
Holiday rentals in Maidstone
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Maidstone
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Luxury Kent Retreat, private garden, 1 hr London
Escape to the Kent countryside in this stylish, totally private apartment with your own courtyard garden and charming vintage summerhouse - perfect for relaxing weekend breaks just 1 hour from London. Ideal for couples looking for a peaceful countryside escape, offering rural views, countryside walks nearby and a local pub within a 12 min stroll. With self check in, parking and your own private entrance, it’s an easy base to unwind and explore Kent’s villages, vineyards and historic houses.

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.

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.

Barn bubble
The Bubble, which works on a slightly over pressurised system where the air continuously refills the tent is set up on an old working farm. Its the ultimate experience of nature and total comfort. Guests can fully enjoy the peaceful surroundings and wonderful open farmland. Sit back in your very own private hot tub and enjoy the view of the rolling fields. This accommodation has air conditioning. Not suitable for children under 4 We have other bubbles see them by pressing on my profile

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.

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.

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.

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.

Old Smock Windmill in rural Kent
Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

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.

Hermitage Cottage 2 Guests 2 Children.
Hermitage Cottage offers annexe accommodation. Bathed in sunshine in private garden setting. We are a commuters dream with Barming railway station at the door. London Victoria 57 minutes and Maidstone East just three minutes by rail. Fully fenced with garaging for one vehicle., entry by automatic gates. Finished to a very high standard with under floor heating and feature fire place. Your every comfort is assured. Welcome pack included.
Popular amenities for Maidstone holiday rentals
Stay near Maidstone's top sights
Other great holiday rentals in Maidstone

The Granary, Organic Vineyard stay with Pool.

Petite Gite in an idyllic cottage garden.

Romantic Hideaway & Hot tub in Kent Countryside.

Cosy Rural Retreat with Log Burner

The Lodge

A Cosy Cottage With A Fabulous View Close To TW.

Northdown Lodge

Silverwood Studio Countryside Getaway
When is the best time to visit Maidstone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $179 SGD | $183 SGD | $181 SGD | $188 SGD | $197 SGD | $203 SGD | $204 SGD | $213 SGD | $192 SGD | $185 SGD | $168 SGD | $187 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 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 $26 SGD 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
Destinations to explore
- Rentals with a washing machine and dryer Maidstone
- Cabin rentals Maidstone
- Flat rentals Maidstone
- Smoking-friendly rentals Maidstone
- Hotel rooms Maidstone
- Rentals with an EV charger Maidstone
- Serviced apartment rentals Maidstone
- Waterfront rentals Maidstone
- Apartment rentals Maidstone
- Rentals with a fireplace Maidstone
- Fitness-friendly rentals Maidstone
- Cottage rentals Maidstone
- House rentals Maidstone
- Rentals with outdoor seating Maidstone
- Rentals with a patio Maidstone
- Pet-friendly rentals Maidstone
- Family-friendly rentals Maidstone
- Tower Bridge
- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Hampstead Heath
- St Pancras International
- Marble Arch
- Buckingham Palace
- Wembley Stadium
- Kings Cross
- Tottenham Court Road
- The O2
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Russell Square
- Olympia Events
- Camden Market




