Cottage holiday rentals in Maidstone District

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Maidstone District

  • Total holiday rentals

    Explore 100 holiday rentals in Maidstone District

  • Nightly prices starting at

    Maidstone District holiday rentals start at $153 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday 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 holiday 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.

1 of 1 pages1 / 1
Top Guest favourite
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, 230 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.

LocationValueAccuracy

Top Guest favourite
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, 339 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!

ValueLocationNearby

Guest favourite
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, 125 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.

LocationFamilyBreakfast

Top Guest favourite
The charming exterior of the cottage features a combination of red brick and stone, with a pitched gray roof. A covered entrance is flanked by small potted plants, and a spacious outdoor area includes a picnic table, surrounded by wooden fencing and lush greenery.
Cottage in Wadhurst
4.95 out of 5 average rating, 100 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.

ValueFamilyLong stay

Top Guest favourite
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
5.0 out of 5 average rating, 626 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.

LocationFamilyIndoor spaces

Guest favourite
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 Detling
4.86 out of 5 average rating, 210 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.​

LocationFamilyHeating

Top Guest favourite
Cottage in Yalding
4.99 out of 5 average rating, 145 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.

FamilyLocationGetting around

Guest favourite
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, 234 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.

LocationFamilyIndoor spaces

Guest favourite
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, 930 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.

ValueLocationParking

Top Guest favourite
A charming lilac exterior of Lavender Cottage is presented alongside a blue door. The distant view of the Cathedral towers above the quaint street, showcasing a historic setting. The image captures the unique character of the neighborhood with residential buildings lining the street.
Cottage in Kent
4.97 out of 5 average rating, 201 reviews

Cheerful 2 Bed Cottage In The Heart Of Canterbury

Lavender Cottage was built in 1836 and is bursting with charm. With its perfectly central location, you are within a few minutes stroll from all the cafes, award-winning restaurants and shops Canterbury has to offer, all whilst being tucked down a quaint side street by the river. Enjoy the views of the Cathedral as you step out the door, plan a trip to The Marlowe Theatre or go punting along the River Stour, all of which are on the doorstep.

LocationFamilyLaundry

Top Guest favourite
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, 367 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.

FamilyLocationParking

Guest favourite
An inviting outdoor patio features a rustic wood-fired oven, surrounded by greenery. Comfortable lounge furniture and a wooden table are present, with potted plants adding a touch of nature. A patterned area rug enhances the space, creating an ideal spot for relaxation.
Cottage in Kent
4.91 out of 5 average rating, 169 reviews

Idyllic 2- Bedroom barn with amazing views

Relax in our spacious barn conversion with beautiful countryside views. The Barn is ideally located for exploring National Trust properties, historic gardens, vineyards, Tenterden, Rye and Camber Sands. Enjoy your own private patio after a day out. The Barn is one of three separate properties within the grounds, each with its own private entrance and outdoor space. The White Hart pub is just a short walk away.

LocationValueCleanliness

Popular amenities for Maidstone District cottage rentals

When is the best time to visit Maidstone District?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$329 NZD$350 NZD$326 NZD$351 NZD$356 NZD$350 NZD$328 NZD$329 NZD$329 NZD$326 NZD$321 NZD$375 NZD
Avg. temp5°C5°C7°C10°C13°C16°C18°C18°C15°C12°C8°C6°C

Destinations to explore