Cottage holiday 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 favourite
Cottage in Teynham
4.98 out of 5 average rating, 125 reviews

Rural Cottage in grounds of Grade II* Farmhouse

Mark & Paul would love to welcome you to our rural 2 bedroom cottage, close to the North Kent coast in the grounds of 14th Century Frognal Farmhouse. The triple glazed cottage provides comfortable accommodation and is just over an hour away from SE London by car, or by train straight into Teynham station from London Victoria, (1 hr 6m). We are 10 mins walk from Teynham railway station. Faversham & Sittingbourne are 10 minutes away. We have released all availabilty through to end of December 2026

Top Guest favourite
A cottage with a classic slate roof is framed by well-maintained greenery, including shrubs and flowering plants. The light-colored exterior is complemented by blue window frames and a central door. A wooden bench is positioned in front, inviting relaxation.
Cottage in Mayfield
5 out of 5 average rating, 166 reviews

Beautiful cottage in lovely setting

Set in the beautiful rolling East Sussex countryside, in a designated AONB, Winters Farm Cottage is a lovely retreat.  Originally the stable block for Winters Farm, the cottage has been sympathetically converted retaining some original features and stylishly modernised. With outstanding views from the cosy interior we are sure you will have a wonderful break in this peaceful cottage. The cottage is detached, self contained & set away from the owners house with direct access to public footpaths.

Top Guest favourite
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
4.99 out of 5 average rating, 189 reviews

A beautiful two bedroom Victorian coach house

A picturesque, newly converted Coach House in the small village of Badlesmere, high on the North Kent Downs. Set amongst rolling hills and wooded valleys, this striking conversion offers delightful accommodation, a south facing patio and use of a tennis court. Close to the market town of Faversham and the historic city of Canterbury, as well as Leeds Castle and fashionable Whitstable, it is an idyllic holiday spot or stopover on route to the continent, perfect for families or a romantic break.

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, 110 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 favourite
The charming exterior of the cottage features dark wooden siding and a welcoming door. A gravel pathway leads to the entrance, flanked by colorful flower beds. A rustic bench is positioned near the door, offering a pleasant spot to relax among the surrounding greenery.
Cottage in Oare
4.99 out of 5 average rating, 450 reviews

Twitchers Cottage Oare - Nature on your doorstep

Twitchers Cottage at Broomfield Barn is a beautifully presented converted in 2020, one bedroom cottage. Located on the edge of Oare marshes that is an important wetland reserve with a range of bird species. This area is popular with bird watches, walkers, wildlife photographers and cyclists or anyone who wants a relaxing break away surrounded by open countryside. There is plenty to do throughout the year wether you want coast, town or countryside it’s all in easy reach for your enjoyment.

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 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 favourite
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, 229 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 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, 900 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 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
4.96 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 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 out of 5 average rating, 612 reviews

The Lodge

**Opted in to Airbnb's enhanced cleaning protocol** 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 favourite
Cottage in Kent
4.95 out of 5 average rating, 168 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 favourite
A modern kitchen features sleek cabinetry and a spacious dining table surrounded by several chairs. Essential appliances, including a stove and kettle, are present. Natural light enters through a window, illuminating the countertops adorned with flowers and kitchen items.
Cottage in Borden
4.96 out of 5 average rating, 323 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.

Popular amenities for Maidstone District cottage rentals

When is the best time to visit Maidstone District?

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Quick stats about cottage rentals in Maidstone District

  • Total holiday rentals

    Explore 90 holiday rentals in Maidstone District

  • Nightly prices starting at

    Maidstone District holiday rentals start at $114 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,420 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!

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