Cottage vacation rentals in Maidstone District

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.

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.

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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.

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!

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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.

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.

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4.95 out of 5 average rating, 100 reviews

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

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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5.0 out of 5 average rating, 626 reviews

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

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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4.85 out of 5 average rating, 213 reviews

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

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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4.99 out of 5 average rating, 145 reviews

Cottage in Yalding

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 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.

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.

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Cottage in Boughton Monchelsea

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.

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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4.9 out of 5 average rating, 940 reviews

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.

4.96 out of 5 average rating, 287 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.

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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.

4.91 out of 5 average rating, 171 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.

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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.

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Popular amenities for Maidstone District cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.93 out of 5 average rating, 126 reviews

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

Cosy Thatched Cottage in Kent | Hot Tub | Sleeps 6

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4.98 out of 5 average rating, 371 reviews

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

The Granary, Organic Vineyard stay with Pool.

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4.97 out of 5 average rating, 313 reviews

The indoor swimming pool features clear, inviting water surrounded by lush greenery. Large windows allow natural light to fill the space, offering views of the private garden. Comfortable seating is positioned along the edges, creating a relaxing atmosphere for guests.

Cottage in East Sussex

Badgers Den - Covehurst Bay Holiday Cottage

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4.87 out of 5 average rating, 157 reviews

A spacious garden area features neatly trimmed grass, alongside blooming trees and hedges. A circular patio table with several chairs provides an inviting spot for outdoor dining. A large conservatory is visible, allowing for a seamless connection between indoor and outdoor spaces.

Cottage in Challock

Idyllic Cottage with Private Hot Tub

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4.98 out of 5 average rating, 136 reviews

The private garden features a well-maintained grassy area surrounded by trees. The cottage is visible with large glass doors leading to a terrace. Two lounge chairs are positioned on the patio, offering a spot to enjoy the outdoor scenery.

Cottage in East Sussex

Birch Cottage, Rye, Coastline Views & Hot Tub

ValueFamilyCleanliness

4.97 out of 5 average rating, 278 reviews

A wooden cottage is framed by well-maintained hedges and greenery. In the foreground, a hot tub is situated on a wooden deck, surrounded by potted plants and shrubs, with clear blue skies overhead adding to the serene atmosphere.

Cottage in Icklesham

Blackthorn is a luxurious, rural retreat for two.

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4.97 out of 5 average rating, 813 reviews

The barn is framed by greenery, with a spacious lawn in the foreground. The exterior features a dark wooden façade and a moss-covered roof. Sunlight illuminates the tranquil surroundings, inviting relaxation in this rural setting.

Cottage in Smeeth

Evegate Manor Barn

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4.93 out of 5 average rating, 494 reviews

Cottage in Littlebourne

'Bramble Lodge' Littlebourne, Canterbury (hot tub)

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Pet-friendly cottage rentals

4.92 out of 5 average rating, 212 reviews

Tenterden High Street Cottage for 4 ( 2 bedrooms)

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The traditional square kiln oast stands prominently, showcasing its distinctive tiled roof and white wooden features. Lush greenery and blooming flowers surround the property, with a clear blue sky enhancing the tranquil setting. A well-maintained garden path leads towards the entrance.

4.99 out of 5 average rating, 130 reviews

Delightful pet-friendly oast with private garden

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4.99 out of 5 average rating, 396 reviews

A welcoming living space features a spacious light grey sofa adorned with colorful cushions. A blue area rug anchors the room, complementing a tufted coffee table. Decorative wall art is arranged above the sofa, while soft lighting from table lamps creates a cozy ambiance.

Cottage in Great Chart

Converted barn with garden & private sun terrace

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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.

4.97 out of 5 average rating, 235 reviews

The Cosy Cottage, with heated swimming pool !

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A charming cottage façade features a mix of red brick and white siding. The entrance is accented with a pink door, surrounded by greenery and flowering plants. Windows are adorned with white frames, allowing natural light to enhance the inviting exterior.

4.95 out of 5 average rating, 157 reviews

2 bedroom Georgian cottage on Island Wall

LocationFamilyTV

5.0 out of 5 average rating, 129 reviews

A bright living area features a mix of light-colored furnishings and decorative accents. Two sofas are positioned around a wooden coffee table, with soft pillows adding comfort. Natural light filters through the windows, highlighting the wooden floor and cozy atmosphere. A fireplace is visible on one side.

Cottage in Faversham

Country cottage near to Whitstable & Canterbury

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A well-equipped kitchen features a clean, white sink set against a wooden countertop. Natural light streams through a window adorned with a floral valance, illuminating decorative items and potted plants on the windowsill. A small outdoor table is visible through the glass, enhancing the serene atmosphere.

4.92 out of 5 average rating, 132 reviews

Pretty cottage in the heart of Tenterden

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A charming fisherman’s cottage is presented with a white exterior and traditional shutters. The building displays two large windows on the upper floor and a central arched doorway. Light blue doors add a touch of color to the inviting facade.

4.98 out of 5 average rating, 136 reviews

Tranquil luxury fisherman’s cottage close to beach

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Private cottage rentals

4.99 out of 5 average rating, 196 reviews

A vibrant red front door is framed by an apple tree, which extends towards the side of the dwelling. White weatherboard siding contrasts with the dark brick foundation. Multiple windows allow natural light to fill the structure, creating an inviting entryway.

Cottage in Faversham

A beautiful two bedroom Victorian coach house

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A charming two-story house is presented, featuring a brick facade and gabled roof. Large windows adorned with grids allow natural light to illuminate the interior. A wooden garage door complements the exterior design. Lush greenery surrounds the house, enhancing its tranquil setting.

4.96 out of 5 average rating, 102 reviews

3 bedroom Country Cottage on Equestrian Farm

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4.87 out of 5 average rating, 129 reviews

A cozy exterior view of a wooden cottage is captured, showcasing large glass sliding doors that lead to the interior. Surrounding the entrance are lush green foliage and a wooden trellis, enhancing the natural setting of the cottage.

Cottage in Lenham

Shepherds Farm - Cottage

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Cottage in Royal Tunbridge Wells

The Stables with walled garden near the Pantiles

LocationFamilyKitchen

4.97 out of 5 average rating, 118 reviews

4.97 out of 5 average rating, 188 reviews

Cottage in Cranbrook

Peaceful Cottage with Views nr Sissinghurst Castle

ValueFamilyIndoor spaces

The open-plan living area features exposed wooden beams, enhancing the spacious feel. Comfortable sofas are arranged around a wooden coffee table, with a TV visible in the corner. A fully equipped kitchen is positioned in the background, integrating modern functionality with rustic charm.

4.97 out of 5 average rating, 580 reviews

Pickle Cottage Tenterden

LocationFamilyBiking

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.

4.97 out of 5 average rating, 203 reviews

Cheerful 2 Bed Cottage In The Heart Of Canterbury

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