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?

Northdown Lodge - Stunning Property On The Kent Northdowns , Peaceful - Charming Oak Framed Annexe and Peaceful Apt - Views - Garden - Wifi & Sunsets are among 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?

Among the Airbnbs in Maidstone, Peaceful - Charming Oak Framed Annexe , Adorable 1 Bedroom Guest Barn - Boughton Monchelsea and Peaceful Apt - Views - Garden - Wifi & Sunsets are the most popular ones.

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?

The best rentals for families and kids in Maidstone are Northdown Lodge - Stunning Property On The Kent Northdowns , Lavender Cottages On Two Acres Of Delightful Gardens - Woodlands & Tennis Court and Lovely Maidstone Apartment .

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?

The best vacation rentals or Airbnb with a jacuzzi in Maidstone are Romantic Shepherds Hut With Stunning Sunsets , The Annexe With Hot Tub and Chestnut-lodge Is Rural - Secluded - Private With Hot Tub .

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.

Maidstone Holiday Rentals & Airbnb

9.1 36 reviews

Maidstone

02/09 – 03/09

319 €/nightfor 1 night

Spacious 4-bed Apartment In The Heart Of Maidstone

3 3

apartment , Kent

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.

Maidstone

22/08 – 26/08

100 €/nighttotal: 400 € (4 )

Studio - Sleeps 2 - Parking - Central - Wifi

1 2

studio , Maidstone

This Maidstone flat is centrally located, offering easy access to local attractions and situated 7.7 kilometres from Leeds Castle and 13.4 kilometres from Chatham Train Station.
This studio apartment, covering 85 square metres, accommodates up to three guests and features a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, and on-site parking.

8.9 14 reviews

Maidstone

27/06 – 31/07

163 €/nighttotal: 5542 € (34 )

Central Townhouse Walking Distance From Town

1 2

apartment , Kent

This Maidstone apartment, ideally located a short walk from Maidstone East train station and Maidstone town centre, offers easy access to shops, restaurants, and historical sites, plus the M20 motorway (approx. 8km away).
Sleeping up to 5 guests in 2 double beds and a sofa bed, this two-bedroom, one-bathroom flat includes free WiFi, Netflix, parking, and a kitchen with fridge, freezer and microwave; pets are welcome.

8.4 7 reviews

Maidstone

03/07 – 31/07

164 €/nighttotal: 4592 € (28 )

Spacious Maidstone 2bed 2bath - Parking & Balcony - Perfect For Family & Contractors

2 4

apartment , Maidstone

This Maidstone apartment, conveniently located 11.6km from Chatham Train Station and 12.4km from the Historic Dockyard Chatham, offers easy access to key attractions.
This two-bedroom, two-bathroom dwelling boasts 80 square metres of living space, comfortably accommodating up to 11 guests, and includes free private parking, a fully equipped kitchen, balcony with mountain views, and free Wi-Fi.

9.3 6 reviews

Maidstone

21/07 – 24/07

122 €/nighttotal: 366 € (3 )

Central Maidstone 2 Bedroom Basement Flat/sleeps 4

1 1

apartment , Kent

This modern basement flat is centrally located in Kent, offering convenient access to transport links for exploring attractions such as Canterbury Cathedral (approximately 48-64 kilometres away) and the historic Chatham docks (around 24-32 kilometres away).
This stylish three-bedroom apartment accommodates up to four guests and features a kitchen equipped with a fridge, freezer, and microwave oven, providing a comfortable base for discovering local amenities and dining options.

Maidstone

01/07 – 15/08

111 €/nighttotal: 4995 € (45 )

Elegant 2 Bedrooms Flat In Town Centre Maidstone

2 2

apartment , Kent

This two-bedroom, two-bathroom flat is located in Maidstone's central town centre, offering convenient access to local amenities and transport links.
Ideal for families or groups of up to six guests, this accommodation features a fully equipped kitchen with a dishwasher and washing machine, and pets are welcome.

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.

8.7 6 reviews

Maidstone

23/08 – 06/09

168 €/nighttotal: 2352 € (14 )

Long Stay Upper House Wifi Parking Maidstone

1 4

apartment , Kent

This Maidstone serviced apartment is conveniently located minutes from Maidstone town centre, offering easy access to local parks and attractions.
Sleeping up to seven guests, this three-bedroom, two-bathroom apartment features a fully equipped kitchen with fridge and microwave, free Wi-Fi, and parking; making it ideal for families or groups visiting Kent.

9.5 2 reviews

Maidstone

27/06 – 28/06

375 €/nightfor 1 night

Modern Medway Bungalow - 3br Garden & Free Parking, Kent

3 4

house , Rainham

Medway Bungalow in Rainham, Kent, is conveniently located 5.6km from the Historic Dockyard Chatham and 6.3km from Chatham railway station, offering easy access to wider Kent and London.
This 66 square metre house sleeps up to 11 guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen, a garden with a tennis court, free Wi-Fi, and free parking, plus an indoor play area and proximity to skiing and cycling opportunities.

Maidstone

09/07 – 10/07

200 €/nightfor 1 night

Upper Floor Apartment

1 3

apartment , Kent

St Faith’s Chambers apartments offer a central Maidstone, Kent location on St Faith’s Street (ME14 1LL), within walking distance of Maidstone East railway station and the town's shops and restaurants.
These one-bedroom flats, sleeping up to three guests, boast modern interiors, free Wi-Fi, and a fully equipped kitchen, and are pet-friendly.

Maidstone

02/09 – 03/09

265 €/nightfor 1 night

Maidstone Florence Retreat

1 3

apartment , Kent

This four-bedroom house is located on Upper Road, Kent; further details are needed to specify its proximity to specific Kent landmarks, such as Canterbury Cathedral or Dover Castle.
This self-catering property sleeps five, offering a spacious layout with two bathrooms, a well-equipped kitchen-diner including a dishwasher and microwave, a private garden, parking, and fast WiFi.

Maidstone

21/07 – 24/07

116 €/nighttotal: 348 € (3 )

85 M² Studio Flat ∙ 1 Bedroom ∙ 2 Guests

1 1

studio

This Union Street studio apartment is located in Maidstone, Kent, a 2-minute walk from the King Street bus stop and within a 5-10 minute walk of Maidstone Museum and Brenchley Gardens.
This 85 square meter flat accommodates two guests and includes a fully equipped kitchen, Wi-Fi, a washing machine, and is a 15-20 minute drive from Leeds Castle.

Best family friendly Maidstone holiday rentals

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

9.7 236 reviews

Maidstone

21/07 – 24/07

237 €/nighttotal: 711 € (3 )

Lady Florence, Cosy Unique River Boat With Castle Views

2 1

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.

Maidstone

21/07 – 24/07

189 €/nighttotal: 567 € (3 )

Star's Special Sanctuary - Uk36785

1 1

cottage , Chart Sutton, near Maidstone

This rural retreat, a one-bedroom cottage, is situated within 13 acres of grounds in an Area of Outstanding Natural Beauty, 13 kilometers from Maidstone town centre, offering proximity to attractions such as Leeds Castle and the River Medway.
This family-friendly lodge accommodates two guests and a small dog, featuring a king-size bed, en-suite shower room, a well-equipped kitchen, and a living area with a Smart TV, with shared access to a summerhouse and grounds ideal for walking and cycling.

10 2 reviews

Maidstone

23/08 – 06/09

415 €/nighttotal: 5810 € (14 )

Ravenshaw House Parking Maidstone 4 Bed Garden

4 2

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.

10 2 reviews

Maidstone

27/06 – 31/07

340 €/nighttotal: 11560 € (34 )

Close To Town With Garden Parking & Pool Table

1 2

apartment , Kent

This spacious Maidstone apartment, in Kent, offers convenient access to local shops and cafes, and is well-situated for exploring the wider county.
The four-bedroom property sleeps seven, boasting a fully equipped kitchen, driveway parking, and fast Wi-Fi, ideal for families or groups visiting Kent.

Best Maidstone holiday rentals with parking

Maidstone

19/08 – 01/12

210 €/nighttotal: 21840 € (104 )

Boxley Base Apartment

2 1

apartment , Maidstone

This newly refurbished two-bedroom flat in Maidstone offers convenient access to Maidstone Museum, Hazlitt Theatre, and is a short drive from Bearsted Golf Club.
This serviced apartment accommodates up to six guests with a modern kitchen, a bathroom with both shower and bath, a private balcony, and a Smart TV, with discounts available for longer stays.

8.2 68 reviews

Maidstone

24/07 – 25/07

107 €/nightfor 1 night

Rofennie Suite -Luxury Ensuite Room!

1 2

apartment , Maidstone

This Maidstone apartment, a newly renovated luxury ensuite flat, is situated 8.8 km from Leeds Castle and within a 14.5 km radius of Chatham Train Station and other historical landmarks such as Historic Chatham Dockyard and Rochester Castle.
The 10 square metre studio flat sleeps two guests and offers free Wi-Fi, parking, and essential amenities including towels, bed linen, and toiletries.

Maidstone

23/08 – 06/09

125 €/nighttotal: 1750 € (14 )

Gabriel's Gaff

1 4

apartment , Maidstone

Gabriel's Gaff is a one-bedroom flat in Maidstone, located 7.6 kilometres from Leeds Castle, 13.7 kilometres from Chatham Train Station and 14.8 kilometres from Rochester Castle.
This accommodation allows pets and offers WiFi, a kitchen, and parking for up to seven guests, with a 10:00 AM check-out time.

9.6 18 reviews

Maidstone

09/07 – 10/07

238 €/nightfor 1 night

Lady Lily Luxurious Unique River Boat With Castle Views

1 3

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.

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?
Northdown Lodge - Stunning Property On The Kent Northdowns, Peaceful - Charming Oak Framed Annexe and Peaceful Apt - Views - Garden - Wifi & Sunsets are among 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?
Among the Airbnbs in Maidstone, Peaceful - Charming Oak Framed Annexe, Adorable 1 Bedroom Guest Barn - Boughton Monchelsea and Peaceful Apt - Views - Garden - Wifi & Sunsets are the most popular ones.
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?
The best rentals for families and kids in Maidstone are Northdown Lodge - Stunning Property On The Kent Northdowns, Lavender Cottages On Two Acres Of Delightful Gardens - Woodlands & Tennis Court and Lovely Maidstone Apartment.
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?
The best vacation rentals or Airbnb with a jacuzzi in Maidstone are Romantic Shepherds Hut With Stunning Sunsets, The Annexe With Hot Tub and Chestnut-lodge Is Rural - Secluded - Private With Hot Tub.
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

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.

Maidstone

21/07 – 24/07

239 €/nighttotal: 717 € (3 )

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

2 1

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.

Maidstone

22/08 – 26/08

258 €/nighttotal: 1032 € (4 )

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.

Maidstone

21/07 – 24/07

217 €/nighttotal: 651 € (3 )

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

1 1

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.

Best Maidstone holiday rentals with air conditioning

Maidstone

23/08 – 06/09

327 €/nighttotal: 4578 € (14 )

Maidstone Holiday Apartment Free Sports Free Parking

3 4

apartment , Maidstone

This three-bedroom Maidstone apartment, perfect for families or groups of up to seven, offers easy access to local attractions such as Vinters Valley Nature Reserve and Kent Life.
The self-catering property features a fully equipped kitchen, one bathroom, free on-site parking, Wi-Fi, and linen/towels provided; guests can enjoy nearby activities including Buckmore Park Karting and exploring the Kent Downs.

9.7 6 reviews

Maidstone

24/08 – 21/09

141 €/nighttotal: 3948 € (28 )

2bed 2bath Modern Apt | Parking| Fast Wifi

2 3

apartment , Kent

This two-bedroom apartment in Kent is ideal for families or groups of up to six people. It's conveniently located within easy reach of local attractions and amenities, making it a great base for exploring the region.
The apartment is spacious and comfortably furnished, with a fully equipped kitchen and two modern bathrooms. It also boasts a balcony with panoramic views, perfect for relaxing and enjoying the fresh air.

9.7 46 reviews

Maidstone

02/09 – 03/09

370 €/nightfor 1 night

Charming Countryside Cottage

3 3

apartment , Kent

This Kent cottage in Hunton, near Maidstone, offers easy access to the Greensand Way, award-winning vineyards such as Chapel Down, and is less than 10km from Marden train station for London connections.
Sleeping six, this three-bedroom holiday home boasts a Jacuzzi, private garden with a 6-person hot tub, and a fully equipped kitchen including a dishwasher, plus free Wi-Fi and parking; nearby activities include canoeing on the River Medway.

9.8 26 reviews

Maidstone

23/08 – 06/09

202 €/nighttotal: 2828 € (14 )

Whimsical Haunt

1 2

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.

Holiday Rentals in Maidstone

445 Holiday rentals and Airbnb in Maidstone

Spacious 4-bed Apartment In The Heart Of Maidstone

Studio - Sleeps 2 - Parking - Central - Wifi

Central Townhouse Walking Distance From Town

Spacious Maidstone 2bed 2bath - Parking & Balcony - Perfect For Family & Contractors

Central Maidstone 2 Bedroom Basement Flat/sleeps 4

Elegant 2 Bedrooms Flat In Town Centre Maidstone

Enchanting Elegance On 6 Acres: Riverview Manor Wedding Venue

Long Stay Upper House Wifi Parking Maidstone

Modern Medway Bungalow - 3br Garden & Free Parking, Kent

Upper Floor Apartment

Maidstone Florence Retreat

85 M² Studio Flat ∙ 1 Bedroom ∙ 2 Guests

Best family friendly Maidstone holiday rentals

Lady Florence, Cosy Unique River Boat With Castle Views

Star's Special Sanctuary - Uk36785

Ravenshaw House Parking Maidstone 4 Bed Garden

Close To Town With Garden Parking & Pool Table

Best Maidstone holiday rentals with parking

Boxley Base Apartment

Rofennie Suite -Luxury Ensuite Room!

Gabriel's Gaff

Lady Lily Luxurious Unique River Boat With Castle Views

Frequently asked questions about holiday rentals in Maidstone

Destinations nearby

Best Maidstone holiday rentals with a balcony

Rooftop - Sleeps 2 - Central - Parking - Wifi

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

Modern City Center Penthouse With Rooftop Terrace

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

Best Maidstone holiday rentals with air conditioning

Maidstone Holiday Apartment Free Sports Free Parking

2bed 2bath Modern Apt | Parking| Fast Wifi

Charming Countryside Cottage

Whimsical Haunt