Holiday rentals in Maidstone

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Top-rated holiday rentals in Maidstone

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Top guest favourite
The entrance to The Annex features a well-defined porch with a welcoming door. Flower pots with red blooms sit on either side of the entrance, while a gravel pathway leads up to the front, framed by greenery from nearby plants.
Home in Leeds
5 out of 5 average rating, 228 reviews

Self-contained luxury annex

The Annex is a completely private part of our house for guests exclusive use, located in the historical Kentish village of Leeds, within walking distance to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle. The Kent show ground. 35 mins drive to Eurotunnel & 50 mins to Dover ferry port. 1 hour to London via train. The Annex has it's own private entrance, rear private patio area, sitting room/ fully equipped kitchenette, downstairs shower room/ large upstairs bedroom.

Guest favourite
The exterior of the annex is showcased, featuring vertical wooden slats and a glass-paneled door. A small window is visible, allowing natural light into the space. The entrance is set on a paved path, surrounded by greenery and a water storage tank nearby.
Guest house in Sittingbourne
4.94 out of 5 average rating, 271 reviews

Self-contained annex, with off-road parking.

Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

Top guest favourite
The exterior of a stone cottage is presented, featuring a balcony with a glass railing overlooking the river. Lush greenery surrounds the property, with a wooden jetty in the foreground, adding to the tranquil riverside setting.
Home in Sandling
4.99 out of 5 average rating, 191 reviews

Riverside Cottage , Maidstone

Open plan Luxury Cottage with balcony over looking the river and nearby lock. Traditional Barges moor along this part of the river. The Market town is a 20 minute walk along a picturesque tow path or a few minutes drive. There are several Bar/Restaurants a short walk away . Ideal area for all age groups. Comfortably furnished and well equipped. Four Lovely Bedrooms, two with original stone walls. Two Shower Ensuite's and a family Bathroom. Two outside courtyards and Plenty of parking.

Superhost
A modern kitchen area features sleek dark cabinetry and stainless steel appliances, including an oven and microwave. Two pendant lights hang above a wooden bar with seating for two. A light gray sofa is positioned nearby, complemented by an orange decorative pillow.
Flat in Kent
4.88 out of 5 average rating, 131 reviews

The Bohemian Basement

The Bohemian Basement is a unique stylish one bed apartment with its own private garden in the heart of Maidstone. The apartment is 1 of 3 within a newly converted Victorian property just minutes walk from the town centres shops, restaurants and bars. Perfectly equipped with everything you’ll need while visiting Maidstone and with the added bonus of having a wonderful private outdoor garden space, makes this a fantastic Airbnb. There is free on street permit parking which we supply.

Top guest favourite
An open-plan living area showcases warm wooden beams and a spacious layout. A comfortable light-colored sofa and ottoman are placed adjacent to a dining table, while a well-equipped kitchen is visible in the background. Fresh flowers accent the dining table, adding subtle elegance.
Guest house in Kings Hill
4.97 out of 5 average rating, 294 reviews

Peaceful, charming oak framed annexe

Recently furbished, oak framed annexe building consisting of large open plan lounge, dining and kitchen area. Shower room with hand basin and WC. Upstairs, snug double bedroom. (May be converted to two singles) Extra sofa bed available downstairs so property can accommodate up to 4 guests. Reliable wifi and space for remote working. Small, discreet private patio area. Private parking. Close to golf course and village centre. Surround yourself with style in this standout space.

Top guest favourite
An exterior view of a barn features a neatly maintained lawn, framed by a stone structure. Double glass doors lead into the barn. Two small chairs are positioned on a paved patio area near the entrance, inviting relaxation. Surrounding greenery adds a natural touch.
Guest house in Boughton Monchelsea
4.97 out of 5 average rating, 329 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

This barn is situated in the picturesque village of Boughton Monchelsea. It has its own private garden with stunning meadow views. It has lots of local amenities to explore and is only 15 minutes drive from Leeds castle and a 15 minute drive to the train station which will take you directly into London. The exposed oak beamed barn is situated next to a traditional oast house, perfect for romantic getaways and people who want to escape the fast pace of everyday life.

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, 851 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 Hollingbourne
4.97 out of 5 average rating, 221 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.

Guest favourite
A well-lit bedroom features a spacious bed with a combination of white and orange bedding. Two framed artworks are mounted on the wall above the headboard. Natural light streams in from a large window, which offers a view of the surrounding area.
Bungalow in Bridge
4.97 out of 5 average rating, 124 reviews

Maidstone Bungalow sleeps 5 with parking

This stylish bungalow boasts with unique features and has everything you need for a comfortable stay. Open plan living space is airy and bright and compliments fully equipped modern kitchen. This 2 bed fully refurbished single level home sleeps up to 5 people and it can provide both king size and single beds. The bungalow is located in a prominent position in Allington, Maidstone, and it offers off road parking for multiple cars and a private garden.

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
4.99 out of 5 average rating, 596 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
The exterior of a rustic barn highlights natural wood siding under a bright blue sky, accented by wispy clouds. A spacious lawn in front leads to a gravel driveway, with a view of the rolling countryside and distant hills visible in the background.
Guest house in Pluckley
4.98 out of 5 average rating, 111 reviews

Silverwood Studio Countryside Getaway

Escape to the countryside at Silverwood Studio, based on a farm in the most stunning location in Kent. We have recently renovated this barn to a high standard, complete with a log burner, kitchenette and a large picture window looking over the most fantastic view. It is located in a truly beautiful setting, in the middle of the English countryside, perfect for a romantic getaway or peaceful retreat.

Guest favourite
Cottage in Marden
4.9 out of 5 average rating, 112 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 holiday rentals

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Frequently Asked Questions

  • Are there family-friendly apartment rentals in Maidstone?

    Maidstone has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Maidstone?

    Experience the best of Maidstone with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly house rentals in Maidstone?

    Four-legged friends are welcome in Maidstone. Choose from more than 20 house rentals for guests traveling with pets.

  • Are there condo rentals with a dedicated workspace in Maidstone?

    Yes! Work meets play with ease at over 10 condo rentals in Maidstone featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Maidstone?

    Make yourself at home in Maidstone by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in East Farleigh, over 350 vacation rentals in Weavering, and over 60 vacation rentals in Detling.

  • Do condo rentals in Maidstone have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Maidstone. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Maidstone have wifi?

    Absolutely! We offer over 20 hotel rentals with wifi in Maidstone. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Maidstone have free parking?

    Absolutely! We offer over 90 house rentals with free parking in Maidstone. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Maidstone

  • Total holiday rentals

    Explore 310 holiday rentals in Maidstone

  • Nightly prices starting at

    Maidstone holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 4,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    290 of Maidstone holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Maidstone rentals

  • 4.6 Average rating

    Maidstone stays receive an average rating of 4.6 out of 5 from guests

  1. Airbnb
  2. United Kingdom
  3. England
  4. Kent
  5. Maidstone