
Holiday rentals in Maidstone
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Top-rated holiday rentals in Maidstone
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Romantic Hideaway & Hot tub in Kent Countryside.
A Unique Garden House in the heart of the Kent Countryside with views across our 3 acre orchard. Included in your stay is your very own private garden, complete with hot tub & summerhouse to relax in. The property also has private parking plus a secret woodland hideaway. Within walking distance is both Sharsted Wood and Doddington Place Gardens which are great for exploring, plus our local pubs - The Black Lion and The Chequers Inn which are perfect for a spot of lunch or a dinner reservation.

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.

Boutique country retreat, w/summerhouse 1hr 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.

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.

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.

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.

Unique luxury self-contained oast house
Huge loft style Kentish roundel conversion. Situated on a farm set back from the road it is beautifully peaceful, with circular jacuzzi bath, projector, screen, all mod cons. Amazing walks & pubs from the doorstep, perfect for a country retreat, yet only 30 miles from London. Huge King size circular bed. Reynolds spa is 15 mins away. The house recently featured in Mr Bates v The Post Office, & the roundel was the actors green room.

The Heath large log cabin Maidstone
Large detached one bedroom log cabin with open plan kitchen/lounge which has a vaulted ceiling. Has its own side entrance and is totally separate from the main house. We also have off street parking for 1 car. Ideal if you want to get away from it all for a few days or weeks. Located 2 minutes from J7 M20 close to Maidstone. Ideal for Leeds Castle. The Kent show ground. and Kent life. The Maidstone studios.
Popular amenities for Maidstone holiday rentals
Stay near Maidstone's top sights
Other great holiday rentals in Maidstone

Minty the green bus conversion

Ian the Airstream

The Barnyard

Lovely self-contained annexe with secure parking

Rosemary Cottage: Gardens, Woodland & Tennis

Charming 2BD Country Bungalow on Working Farm

The Roost Group - 2 Bed Riverside Apartment No.4

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
When is the best time to visit Maidstone?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 SGD | $182 SGD | $180 SGD | $187 SGD | $196 SGD | $201 SGD | $203 SGD | $212 SGD | $191 SGD | $184 SGD | $167 SGD | $186 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 hotel rentals in Maidstone?
Experience the best of Maidstone with our hotel rentals, starting at about $130 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 apartment rentals with a dedicated workspace in Maidstone?
Yes! Work meets play with ease at over 40 apartment 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 340 vacation rentals in Weavering, and over 60 vacation rentals in Detling.
Do apartment rentals in Maidstone have a kitchen?
Absolutely! We offer over 90 apartment rentals with a kitchen in Maidstone. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Maidstone have wifi?
Absolutely! We offer over 110 house 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 $25 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
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- Paddington
- British Museum
- Covent Garden
- St Pancras International
- Hampstead Heath
- London Bridge
- Buckingham Palace
- Big Ben
- Kings Cross
- Tower Bridge
- Wembley Stadium
- The O2
- Marble Arch
- Tottenham Court Road
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Camden Market




