
Cottage vacation rentals in Maidstone
Find and book unique cottages on Airbnb
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 G$29,279 GYD per night before taxes and fees

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Over 300 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!
Top-rated cottage rentals in Maidstone
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.
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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.
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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.
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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.
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Castle Cottage, Wadhurst
Wadhurst Castle Cottage is a charming Regency self catering holiday cottage with well proportioned rooms, creating a light, spacious holiday home for up to 6 guests in 3 bedrooms, with sofa bed available in the sitting room. It has its own small secluded garden and is located in the parkland of historic Wadhurst Castle Estate, near Royal Tunbridge Wells and within easy reach of the seaside, London and Gatwick. It is well positioned for visiting a wealth of National Trust properties.
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The Lodge
**Please note: Airbnb now includes its fees within the nightly rate. We have NOT increased our prices. 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.
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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.
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Gather&Unwind: Gardens, Woodland & Tennis Cottages
Two charming 3-bedroom cottages with private en-suite bathrooms, set within 2.5 acres of Kentish gardens and woodland. Enjoy a tennis court, children’s play area, walking trails and an in-house ice cream parlour stocked with local Taywell Kentish ice cream. Make your own old-fashioned candyfloss and buttery cinema-style popcorn. Perfect for families, friends and wedding guests. Dog-friendly, with historic Yalding village nearby and London just 45 minutes away by train.
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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.
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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.
LocationFamilySleep quality

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.
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Hop at Tipsy Cottages: a romantic rural retreat
At the heart of 1066 country, in a designated Area of Outstanding Natural Beauty, this romantic cottage sits in a peaceful, rural location on the edge of Robertsbridge, perfect for exploring the countryside and coast nearby. Keen gardeners will find us ideally placed for the gardens at Perch Hill, Great Dixter and Sissinghurst, or history buffs will adore our proximity to Battle and castles at Bodiam and Scotney.
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Popular amenities for Maidstone cottage rentals
Cottage rentals with a hot tub

Plantagenet: A Historic Country Cottage with Pool
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Daweswood - Luxury countryside cottage, lake & tub
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Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6
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Evegate Manor Barn
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Oak Cottage: Hot Tub, Large Patio & Alpaca Views
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Birch Cottage, Rye, Coastline Views & Hot Tub
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'Oak Lodge' Littlebourne, Canterbury (hot tub)
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Idyllic Cottage with Private Hot Tub
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Pet-friendly cottage rentals

Ticehurst Home with a view
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Modern, comfortable, level entry, dogs welcome
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Contemporary rural retreat near London.
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Dough Cottage, with sunny garden in Whitstable
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Beautiful cottage in lovely setting
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PJ's @ Willow Cottage
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Converted barn with garden & private sun terrace
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Beach Boutique
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Private cottage rentals

The Paper Mill Stables
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The Long Stable: Rural haven, spacious, fast Wifi
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Old Fire Station in central Benenden village, Kent
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Historic Cottage, near Canterbury, Kent.
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The Stables with walled garden near the Pantiles
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Idyllic 2- Bedroom barn with amazing views
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The Cottage, Dovedale Farm, Crowborough, TN6 1UT
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The Clock House - a haven of tranquility!
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