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

85 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Maidstone
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).
The Waterhouse Avenue By Kandara 5 Star City Home In Maidstone - Maidstone
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.
85 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Maidstone
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.
Chatham House Kent By Smart Corporate Stays - Maidstone
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

3 Bed House - Sleeps 6 - Parking - Wifi - Maidstone
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).
San Pedro Lodge Chatham - Maidstone
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.
85 M² Studio Flat ∙ 1 Bedroom ∙ 2 Guests - Maidstone
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.
Cherry Cottage - Maidstone
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.
  • 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

Rooftop - Sleeps 2 - Central - Parking - Wifi - Maidstone
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.
Little Fountains, Sutton Valence - Maidstone
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.
Maidstone Luxury Penthouse 3 Bedroom Apartment & Parking - Maidstone
8.9 19 reviews
Maidstone
31/07 – 31/08
SG$320/nighttotal: SG$9920 (31 )

Maidstone Luxury Penthouse 3 Bedroom Apartment & Parking

3 2
apartment , Maidstone
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.
St Andrews Apartments - Maidstone
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

Apartment ∙ 1 Bedroom ∙ 2 Guests - Maidstone
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.
Rofennie Suite -Luxury Ensuite Room! - Maidstone
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.
Spacious Well Lit Family Friendly Flat - Maidstone
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.
Maidstone Holiday Apartment Free Sports Free Parking - Maidstone
Maidstone
22/08 – 26/08
SG$514/nighttotal: SG$2056 (4 )

Maidstone Holiday Apartment Free Sports Free Parking

3 2
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.
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