
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.

Twitchers Cottage Oare - Nature on your doorstep
Twitchers Cottage at Broomfield Barn is a beautifully presented converted in 2020, one bedroom cottage. Located on the edge of Oare marshes that is an important wetland reserve with a range of bird species. This area is popular with bird watches, walkers, wildlife photographers and cyclists or anyone who wants a relaxing break away surrounded by open countryside. There is plenty to do throughout the year wether you want coast, town or countryside it’s all in easy reach for your enjoyment.

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 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, 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.

Exquisite Cottage in Beautiful Kent Countryside
This delightful cottage has been lovingly refurbished and offers a luxurious, yet cosy and comfortable space for the perfect weekend getaway. Located in a designated Area of Outstanding Natural Beauty, we are situated in the heart of our pretty village surrounded by miles of beautiful Kent countryside. A beautiful spot to indulge in countryside walks and delicious pub lunches.

A Cosy Cottage With A Fabulous View Close To TW.
This listing is categorically not suitable for groups of singles. Sadly no dogs or children under 16. 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

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

Peace, Quiet, Cosy house with garden & log burner

Peaceful Idyllic Stable on Romney Marsh near Rye

Converted barn with garden & private sun terrace

PJ's @ Willow Cottage

Hazel Tree Cottage. A secluded country retreat.

Stable Cottage at Nurstead Court

Charming Little Worker’s Cottage

The Stable, 5* Boutique Accomodation, dog friendly
Private cottage rentals

Westfields Cottage Sleeps 5 Beautiful setting

Modern, comfortable, level entry, dogs welcome

Pebbles - a calm and peaceful retreat near the sea

Cottage with a view.

Wild hideaway near Lewes

Green Park Farm Barn

The Coach House | A Cottage & Garden By The Sea

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

Nightly prices starting at
Maidstone holiday rentals start at $239 NZD 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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