Vacation Rentals in Maidstone

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Maidstone holiday rentals
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614 Holiday rentals and Airbnb in Maidstone

Outstanding Family Holiday Rentals in Maidstone, United Kingdom

Book a spacious home base equipped with a full kitchen and open living areas at family holiday rentals in Maidstone, United Kingdom.

The Hive 4 Bed House Pool Table Air-con - Maidstone
9.1 8 reviews

The Hive 4 Bed House Pool Table Air-con

house, Maidstone
The Hive 4 Bed House Pool Table Air-con is situated in Maidstone, just 14 kilometres from Leeds Castle and 16 kilometres from Chatham Train Station, offering a convenient base for exploring the surrounding area. The property has received excellent ratings for location, cleanliness, and overall user experience.
This spacious home has 4 bedrooms, 3 bathrooms, and a total floor area of 200 square metres, comfortably accommodating up to 8 guests. Guests can enjoy a range of amenities, including a private garden, a terrace, a fully equipped kitchen, a games room with a pool table, and air conditioning for a comfortable stay.
Lady Lily Spring Unique River Boat With Castle Views - Maidstone
9.0 25 reviews

Lady Lily Spring Unique River Boat With Castle Views

boat, Allington
This unique riverboat in Allington is located 10.6 kilometres from Chatham Train Station, offering convenient access to Leeds Castle (10.8 kilometres) and the Historic Chatham Dockyard (11.1 kilometres).
This pet-friendly accommodation sleeps up to 11 guests across 2 bedrooms and a living room, providing free WiFi, a terrace, and on-site parking for a comfortable stay.
Beautiful 3/4 Bed Cottage Perfectly Sited In Kent - Maidstone
9.9 57 reviews

Beautiful 3/4 Bed Cottage Perfectly Sited In Kent

apartment
This Grade II listed 17th-century cottage in Sandling, near Maidstone, is situated opposite a mill pond, a short walk (less than 0.4km) from the River Medway and within 0.4km of local pubs and restaurants.
This three-bedroom, two-bathroom property sleeps six, offering a garden, parking, internet access, and a kitchen; explore the nearby Pilgrims Way and Kentish countryside from this ideal base.
Spacious 4-bed Apartment In The Heart Of Maidstone - Maidstone
9.1 40 reviews

Spacious 4-bed Apartment In The Heart Of Maidstone

apartment
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.

Best Maidstone holiday rentals with parking

Modern Bungalow In Maidstone Sleeps 5 With Free Parking - Maidstone
9.7 164 reviews

Modern Bungalow In Maidstone Sleeps 5 With Free Parking

house, Maidstone
This modern bungalow is located in Maidstone, just 14.2 km from Chatham Train Station and 15.1 km from Historic Chatham Dockyard, offering easy access to the town's attractions and transport links. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The bungalow is spread over 75 square meters and comfortably accommodates up to 5 guests in its two bedrooms. Enjoy a fully equipped kitchen with a dishwasher, oven, washing machine, microwave, and toaster, a private garden and patio, free parking, and a terrace with garden views.
Spacious Central 2-bed Apartment | Parking | Sleeps 5 | Family Friendly - Maidstone
No reviews

Spacious Central 2-bed Apartment | Parking | Sleeps 5 | Family Friendly

apartment, Maidstone
This two-bedroom flat in Maidstone is centrally located opposite Sainsbury's, a 12-minute walk from Maidstone East station with direct London links, and a short stroll from eateries such as Zizzi and Wagamama.
This property offers free on-site parking, fast WiFi with a dedicated workspace, self check-in, and a fully equipped kitchen, accommodating up to five guests making it ideal for families or business travellers.
Dutch Barn Conversion - Sleeps 8 - Light & Space! - Maidstone
9.3 24 reviews

Dutch Barn Conversion - Sleeps 8 - Light & Space!

farm
This Kentish barn conversion near Boughton Monchelsea offers three bedrooms and sleeps eight, within walking distance of a village shop, farm shop, distillery, and pub, and a short drive from Leeds Castle and the scenic Kentish Weald.
The property features a spacious open-plan design with all-electric underfloor heating, a large garden, and parking, providing comfortable self-catering accommodation for families or groups exploring the local area.
Modern Studio Flat In Maidstone Newly Build - Maidstone
8.4 13 reviews

Modern Studio Flat In Maidstone Newly Build

studio, Maidstone
This self-contained apartment is located in a residential area of Maidstone, a 5-minute drive from the town centre and its attractions, including the Maidstone Museum and Bentliffe Art Gallery.
This studio offers accommodation for up to three guests, featuring a private patio, complimentary high-speed WiFi, a fully equipped kitchen with a microwave and toaster, and an in-unit washing machine.

Frequently asked questions about holiday rentals in Maidstone

  • Which neighborhood in Maidstone should you consider for a vacation rental?

    If you're looking for a central location, the town centre itself is a great choice. For something a bit quieter, but still within easy reach of the town, the neighbourhoods of Barming or Boxley are worth considering. They're both lovely areas with lots of character.
  • What are the best Airbnb and holiday rentals in Maidstone?

  • What are the top family-friendly attractions in Maidstone?

    Maidstone is brilliant for families! The Leeds Castle is a must-see, with its beautiful gardens and plenty of activities for children. The Kent Life Heritage Park is another great option, with farm animals, a working farm, and lots of interactive exhibits.
  • What are the most popular Airbnbs 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 shoulder season – April to May or September to October. You'll avoid the peak season crowds and enjoy more affordable prices, while still experiencing good weather.
  • 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 events or festivals should visitors check out in and around Maidstone?

    The Maidstone Food and Drink Festival in June is a highlight, with local producers showcasing their wares. The Maidstone Arts Festival in July offers a wide range of performances and exhibitions. The Kent County Show in July is a great day out for the whole family.
  • What are the best rentals for families and kids in Maidstone?

  • What are the best budget-friendly activities in Maidstone?

    You can enjoy a free walk along the River Medway, explore the beautiful Maidstone Borough Council's public gardens, or visit the Maidstone Museum and Art Gallery, which is free to enter. There are also plenty of free events happening throughout the year.
  • What are the best rentals or Airbnbs with a jacuzzi in Maidstone?

  • What are the best restaurants with local dishes in Maidstone?

    For a taste of local cuisine, try The Goods Shed, which features fresh, seasonal produce from local suppliers. The White Hart Inn is a traditional pub with a great menu, and The Old Mill is a lovely riverside restaurant offering a range of dishes.
  • What are the best walking or cycling routes in Maidstone?

    The River Medway towpath is a lovely walk or cycle, offering scenic views and a chance to spot wildlife. The North Downs Way is a longer trail that passes through Maidstone, offering stunning views of the countryside. You can also explore the Kent Downs Area of Outstanding Natural Beauty.
  • Are there pet-friendly attractions in Maidstone?

    Yes, many attractions in Maidstone are dog-friendly. The Mote Park is a great spot for a walk with your furry friend, and many pubs and restaurants welcome dogs on their terraces. You can check individual websites for specific policies.
  • What are the benefits of choosing a vacation rental in Maidstone?

    Vacation rentals offer more space and privacy than hotels, and often come with amenities like a kitchen, allowing you to cook your own meals and save money. They also offer a more authentic local experience, allowing you to live like a local.
  • What are the top sports attractions and facilities in Maidstone?

    Maidstone United Football Club plays at the Gallagher Stadium, and the Maidstone Leisure Centre offers a range of facilities, including a swimming pool, gym, and sports courts.

Popular destinations

Top-Rated Holiday Rentals with a Balcony in Maidstone, United Kingdom

Take in beautiful local sunsets directly from the privacy of holiday rentals with balconies in Maidstone, United Kingdom.

2-bed Flat, Sleeps 4 - Parking & Wheelchair Access - Maidstone
No reviews

2-bed Flat, Sleeps 4 - Parking & Wheelchair Access

apartment, Maidstone
This two-bedroom flat in Maidstone is conveniently located, offering a 7-minute drive to Mote Park and Maidstone Museum, and a 17-minute drive to Leeds Castle.
This 40 square meter apartment accommodates up to four guests with two ensuite bedrooms, features a self-catering kitchen with a fridge, microwave, and dishwasher, and includes free private parking, lift access to the fourth floor, and views of the garden.
Watercress Barns - Maidstone
8.6 466 reviews

Watercress Barns

apartment, Sittingbourne
The Watercress Barns apartments are located in the peaceful village of Newington, just a short drive from historic Canterbury and the beautiful Minster Leas beach. These apartments have received very good ratings for cleanliness, location, and overall user experience.
The apartments offer a comfortable living space with fully equipped kitchens, allowing guests to prepare their own meals. Guests can enjoy the fresh air and surrounding countryside from the balcony or patio, or explore the nearby walking and biking routes.
Lovely Flat In Maidstone - Sleeps 3 - Maidstone
No reviews

Lovely Flat In Maidstone - Sleeps 3

apartment, Maidstone
This Maidstone flat is conveniently located near Vinters Valley and Oare Marshes nature reserves, approximately a few kilometres from Maidstone Museum and Gallagher Stadium.
The two-bedroom property, sleeping up to three guests, boasts a fully equipped kitchen with microwave, a terrace, garden, parking, and free WiFi; long-term discounts are available.
The Hive 4 Bed House Pool Table - Maidstone
8.6 20 reviews

The Hive 4 Bed House Pool Table

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.

Best Maidstone holiday rentals with air conditioning

Apartment ∙ 1 Bedroom ∙ 2 Guests - Maidstone
No reviews

Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment
This one-bedroom flat is located in Barming, just a 4-minute drive from Maidstone Hospital.
This pet-friendly apartment offers a fully equipped kitchen with a microwave and air fryer, high-speed WiFi, and free driveway parking for up to two guests.
5 Bed With Superfast Wifi For Short And Long Stay - Maidstone
10 1 review

5 Bed With Superfast Wifi For Short And Long Stay

apartment, Chatham
This five-bedroom house in Chatham offers convenient access to the M2 motorway, located just 5 minutes away, and is within reach of natural attractions such as Oare Marshes Nature Reserve and Ranscombe Farm Country Park, as well as cultural venues including the Central Theatre.
This entire private residence accommodates up to 10 guests with three bathrooms, a fully equipped kitchen featuring a washing machine and dishwasher, and superfast Wi-Fi, alongside generous parking for four vehicles.
Whimsical Haunt - Maidstone
9.5 19 reviews

Whimsical Haunt

house, West Malling
Whimsical Haunt, a 3-bedroom house in West Malling, is situated approximately 18 kilometres from both Chatham railway station and Ightham Mote.
This 60 square metre property offers self-catering facilities including a dishwasher and microwave, sleeps up to 10 guests, and boasts a garden, free parking, and WiFi; nearby hiking opportunities are available.
The Old Workshop - A Luxury Countryside Retreat With Air-conditioning And Hot Tub - Maidstone
No reviews

The Old Workshop - A Luxury Countryside Retreat With Air-conditioning And Hot Tub

house, Wormshill
This spacious holiday home is situated in Wormshill, United Kingdom, offering convenient access to Leeds Castle (8 kilometres), Historic Chatham Dockyard (24 kilometres), and Rochester Castle (26 kilometres).
This property features 151 square meters of floor area with 2 bedrooms and 1 bathroom, accommodating up to 17 guests, and includes amenities such as air conditioning, a jacuzzi, and a garden with barbecue facilities.

Top Rated Luxury Holiday Rentals in Maidstone, United Kingdom

Treat yourself to high-end design, smart home features, and curated artwork at luxury holiday rentals in Maidstone, United Kingdom.

Stylish 3 Bed House | Parking | Garden | Maidstone - Maidstone
No reviews

Stylish 3 Bed House | Parking | Garden | Maidstone

apartment, Maidstone

Top-Rated Downtown Holiday Rentals in Maidstone, United Kingdom

Walk to top historic sights, museums, and transport hubs from centrally located holiday rentals in Maidstone, United Kingdom.

Great Maidstone Flat With Parking - Sleeps 3 - Maidstone
9.0 2 reviews

Great Maidstone Flat With Parking - Sleeps 3

apartment, Maidstone
Central Studio - Paid Parking - Sleeps 2 - Wifi - Maidstone
9.0 2 reviews

Central Studio - Paid Parking - Sleeps 2 - Wifi

studio, Maidstone
Romney Home - Maidstone
8.9 25 reviews

Romney Home

apartment, Maidstone
Spacious Town Centre Stay | Sleeps 5 | Parking - Maidstone
10 13 reviews

Spacious Town Centre Stay | Sleeps 5 | Parking

apartment
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