Vacation rentals in Maidstone

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Top-rated vacation rentals in Maidstone

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Top guest favorite
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
5 out of 5 average rating, 200 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.

Top guest favorite
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.
Guesthouse
4.94 out of 5 average rating, 264 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 favorite
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
4.99 out of 5 average rating, 185 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.

Top guest favorite
A quaint entrance is framed by a variety of colorful flowers, including pink and purple blooms, cascading from hanging baskets and garden beds. The rustic wooden door is set against a whitewashed wall, complementing the charming brick pathway leading up to it.
Place to stay
4.98 out of 5 average rating, 230 reviews

Petite Gite in an idyllic cottage garden.

Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

Top guest favorite
Tiny home
5 out of 5 average rating, 26 reviews

Modern Detached Annexe

Recently renovated Annexe with private access No Smoking anywhere, vaping allowed in garden area Private courtyard garden & off road parking Easy access to motorway & rail links directly to London 15 minutes to Leeds Castle Ideal accommodation for anyone wanting to explore the local area or visiting relatives/working locally Ideal stopover for anyone travelling to or from Europe via Eurostar/Eurotunnel or Dover Port Hosts onsite should you need us but we do respect your privacy

Guest favorite
The lounge area is furnished with a cozy brown sofa and a minimalist coffee table, creating a relaxed setting. A large television is mounted on the wall, displaying the Netflix interface. A dining table is set for four, adorned with plates and sparkling glasses, while a decorative plant adds a touch of greenery.
Apartment
4.96 out of 5 average rating, 24 reviews

The Loft.

The Loft is a stylish 3-bed apartment in a converted Victorian terrace, just minutes from Maidstone town center. Spanning two floors, it features a spacious lounge/dining area, separate kitchen, and a master suite with a Juliet balcony, TV area, and ensuite. A second bedroom with double bed, while the third has a single. A visitor parking permit is provided for street parking. Perfect for families, friends, or business stays—comfort and convenience in a prime location!

Top guest favorite
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.
Guesthouse
4.97 out of 5 average rating, 302 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 favorite
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
4.9 out of 5 average rating, 808 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.

Top guest favorite
An open plan living area features a circular wooden table surrounded by teal chairs and a cozy seating arrangement with a leather sofa and armchair. A television is positioned beside a decorative fireplace, while natural light filters in through windows overlooking lush greenery.
Guest suite
4.99 out of 5 average rating, 268 reviews

Peaceful, country views, garden, WiFi & sunsets

Relax or work in this stylish apartment with private courtyard garden and vintage summerhouse * First floor apartment with free parking * Country views * Wi-Fi * Self check in * 6ft super king bed * Heating * Smart TV * Plus a summerhouse * Under 1 hour train from London * Local pub/food 10 minute walk * Close to country walks * River Medway 1 mile for boating/walks * Not suitable for pets or children * Please note EV charging is NOT permitted on the property*

Top guest favorite
A spacious bedroom is framed by two wooden doors. A modern freestanding bathtub is featured at the center, surrounded by soft carpeting. Skylight windows allow natural light to brighten the room, with exposed wooden beams accentuating the ceiling.
Apartment
5 out of 5 average rating, 18 reviews

Number 26 at West Malling

Enjoy a stylish experience at a newly refurbished Grade II Listed property in the heart of the historic market town of West Malling, Kent. This spacious, duplex apartment provides excellent access to the many shops, restaurants, bars, salons, jewellers and other amenities within the picturesque High Street setting. High specification finishes have been used throughout, so whether you decide to go out or stay in, you can be sure to enjoy a luxurious break.

Guest favorite
A cozy studio apartment features a spacious bed with polka dot bedding and a dark blue sofa. A flat-screen TV is mounted on the wall, showcasing the Netflix logo. Natural light enters through a window with white curtains, complemented by a wooden dresser and bedside lamp.
Apartment
5 out of 5 average rating, 6 reviews

Long Term Discounts | Aparthotel Central Maidstone

We have 19 custom apartments in central maidstone. We offer long term discounts and also multi apartment bookings. Please enquire to see how we can help Whether you're here for business, leisure, or a mix of both we can't wait to host you. A mix of 1 Beds and Studios Property Highlights: ★ Double Beds & some Sofa Beds ★ Smart TV ★ Walking distance to Maidstone Town Centre ★ Free High-Speed WiFi ★ Fully Equipped Kitchen for all your cooking needs

Top guest favorite
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
4.99 out of 5 average rating, 579 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.

Popular amenities for Maidstone vacation rentals

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Frequently Asked Questions

  • What are the most popular amenities for House Rentals in Maidstone?

    Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with wifi, over 90 homes with free parking, over 110 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • What types of vacation rentals are available in Maidstone?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Maidstone. From over 120 house rentals to over 80 apartment rentals, we've got you covered.

  • 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 280 vacation rentals in Penenden Heath, 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 apartment rentals in Maidstone have free parking?

    Absolutely! We offer over 40 apartment rentals with free parking in Maidstone. Enjoy a tailored experience with all the comforts you desire.

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

    Yes! Work meets play with ease at over 50 house rentals in Maidstone featuring dedicated workspaces. Stay connected and productive 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 family-friendly house rentals in Maidstone?

    Maidstone has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Maidstone with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

Quick stats about vacation rentals in Maidstone

  • Total vacation rentals

    Explore 290 vacation rentals in Maidstone

  • Nightly prices starting at

    Maidstone vacation rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 4,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    270 of Maidstone vacation rentals include wi-fi 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