
Holiday rentals in Maidstone District
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Maidstone District

Total holiday rentals
Explore 800 holiday rentals in Maidstone District

Nightly prices starting at
Maidstone District holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 33,190 verified reviews to help you choose

Family-friendly holiday rentals
360 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 280 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wifi availability
740 of Maidstone District holiday rentals include wifi 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 holiday rentals in Maidstone District
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

Grand Bubble
Grand bubble sleeps 4 people who can enjoy the ultimate view of nature. You can fall asleep with the stars and wake up to the rising sun. This bubble has the wow factor and includes your own hot tub, BBQ, a shower, a flushing toilet, outdoor chess set and a golf buggy. The bubble is very secluded set at a bottom of a 12 acre field off a woodland. Out side of the bubble is a very large outdoor gazebo with comfy seating and a large gas bbq so even if it rains you can still bbq comfortably.

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.

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.

Boutique Barn Retreat with Private Courtyard
Escape to this stylish boutique barn in the heart of the Kent countryside. Surrounded by orchards and countryside, Wagon Lodge blends rustic charm with modern comfort, featuring vaulted beamed ceilings, underfloor heating, a private courtyard for outdoor dining, and beautifully designed interiors for up to 4 guests. Perfect for romantic escapes, family getaways, vineyard visits, coastal adventures, and exploring nearby Rye, Goudhurst, Tunbridge Wells and Kent’s stunning castles & gardens.

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.

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.

Acorn Lodge @ The Oaks Retreat
This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Acorn Lodge is a bespoke 1 king size bedroom retreat fully customized with high-end finishes. It must be seen in person to be fully appreciated. Our Wellness area is equipped with a log sauna, a cold plunge and outdoor shower.

Lake House Staycation
Escape to The Lakehouse, a charming lakeside retreat steeped in history. Once a working quarry, the lake provided the very stone used to build this beautiful home—and even nearby Leeds Castle. Lovingly restored with original stonework, this tranquil hideaway offers stunning water views, modern comforts, and timeless character. Enjoy peaceful walks, local pubs, and the rolling Kent countryside—perfect for a romantic getaway or serene weekend escape.

Luxury Spa Retreat: Sauna & Hot Tub
Escape to our exclusive gated spa retreat, nestled on 5.5 acres of serene countryside in picturesque Fawkham, Kent. This private and tranquil haven offers breathtaking views of rolling hills, perfect for relaxation. Unwind in the luxurious sauna, steam room, or hot tub, soaking in the peace after exploring local attractions. Just minutes from Brands Hatch, our retreat blends seclusion with convenience, your ultimate quiet getaway awaits.

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!
Popular amenities for Maidstone District holiday rentals
Other great holiday rentals in Maidstone District

Ian the Airstream

Charming Countryside Cottage

Mote Park View

Downstairs at The Old Mill

Lavender Cottage with Garden, Woodland & Tennis

Modern Studio Flat in Maidstone | Newly Build

Maidstone Town Centre | Wi-Fi | Sleeps 4 | Parking

The Bakers | Luxury Top-Floor Smart-Home Retreat
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $192 SGD | $189 SGD | $189 SGD | $189 SGD | $195 SGD | $201 SGD | $202 SGD | $208 SGD | $195 SGD | $186 SGD | $179 SGD | $201 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Maidstone District?
Maidstone District has more than 360 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in tiny house rentals in Maidstone District?
Experience the best of Maidstone District with our tiny house rentals, starting at about $110 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 280 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 380 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 apartment rentals in Maidstone District have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Maidstone District. Enjoy a tailored experience with all the comforts you desire.
Do shepherds hut rentals in Maidstone District have a kitchen?
Absolutely! We offer over 20 shepherds hut rentals with a kitchen in Maidstone District. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Maidstone District have wifi?
Absolutely! We offer over 20 cabin 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 240 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 Bungalow Rentals in Maidstone District?
Enhance your stay in our Bungalow Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Rentals with lake access Maidstone District
- Waterfront rentals Maidstone District
- Serviced apartment rentals Maidstone District
- Guest house rentals Maidstone District
- Smoking-friendly rentals Maidstone District
- House rentals Maidstone District
- Barn rentals Maidstone District
- Fitness-friendly rentals Maidstone District
- Rentals with outdoor seating Maidstone District
- Rentals with breakfast Maidstone District
- Tent rentals Maidstone District
- Farm stay rentals Maidstone District
- Flat rentals Maidstone District
- Family-friendly rentals Maidstone District
- Rentals with an EV charger Maidstone District
- Rentals with a washing machine and dryer Maidstone District
- Cabin rentals Maidstone District
- Apartment rentals Maidstone District
- Rentals with a hot tub Maidstone District
- Rentals with a firepit Maidstone District
- Cottage rentals Maidstone District
- Shepherd’s hut rentals Maidstone District
- Pet-friendly rentals Maidstone District
- Rentals with a fireplace Maidstone District
- Rentals with pools Maidstone District
- Hotel rooms Maidstone District
- Rentals with a patio Maidstone District
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- Brighton Seafront
- ExCeL London
- The O2
- Emirates Stadium
- Tower Bridge
- Clapham Common
- Buckingham Palace
- Chessington World of Adventures Resort
- Alexandra Palace
- London Stadium
- Big Ben
- Victoria Park
- British Museum
- London Eye
- Primrose Hill
- St Paul's Cathedral
- Hampton Court Palace





