Best Holiday rentals and Airbnb offers in Maidstone
10 4 reviews
Maidstone
27/06 – 04/07
SG$503/nighttotal: SG$3521 (7 )
Big House Huge Private Parking 25% Long Stay Disc
1 10
apartment , Chatham
This expansive 7-bedroom property in Chatham offers excellent access to major routes, situated in a quiet residential area just 0.1 kilometres from a bus stop and 1.5 kilometres from Chatham Train Station, with convenient proximity to the M2 and M20 motorways. This detached house is ideal for large groups of up to 14 guests, featuring a fully equipped kitchen, two bathrooms, ample parking for up to 7 vehicles, and work-friendly spaces, making it suitable for contractors, professionals, and families seeking a comfortable stay.
9.0 6 reviews
Maidstone
27/06 – 04/07
SG$472/nighttotal: SG$3304 (7 )
Medway Haven 5br | Sleeps 12.5 | Long Stays
1 10
apartment , Medway
This five-bedroom house in Gillingham, Medway, is a short walk from Gillingham train station, offering easy access to Chatham and Rochester. Sleeping 12 guests comfortably, this spacious property boasts a 58-inch smart TV, two bathrooms, and a fully equipped kitchen including a fridge and microwave, ideal for families or groups visiting Medway.
Maidstone
27/06 – 31/07
SG$150/nighttotal: SG$5100 (34 )
Central - Stay 2 - Near Transport - Wifi - Parking
1 2
apartment , Kent
This Maidstone flat offers a central Kent location, 2 minutes from the King Street bus stop and Mu Mu Cabaret Club, and within a 5 to 10-minute walk of Maidstone Museum and Brenchley Gardens. This one-bedroom flat accommodates two guests, featuring a fully equipped kitchen with a fridge, freezer, and microwave, complimentary Wi-Fi, a Smart TV, and a washing machine, with paid parking available nearby.
9.2 5 reviews
Maidstone
31/07 – 31/08
SG$160/nighttotal: SG$4960 (31 )
Town House, Maidstone Centre For Long Stays
1 2
apartment , Kent
This Romney house in central Maidstone, Kent, is conveniently located 1.6km from both Maidstone East and West train stations, offering easy access to shops, restaurants, and other parts of Kent. The two-bedroom property sleeps five guests comfortably, featuring a fully equipped kitchen, a bathroom with a bath and shower, and a sofa bed; potential discounts are available for longer stays (QR code details required).
Maidstone
31/07 – 31/08
SG$128/nighttotal: SG$3968 (31 )
Sleeps 2 - Central - Studio - Wifi - Parking
1 2
studio , Maidstone
This Maidstone apartment is located within walking distance of King Street bus stop and the Maidstone Museum (600 meters), with Vinters Valley Nature Reserve a 48-kilometer drive and Rochester Cathedral & Castle a 40-kilometer drive away. This 85 square meter studio offers accommodation for two guests with a private entrance, a fully equipped kitchen including a dishwasher, and Wi-Fi, with paid on-street and off-premises parking available.
This Maidstone apartment, a short walk from Gallagher Stadium and Brenchley Gardens, offers easy access to Maidstone East and Maidstone Barracks train stations, providing convenient links to explore wider Kent. The two-bedroom, two-bathroom flat includes a fully equipped kitchen with dishwasher, free Wi-Fi, on-site parking, and is close to attractions such as Bearsted Golf Club and Vinters Valley Nature Reserve.
10 1 review
Maidstone
03/07 – 31/07
SG$242/nighttotal: SG$6776 (28 )
Exquisite 4 Bed With 2 En-suite
1 4
apartment , Kent
This four-bedroom apartment in Kent is conveniently located just a short distance from major tourist attractions and landmarks, making it an ideal base for exploring the area. The apartment offers a comfortable and relaxing stay for groups of up to eight people. The spacious and airy apartment features a fully equipped kitchen, parking, and high-speed internet, ensuring a pleasant and convenient stay. With two double beds and four single beds, the apartment is perfect for families, groups of friends, or contractors looking for a comfortable and affordable accommodation option.
8.4 7 reviews
Maidstone
03/07 – 31/07
SG$243/nighttotal: SG$6804 (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.
10 2 reviews
Maidstone
03/07 – 31/07
SG$277/nighttotal: SG$7756 (28 )
Casa Di Dolce Two Bedroom Apartment With Balcony
1 4
apartment , Kent
This two-bedroom, two-bathroom apartment in central Kent offers convenient access to various attractions, though precise distances to specific landmarks such as Canterbury Cathedral or Dover Castle remain unspecified. The 4-guest property includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus parking, and internet access; further details on the flat's size and interior design are unavailable.
9.0 3 reviews
Maidstone
27/06 – 04/07
SG$355/nighttotal: SG$2485 (7 )
Viewpoint House Boutique 5 Bedroom Retreat Sleeps 10
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.
10 6 reviews
Maidstone
03/07 – 31/07
SG$195/nighttotal: SG$5460 (28 )
Spacious 2 Bed Apartment | Maidstone East Station
1 4
apartment , Kent
This Kent apartment, perfect for families, offers two bedrooms, two bathrooms, and sleeps six, boasting an expansive balcony with panoramic views. The self-catering flat includes a fully equipped kitchen, modern amenities, and a lovely terrace; early check-in/late check-out is available (subject to availability and a fee).
9.9 131 reviews
Maidstone
23/08 – 06/09
SG$180/nighttotal: SG$2520 (14 )
Countryside Self-contained Annex
1 2
gîte , Kent
This Kent self-catering cottage, perfect for couples, offers a tranquil escape; precise location within Kent requires further detail to specify proximity to attractions like Canterbury Cathedral or Dover Castle. The one-bedroom, one-bathroom property includes a kitchen with a fridge and microwave, a garden, parking, and excellent guest reviews; further details on interior design and specific local activities are needed.
Best family friendly Maidstone holiday rentals
Among the 445 accommodations in Maidstone, here are the 4 best family friendly rentals
Maidstone
23/08 – 06/09
SG$143/nighttotal: SG$2002 (14 )
85 M² Apartment ∙ 1 Bedroom ∙ 2 Guests
1 2
apartment
This one-bedroom flat on Union Street, Maidstone, offers a central Kent location within minutes of the Maidstone Museum, Mu Mu Cabaret Club, and supermarkets like ALDI and Sainsbury's. This 85 square metre apartment accommodates two guests with a private entrance, a fully equipped kitchen, Wi-Fi, a Smart TV, a washing machine, and a rooftop terrace, providing easy driving access to Leeds Castle (approximately 3.2 kilometres) and Rochester Cathedral & Castle (approximately 4.8 kilometres).
9.1 106 reviews
Maidstone
01/08 – 02/08
SG$488/nightfor 1 night
The Waterhouse Avenue By Kandara 5 Star City Home In Maidstone
2 3
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.
Maidstone
31/07 – 31/08
SG$152/nighttotal: SG$4712 (31 )
85 M² Apartment ∙ 1 Bedroom ∙ 4 Guests
1 2
apartment
This Union Street apartment in Maidstone, Kent, offers convenient access to local attractions, with Vinters Valley Nature Reserve 24 kilometres away and historic towns like Rochester and Canterbury within a 40-kilometre radius. This 85 square metre flat accommodates up to four guests, featuring a fully equipped kitchen, Wi-Fi, and a washing machine, with paid 24/7 on-street and off-premises parking available.
Maidstone
27/06 – 04/07
SG$1319/nighttotal: SG$9233 (7 )
Chatham House Kent By Smart Corporate Stays
4 10
house , Chatham
This family-friendly house in Chatham offers a convenient location, just a 14-minute walk to the Historic Chatham Dockyard and 1.6 kilometres from Chatham Train Station, with Rochester Castle 4 kilometres away. This 100 square metre dwelling provides accommodation for up to 21 guests across four bedrooms and three bathrooms, featuring a fully equipped kitchen, a garden, free private parking, and complimentary WiFi.
Best Maidstone holiday rentals with parking
Maidstone
01/08 – 02/08
SG$215/nightfor 1 night
3 Bed House - Sleeps 6 - Parking - Wifi
1 3
apartment , Maidstone
This Maidstone apartment is situated a 15-minute walk from All Saints Church and Mote Park, with the Hazlitt Arts Centre and PizzaExpress Music Room within 2km, offering easy access to Maidstone's attractions and transport links. The self-catering flat includes a fridge, microwave, free on-site parking, and Wi-Fi in communal areas, alongside a garden and is conveniently located near Maidstone West train station (2.8km).
8.0 2 reviews
Maidstone
27/06 – 04/07
SG$667/nighttotal: SG$4669 (7 )
San Pedro Lodge Chatham
8 10
apartment , Chatham
This apartment is located in Chatham, just a 10-minute walk from the Historic Chatham Dockyard and 1 km from Chatham Train Station. The apartment boasts excellent cleanliness and is rated very good by previous guests. This home offers 4 bedrooms and 2 bathrooms, comfortably accommodating up to 7 guests. Enjoy a shared kitchen, lounge, secure parking, free Wi-Fi, and a range of modern amenities, including a flat-screen TV.
Maidstone
27/06 – 31/07
SG$119/nighttotal: SG$4046 (34 )
85 M² Studio Flat ∙ 1 Bedroom ∙ 2 Guests
1 2
studio
This Maidstone studio apartment is located in Kent on Union Street, offering convenient access to countryside attractions and historic towns within a 10-15 minute radius, with the King Street bus stop and Mu Mu Cabaret Club just 2 minutes away. This 85 square meter self-catering apartment accommodates up to two guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, along with a smart TV, Wi-Fi, washing machine, and iron, plus private entrance and paid on-street and off-premises parking.
9.3 22 reviews
Maidstone
23/08 – 06/09
SG$277/nighttotal: SG$3878 (14 )
Cherry Cottage
1 4
apartment , East Farleigh
This four-bedroom detached house is situated near Maidstone, offering easy access to Kent's castles and within a short driving distance of East Farleigh. The property features three double bedrooms, two single bedrooms, three bathrooms (two ensuite), a fully equipped kitchen, parking for multiple vehicles, and a small outside bistro table; it sleeps eight guests.
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.
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?
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
Maidstone
23/08 – 06/09
SG$143/nighttotal: SG$2002 (14 )
Rooftop - Sleeps 2 - Central - Parking - Wifi
1 2
apartment , Maidstone
This one-bedroom flat in Maidstone, Kent, is located a 2-minute walk from the King Street bus stop and Mu Mu Cabaret Club, and a 5-10 minute walk to Maidstone Museum, Brenchley Gardens, and local eateries, with Mote Park 5-10 minutes away by car and Leeds Castle 15-20 minutes away. This 85 square meter apartment offers a private entrance, a fully equipped kitchen with a fridge and microwave, a washing machine, iron, and a rooftop terrace, with paid 24/7 on-street and off-premises parking available for up to two guests.
10 2 reviews
Maidstone
30/06 – 31/07
SG$183/nighttotal: SG$5673 (31 )
Little Fountains, Sutton Valence
1 1
apartment , Sutton Valence
This apartment in Sutton Valence is located in a rural area of Maidstone, a 13-minute drive from Leeds Castle and a 5-minute drive from Weald of Kent Golf Club. This one-bedroom flat for two guests offers a private garden, terrace, Wi-Fi, a fully equipped kitchen with a dishwasher, and on-site parking, ideal for exploring the Kent countryside.
This Maidstone penthouse, near Chatham railway station (11.7km), Leeds Castle (12km), and Chatham Historic Dockyard (12.5km), offers convenient access to key attractions. Sleeping up to 11 guests, this three-bedroom, two-bathroom dwelling boasts a fully equipped kitchen, private parking, a sun terrace, spa, fitness centre, tennis court, and even a laundry service and mini-market within the building.
8.6 269 reviews
Maidstone
01/11 – 30/11
SG$215/nighttotal: SG$6235 (29 )
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.
Best Maidstone holiday rentals with air conditioning
Maidstone
23/08 – 06/09
SG$178/nighttotal: SG$2492 (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.
8.9 9 reviews
Maidstone
13/07 – 17/07
SG$127/nighttotal: SG$508 (4 )
Rofennie Suite -Luxury Ensuite Room!
1 1
apartment , Kent
This Maidstone guesthouse is conveniently located within 1.1 and 1.2 km of Maidstone East and West train stations respectively, offering easy access to London and proximity to Mote Park, Fremlin Walk shopping centre, and the River Medway. The ensuite double room, sleeping two, includes a kitchenette with microwave, fridge, and toaster, plus fast Wi-Fi, a private shower, and a work desk; enhanced security features are also provided.
Maidstone
03/07 – 31/07
SG$243/nighttotal: SG$6804 (28 )
Spacious Well Lit Family Friendly Flat
1 4
apartment , Kent
This one-bedroom flat in Maidstone offers excellent access to London, being a 5-7 minute walk from Maidstone East station, and is conveniently located for attractions such as Leeds Castle and the Vinters Valley Nature Reserve. This fully-equipped apartment provides parking and air conditioning for up to four guests, featuring a kitchen with a fridge and microwave, and is a comfortable base for exploring Kent.
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.