Cottage vacation rentals in Maidstone District

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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
The exterior of a charming studio cottage is shown surrounded by lush greenery. A flowering wisteria drapes over one side, complementing the soft yellow walls. A stylish hanging chair is positioned on the lawn, providing a comfortable outdoor seating option.
Cottage in Meopham
4.96 out of 5 average rating, 246 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.

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, 327 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!

Top guest favorite
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, 109 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.

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, 373 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
Cottage in Royal Tunbridge Wells
4.96 out of 5 average rating, 109 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
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, 204 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
A charming cottage is set against a clear blue sky, featuring a pitched roof and two gabled dormer windows. Flowering plants and green grass frame the inviting entrance, highlighting the cottage's warm yellow door and brick exterior.
Cottage in Kent
4.96 out of 5 average rating, 228 reviews

Cosy Private Cottage in Wrotham, Kent Downs AONB

Set on the edge of Wrotham village in the Kent Downs Area of Outstanding Natural Beauty. This self contained one bedroom cottage comes with free off street parking and use of a large cottage garden. We welcome well behaved dogs. A two minute walk into Wrotham Village, with a picturesque church, village shop, and three pubs including the AA Rosette awarded Bull Hotel. Now with a newly completed private patio to the rear solely for guest use. Dog secure with high gate.

Guest favorite
Cottage in Boughton Monchelsea
4.9 out of 5 average rating, 898 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 Northdown Lodge is presented with warm wooden cladding and large glass doors. A cozy seating area of wicker chairs is arranged on a stone patio, surrounded by lush greenery and a shaded tree, inviting relaxation in a tranquil setting.
Cottage in Kent
4.96 out of 5 average rating, 228 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
Cottage in Kent
4.95 out of 5 average rating, 167 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.

Top guest favorite
Cottage in Borden
4.96 out of 5 average rating, 321 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.

Guest favorite
Cottage in Marden
4.9 out of 5 average rating, 117 reviews

The Clock House - a haven of tranquility!

In a rural setting, this beautiful converted property is surrounded by countryside and orchards. It sits in its own grounds of our house offering a haven of tranquility, but close to the village of Marden with a rail connection to London and just 20 mins from Tunbridge Wells with plenty of bars, restaurants and shops. Nearby attractions include Bewl Water, Bedgebury Pinetum and Hush Heath Vineyard.

Popular amenities for Maidstone District cottage rentals

When is the best time to visit Maidstone District?

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Avg. priceﺩ.ﺇ 712ﺩ.ﺇ 757ﺩ.ﺇ 705ﺩ.ﺇ 668ﺩ.ﺇ 687ﺩ.ﺇ 712ﺩ.ﺇ 709ﺩ.ﺇ 712ﺩ.ﺇ 712ﺩ.ﺇ 705ﺩ.ﺇ 694ﺩ.ﺇ 812
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Quick stats about cottage rentals in Maidstone District

  • Total vacation rentals

    Explore 90 vacation rentals in Maidstone District

  • Nightly prices starting at

    Maidstone District vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

  • Verified guest reviews

    Over 5,420 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!

Destinations to explore

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  4. Kent
  5. Maidstone District
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