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Maidstone villas
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113 Villa rentals in Maidstone

Traveler-Approved Vacation Homes with a Pool in Maidstone

Choosing a vacation home in Maidstone with a pool means a private swim is always available.

Star's Special Sanctuary - Uk36785 - Maidstone
9.6 84 reviews
Maidstone
08/22 – 08/26
$342/nighttotal: $1368 (4 )

Star's Special Sanctuary - Uk36785

1 2
house , Maidstone
Lotties Luxurious Lodge is located in Sutton Valence, just a short drive from Sutton Valence Castle and Leeds Castle, offering easy access to these historic landmarks and the peaceful charm of the village. The lodge boasts excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom lodge is ideal for families or groups of friends. Amenities include free Wi-Fi, a fully equipped kitchen with a dishwasher, a private garden, a swimming pool, a jacuzzi, and free parking.
Cottage ∙ 5 Bedrooms ∙ 10 Guests - Maidstone
Maidstone
06/27 – 07/04
$384/nighttotal: $2688 (7 )

Cottage ∙ 5 Bedrooms ∙ 10 Guests

5 10
cottage , Hucking
Hook & Hatchet Annex, a five-bedroom house attached to a historic pub in Hucking, Kent, offers easy access to Kent's coastline and historical landmarks, though precise distances aren't specified.
This 10-guest rental boasts a private hot tub, fully equipped kitchen with dishwasher, five ensuite bedrooms, a garden, parking for two cars, and is family-friendly with a travel cot and highchair available.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Maidstone
Maidstone
08/22 – 08/26
$296/nighttotal: $1184 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
cottage
Bramley Cottage, a pet-friendly (dogs only) two-bedroom house rental, is located in Otham, a village near Maidstone, Kent, England.
This 5-guest-capacity home boasts two king-size bedrooms, an open-plan living area with a wood-burning stove and smart TV, a private hot tub, an outdoor kitchen with a pizza oven and fire pit, and parking for four cars.
Old Lakenham By Group Retreats - Maidstone
8.5 2 reviews
Maidstone
11/01 – 11/30
$3022/nighttotal: $87638 (29 )

Old Lakenham By Group Retreats

6 2
house , Maidstone
This Boughton Monchelsea estate, Old Lakenham, is located 6.1 miles from Leeds Castle and 11 miles from Chatham Train Station and the Historic Chatham Dockyard.
This spacious 7-bedroom vacation home offers 10,760 square feet of living space, accommodating up to 20 guests with 8 bathrooms, a heated swimming pool, a hot tub, and complimentary WiFi.

Best family friendly Maidstone villas and beach houses

Among the 113 accommodations in Maidstone, here are the 4 best family friendly villas and beach houses

Charming Peaceful Countryside Two Bedroom Cottage - Maidstone
9.7 6 reviews
Maidstone
11/01 – 11/30
$169/nighttotal: $4901 (29 )

Charming Peaceful Countryside Two Bedroom Cottage

1 2
farm , West Farleigh
The Hoplets offer a secluded farm stay in West Farleigh, located in a rural setting with convenient access to local shops and pubs within a short drive.
This family-friendly lodging includes two self-contained one-bedroom cottages with a combined capacity of four guests, featuring a full kitchen with a fridge, freezer, microwave, and dishwasher, plus internet and parking.
Ravenshaw House Parking Maidstone 4 Bed Garden - Maidstone
10 2 reviews
Maidstone
08/23 – 09/06
$480/nighttotal: $6720 (14 )

Ravenshaw House Parking Maidstone 4 Bed Garden

4 2
house , Maidstone
Ravenshaw House, a four-bedroom home in Maidstone, is conveniently located 7.8 miles from Leeds Castle, 9.1 miles from Chatham Train Station, and within a short drive of other Kent attractions like Dickens World and Rochester Castle.
This 1,580-square-foot vacation rental sleeps up to 15 guests and boasts a fully equipped kitchen, a private garden, free Wi-Fi, and free private parking; private check-in/check-out is also available.
2 Bed In Loose (Oc-as283) - Maidstone
Maidstone
08/22 – 08/26
$381/nighttotal: $1524 (4 )

2 Bed In Loose (Oc-as283)

2 2
cottage , Boughton Monchelsea
This Grade II listed barn conversion, a cottage offering, is situated just outside the village of Loose, 2 miles south of Maidstone, within a conservation area, and is set in the grounds of a traditional oast house surrounded by paddocks and woodland.
This family-friendly cottage accommodates 4 guests in 2 bedrooms, features 2 bathrooms, includes a microwave oven and dishwasher, offers internet access, and provides parking, with a secluded private garden and proximity to attractions like Leeds Castle and Maidstone's amenities.
Church View - 24731 - Maidstone
10 14 reviews
Maidstone
08/22 – 08/26
$307/nighttotal: $1228 (4 )

Church View - 24731

1 2
house , Bearsted
Church View - 24731 is a vacation home located in Bearsted, just a short drive from Leeds Castle and within an easy reach of other attractions like Chatham Dockyard and Rochester Castle. This property has received excellent ratings for cleanliness, location, and overall experience.
This cozy cottage has one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include free Wi-Fi, a dishwasher, a washing machine, and parking, making your stay convenient and enjoyable. Guests can explore nearby historical sites, enjoy the tranquility of the countryside, or take a short train ride to Chatham for shopping and dining.

Frequently Asked Questions about villa rentals in Maidstone

  • What are the must-see attractions in Maidstone?

    Maidstone has a lot to offer! You should definitely check out Leeds Castle, a stunning medieval castle with beautiful gardens. The historic Maidstone Museum and Art Gallery is another must-see, showcasing local history and art. And don't forget to stroll through the beautiful Mote Park, a sprawling green space with a lake and plenty of walking trails.
  • What are the best villa rentals in Maidstone?

  • What indoor activities for families are available in Maidstone on rainy days?

    On a rainy day, head to the interactive exhibits at the Kent Life Heritage Park for a fun family experience. The Hazlitt Theatre offers a variety of family-friendly shows, and you can also find plenty of entertainment at the indoor play areas like The Little Gym or the Jump Yard.
  • What are the best villa rentals with a pool in Maidstone?

  • What are the best activities in Maidstone?

    Maidstone has something for everyone! You can explore the historic streets of the town center, visit the beautiful Maidstone Borough Council's River Walk, or take a boat trip on the River Medway. For a bit of retail therapy, head to the Fremlin Walk Shopping Centre. And of course, no trip to Maidstone is complete without a visit to the award-winning Leeds Castle.
  • What are the best villa rentals with a jacuzzi in Maidstone?

  • What are the advantages of renting a house or a villa in Maidstone

    Renting a house or villa in Maidstone gives you more space and privacy than a hotel. You'll have a fully equipped kitchen, allowing you to prepare your own meals and save money. Plus, you can enjoy the comforts of home, like a washing machine and dryer, and often a garden or patio for relaxing.
  • What are the best villa rentals for families and kids in Maidstone?

  • What food festivals or culinary events take place in and around Maidstone?

    Maidstone hosts a number of food events throughout the year. The Maidstone Food and Drink Festival is a popular event, showcasing local producers and offering a variety of food and drink stalls. The annual Kent County Show also features a wide range of food and drink vendors.
  • What are the best pet friendly villa rentals in Maidstone?

  • What exclusive experiences are available when visiting Maidstone?

    For a truly unique experience, book a private tour of Leeds Castle, including access to areas not usually open to the public. You can also arrange a private wine tasting at one of the local vineyards, or even take a hot air balloon ride over the Kent countryside.
  • What are the best villa rentals with parking in Maidstone?

  • Which part of Maidstone would be ideal for a villa rental?

    The areas around Leeds Castle and Mote Park are popular choices for villa rentals. They offer a peaceful and scenic setting, while still being within easy reach of the town center.

Destinations nearby

Best Maidstone houses with parking

Maidstone House Kent By Smart Corporate Stays - Maidstone
9.6 5 reviews
Maidstone
08/22 – 08/26
$915/nighttotal: $3660 (4 )

Maidstone House Kent By Smart Corporate Stays

6 4
house , Maidstone
Maidstone House, located in Maidstone, Kent, offers easy access to Maidstone town centre and its attractions, though the precise distance isn't specified.
This six-bedroom, four-bathroom home provides 1,390 square feet of space, accommodating up to 37 guests with amenities including a fully equipped kitchen, free Wi-Fi, a garden, and parking.
Sage House (Town-centre Flat) - Maidstone
10 1 review
Maidstone
06/27 – 07/31
$227/nighttotal: $7718 (34 )

Sage House (Town-centre Flat)

1 2
house , Maidstone
Sage House, a vacation home in Allington, is conveniently located 5.2 miles from Leeds Castle and 8 miles from Chatham Train Station, with proximity to Historic Chatham Dockyard (8.3 miles) and Rochester Castle (8.7 miles).
This allergy-free, non-smoking vacation home accommodates up to 7 guests and features a fully equipped kitchen with a dishwasher and oven, a patio, complimentary Wi-Fi, and a washing machine.
200 M² House ∙ 4 Bedrooms ∙ 8 Guests - Maidstone
Maidstone
11/01 – 11/30
$295/nighttotal: $8555 (29 )

200 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 2
house
The Hive, a 4-bedroom house, is located in Maidstone, a short walk from the river and town center, offering easy access to dining and shopping.
This 2150 sq ft residence accommodates up to 8 guests, featuring a fully equipped kitchen, smart TV, a garden, terrace, and a dining room that converts to a pool table, with free WiFi and parking available.
95 M² House ∙ 3 Bedrooms ∙ 6 Guests - Maidstone
Maidstone
08/22 – 08/26
$184/nighttotal: $736 (4 )

95 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 2
house
This three-bedroom house is located in a peaceful Maidstone residential area, a short drive from Leeds Castle and Mote Park.
The 1130-square-foot home offers self check-in, free parking, a fully equipped kitchen, and accommodates up to six guests; nearby shops and restaurants provide convenient access to Maidstone's attractions.

Best Maidstone houses with a garden

2 Bedroom Accommodation In Otham, Near Maidstone - Maidstone
10 2 reviews
Maidstone
08/22 – 08/26
$296/nighttotal: $1184 (4 )

2 Bedroom Accommodation In Otham, Near Maidstone

2 4
cottage , Otham, near Maidstone
This charming cottage is located in a peaceful rural setting near Maidstone, just a short walk from Stoneacre, a fascinating medieval house, and a short drive from Mote Park. The area offers a variety of activities, including fishing, horse riding, and exploring nearby attractions like the Kent Life Heritage Park and Bredgar & Wormshill Railway.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to six guests. You'll enjoy modern amenities like Wi-Fi, a fireplace, a well-equipped kitchen, a barbecue, and covered parking.
Shazpots Log Cabin Retreat - Maidstone
9.9 19 reviews
Maidstone
08/01 – 08/02
$208/nightfor 1 night

Shazpots Log Cabin Retreat

1 3
cabin , East Farleigh
This dog-friendly studio apartment is located in East Farleigh, offering Medway valley views and proximity to Maidstone town, Leeds Castle, and the North and South Kent coasts, approximately a 45-minute drive away.
This converted log cabin sleeps up to four guests and features a private bathroom, kitchen with a fridge, freezer, and microwave, and on-site pottery classes, with secured off-road parking for two cars and a private, secured dog exercise field.
Hook & Hatchet - Uk48201 - Maidstone
8.0 3 reviews
Maidstone
06/27 – 07/04
$384/nighttotal: $2688 (7 )

Hook & Hatchet - Uk48201

5 10
house , Stockbury
This five-bedroom house rental, Hook Hatchet - Uk48201, is located in Bicknor, Kent, England, approximately 9 miles from Leeds Castle and within a 20-mile radius of several historical sites including Chatham Historic Dockyard and Rochester Castle.
The 5-bedroom, 4-bathroom home sleeps up to 19 guests and boasts a Jacuzzi, fireplace, fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a garden; nearby attractions include Ashford International Eurostar station.
Countryside Luxury Family Dog Friendly Cottage - Maidstone
9.9 26 reviews
Maidstone
08/22 – 08/26
$321/nighttotal: $1284 (4 )

Countryside Luxury Family Dog Friendly Cottage

1 4
farm , West Farleigh
This luxury barn conversion in West Farleigh, Kent, is a short drive from Maidstone and other Kent attractions.
The two-bedroom, two-bathroom property offers an open-plan kitchen, dining, and living area, sleeps four guests, includes a private fenced yard with a BBQ, and features eco-friendly amenities like solar panels and an EV charger; a shared laundry and the option to rent a larger barn with a wood-fired hot tub are also available.
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