
Cottage vacation rentals in Maidstone
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Top-rated cottage rentals in Maidstone
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Countryside Escape in Beautiful Cosy Cottage
Wisteria Cottage is a beautiful four bedroom, listed building, set in an idyllic historic village. Perfect setting for family holiday or for people who enjoy the countryside and glorious walks. Bluewater is close by. Wisteria cottage is great for those wanting a getaway that offers nearby vibrant city as well as beautiful countryside. We have recently modernised the cottage, it’s a brilliant space! We have put a climbing frame in the garden for hours of fun for the little ones. Relax and enjoy.

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.

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.

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.

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.

Cottage in the Wood, Detling
'Cottage in the Wood' contains two double bedrooms one with en-suite bath/shower and one with shower room along with a sheltered hot tub taking advantage of the rolling Kent countryside with extensive views over the local Vineyards and North Downs beyond. The small and picturesque village of Detling is found on the slope of the North Downs, just northeast of Maidstone, and on the Pilgrims' Way - ideal if you're looking for a break only a short distance away from London.

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.

The Granary at Coes Vineyard, East Sussex
Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

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 Maidstone cottage rentals
Cottage rentals with a hot tub

Oak Cottage with private log fired jacuzzi hot tub

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.

Stylish rural retreat nr Brighton, hot tub, WiFi

Badgers Den - Covehurst Bay Holiday Cottage
Pet-friendly cottage rentals

Setts Wood Cottage, Tenterden

Pretty Converted Barn with Private Sun Terrace and Garden

The Hideout - in the heart of Ashdown Forest

PJ's @ Willow Cottage

Countryside views/Dog friendly/secure garden

The Annex at Buttons Farm

The Piggery-country hideaway, amazing valley views

Charming Little Worker’s Cottage
Private cottage rentals

The Old Bicycle Shop - Chilham

Victorian gardener's lodge set in Kent countryside

The Stables with walled garden near the Pantiles

Hazel Tree Cottage. A secluded country retreat.

Bell Cottage a Beautiful Little Cottage

Hollyhock Cottage

Cottage with a view.

Charming, cosy Kent cottage Dog friendly, sleeps 6
Quick stats about cottage rentals in Maidstone

Total vacation rentals
Explore 10 vacation rentals in Maidstone

Nightly prices starting at
Maidstone vacation rentals start at R2,425 ZAR per night before taxes and fees

Verified guest reviews
Over 240 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Maidstone rentals

4.8 Average rating
Maidstone stays are highly rated by guests—averaging 4.8 out of 5!
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