Holiday Rentals in Maidstone

614 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Maidstone holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

614 Holiday Rentals and Airbnb in Maidstone

Best family friendly Maidstone holiday rentals

Among the 614 accommodations in Maidstone, here are the 4 best family friendly rentals

Star's Special Sanctuary - Uk36785 - Maidstone
9.6 84 reviews

Star's Special Sanctuary - Uk36785

house, Maidstone
Lotties Luxurious Lodge is situated in Sutton Valence, just 3.4 kilometres from Sutton Valence Castle and 10 kilometres from Leeds Castle, offering a peaceful escape in a charming village setting. The lodge has consistently received excellent ratings for location, cleanliness, and user experience.
The lodge provides a comfortable and well-equipped space for your stay. It offers a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, and free parking.
Lady Florence, Spring Unique River Boat With Castle Views - Maidstone
9.7 241 reviews

Lady Florence, Spring Unique River Boat With Castle Views

apartment, Kent
This apartment is located in Maidstone, Kent, offering river views and is close to Rochester Castle, Leeds Castle, and Hazlitt Arts Centre. This property consistently receives excellent ratings for cleanliness, location, and overall experience from previous guests.
This one-bedroom flat offers 30 square meters of space and comfortably accommodates up to four guests. The apartment features a fully equipped kitchen, a private terrace, a garden, and parking, as well as complimentary welcome treats.
Modern 1 Bed Apartment City Centre Maidstone - Maidstone
8.3 3 reviews

Modern 1 Bed Apartment City Centre Maidstone

apartment, Maidstone
This Maidstone apartment offers central accommodation, conveniently located near Leeds Castle (10.8km) and Chatham Train Station (13.4km).
The 100 square metre flat features one bedroom, one bathroom, sleeps nine guests, and includes free Wi-Fi, a fully equipped kitchen, and a washing machine.
Luxury 5-bedrm  Hot Tub  Games Room  Sleeps 12 - Maidstone
10 144 reviews

Luxury 5-bedrm Hot Tub Games Room Sleeps 12

apartment
This newly renovated five-bedroom house is located on the Kent Downs, just a short drive from the historic village of Detling and its attractions. The property boasts excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The house has a spacious layout that can comfortably accommodate up to 10 guests. The property is equipped with a range of modern amenities, including a hot tub, a fully equipped games room, a Kamado Joe BBQ, a wood-burning stove, superfast Wi-Fi, an EV charging point, and a large garden with ample parking.

Best Maidstone holiday rentals with parking

Contactors*hospital Staff*4 Bed*parking - Maidstone
No reviews

Contactors*hospital Staff*4 Bed*parking

apartment, Kent
This four-bedroom, two-bathroom house in Maidstone, Kent, is conveniently located near Maidstone town centre and a hospital, offering easy access to attractions such as Oast Park Golf Club and Vinters Valley Nature Reserve.
The fully furnished property sleeps seven guests, includes free Wi-Fi and Netflix, and offers both short and long-term lets with discounted rates, boasting a fully equipped kitchen and off-street parking.
Your Urban Hideaway From Noise - Maidstone
No reviews

Your Urban Hideaway From Noise

apartment, Kent
This centrally located Maidstone flat offers excellent accessibility, being a 5-7 minute walk to Maidstone East station with direct train services to London, and close to Maidstone town centre amenities and attractions like the Maidstone Museum.
This one-bedroom flat, accommodating up to three guests, features a kitchen with a fridge and microwave, parking, and provides a peaceful atmosphere with easy access to local activities such as Bearsted Golf Club and event venues including Gallagher Stadium.
Wisteria Cottage - Maidstone
9.7 565 reviews

Wisteria Cottage

house, Gravesend
Wisteria Cottage is located in Gravesend, just 8.5 km from Rochester Castle and 10.6 km from Chatham Train Station. This charming cottage has received excellent ratings for location, cleanliness, and overall user experience.
This 3-bedroom property offers 12 square metres of space and can comfortably accommodate up to 6 guests. Guests can enjoy a spacious living room with a fireplace, a fully equipped kitchen, a patio, a garden, and a tennis court.
Central Maidstone Studio - Contractors - Weekly And Monthly Stays - Maidstone
9.8 8 reviews

Central Maidstone Studio - Contractors - Weekly And Monthly Stays

studio, Maidstone
This recently renovated studio apartment in Maidstone offers convenient access to attractions such as Leeds Castle (8 kilometres away), Historic Chatham Dockyard (13.8 kilometres away), and Rochester Castle (14.5 kilometres away).
This 20 square meter self-contained unit accommodates two guests and includes free WiFi, a kitchen, and complimentary private parking, with facilities available for disabled guests and access to a shared lounge.

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 are the most popular Airbnbs in Maidstone?

  • 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?

    The Annexe With Hot Tub, Stars Special Sanctuary - Uk36785 and Kingfisher Oast 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.

Popular destinations

Best Maidstone holiday rentals with a balcony

Home In Maidstone - Maidstone
9.1 10 reviews

Home In Maidstone

apartment, Maidstone
This Maidstone flat provides convenient access to local attractions, situated 9.2 kilometres from Leeds Castle and 14.3 kilometres from Chatham Train Station.
This apartment offers 76 square metres of space for up to nine guests, featuring two bathrooms, a private terrace, complimentary WiFi, a well-equipped kitchen, and private parking.
Bold Boutique Look - Sleeps 10 - Garden - Parking - Maidstone
No reviews

Bold Boutique Look - Sleeps 10 - Garden - Parking

house, Allington
This Allington property is situated less than 1 kilometre from Hazlitt Arts Centre and an 11-minute walk from The Hazlitt Theatre, with Leeds Castle 8 kilometres away.
This four-bedroom, two-bathroom house offers accommodation for up to 10 guests, featuring a fully equipped kitchen, free WiFi, a private garden, and a terrace.
Business Ready Stay I Close To Maidstone East & Town Centre - Maidstone
8.0 1 review

Business Ready Stay I Close To Maidstone East & Town Centre

house, Allington
This holiday let in Allington is situated 8.5 kilometres from Leeds Castle and offers easy access to Maidstone East and the town centre for local amenities and transport.
This property, covering 24 square metres and accommodating up to 15 guests, features two bathrooms, a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, a garden, and a balcony with garden views.
The Waterhouse Avenue By Kandara 5 Star City Home In Maidstone - Maidstone
8.1 123 reviews

The Waterhouse Avenue By Kandara 5 Star City Home In Maidstone

apartment, Maidstone
This apartment is conveniently situated in Maidstone, just a short drive from both Chatham Train Station and Leeds Castle, making it ideal for exploring the surrounding area. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom, two-bathroom flat spans 83 square metres, comfortably accommodating up to five guests. It offers a range of amenities, including a fully equipped kitchen, a terrace with quiet street views, a spa bath, and free parking, ensuring a relaxing and enjoyable stay.

Best Maidstone holiday rentals with air conditioning

The Field View By Tiny Away - Maidstone
8.8 24 reviews

The Field View By Tiny Away

glamping, Egerton
The Field View By Tiny Away mobile home is located in Egerton, Kent, approximately 16 kilometres from Leeds Castle.
This self-catering caravan sleeps five guests, offering a 21 square metre floor area with one bedroom, one bathroom, a fully equipped kitchen (including fridge and microwave), air conditioning, and free Wi-Fi.
Rofennie Suite -Luxury Ensuite Room! - Maidstone
9.2 12 reviews

Rofennie Suite -Luxury Ensuite Room!

apartment
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.
Vob Enterprises - Maidstone
9.5 2 reviews

Vob Enterprises

apartment, Chatham
This one-bedroom flat in Chatham is located under 1 kilometre from Chatham Train Station and a 2-minute walk from Historic Chatham Dockyard, with Rochester Castle 3 kilometres away.
This apartment accommodates up to 5 guests and features air conditioning, a fully equipped kitchen, and an in-unit TV, with a strict no parties policy for a peaceful stay.
Chic 1br Soho Flat Ac Brewer St Sleeps 4 - Maidstone
No reviews

Chic 1br Soho Flat Ac Brewer St Sleeps 4

apartment, Maidstone
This one-bedroom flat on Brewer Street in Maidstone offers convenient access to the Maidstone Museum and Maidstone Library, both within 500 meters.
This self-catering accommodation for up to five guests features air conditioning, a kitchenette with a fridge and microwave, and a work desk, with check-out at 10:00 AM.
©2026 cozycozy.com