExCeL London
- St Pancras International
- Camden Market
- London Stadium
- Alexandra Palace
- Clapham Common
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Hampton Court Palace
- Kew Gardens