This four-bedroom flat is situated on Maidstone Road in Chatham, offering a 10-minute walk to Chatham Station for direct London services and a 10-minute drive to the Historic Dockyard Chatham and Rochester Castle. Accommodating up to 10 guests, this residence provides a fully equipped kitchen, fast WiFi, air conditioning, and nearby secure paid parking, with the Pentagon Shopping Centre and local eateries within easy reach.
9.5 22 reviews
Maidstone
02/09 – 03/09
NZ$2561/nightfor 1 night
River Front Executive Apartment- Gym & Bike Store
2 3
apartment , Kent
This luxurious flat is located in Riverside Plaza, Maidstone, just a short walk from the train station, town centre, and a range of entertainment options including the cinema, bowling alley, and trampoline park. It has received excellent ratings for location, cleanliness, and user experience. The spacious two-bedroom apartment comfortably accommodates four guests and boasts two bathrooms, one of which is ensuite. Guests can enjoy a well-equipped kitchen with top-of-the-line appliances, a balcony with river views, and access to a gym overlooking the river.
9.7 26 reviews
Maidstone
21/07 – 24/07
NZ$428/nighttotal: NZ$1284 (3 )
90 M² House ∙ 1 Bedroom ∙ 2 Guests
1 1
house , Ditton
This Aylesford house, a short drive from Leeds Castle (5-10 minutes), Kent Life (5 minutes), and Leybourne Lakes Country Park (10 minutes), offers a convenient base for exploring Kent attractions. The 90 square metre property features one bedroom, one bathroom with a walk-in shower, a fully equipped kitchen with fridge, microwave, and dishwasher, and accommodates up to three guests, also benefiting from free on-site parking, a terrace/balcony, and a garden.
Maidstone
24/08 – 21/09
NZ$270/nighttotal: NZ$7560 (28 )
Fantastic Maidstone Flat - Sleeps 4
1 3
apartment , Maidstone
This Maidstone apartment, near the Tyrewhitt-Drake Museum of Carriages and Maidstone Museum, offers convenient access to Bearsted Golf Club and Buckmore Park Karting. The two-bedroom, one-bathroom flat sleeps four guests and includes a fully equipped kitchen with microwave and dishwasher, on-site parking, fast Wi-Fi, and 24/7 support (8:30 am to 11:00 pm).
Maidstone
27/06 – 04/07
NZ$603/nighttotal: NZ$4221 (7 )
Ark On The Hill
5 10
apartment , Chatham
This 5-bedroom house is conveniently located in Chatham, within easy reach of attractions like Bridgewood Manor Day Spa, Capstone Farm Country Park, and Chatham Ski and Snowboard Centre. The peaceful setting offers a relaxing getaway, yet is close enough to enjoy the area's attractions. The property is perfect for families or groups of friends, with ample space for up to 10 guests. Enjoy free WiFi, a washing machine, 3 bathrooms, a Smart TV, a private garden, and a playground for children.
Maidstone
27/06 – 04/07
NZ$660/nighttotal: NZ$4620 (7 )
Cottage ∙ 5 Bedrooms ∙ 10 Guests
5 10
cottage , Hucking
Hook & Hatchet Annex, a five-bedroom self-catering property in Hucking, Kent, is attached to a historic pub and offers easy access to the Kent coast and various historical sites. This spacious holiday home boasts a private hot tub, parking for two cars, and sleeps up to ten guests, with each bedroom featuring an ensuite bathroom and zip and link beds.
9.2 10 reviews
Maidstone
24/08 – 21/09
NZ$313/nighttotal: NZ$8764 (28 )
The Roost Group - 2 Bed Riverside Apartment No.3
1 3
apartment , Kent
This riverside flat in Kent offers two bedrooms and two bathrooms, accommodating up to four guests with convenient access to local landmarks and transport links for exploring the county. This well-equipped apartment includes a kitchen with a fridge, freezer, microwave, and dishwasher, plus a garden and parking, making it an ideal base for discovering Kent's heritage sites.
8.0 2 reviews
Maidstone
27/06 – 04/07
NZ$892/nighttotal: NZ$6244 (7 )
San Pedro Lodge Chatham
8 10
apartment , Chatham
This apartment is located in Chatham, just a 10-minute walk from the Historic Chatham Dockyard and 1 km from Chatham Train Station. The apartment boasts excellent cleanliness and is rated very good by previous guests. This home offers 4 bedrooms and 2 bathrooms, comfortably accommodating up to 7 guests. Enjoy a shared kitchen, lounge, secure parking, free Wi-Fi, and a range of modern amenities, including a flat-screen TV.
10 68 reviews
Maidstone
22/08 – 26/08
NZ$226/nighttotal: NZ$904 (4 )
Modern Detached Annexe
1 2
cabin , Kent
This recently renovated Kent annexe, a 15-minute drive (approx. 24km) from Leeds Castle and with easy motorway and rail access to London, offers a convenient base for exploring the region. This self-catering retreat sleeps two, boasting a king-size bed, modern kitchen with air fryer and induction hob, a stylish bathroom with heated mirror and Bluetooth, and a private courtyard garden.
9.5 22 reviews
Maidstone
21/07 – 24/07
NZ$340/nighttotal: NZ$1020 (3 )
Appartement-salle De Bain Privée-de Luxe-vue Ville
2 1
apartment , Kent
This Kent apartment, perfect for a family of four, offers two bedrooms, two bathrooms, and a fully equipped kitchen with modern appliances. The stylish flat boasts a sleek design, includes Wi-Fi, Netflix, and Prime access, and provides ample space for a comfortable stay in Kent.
This Maidstone penthouse, near Chatham railway station (11.7km), Leeds Castle (12km), and Chatham Historic Dockyard (12.5km), offers convenient access to key attractions. Sleeping up to 11 guests, this three-bedroom, two-bathroom dwelling boasts a fully equipped kitchen, private parking, a sun terrace, spa, fitness centre, tennis court, and even a laundry service and mini-market within the building.
5.5 12 reviews
Maidstone
02/09 – 03/09
NZ$283/nightfor 1 night
95 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 3
house
This three-bedroom house in a peaceful Maidstone residential area is situated a short drive (approximately 8km) from Leeds Castle and Mote Park, offering easy access to local shops and restaurants. The 95 square metre property provides self-catering facilities including a fridge and microwave, sleeps six guests, and benefits from free on-site parking and fast Wi-Fi.
Best family friendly Maidstone holiday rentals
Among the 445 accommodations in Maidstone, here are the 4 best family friendly rentals
9.7 6 reviews
Maidstone
24/08 – 21/09
NZ$280/nighttotal: NZ$7840 (28 )
2bed 2bath Modern Apt | Parking| Fast Wifi
2 3
apartment , Kent
This two-bedroom apartment in Kent is ideal for families or groups of up to six people. It's conveniently located within easy reach of local attractions and amenities, making it a great base for exploring the region. The apartment is spacious and comfortably furnished, with a fully equipped kitchen and two modern bathrooms. It also boasts a balcony with panoramic views, perfect for relaxing and enjoying the fresh air.
9.5 2 reviews
Maidstone
27/06 – 28/06
NZ$745/nightfor 1 night
Modern Medway Bungalow - 3br Garden & Free Parking, Kent
3 4
house , Rainham
Medway Bungalow in Rainham, Kent, is conveniently located 5.6km from the Historic Dockyard Chatham and 6.3km from Chatham railway station, offering easy access to wider Kent and London. This 66 square metre house sleeps up to 11 guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen, a garden with a tennis court, free Wi-Fi, and free parking, plus an indoor play area and proximity to skiing and cycling opportunities.
9.1 36 reviews
Maidstone
09/07 – 10/07
NZ$642/nightfor 1 night
Spacious 4-bed Apartment In The Heart Of Maidstone
3 3
apartment , Kent
This three-bedroom Maidstone apartment, a five-minute walk from Maidstone West railway station, offers easy access to Kent's attractions and is conveniently located in the town centre near shops and restaurants. Sleeping up to seven guests, the first-floor flat features a spacious living area with a smart TV, a large kitchen with fridge, freezer and microwave, a garden, free parking, and a nearby pub, The Bower Inn, with a pool table.
9.9 14 reviews
Maidstone
27/06 – 28/06
NZ$827/nightfor 1 night
Modern Medway Bungalow - 3br Garden & Free Parking
1 4
bungalow , Rainham
This Medway bungalow, conveniently located near Strood railway station, offers easy access to London and the Kent coast. The three-bedroom, two-bathroom house sleeps six, includes off-road parking, Wi-Fi, and a pet-friendly environment, with nearby attractions including a new swimming centre and numerous dog walking areas.
Best Maidstone holiday rentals with parking
Maidstone
27/06 – 31/07
NZ$197/nighttotal: NZ$6698 (34 )
28 M² Apartment ∙ 1 Bedroom ∙ 2 Guests
1 2
apartment
This one-bedroom flat on Union Street in Maidstone, Kent, is centrally located for exploring local countryside attractions and historic towns, with King Street bus stop and Mu Mu Cabaret Club a 2-minute walk away, and Maidstone Museum a 5 to 10-minute walk. This 28 square meter apartment accommodates two guests, featuring a fully equipped kitchen with a fridge and microwave, a washing machine, Wi-Fi, a Smart TV, and both paid on-street and off-premises parking.
10 2 reviews
Maidstone
21/07 – 24/07
NZ$272/nighttotal: NZ$816 (3 )
Central Maidstone | Parking | Sleeps 4 | Wi-fi
1 1
apartment , Kent
This flat offers a prime Maidstone town centre location, a 1-minute walk from Sainsbury's and within 1.1 kilometres of Maidstone East station, providing direct London links. This accommodation for 4 guests includes a fully equipped kitchen with a fridge, freezer, and microwave, complimentary parking, high-speed WiFi, and a dedicated workspace.
10 1 review
Maidstone
22/08 – 26/08
NZ$271/nighttotal: NZ$1084 (4 )
Bridgecity Central Maidstone Spacious 1 Bed Flat
1 2
apartment , Maidstone
This one-bedroom flat is situated in the centre of Maidstone, just a short walk from the high street and its shops. The area is lively and bustling, with plenty to see and do. The flat can comfortably sleep up to three guests, with a king-size bed in the bedroom and a sofa bed in the living room. It comes equipped with a fridge, microwave oven, free Wi-Fi, and a flat-screen TV, plus you can enjoy a garden and parking.
8.2 46 reviews
Maidstone
22/08 – 26/08
NZ$262/nighttotal: NZ$1048 (4 )
Bridgecity Central Maidstone Spacious 1 Bed Flat - F10
1 2
apartment , Kent
This modern one-bedroom flat is located in Maidstone, Kent, just a short drive from Leeds Castle and Chatham Train Station. It enjoys a peaceful location, making it a perfect retreat after a day of exploring the surrounding area. The flat has received very good ratings for cleanliness, user experience and location. The flat offers 110 square metres of space, including a separate living room and a fully equipped kitchen with a dining area. The flat also features a modern bathroom with a walk-in shower, a washing machine, private parking and free Wi-Fi.
Frequently asked questions about holiday rentals in Maidstone
What are the top family-friendly attractions in Maidstone?
The Kent Life Heritage Park is a great day out for all ages, with farm animals, vintage machinery, and plenty of hands-on activities. The Mote Park is another great choice, with a playground, boating lake, and plenty of space to run around.
What are the best Airbnb and holiday rentals in Maidstone?
When is the best time to book a vacation rental in Maidstone?
The best time to book a vacation rental in Maidstone is during the summer months, from June to August, when the weather is warm and sunny and the town is buzzing with activity. However, if you're looking for a quieter experience, you could consider visiting in the spring or autumn.
What events or festivals should visitors check out in and around Maidstone?
The Maidstone Food Festival is a popular event held in July, showcasing local produce and street food. In August, the Maidstone River Festival takes place, with live music, boat trips, and family activities. If you're visiting in December, don't miss the Maidstone Christmas Market.
What are the best holiday rentals with a pool in Maidstone?
What are the best budget-friendly activities in Maidstone?
The Mote Park is free to enter and offers plenty of activities, such as walking, cycling, and picnicking. The Maidstone Museum and Art Gallery is also free to enter and has a fascinating collection of local history and art. For a budget-friendly lunch, try the cafes in the town centre.
What are the best rentals for families and kids in Maidstone?
What are the best restaurants with local dishes in Maidstone?
The Goods Shed is a popular spot for local produce and dishes, with a variety of stalls and restaurants. The White Hart Inn is a traditional pub serving classic British dishes, while The Old House at the Corner offers a more modern take on local cuisine.
What are the best rentals or Airbnbs with a jacuzzi in Maidstone?
What are the best walking or cycling routes in Maidstone?
The North Downs Way is a long-distance trail that passes through Maidstone, offering stunning views of the countryside. For a shorter walk, try the circular route around the Mote Park. There are also several cycle routes in the area, including the Maidstone to Leeds Castle cycle path.
Are there pet-friendly attractions in Maidstone?
The Mote Park is dog-friendly, with plenty of space for your furry friend to run around. Many of the pubs and cafes in the town centre also welcome dogs.
What are the benefits of choosing a vacation rental in Maidstone?
Vacation rentals offer more space and privacy than a hotel room, and are often more affordable, especially for families or groups. They also allow you to cook your own meals and enjoy the comforts of home.
What are the top sports attractions and facilities in Maidstone?
Maidstone United Football Club plays at the Gallagher Stadium, and is a popular attraction for football fans. The Mote Park has tennis courts, a bowling green, and a golf course.
Destinations nearby
Best Maidstone holiday rentals with a balcony
10 1 review
Maidstone
14/07 – 21/09
NZ$451/nighttotal: NZ$31119 (69 )
The Roost Group - 2 Bed Riverside Apartments
2 2
apartment , Maidstone
This two-bedroom flat in Maidstone offers riverside views and is conveniently located for exploring the town's attractions. This self-catering apartment accommodates up to seven guests and features free Wi-Fi, a fully equipped kitchen, a balcony, and complimentary private parking.
Maidstone
01/07 – 15/08
NZ$607/nighttotal: NZ$27315 (45 )
200 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 2
house
This detached house is located at 85 Milton Street in Maidstone, Great Britain, a short walk from the river and town centre, offering convenient access to high street amenities. This 200 square meter property accommodates up to 8 guests across 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, a lounge with a sofa bed and smart TV, and a unique dining room with a pool table, plus a garden and terrace.
Maidstone
23/08 – 06/09
NZ$192/nighttotal: NZ$2688 (14 )
Rooftop - Sleeps 2 - Central - Parking - Wifi
1 2
apartment , Maidstone
This one-bedroom flat in Maidstone, Kent, is located a 2-minute walk from the King Street bus stop and Mu Mu Cabaret Club, and a 5-10 minute walk to Maidstone Museum, Brenchley Gardens, and local eateries, with Mote Park 5-10 minutes away by car and Leeds Castle 15-20 minutes away. This 85 square meter apartment offers a private entrance, a fully equipped kitchen with a fridge and microwave, a washing machine, iron, and a rooftop terrace, with paid 24/7 on-street and off-premises parking available for up to two guests.
Maidstone
03/07 – 31/07
NZ$395/nighttotal: NZ$11060 (28 )
Sage House (Town-centre Flat)
1 4
house , Maidstone
This town-centre flat, Sage House, is situated centrally in Maidstone, providing straightforward access to the town's amenities and located 200 meters from the Maidstone Museum. This property offers accommodation for travellers to Maidstone with a kitchen featuring a fridge, microwave oven, and dishwasher, complimentary Wi-Fi, on-site parking, and a terrace or balcony, with laundry services and concierge available.
Best Maidstone holiday rentals with air conditioning
9.8 26 reviews
Maidstone
24/08 – 21/09
NZ$307/nighttotal: NZ$8596 (28 )
Whimsical Haunt
1 3
apartment , East Malling
This apartment is situated in a peaceful rural setting, just 1.5km from East Malling train station and a 4km drive from the village of West Malling. It has consistently received excellent ratings for its cleanliness, location, and overall experience. This spacious home, suitable for up to 8 guests, features 2 bedrooms with king-size beds. Amenities include a fully equipped kitchen, a large patio for outdoor dining, and a utility room with laundry facilities.
8.6 20 reviews
Maidstone
03/07 – 31/07
NZ$511/nighttotal: NZ$14308 (28 )
The Hive 4 Bed House Pool Table
1 4
house , Maidstone
This spacious 195m² detached house in Fant, Maidstone, offers convenient parking and is well-suited for families. The property features 4 bedrooms, 3 private bathrooms, air conditioning, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, alongside in-room entertainment options.
9.8 84 reviews
Maidstone
02/09 – 03/09
NZ$546/nightfor 1 night
Luxury Home With King Size Bed And Parking Space
2 3
apartment , Maidstone
This superb two-bedroom, two-bathroom apartment in Kent offers excellent guest reviews and boasts amenities including a fully equipped kitchen, air conditioning, and private parking. Sleeping up to six guests, this modern flat features a sleek design, en-suite master bathroom, and high-quality bedding, plus super-fast Wi-Fi and a secure key box for easy access.
9.0 10 reviews
Maidstone
21/07 – 24/07
NZ$175/nighttotal: NZ$525 (3 )
Rofennie Suite -Luxury Ensuite Room!
1 1
apartment , Kent
This Maidstone guesthouse is conveniently located within 1.1 and 1.2 km of Maidstone East and West train stations respectively, offering easy access to London and proximity to Mote Park, Fremlin Walk shopping centre, and the River Medway. The ensuite double room, sleeping two, includes a kitchenette with microwave, fridge, and toaster, plus fast Wi-Fi, a private shower, and a work desk; enhanced security features are also provided.