Cottage vacation rentals in Maidstone District

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Maidstone District

  • Total vacation rentals

    Explore 100 vacation rentals in Maidstone District

  • Nightly prices starting at

    Maidstone District vacation rentals start at G$18,824 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Maidstone District vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Maidstone District rentals

  • 4.9 Average rating

    Maidstone District stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated cottage rentals in Maidstone District

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favorite
A heated swimming pool is enclosed within a glass structure, providing a bright and spacious atmosphere. Comfortable seating arrangements are visible nearby, alongside decorative features such as a clock and wall art. The water reflects the surrounding light, enhancing the serene environment.
Cottage in Kent
4.97 out of 5 average rating, 226 reviews

The Cosy Cottage, with heated swimming pool !

Take it easy at this unique getaway, sleeps 4 woodland walks, local pub/restaurant ,Micro brewery and much more to make your time away a memorable one. Relax in the countryside or take a short drive to the local town/Beach. Spend some private time relaxing in our heated swimming pool, and then retire to your own comfort of the "Cosy Cottage" for that long earned rest. Herne Bay,Whitstable towns and the city of Canterbury just 15 mins by car. Local buses run frequently in both directions Enjoy.

Top guest favorite
A charming cottage is nestled within a lush garden, framed by mature trees. Sunlight filters through the branches, casting gentle shadows on the well-maintained grass. A swing hangs from one of the trees, inviting relaxation in a private outdoor space.
Cottage in Kent
4.98 out of 5 average rating, 338 reviews

Plantagenet: A Historic Country Cottage with Pool

A delightful and unique country cottage with historic links to the Plantagenet Kings of England. Tucked away in mature gardens with views over the Eastwell Manor estate, it’s spacious, private and full of character. Enjoy the heated outdoor pool in summer, optional hot tub, rustic outdoor shower, BBQ, garden games, exploring the beautiful Kent countryside, great pubs, beaches, Canterbury, Folkestone, Ashford Designer Outlet, farm shops & plenty more - or simply just chill and enjoy the cottage!

Guest favorite
A charming thatched cottage is surrounded by a well-kept garden, featuring colorful flower beds and neatly trimmed hedges. The cottage's white walls contrast with the natural thatch roof, while scenic green fields extend in the background, adding a peaceful countryside ambiance.
Cottage in Appledore
4.94 out of 5 average rating, 124 reviews

Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6

Unwind in Bliss: a Luxurious 3-Bed Detached Thatched Cottage with Hot Tub, Sleeps 6, Amidst Magnificent Kent Countryside Unwind in our luxurious hot tub and let your worries melt away. Surrounded by lush fields this stunning countryside retreat provides a setting of unmatched beauty. The cottage offers a haven of relaxation and privacy reconnect with nature, create memories that will last a lifetime. Book your stay now and immerse yourself in the splendor of this captivating sanctuary.

Top guest favorite
A detached annexe is positioned beside a charming building with a steeple, surrounded by open fields and tall grass. A fence runs parallel to the dirt road, enhancing the rural setting under a clear blue sky.
Cottage in Kent
4.95 out of 5 average rating, 376 reviews

Wonderful rural dwelling- relax or explore Kent!

Surrounded by fields and orchards, our self contained, detached annexe makes an ideal retreat for a break in the countryside. The property overlooks the paddock where the goats and horses graze. A short drive to the nearby seaside towns of Whitstable and Herne Bay, historical Canterbury and the glorious beaches of East Kent, it is the perfect base to explore the area. A suitable space for families, couples and groups of friends and a great location for walkers, cyclists and sightseers.

Top guest favorite
A spacious living area showcases wooden beams and an open layout. A comfortable sofa faces a wood-burning stove, with a flat-screen TV nearby. The dining table is surrounded by woven chairs, and large windows provide natural light while offering views of the entrance and surrounding nature.
Cottage in Marden
5 out of 5 average rating, 623 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.

Top guest favorite
Cottage in Royal Tunbridge Wells
4.96 out of 5 average rating, 114 reviews

The Stables with walled garden near the Pantiles

The accommodation is perfect if you want to be centrally based in Tunbridge Wells for visiting friends and family. Whilst small and cosy, it is detached, fully self-contained and has the advantage of having a pretty and secluded, south facing, private courtyard for relaxing and alfresco eating. It is excellent accommodation if you are attending a wedding in the area e.g. at The Spa Hotel, Salomons, Warwick Hotel or The Beacon. Longer stays are welcome at discounted rates.

Guest favorite
The cottage is set in lush, mature grounds, surrounded by trees and colorful shrubs. A gentle stream meanders through the garden, with seating areas visible among the greenery. The house features a sunlit facade, offering a serene view of the countryside.
Cottage in Kent
4.96 out of 5 average rating, 318 reviews

Daweswood - Luxury countryside cottage, lake & tub

Just 6 minutes from Canterbury city centre and 10 minutes from Whitstable seafront, Daweswood cottage is a flagship country retreat designed with you in mind. Does drifting to sleep whilst reading a book in the garden room hammock sound like perfection? How about Prosecco in the hot tub, or playing board games late into the early hours next to a wood burning fire in the cosy snug? Go fishing on the huge lake, feed the mandarin ducks on the pond, or even try metal detecting!

Guest favorite
A charming cottage exterior is framed by lush greenery and mature trees. The building features a traditional wooden door and a large window, allowing natural light to fill the interior. Gravel pathways lead to the entrance, enhancing the rustic appeal of the setting.
Cottage in Delting
4.86 out of 5 average rating, 209 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.​

Top guest favorite
Cottage in Yalding
4.99 out of 5 average rating, 143 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.

Guest favorite
The exterior of the annex is presented, featuring a white picket fence and a gravel area. A vintage lamppost stands near the entrance, complemented by two outdoor chairs positioned on the patio. The structure showcases a pitched roof, rustic siding, and several windows, providing ample natural light.
Cottage in Boughton Monchelsea
4.89 out of 5 average rating, 925 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.

Guest favorite
The exterior of the lodge showcases a modern structure with dark wood siding, complemented by multiple large windows. Sunlight filters through the trees, illuminating the gravel parking area in front. A inviting entrance can be seen leading into the accommodation.
Cottage in Kent
4.97 out of 5 average rating, 231 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.

Top guest favorite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 366 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.

Popular amenities for Maidstone District cottage rentals

When is the best time to visit Maidstone District?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,576 GYDG$43,086 GYDG$40,158 GYDG$43,295 GYDG$43,923 GYDG$43,086 GYDG$40,367 GYDG$40,576 GYDG$40,576 GYDG$40,158 GYDG$39,530 GYDG$46,223 GYD
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Destinations to explore