
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$29,293 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.

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.
4.84 out of 5 average rating, 524 reviews
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.
4.96 out of 5 average rating, 263 reviews
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.
4.87 out of 5 average rating, 130 reviews
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.
4.95 out of 5 average rating, 100 reviews
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.
5.0 out of 5 average rating, 631 reviews
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.
4.85 out of 5 average rating, 215 reviews
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.
4.99 out of 5 average rating, 146 reviews
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.
4.89 out of 5 average rating, 953 reviews
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.
4.97 out of 5 average rating, 243 reviews
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.
4.98 out of 5 average rating, 374 reviews
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.
4.95 out of 5 average rating, 359 reviews
Peaceful Cottage with Views nr Sissinghurst Castle
Weaver's Rest offers peace and tranquility in the garden of England within easy reach of beautiful walks, English Heritage sites, and medieval villages. This well-equipped cottage is situated in the stunning High Weald Area of Outstanding Natural Beauty. Local pubs, shops & restaurants are within walking distance or enjoy your own meals gazing over surrounding countryside at home. The hosts live next-door.
4.97 out of 5 average rating, 192 reviewsPopular amenities for Maidstone cottage rentals
Cottage rentals with a hot tub

Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6
4.93 out of 5 average rating, 126 reviews
Idyllic Cottage with Private Hot Tub
4.87 out of 5 average rating, 157 reviews
Birch Cottage, Rye, Coastline Views & Hot Tub
4.98 out of 5 average rating, 138 reviews
Oak Cottage: Hot Tub, Large Patio & Alpaca Views
4.95 out of 5 average rating, 169 reviews
Evegate Manor Barn
4.97 out of 5 average rating, 821 reviews
'Bramble Lodge' Littlebourne, Canterbury (hot tub)
4.93 out of 5 average rating, 495 reviews
Beautiful Cottage Retreat + Hot Tub + Spa
5.0 out of 5 average rating, 47 reviews
The Stable - Lower Barn Farm, Bodiam, East Sussex
4.67 out of 5 average rating, 316 reviewsPet-friendly cottage rentals

Characterful cottage with woodburner and parking
4.96 out of 5 average rating, 290 reviews
Dot Cottage, cosy hideaway in the centre of Rye
4.97 out of 5 average rating, 271 reviews
Walk to Sissinghurst Castle. Covered heated patio
4.92 out of 5 average rating, 229 reviews
Country cottage near to Whitstable & Canterbury
5.0 out of 5 average rating, 130 reviews
Converted barn with garden & private sun terrace
4.99 out of 5 average rating, 397 reviews
The Annex at Buttons Farm
4.91 out of 5 average rating, 239 reviews
PJ's @ Willow Cottage
4.92 out of 5 average rating, 497 reviews
2 bedroom Georgian cottage on Island Wall
4.95 out of 5 average rating, 160 reviewsPrivate cottage rentals

Idyllic 2- Bedroom barn with amazing views
4.91 out of 5 average rating, 173 reviews
Quiet luxury rural cottage with fantastic views.
4.99 out of 5 average rating, 114 reviews
Cosy Cottage with Woodburner & Countryside Views.
5.0 out of 5 average rating, 459 reviews
The Old Tuck Shop (entire cottage - 1 double bed)
4.95 out of 5 average rating, 328 reviews
A beautiful two bedroom Victorian coach house
4.99 out of 5 average rating, 197 reviews
The Hopper Huts at Old Farm, Lamberhurst Quarter.
4.96 out of 5 average rating, 248 reviews
3 bedroom Country Cottage on Equestrian Farm
4.96 out of 5 average rating, 102 reviews
Pickle Cottage Tenterden
4.97 out of 5 average rating, 584 reviewsDestinations to explore
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