Vacation Rentals in Maidstone

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Maidstone holiday rentals
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445 Holiday rentals and Airbnb in Maidstone

Best family friendly Maidstone holiday rentals

Among the 445 accommodations in Maidstone, here are the 4 best family friendly rentals

Appartement-salle De Bain Privée-de Luxe-vue Ville - Maidstone
9.5 22 reviews
Maidstone
09/07 – 10/07
A$380/nightfor 1 night

Appartement-salle De Bain Privée-de Luxe-vue Ville

1 3
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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Maidstone
Maidstone
22/08 – 26/08
A$421/nighttotal: A$1684 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage
Bramley Cottage, a pet-friendly holiday home in Otham, Kent, is situated near Maidstone, approximately 8km from Maidstone town centre and its historic All Saints Church.
This two-bedroom self-catering property sleeps five, boasting a private hot tub, outdoor kitchen with pizza oven and barbecue, enclosed garden, and parking for four cars.
The Barnyard - Maidstone
9.9 130 reviews
Maidstone
09/07 – 10/07
A$834/nightfor 1 night

The Barnyard

1 3
farm , Sutton Valence
This apartment is located in the Kent countryside, just a short walk from local pubs and restaurants in Sutton Valence. It has received excellent ratings for location, cleanliness, and overall experience.
The property has three bedrooms and three bathrooms, comfortably accommodating up to six guests. It features a modern design, a private garden with a patio and BBQ area, and high-end amenities for a comfortable and luxurious stay.
Business Ready Stay I Close To Maidstone East & Town Centre - Maidstone
8.0 1 review
Maidstone
22/08 – 26/08
A$503/nighttotal: A$2012 (4 )

Business Ready Stay I Close To Maidstone East & Town Centre

4 2
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.

Best Maidstone holiday rentals with parking

Lady Lily Luxurious Unique River Boat With Castle Views - Maidstone
9.6 18 reviews
Maidstone
21/07 – 24/07
A$434/nighttotal: A$1302 (3 )

Lady Lily Luxurious Unique River Boat With Castle Views

1 1
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.
200 M² House ∙ 4 Bedrooms ∙ 8 Guests - Maidstone
Maidstone
19/08 – 01/12
A$477/nighttotal: A$49608 (104 )

200 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 1
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.
The Viewpoint House - Boutique 5 Bedroom Retreat In Kent - Maidstone
9.0 3 reviews
Maidstone
27/06 – 04/07
A$392/nighttotal: A$2744 (7 )

The Viewpoint House - Boutique 5 Bedroom Retreat In Kent

1 10
apartment , Chatham
This Chatham flat is located 5.6 kilometres from Historic Chatham Dockyard and 5.8 kilometres from Chatham Train Station, with Rochester Castle 7.4 kilometres away.
This family-friendly apartment offers 180 square metres of living space for up to 19 guests, featuring a fully equipped kitchen, free WiFi, a garden, and parking.
Modern Studio Flat In Maidstone Newly Build - Maidstone
10 1 review
Maidstone
21/07 – 24/07
A$91/nighttotal: A$273 (3 )

Modern Studio Flat In Maidstone Newly Build

1 1
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.

Destinations nearby

Best Maidstone holiday rentals with a balcony

Honey Pot House By Sheppey Stays - 3bed 1 Bath - Maidstone
Maidstone
23/08 – 06/09
A$494/nighttotal: A$6916 (14 )

Honey Pot House By Sheppey Stays - 3bed 1 Bath

3 2
house , Maidstone
This recently renovated holiday home in Maidstone is located 6.3 kilometres from Leeds Castle and 9.2 kilometres from Chatham Train Station, with London City Airport 57.9 kilometres away.
This 3-bedroom property offers accommodation for up to 11 guests, featuring a fully equipped kitchen, a private terrace, garden, and complimentary Wi-Fi and parking.
Old Lakenham By Group Retreats - Maidstone
8.5 2 reviews
Maidstone
21/07 – 24/07
A$2512/nighttotal: A$7536 (3 )

Old Lakenham By Group Retreats

6 1
house , Maidstone
This seven-bedroom holiday home in Old Lakenham, Boughton Monchelsea, is situated 9.8 kilometres from Leeds Castle and 17.7 kilometres from Chatham Train Station and the Historic Chatham Dockyard.
The expansive 1000 square metre villa accommodates up to 20 guests across four living rooms and eight bathrooms, offering amenities such as WiFi, a heated swimming pool, a jacuzzi, and a fireplace for a comfortable stay.
Lady Lily, A Spring River Boat With Castle Views In Maidstone - Maidstone
Maidstone
21/07 – 24/07
A$386/nighttotal: A$1158 (3 )

Lady Lily, A Spring River Boat With Castle Views In Maidstone

2 1
houseboat , Maidstone
This centrally located houseboat in Maidstone offers convenient access to local attractions, being a 15-minute walk from Cobtree Manor Park and a 7-minute walk to Kent Life, with Mote Park a 6-minute drive away.
This pet-friendly houseboat accommodates up to six guests across two bedrooms and features Wi-Fi, heating, and provided towels and bed linen for a comfortable stay.
Aylesford-house-sleeps 2 & 1 Infant-parking-garden - Maidstone
10 1 review
Maidstone
21/07 – 24/07
A$356/nighttotal: A$1068 (3 )

Aylesford-house-sleeps 2 & 1 Infant-parking-garden

1 1
apartment , Aylesford
This Aylesford apartment is situated within 5km of The Friars, Leybourne Lakes Country Park, and Maidstone Hospital, offering easy access to Aylesford train station (a 13-minute walk).
The self-catering flat features a kitchen with fridge, microwave, and dishwasher, plus a terrace/balcony, garden, and free on-site parking; free Wi-Fi is available in communal areas.

Best Maidstone holiday rentals with air conditioning

Apartment ∙ 1 Bedroom ∙ 2 Guests - Maidstone
Maidstone
23/08 – 06/09
A$197/nighttotal: A$2758 (14 )

Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
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.
Modern Studio Flat In Maidstone | Newly Build - Maidstone
9.8 18 reviews
Maidstone
24/07 – 25/07
A$141/nightfor 1 night

Modern Studio Flat In Maidstone | Newly Build

1 2
apartment , Kent
This private studio flat in Maidstone, Kent, offers modern self-catering accommodation with a hotel-style experience, featuring a sleek bathroom and a fully equipped kitchen.
The self-contained unit accommodates two guests and includes a double bed, Smart TV, on-site washing machine, and convenient access to Maidstone town centre amenities and transport links, located within 1.5 kilometers.
The Waterhouse Avenue By Kandara 5 Star City Home In Maidstone - Maidstone
9.1 106 reviews
Maidstone
22/08 – 26/08
A$515/nighttotal: A$2060 (4 )

The Waterhouse Avenue By Kandara 5 Star City Home In Maidstone

2 2
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.
The Hive - 4 Bed House - Pool Table - Air Con - Maidstone
8.7 18 reviews
Maidstone
01/07 – 15/08
A$426/nighttotal: A$19170 (45 )

The Hive - 4 Bed House - Pool Table - Air Con

4 2
apartment , Kent
The Hive is a spacious four-bedroom home located in Maidstone, Kent, just 48 kilometres from Central London. The property has consistently received high ratings for its location, cleanliness, and overall experience.
The apartment is ideal for families or groups of up to eight guests and offers a comfortable living space with a dining room doubling as a games room. The Hive is equipped with modern amenities, including a fully equipped kitchen, central heating, air conditioning, a private garden, and free parking.
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