
Cottage holiday 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.

Charming Cottage & private parking, heart of Kent.
A Kentish gem - The Garden Room is an immaculately presented little cottage nestled in the beautiful hamlet of Harvel with thatched houses, Village Greens & the best Farm Café around. We offer a full range of in house Wellness Treatments. There is walking, stables, National Trusts, Silverhand Vineyard & Brands Hatch all on our doorstep. Good 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.

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.

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.

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 Granary, Organic Vineyard stay with Pool.
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.

Cosy 3 bedroom cottage in the heart of Kent
Shillinghurst Cottage is the perfect getaway for a relaxing break for friends, couples or a family break. It is cosy, comfortable yet modern and comes with everything you would expect to make it the ideal home away from home. Set in the heart of the beautiful village of Borden, it will suit individuals who like country walks, relaxing in a peaceful surrounding or exploring the many towns and cities nearby.

A Cosy Cottage With A Fabulous View Close To TW.
This listing is categorically not suitable for groups of singles. Sadly no dogs. Our cottage has stunning views across Kent, situated down a quiet farm lane with no other houses in sight. We are 10 mins from the centre of Tunbridge Wells, Tonbridge and Paddock Wood. It is incredibly cosy with underfloor heating throughout, it is also totally eco friendly.

Gather&Unwind: Gardens, Woodland & Tennis Cottages
Two charming 3-bed cottages with private en-suite bathrooms, nestled in 2.5 acres of Kentish gardens and woodland. Tennis court, children’s play area, and walking trails on site. Perfect for family breaks, friend gatherings, or wedding guests. Walk to historic Yalding village. Dog-friendly. Easy 45-min train from London.
Popular amenities for Maidstone cottage rentals
Cottage rentals with a hot tub

Charming cottage with hot tub & private garden

Evegate Manor Barn

Oak Cottage: Hot Tub, Large Patio & Alpaca Views

Birch Cottage, Rye, Coastline Views & Hot Tub

Blackthorn is a luxurious, rural retreat for two.

Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6

Badgers Den - Covehurst Bay Holiday Cottage

Daweswood Guest Suite - luxury retreat & hot tub.
Pet-friendly cottage rentals

Peaceful Idyllic Stable on Romney Marsh near Rye

Converted barn with garden & private sun terrace

Lovely Unique Beachfront Cottage

Modern, comfortable, level entry, dogs welcome

The Workshop near Rye

Delightful pet-friendly oast with private garden

The Merchant’s House

2 bedroom Georgian cottage on Island Wall
Private cottage rentals

Whitstable Beach Cottage Seasalter Whitstable

Lilly Cottage - Fisherman's Cottage Whitstable

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

The Long Stable: Rural haven, spacious, fast Wifi

Green Park Farm Barn

Cosy one bedroom Grade 2 listed Country Cottage.

Exquisite Cottage in Beautiful Kent Countryside

Idyllic 15th century Barn in rural Chiddingstone
Quick stats about cottage rentals in Maidstone

Nightly prices starting at
Maidstone holiday rentals start at $196 AUD per night before taxes and fees

Verified guest reviews
Over 280 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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