Holiday Rentals in Maidstone

445 available vacation rental offers

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Maidstone holiday rentals
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Best Holiday rentals and Airbnb offers in Maidstone

Best family friendly Maidstone holiday rentals

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

Bridgecity The Sleek Modern Condo - Maidstone Gem - F9 - Maidstone
8.7 37 reviews
Maidstone
31/07 – 31/08
SG$145/nighttotal: SG$4495 (31 )

Bridgecity The Sleek Modern Condo - Maidstone Gem - F9

1 2
apartment , Kent
This modern one-bedroom flat is conveniently located in Maidstone, Kent, just 14.5 kilometres from Rochester Castle, 43 kilometres from Hever Castle, and 10 kilometres from Leeds Castle. It has received excellent ratings for location, cleanliness, and overall user experience.
The flat is spacious, offering 110 square metres of living space. Guests can enjoy a fully equipped kitchen with a fridge and microwave, a washing machine, free private parking, free Wi-Fi, a satellite flat-screen TV, and a non-smoking environment.
Countryside Luxury Family Dog Friendly Cottage - Maidstone
9.9 26 reviews
Maidstone
24/06 – 26/06
SG$287/nighttotal: SG$574 (2 )

Countryside Luxury Family Dog Friendly Cottage

2 2
farm , West Farleigh
This luxury barn conversion, situated in the West Farleigh countryside near Maidstone, offers a peaceful retreat a short distance from local attractions.
The self-catering property boasts two super-king bedrooms, two bathrooms, an open-plan kitchen-diner-sitting room, private outside space with a BBQ, and access to shared laundry facilities, accommodating up to four guests and including eco-conscious features such as solar panels and an EV charger.
The Barnyard - Maidstone
9.9 130 reviews
Maidstone
09/07 – 10/07
SG$754/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.
Modern Spacious 3br-free Parking-long Stay Discounts - Maidstone
Maidstone
23/08 – 06/09
SG$407/nighttotal: SG$5698 (14 )

Modern Spacious 3br-free Parking-long Stay Discounts

3 4
house , Maidstone
This detached house in Maidstone is situated approximately 8 kilometres from Leeds Castle and 15 kilometres from Chatham Train Station.
Offering 157 square metres of living space, this 3-bedroom property accommodates up to 15 guests and features free on-site parking, complimentary WiFi, and a fully equipped kitchen with a dishwasher, alongside long-stay discounts.

Best Maidstone holiday rentals with parking

St Andrews Apartments - Maidstone
8.6 269 reviews
Maidstone
24/06 – 26/06
SG$310/nighttotal: SG$620 (2 )

St Andrews Apartments

2 2
apartment , Maidstone
St Andrews Apartments are located in Maidstone, a short distance from Leeds Castle and Chatham Train Station, making it a convenient base for exploring the local area. The apartments have consistently received excellent ratings for their location, cleanliness, and overall experience.
The apartments offer spacious and comfortable living areas, perfect for families or groups of friends. Guests can enjoy a range of amenities including a garden, a tennis court, and a bar, as well as free Wi-Fi, a fully equipped kitchen, and a children's playground.
St Andrews Apartments - Maidstone
9.8 30 reviews
Maidstone
24/06 – 26/06
SG$310/nighttotal: SG$620 (2 )

St Andrews Apartments

1 2
apartment , Maidstone
This apartment is located in central Maidstone, just a short walk from the hospital and within easy reach of key attractions like the Tyrewhitt-Drake Museum of Carriages and All Saints The Parish Church. It has received excellent user ratings, indicating a high level of satisfaction among previous guests.
The apartment offers a comfortable and well-equipped stay with modern design features, including a washer/dryer, microwave, free WiFi, and flat-screen TV. Guests can also enjoy a tranquil garden, a bar/lounge, and convenient amenities such as free parking and multilingual staff.
3 Bed House - Sleeps 6 - Parking - Wifi - Maidstone
Maidstone
24/06 – 26/06
SG$234/nighttotal: SG$468 (2 )

3 Bed House - Sleeps 6 - Parking - Wifi

3 2
apartment , Maidstone
This three-bedroom house in a peaceful Maidstone residential area is a short drive (a few kilometres) from Leeds Castle and Mote Park, offering easy access to the M20 motorway.
The 95 square metre property sleeps six guests and boasts a fully equipped kitchen, two modern bathrooms with walk-in showers, fast Wi-Fi, and free on-site parking.
Sage House (Town-centre Flat) - Maidstone
10 1 review
Maidstone
03/07 – 31/07
SG$295/nighttotal: SG$8260 (28 )

Sage House (Town-centre Flat)

1 4
house , Maidstone
This town-centre flat in Allington offers convenient access to local amenities, situated 8.4 kilometres from Leeds Castle and 12.9 kilometres from Chatham Train Station.
This property accommodates up to seven guests and features a fully equipped kitchen with a dishwasher and oven, a garden, parking, and complimentary Wi-Fi.

Frequently asked questions about holiday rentals in Maidstone

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

    The *Maidstone town centre* is a great choice for a vacation rental if you want to be close to the action, with easy access to shops, restaurants and bars. If you're looking for something a bit quieter, *The Mote* area is a good option, with plenty of green spaces and a lovely park.
  • What are the best Airbnb and vacation rentals in Maidstone?

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

    The *Leeds Castle* is a real favourite with families, with its beautiful grounds and plenty of activities for kids. *The Mote Park* is also great for families, with a playground, boating lake and plenty of space to run around.
  • What are the most popular Airbnbs in Maidstone?

  • When is the best time to book a vacation rental in Maidstone?

    Maidstone is a great place to visit year-round, but if you want to catch the best weather, aim for the summer months, from June to August. If you want to avoid the crowds, consider visiting in the shoulder season, from April to May or September to October.
  • What are the best vacation rentals with a pool in Maidstone?

    The Annexe With Hot Tub, Stars Special Sanctuary - Uk36785 and Moorhen Cottage are the best vacation rentals with a pool in Maidstone.

  • What events or festivals should visitors check out in and around Maidstone?

    The *Maidstone Food Festival* in June is a great event for foodies, with plenty of local produce on offer. The *Maidstone Music Festival* in July is also worth checking out, with live music across several stages.
  • What are the best rentals for families and kids in Maidstone?

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

    Take a stroll along the *River Medway* and enjoy the views. Explore the *Maidstone Museum* for free and learn about the town's history. Visit the *The Mote Park* for a picnic and enjoy the open space.
  • 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* for fresh, seasonal produce and delicious dishes. *The Old House at Sutton Valence* is a charming pub serving traditional British fare.
  • What are the best walking or cycling routes in Maidstone?

    The *North Downs Way* is a great option for a scenic walk or cycle, offering stunning views of the Kent countryside. The *Maidstone to Leeds Castle Cycle Route* is a lovely, relatively flat route, perfect for a leisurely bike ride.
  • Are there pet-friendly attractions in Maidstone?

    Yes, many attractions in Maidstone are dog-friendly. *The Mote Park* welcomes dogs on leads, and there are plenty of dog-friendly pubs and restaurants in the town.
  • 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 and laundry facilities. They can also be a more affordable option, especially for families or groups.

Destinations nearby

Best Maidstone holiday rentals with a balcony

Business Ready Stay I Close To Maidstone East & Town Centre - Maidstone
8.0 1 review
Maidstone
22/08 – 26/08
SG$455/nighttotal: SG$1820 (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.
Honey Pot House By Sheppey Stays - 3bed 1 Bath - Maidstone
Maidstone
22/08 – 26/08
SG$542/nighttotal: SG$2168 (4 )

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.
The Roost Group - 2 Bed Riverside Apartments - Maidstone
10 1 review
Maidstone
23/08 – 06/09
SG$388/nighttotal: SG$5432 (14 )

The Roost Group - 2 Bed Riverside Apartments

2 4
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.
Modern City Center Penthouse With Rooftop Terrace - Maidstone
Maidstone
31/07 – 31/08
SG$326/nighttotal: SG$10106 (31 )

Modern City Center Penthouse With Rooftop Terrace

1 2
apartment , Kent
This one-bedroom flat in Maidstone offers exceptional accessibility, located a 5-7 minute walk from Maidstone East station with direct train connections to London Bridge, Waterloo, and Charing Cross, and is close to attractions such as Bearsted Golf Club and Vinters Valley Nature Reserve.
This penthouse features a romantic terrace with a view, a kitchen equipped with a fridge and microwave, and includes parking and internet, providing a comfortable and inviting atmosphere for up to two guests.

Best Maidstone holiday rentals with air conditioning

Stylish-central-flat-for-long-&-short Stay - Maidstone
Maidstone
24/06 – 26/06
SG$284/nighttotal: SG$568 (2 )

Stylish-central-flat-for-long-&-short Stay

2 2
apartment , Maidstone
This two-bedroom flat in Maidstone is a short walk from the town centre and train station, offering direct links to central London and easy access to Leeds Castle and The Friars.
This stylish apartment accommodates up to five guests with modern amenities including air conditioning, fast Wi-Fi, a smart TV, and a fully equipped kitchen, plus secured parking for one car or van is available upon request.
The Hive - 4 Bed House - Pool Table - Air Con - Maidstone
8.7 18 reviews
Maidstone
03/07 – 31/07
SG$343/nighttotal: SG$9604 (28 )

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

1 4
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.
Charming 3-bedroom House With Superfast Wi-fi & Pool Table In Delightful Chatham - Maidstone
Maidstone
23/08 – 06/09
SG$384/nighttotal: SG$5376 (14 )

Charming 3-bedroom House With Superfast Wi-fi & Pool Table In Delightful Chatham

3 2
apartment , Chatham
This apartment in Chatham offers convenient access to the M20, placing it minutes away from major transport routes and within easy reach of Bridgewood Manor Day Spa and Buckmore Park Karting.
This three-bedroom flat accommodates up to ten guests and features a fully equipped kitchen with a dishwasher, air conditioning, on-site parking, a conservatory, a pool table, a treadmill, and superfast Wi-Fi.
200 M² House ∙ 4 Bedrooms ∙ 8 Guests - Maidstone
Maidstone
19/08 – 01/12
SG$431/nighttotal: SG$44824 (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.
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