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 $152 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
The cottage exterior showcases a charming brick façade complemented by wooden window frames. Lush greenery surrounds the entrance, highlighting a well-maintained garden. A covered porch adds to the inviting atmosphere, while ample natural light illuminates the facade.
Cottage in Kent
4.92 out of 5 average rating, 256 reviews

Hollyhock Cottage

Hollyhock Cottage offers welcoming accommodation within the beautiful Kent countryside. With 2 double bedrooms and one twin, the cottage can sleep up to 6 people. A travel cot is available on request. ​The ground floor has a fully equipped kitchen and lounge area with woodburner. At the back of the cottage is a spacious conservatory, ideal for dining. The bathroom is on the ground floor with a shower room and w.c. on the first floor. Outside is off-road parking and a private garden with BBQ.

FamilyValueCondition

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, 341 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!

FamilyLocationParking

Guest favourite
Cottage in Tenterden
4.92 out of 5 average rating, 212 reviews

Tenterden High Street Cottage for 4 ( 2 bedrooms)

Perfectly situated on Tenterden High Street. Victorian terraced cottage for max 4 guests, with private parking. Easy walk to many antique shops, nice charity shops, cafés, pubs, micro brewery, steam railway station. 2 supermarkets. Great base for exploring the local area, with castles, beaches, gardens, vineyards and aerodrome, all a short drive away. There are many National Trust places nearby. Little House has heating, wood burner, washer dryer and dishwasher. Selection of DVDs and books.

ValueFamilyBeach

Top Guest favourite
The exterior of a charming two-story cottage features a mix of red brick and light-colored siding. A prominent chimney extends from the roof, while neatly trimmed hedges and colorful flowers line the pathway leading to the entrance, framed by lush greenery in the background.
Cottage in Kent
4.94 out of 5 average rating, 114 reviews

Step back in history and stay in a 14th c home

A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

LocationValueBathroom

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.

LocationFamilyHospitality

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.

LocationFamilyView

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
4.85 out of 5 average rating, 213 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.​

ValueLocationNearby

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.

ValueFamilyCheckout

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, 240 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.

LocationFamilyEV charging

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
4.9 out of 5 average rating, 940 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.

ValueFamilyOutdoor spaces

Top Guest favourite
An inviting end terrace cottage with a mix of red brick and white siding is showcased. The entrance features a rustic wooden door and a charming pathway leading to it, bordered by colorful flowers and lush greenery. A well-maintained garden is visible on the side.
Cottage in Tenterden
4.96 out of 5 average rating, 286 reviews

Characterful cottage with woodburner and parking

This is a cosy end terrace cottage which sleeps 3, situated in St.Michaels with shops and pubs on the doorstep. The cottage has off road parking and an enclosed garden to the rear. Downstairs there is a lounge with log burning stove and kitchen. Upstairs the main bedroom has a king-size double bed with attractive views to the front of the property. The second bedroom is a cosy single. The bathroom has a shower over the bath, washbasin and toilet. Cottage has WIFI.

LocationValueIndoor spaces

Top Guest favourite
Cottage in Kent
4.95 out of 5 average rating, 169 reviews

Oak Cottage: Hot Tub, Large Patio & Alpaca Views

🥂 Oak Cottage: Hot Tub & Private Patio Escape to Oak Cottage in charming Harrietsham, at the foot of the North Downs. Enjoy a wood-fired hot tub on your large private patio and soak up the views. Located on a smallholding with alpacas, pigs, and sheep (Bam!), expect tranquility and wildlife. Includes our signature homemade welcome pack. Ask about our celebration decorations! Book your perfect Kent getaway.

ValueLocationBreakfast

Popular amenities for Maidstone District cottage rentals

When is the best time to visit Maidstone District?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$328 NZD$348 NZD$324 NZD$350 NZD$355 NZD$348 NZD$326 NZD$328 NZD$328 NZD$324 NZD$319 NZD$373 NZD
Avg. temp5°C5°C7°C10°C13°C16°C18°C18°C15°C12°C8°C6°C