
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.

The Annex at Buttons Farm
The Annex is an elegant, spacious property in a beautiful rural setting. It is perfectly located for exploring Kent & Sussex with many wonderful attractions and activities close by. A short drive to Wadhurst station is perfect for day trips up to London, only a 1 hour journey. Wadhurst village, voted as the best place to live in the UK 2023, is a few minutes drive away. The rooms are large and spacious, perfect for couples or families. Small, well behaved dogs are welcome for an additional fee.

Quiet luxury rural cottage with fantastic views.
Rare, peaceful and spacious newly built cottage with private garden, comfortably sleeps 6. On Greensand AONB escarpment, with spectacular uninterrupted views over the Kent countryside. Rural retreat 2 miles south of Sevenoaks, half an hour by train to London Bridge. On private road. Own access and parking. New kitchen with light and airy dining and sitting area. WiFi. Very private south facing garden and patio. Fantastic walks to local pubs, national trust, great cycling. Use of tennis court.

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 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.
Popular amenities for Maidstone cottage rentals
Cottage rentals with a hot tub

Tennis Court Cottage -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

Plantagenet: A Historic Country Cottage with Pool

Blackthorn is a luxurious, rural retreat for two.

Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6
Pet-friendly cottage rentals

Peaceful Idyllic Stable on Romney Marsh near Rye

Converted barn with garden & private sun terrace

The Hideout - in the heart of Ashdown Forest

Countryside views/Dog friendly/secure garden

Modern, comfortable, level entry, dogs welcome

The Hay Loft, Idyllic Rural Sussex Retreat

Charming Little Worker’s Cottage

Stable Cottage at Nurstead Court
Private cottage rentals

Lilly Cottage - Fisherman's Cottage Whitstable

Lovely Unique Beachfront Cottage

Oak Framed Mini Barn

Green Park Farm Barn

Twitchers Cottage Oare - Nature on your doorstep

The Cabin - a little ranch house. A peaceful haven

Charming, peaceful cottage by Sissinghurst Castle.

Cosy one bedroom Grade 2 listed Country Cottage.
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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