
Cottage holiday rentals in Maidstone District
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Maidstone District
Guests agree: these cottages are highly rated for location, cleanliness and more.

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.

The Garden Room - Countryside & Wellness Cottage.
An affordable countryside paradise - The Garden Room is an immaculately presented studio cottage in the beautiful hamlet of Harvel in the heart of The Garden of England. Set in an AONB with additional Wellness Treatments available in house, walking, horse riding & The Bravo Show, National Trust, Brands Hatch & local Vineyard. With excellent transport links; railway stations at Meopham, Borough Green & Ebbsfleet providing services DIRECT from London in UNDER 45 minutes! M25/M20 are close by.

Idyllic 2- Bedroom barn with amazing views
Spacious barn conversion with views of the countryside. The Barn is an ideal location to use as a base for visiting the many places of interest or for a relaxing holiday. There are many National Trust properties within a small radius together with historic gardens and local vineyards. Tenterden and Rye are a short drive and Camber Sands, with its sandy beach, is a must. There are a number of local pubs which serve food, The White Hart within a few minutes walk, and many others not far away.

A beautiful two bedroom Victorian coach house
A picturesque, newly converted Coach House in the small village of Badlesmere, high on the North Kent Downs. Set amongst rolling hills and wooded valleys, this striking conversion offers delightful accommodation, a south facing patio and use of a tennis court. Close to the market town of Faversham and the historic city of Canterbury, as well as Leeds Castle and fashionable Whitstable, it is an idyllic holiday spot or stopover on route to the continent, perfect for families or a romantic break.

Step back in history and stay in a 14th c home
A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

Shepherds Farm - Cottage
An immaculately-presented detached cottage, situated in the heart of Kent's glorious countryside close medieval village of Lenham and offers easy access to Canterbury, Maidstone and Ashford. This cottage has been stylishly converted from old stable buildings, and retaining some original features that date back to 1732, it has now been refurbished to a high standard, offering a contemporary feel throughout. Set entirely across the ground floor, it's a great choice for less mobile guests.

Cosy Private Cottage in Wrotham, Kent Downs AONB
Set on the edge of Wrotham village in the Kent Downs Area of Outstanding Natural Beauty. This self contained one bedroom cottage comes with free off street parking and use of a large cottage garden. We welcome well behaved dogs. A two minute walk into Wrotham Village, with a picturesque church, village shop, and three pubs including the AA Rosette awarded Bull Hotel. Now with a newly completed private patio to the rear solely for guest use. Dog secure with high gate.

The Oast Cottage: Private Annex with own entrance.
We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Northdown Lodge
We are a unique rural modern lodge with every luxury, nestled in 3 acres. Beautiful views and walking on the Northdown's way. Great local pubs to enjoy. No better place to relax and unwind watching amazing sunsets, and perhaps sampling our local wine grown next door. Or put your feet up by the log burner and watch a film from our vast collection, perhaps with a homemade afternoon tea (available to book in advance). Whatever your preference, you wont be disappointed.

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.

Oak Cottage with private log fired jacuzzi hot tub
Oak Cottage is a beautiful holiday home boasting a large private patio area with wood fired hot tub nestled at the foot of the North Downs. Located in the heart of Kent, in a small village called Harrietsham, we are known for our outstanding views, abundant wildlife and fantastic walks. We are located on a small holding with alpacas, pigs, a sheep called Boo and various birds which you are more than welcome to pet and feed.

Pickle Cottage Tenterden
We would love to welcome you to our converted timber framed building (once a pig shed!) with modern furnishing, wooden floors and high ceilings. 1 double and 1 twin bedroom. Fully equipped kitchen, WiFi, Freeview TV, walk-in shower. Peaceful Kent countryside location, set in half an acre of garden, 1 mile from Tenterden. Great for weekend getaways, family holidays and an ideal venue for small business meetings.
Popular amenities for cottage rentals in Maidstone District
Cottage rentals with a hot tub

The Granary at Coes Vineyard, East Sussex

Evegate Manor Barn

Private, rural cottage with hottub near the coast.

Plantagenet: A Historic Country Cottage with Pool

Thatched Cottage Kent hideaway 3 Bed HotTub Haven!

Blackthorn is a luxurious, rural retreat for two.

Badgers Den - Covehurst Bay Holiday Cottage

Willow Cottage, Hot tub & Coastline views, Rye
Pet-friendly cottage rentals

Setts Wood Cottage, Tenterden

Countryside Escape in Beautiful Cosy Cottage

Rustic 2 Bed Stable in the Heart of the Kent Downs

2 bedroom Georgian cottage on Island Wall

Charming Little Worker’s Cottage

Tenterden High Street Cottage for 4 ( 2 bedrooms)

Pretty Victorian Cottage

Oak Framed Mini Barn
Private cottage rentals

The Old Bicycle Shop - Chilham

The Old Tuck Shop (entire cottage - 1 double bed)

Hollyhock Cottage

The Paper Mill Stables

Cottage with a view.

Beautiful Cozy but Spacious City Cottage & Parking

Charming, peaceful cottage by Sissinghurst Castle.

Exquisite Cottage in Beautiful Kent Countryside
Quick stats about cottage rentals in Maidstone District
Total rentals
100 properties
Nightly prices starting at
£52 before taxes and fees
Total number of reviews
5.3K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- Paris Holiday rentals
- London Holiday rentals
- Amsterdam Holiday rentals
- Picardy Holiday rentals
- Grand Paris Holiday rentals
- River Thames Holiday rentals
- South West England Holiday rentals
- Inner London Holiday rentals
- Rivière Holiday rentals
- Brussels Holiday rentals
- South London Holiday rentals
- Central London Holiday rentals
- Rentals with breakfast Maidstone District
- Hotel rentals Maidstone District
- Rentals with a patio Maidstone District
- Pet-friendly rentals Maidstone District
- Barn rentals Maidstone District
- House rentals Maidstone District
- Fitness-friendly rentals Maidstone District
- Guest house rentals Maidstone District
- Rentals with a washing machine and dryer Maidstone District
- Apartment rentals Maidstone District
- Serviced apartment rentals Maidstone District
- Rentals with lake access Maidstone District
- Family-friendly rentals Maidstone District
- Smoking-friendly rentals Maidstone District
- Rentals with a fireplace Maidstone District
- Farm stay rentals Maidstone District
- Flat rentals Maidstone District
- Rentals with an EV charger Maidstone District
- Rentals with outdoor seating Maidstone District
- Rentals with a hot tub Maidstone District
- Rentals with a firepit Maidstone District
- Rentals with pools Maidstone District
- Waterfront rentals Maidstone District
- Cabin rentals Maidstone District
- Cottage rentals Kent
- Cottage rentals England
- Cottage rentals United Kingdom
- 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