
Holiday rentals in Maidstone District
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Top-rated holiday rentals in Maidstone District
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

Stylish Apartment With Private Summerhouse &Garden
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.

Step back in history and stay in a 14th c home
A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

Cosy Woodland Lodge with outdoor Hot Tub
Embrace the quirky, cosy interiors in this romantic getaway. Open the doors to the terrace, and let the sounds of nature waft through the lodge. Fire up the BBQ, enjoy a good meal and then spend the evening in the hot tub. Perfect for anyone looking to get away from it all The Lodge offers a romantic hideaway, with exclusive use of the hot tub jacuzzi and a low height mezzanine sleeping area on a futon mattress where you can star watch in bed while listening to the local owls.

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.

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.

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.

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 holiday rentals
Other great holiday rentals in Maidstone District

Minty the green bus conversion

Ian the Airstream

Contemporary luxury unique 2 bed 2 bath retreat

A Cosy Hideaway in Kent

Mote Park View

Lavender Cottage with Garden, Woodland & Tennis

Idyllic Victorian cottage in stunning location

A luxurious country retreat with Jacuzzi hot tub
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 SGD | $186 SGD | $186 SGD | $186 SGD | $193 SGD | $198 SGD | $199 SGD | $206 SGD | $193 SGD | $184 SGD | $176 SGD | $198 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 340 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Maidstone District?
Experience the best of Maidstone District with our apartment rentals, starting at about $30 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!
Where should I stay in Maidstone District?
Make yourself at home in Maidstone District by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in East Farleigh, over 460 vacation rentals in Bearsted, and over 50 vacation rentals in Snodland.
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 house rentals in Maidstone District have a kitchen?
Absolutely! We offer over 270 house rentals with a kitchen in Maidstone District. Enjoy a tailored experience with all the comforts you desire.
Do farmstay rentals in Maidstone District have wifi?
Absolutely! We offer over 10 farmstay rentals with wifi in Maidstone District. Enjoy a tailored experience with all the comforts you desire.
Do tent rentals in Maidstone District have free parking?
Absolutely! We offer over 10 tent rentals with free parking in Maidstone District. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Maidstone District

Total holiday rentals
Explore 780 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 31,530 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 270 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
360 properties have a dedicated workspace

Wifi availability
710 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!
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- Paddington
- British Museum
- Covent Garden
- St Pancras International
- Hampstead Heath
- Kings Cross
- Wembley Stadium
- Buckingham Palace
- The O2
- London Bridge
- Tottenham Court Road
- Tower Bridge
- Marble Arch
- Big Ben
- Natural History Museum
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
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- Borough Market





