Vacation rentals in Maidstone District

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Maidstone District

  • Total vacation rentals

    Explore 780 vacation rentals in Maidstone District

  • Nightly prices starting at

    Maidstone District vacation rentals start at G$4,182 GYD per night before taxes and fees

  • Verified guest reviews

    Over 31,530 verified reviews to help you choose

  • Family-friendly vacation rentals

    340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 270 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    360 properties have a dedicated workspace

  • Wi-Fi availability

    710 of Maidstone District vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Maidstone District rentals

  • 4.8 Average rating

    Maidstone District stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Maidstone District

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The modern countryside house features a striking angular design with large glass panels reflecting the sky. A spacious lawn surrounds the property, complemented by a patio and outdoor seating area. Lush greenery provides a natural border, enhancing the tranquil outdoor setting.
Barn in Sutton Valence
4.97 out of 5 average rating, 134 reviews

The Barnyard

Kick back and relax in this calm and stylish architecturally designed countryside home. Recently built, with the focus on creating a high end holiday home which has been equipped to a very high standard. Situated in the heart of the wine producing area of the Kent countryside, with many local pubs and restaurants only a gentle stroll away. The beautiful contemporary design, with vaulted ceilings and polished concrete floors serve to provide a relaxing and stylish vacation for up to six guests.

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 in Leeds
5 out of 5 average rating, 262 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
A small wooden cabin is set against a backdrop of lush greenery and a clear blue sky. Several sheep graze peacefully in the vibrant green grass surrounding the cabin, with a wooden fence delineating the area.
Farm stay in Biddenden
4.97 out of 5 average rating, 339 reviews

Ayleswade shepherd hut in Kent countyside

set in the small village of biddenden in the heart of the kent countryside belonging to a local farming family of many generations .You can expect beautiful country walks with many footpaths and local villages nearby for cream teas and lovely lunches , the nearby village of Headcorn with its straight connections to London or the coast is good for sightseeing, you wake up to views of our sheep and free range chicken and enjoy a relaxing cup of tea.Theres milk ,tea and coffee and our eggs for you

Guest favorite
A spacious living area features exposed wooden beams and a wooden floor. Comfortable seating includes a large sofa and two armchairs surrounding a coffee table. A fireplace adds character, while a television is mounted on the wall. Dining space is visible in the background.
Guesthouse in Kent
4.9 out of 5 average rating, 109 reviews

Converted Coach House in Kent

Set in the ancient picturesque village of Wrotham, a self contained lovingly converted annex with a private entrance. A two min walk to the village high street with its three pubs and village shop. Borough Green is a mile away with direct trains to London in 35 - 45 mins. The village is surrounded by unspoilt countryside and amazing walks. Free on street parking. Well behaved pets are welcome. Other Attractions Yoga classes - on site Brands Hatch Motorsport - 7 mins Leeds Castle - 20 mins

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.
Apartment in Kent
4.88 out of 5 average rating, 136 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 favorite
The exterior of the farmhouse showcases a charming white facade with green trim. Quiet gardens filled with lush greenery and blooming flowers surround the building, providing a serene and inviting atmosphere. Large windows allow natural light to illuminate the interior spaces.
Home in Lenham
4.97 out of 5 average rating, 154 reviews

Farmhouse 4 posters cinema music room AGA kitchen

Chilston Home Farm is a period farmhouse in the middle of Kent, the Garden of England. We have lovely walks right from the door, it's perfect for exploring historic Kent and there's easy access to trains to London & Europe. You’ll love the period ambiance: the kitchen Aga, cosy log fires. Two of the bedrooms have king-size four-posters. There's even a bijou cinema! Lots of books & games, a piano, guitar & drums for music lovers, pool table & darts. Ideal for couples or larger families.

Top guest favorite
A spacious studio with high ceilings is complemented by exposed wooden beams. A Swedish log burner sits centrally on a tiled platform. Large windows allow natural light to flood the space, enhancing the calm atmosphere. A cozy seating area and dining space are also visible.
Guesthouse in Kent
4.97 out of 5 average rating, 289 reviews

Woodsmoke Studio: Boho country retreat

Relax and unwind in this artist-run bohemian retreat. Tucked away in the village of Preston, surrounded by countryside, you'll enjoy a peaceful 'get-away' within easy reach of local amenities and Kent's stunning coastline. The studio is blissfully quiet, set back from the cottage with its own entrance under a vine-covered pergola, with views to a large garden. Your host is happy to interact as much or as little as you like, gladly sharing the best experiences the area has to offer.

Guest favorite
A cozy seating area features plush, neutral-toned sofas adorned with decorative pillows. A rustic wooden coffee table sits at the center, complementing the warm wooden accents on the walls. Soft lighting creates an inviting ambiance in this thoughtfully designed space.
Farm stay in Oad Street
4.94 out of 5 average rating, 234 reviews

Unique Self contained lodge within stable setting

This unique stylish property is very close to junction 5 on the M2 with easy access to London. Plan your visits to Canterbury Cathedral, Leeds Castle, Whitstable, Rochester Castle and many other tourist attractions with ease from this central location. The Property is two miles from the closest shop and the nearest train station is Sittingbourne. The property is set amongst beautiful paddocks with horses in livery in the adjacent stables. There is ample secure parking and easy access.

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 in Boughton Monchelsea
4.97 out of 5 average rating, 360 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
A shepherd's hut is illuminated by warm outdoor lights against a twilight backdrop. A fire pit with a bright flame is surrounded by log seating, offering a cozy gathering space. A small table and chairs are positioned nearby, completing the inviting outdoor area.
Shepherd’s hut in Kent
4.91 out of 5 average rating, 572 reviews

Shepherds hut

Handcrafted Hop pickers shepherds hut perfect for either a romantic break or a well deserved escape from the bustle of life. Experience nature in luxury, sit in your hot tub and enjoy the views and country living. You are in your own private space. You have full use of your own private hot tub. The shepherds hut has a inside kitchenette, bathroom, a full size double bed and log burner. Outside has a charcoal BBQ, fire pit, lay z spa hot tub and seating area.

Top guest favorite
A modern retreat structure features a covered outdoor area, showcasing a classic roll top bath and a seating area with a chair. Large glass doors open to the interior, complemented by decorative wall accents and greenery, with a natural landscape visible in the background.
Farm stay in Kent
4.95 out of 5 average rating, 101 reviews

Reeds retreat

welcome to Reeds Retreat , why not come and enjoy the lovely setting of this romantic spot in nature! Watch the wildlife while relaxing in the outside roll top bath or maybe spend the evening star gazing. Reeds retreat is the perfect space to unwind alone or with a special someone! Afternoon tea, with or without fizz can be added to your stay ! (On request) Pamper yourself during your stay, please feel free to enquire!

Top guest favorite
A spacious room features a super king bed adorned with crisp white linens, flanked by bedside tables with floral lamps. A comfortable sofa in a muted blue hue is positioned in front, inviting relaxation. Natural light enters through a window, illuminating the warm wooden flooring.
Guesthouse in Kent
4.99 out of 5 average rating, 308 reviews

The Old Engineer, a rural boutique retreat

Our rural boutique accommodation with private entrance and pretty courtyard garden is surrounded by fields. The space is designed with the guests comfort and luxury in mind. It is the perfect spot for a relaxing and peaceful get away. Super king bed (or twin if requested). Located between Tunbridge Wells and Maidstone, close to the Hop Farm and attractions such as Sissinghurst Gardens, Vineyards and many NT properties.

Popular amenities for Maidstone District vacation rentals

When is the best time to visit Maidstone District?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,949 GYDG$30,531 GYDG$30,531 GYDG$30,531 GYDG$31,576 GYDG$32,413 GYDG$32,622 GYDG$33,668 GYDG$31,576 GYDG$30,113 GYDG$28,858 GYDG$32,413 GYD
Avg. temp5°C5°C7°C10°C13°C16°C18°C18°C15°C12°C8°C6°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Maidstone District?

    Maidstone District has more than 340 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Maidstone District with our bungalow 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.

  • Are there pet-friendly vacation rentals in Maidstone District?

    Four-legged friends are welcome in Maidstone District. Choose from more than 270 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Maidstone District?

    Yes! Work meets play with ease at over 360 vacation rentals in Maidstone District featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Maidstone District vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Maidstone District, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Maidstone District have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Maidstone District. Enjoy a tailored experience with all the comforts you desire.

  • Do farmstay rentals in Maidstone District have a kitchen?

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

  • Do barn rentals in Maidstone District have wifi?

    Absolutely! We offer over 40 barn rentals with wifi in Maidstone District. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Maidstone District have free parking?

    Absolutely! We offer over 230 house rentals with free parking in Maidstone District. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 230 homes with free parking, over 10 homes with air conditioning, over 270 homes with a kitchen, over 270 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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