Holiday Rentals in Maidstone

445 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Maidstone holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Medway Home With Superfast Wi-fi & Pool Table - Maidstone
8.0 5 reviews
Maidstone
22/08 – 26/08
207 €/nighttotal: 828 € (4 )

Medway Home With Superfast Wi-fi & Pool Table

3 2
apartment , Bredhurst
This Medway flat in Bredhurst is located 6.4 kilometres from Chatham Train Station and 6.6 kilometres from the Historic Chatham Dockyard.
This family-friendly apartment offers 3 bedrooms, 2 bathrooms, and accommodates up to 8 guests with 8 square metres of floor area, featuring a kitchen with a fridge, microwave, and dishwasher, complimentary superfast Wi-Fi, free private parking, and an on-site pool table.
Cosy 1br Apartment With Sofa Bed And Free Parking In Gillingham - Maidstone
Maidstone
27/06 – 28/06
167 €/nightfor 1 night

Cosy 1br Apartment With Sofa Bed And Free Parking In Gillingham

1 4
apartment , Gillingham
This Gillingham flat is located 3.4 kilometres from Historic Chatham Dockyard and 4.2 kilometres from Chatham Train Station, offering convenient access to local attractions.
This one-bedroom flat, covering 13 square metres and accommodating up to seven guests, features a kitchen with a fridge and microwave, a balcony with garden views, free Wi-Fi, and on-site parking.
Ravenshaw House Parking Maidstone 4 Bed Garden - Maidstone
10 2 reviews
Maidstone
24/06 – 28/06
327 €/nighttotal: 1308 € (4 )

Ravenshaw House Parking Maidstone 4 Bed Garden

4 5
house , Maidstone
Ravenshaw House, a four-bedroom home in Maidstone, is conveniently located 12.6km from Leeds Castle, 14.6km from Chatham Train Station, and 16.1km from the Historic Dockyard Chatham.
This spacious 147 square metre property sleeps up to 15 guests, boasting a fully equipped kitchen, private parking, Wi-Fi, a garden, and is pet-friendly.
Stone Court - Maidstone
Maidstone
09/07 – 10/07
299 €/nightfor 1 night

Stone Court

1 3
apartment , Maidstone
Stone Court, a luxury apartment in Maidstone, is located 2 kilometres from Maidstone Museum and 3 kilometres from Mote Park, offering convenient access to transport links including the central train station (5 kilometres) and the international airport (20 kilometres). This apartment provides elegantly appointed guestrooms with Select Comfort beds and marble bathrooms, complemented by a rooftop 'Skyline Bistro' with panoramic views, a full-service spa, a modern fitness centre, and VIP services such as butler and limousine rentals.

Best Maidstone holiday rentals with parking

1 Bed In Maidstone (Oc-md445) - Maidstone
Maidstone
22/08 – 26/08
202 €/nighttotal: 808 € (4 )

1 Bed In Maidstone (Oc-md445)

1 2
cottage , Boughton Monchelsea
Rose Cottage, a detached holiday home, is situated on a farm near Boughton Monchelsea, 51 kilometers from the coast, and offers convenient access to Leeds Castle and Canterbury Cathedral.
This one-bedroom, one-bathroom cottage accommodates two guests and features a kitchen with a microwave and dishwasher, a garden, parking, and a private screened terrace with barbecue facilities, all within 1.6 kilometers of local shops and a pub.
Paddock View - Maidstone
Maidstone
22/08 – 26/08
143 €/nighttotal: 572 € (4 )

Paddock View

1 2
cottage , Maidstone
This self-catering cottage near Maidstone is situated 4.5km from both Teston Bridge Country Park and Maidstone Hospital, and 10km from the Tyrewhitt-Drake Carriage Museum and All Saints Church.
The property offers free Wi-Fi, private garden, parking, and is a 27-minute walk from East Farleigh train station, providing easy access to local attractions.
The Hive 4 Bed House Pool Table - Maidstone
8.6 20 reviews
Maidstone
03/07 – 31/07
257 €/nighttotal: 7196 € (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.
Bridgecity Lovely Studio Flat Free Parking In Maidstone - Maidstone
8.3 3 reviews
Maidstone
31/07 – 31/08
108 €/nighttotal: 3348 € (31 )

Bridgecity Lovely Studio Flat Free Parking In Maidstone

1 2
studio , Kent
This Maidstone studio apartment offers convenient access to Leeds Castle (10.1 km), Chatham Train Station (13.5 km), and other historical sites in Kent.
The self-contained apartment sleeps three guests and includes a fully equipped kitchen, free Wi-Fi, free private parking, and a flat-screen TV.

Frequently asked questions about holiday rentals in Maidstone

  • What should a first-time visitor not miss in Maidstone?

    Maidstone's a lovely town, you really should check out the Leeds Castle, it's a stunning medieval castle with beautiful gardens. And the Mote Park, it's a huge park with a lake, perfect for a stroll or a picnic.
  • What are the best Airbnb and holiday rentals in Maidstone?

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

    The town centre's great for exploring, but if you want a bit more peace and quiet, the neighbourhoods around Mote Park or the River Medway are lovely. You'll be close to the action but still have a bit of space.
  • What are the most popular Airbnbs in Maidstone?

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

    The Kent Life Heritage Park is brilliant for kids, they've got farm animals, traditional crafts, and lots of activities. Also, the Maidstone Museum and Art Gallery has a fantastic dinosaur exhibit that's always a hit with the little ones.
  • 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.

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

    Maidstone's lovely all year round, but if you're looking for the best weather, June to August is ideal. If you want to avoid the crowds, try booking outside of school holidays.
  • What are the best rentals for families and kids in Maidstone?

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

    The Maidstone Food and Drink Festival in June is a real highlight, with loads of local food stalls and entertainment. And the Kent County Show in July is a huge agricultural event with plenty to see and do.
  • What are the best rentals or Airbnbs with a jacuzzi in Maidstone?

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

    A walk along the River Medway is free and beautiful, and the Maidstone Museum and Art Gallery is free to enter. You can also have a picnic in Mote Park, which is a great way to spend a sunny afternoon.
  • What are the best restaurants with local dishes in Maidstone?

    The Old House at the George is a proper traditional pub with a fantastic Sunday roast. And if you're after something a bit fancier, The Goods Shed has a great selection of local produce and a lovely restaurant.
  • What are the best walking or cycling routes in Maidstone?

    The North Downs Way is a fantastic long-distance trail that passes through Maidstone. For a shorter cycle, the route along the River Medway is lovely, and there are plenty of places to stop for a bite to eat.
  • Are there pet-friendly attractions in Maidstone?

    Mote Park is very dog-friendly, with plenty of open space for them to run around. The Leeds Castle also welcomes well-behaved dogs in certain areas.
  • What are the benefits of choosing a vacation rental in Maidstone?

    Vacation rentals give you more space and privacy than a hotel, and you can often cook your own meals, which can save you money. They're also a great option for families or groups of friends.
  • What are the top sports attractions and facilities in Maidstone?

    Maidstone United Football Club is the local team, and their matches are always a good laugh. For a more active day, the Mote Park has tennis courts, a bowling green, and a skate park.

Destinations nearby

Best Maidstone holiday rentals with a balcony

2-bed Flat, Sleeps 4 - Parking & Wheelchair Access - Maidstone
Maidstone
22/08 – 26/08
239 €/nighttotal: 956 € (4 )

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

1 2
apartment , Maidstone
This Maidstone flat is located within a 15-minute walk of Gallagher Stadium and Whatman Park, and less than 2 kilometres from Maidstone Museum and Hazlitt Theatre.
This two-bedroom apartment offers a kitchen with a fridge and oven, a deep soaking bathtub, private balconies, and free Wi-Fi in common areas, with private parking also available.
2-bed Flat, Sleeps 4 - Parking & Wheelchair Access - Maidstone
Maidstone
22/08 – 26/08
264 €/nighttotal: 1056 € (4 )

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

2 2
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.
Elegant Retreat In Ingram Extended Stay Welcome - Maidstone
Maidstone
27/06 – 04/07
606 €/nighttotal: 4242 € (7 )

Elegant Retreat In Ingram Extended Stay Welcome

2 10
house , Gillingham
This Gillingham house, a short distance (3.7km) from Historic Chatham Dockyard and 4.3km from Chatham railway station, offers convenient access to local attractions.
Sleeping up to 31 guests, this two-bedroom property boasts seven bathrooms, free Wi-Fi, free parking, a fully equipped kitchen including a fridge and microwave, a washing machine, and a flat-screen TV.
Rooftop - Sleeps 2 - Central - Parking - Wifi - Maidstone
Maidstone
23/08 – 06/09
98 €/nighttotal: 1372 € (14 )

Rooftop - Sleeps 2 - Central - Parking - Wifi

1 2
apartment
This Maidstone flat is ideally situated for exploring the town, being less than 500 meters from the Hazlitt Theatre, Pizza Express Music Room, and Maidstone Museum, and a 5-minute walk from Maidstone East station.
This serviced apartment offers a fully equipped kitchen with a microwave, a private balcony, and complimentary Wi-Fi, providing a convenient base for self-catering and relaxation.

Best Maidstone holiday rentals with air conditioning

The Waterhouse Avenue By Kandara 5 Star City Home In Maidstone - Maidstone
9.1 106 reviews
Maidstone
22/08 – 26/08
313 €/nighttotal: 1252 € (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.
Whimsical Haunt - Maidstone
9.8 25 reviews
Maidstone
24/06 – 28/06
247 €/nighttotal: 988 € (4 )

Whimsical Haunt

1 5
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.
Enchanting Elegance On 6 Acres: Riverview Manor Wedding Venue - Maidstone
Maidstone
27/06 – 28/06
5012 €/nightfor 1 night

Enchanting Elegance On 6 Acres: Riverview Manor Wedding Venue

1 4
apartment , Rochester
This one-bedroom apartment is situated in Rochester, just a short distance from Medway Little Theatre, Central Theatre, Six Poor Travellers House, and Restoration House, making it ideal for exploring the town's historical attractions. The apartment is set on a peaceful six-acre estate, offering a tranquil escape from the hustle and bustle of the city centre.
The apartment comfortably accommodates up to 98 guests, making it perfect for group gatherings or large families. It features a range of amenities, including air conditioning, internet access, and a dedicated team to ensure a comfortable and memorable stay.
Apartment ∙ 1 Bedroom ∙ 2 Guests - Maidstone
Maidstone
23/08 – 06/09
120 €/nighttotal: 1680 € (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.
©2026 cozycozy.com