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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.

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.
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 ∙ 2 Bedrooms ∙ 4 Guests - Maidstone
Maidstone
08/22 – 08/26
$296/nighttotal: $1184 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.

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

Pet Friendly 2 Bed Cottage - Hot Tub, Log Burner And Gardens In Countryside - Maidstone
Maidstone
08/22 – 08/26
$365/nighttotal: $1460 (4 )

Pet Friendly 2 Bed Cottage - Hot Tub, Log Burner And Gardens In Countryside

2 2
cottage , Hunton
This Hunton, Kent cottage is situated near Teapot Island (2 miles away) and within 6 miles of Teston Bridge Country Park and the Tyrewhitt-Drake Museum of Carriages.
The two-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen, a Jacuzzi, a garden, free Wi-Fi, and parking; nearby activities include scenic walks, boat trips, and exploring local attractions.
The Barnyard - Maidstone
9.9 130 reviews
Maidstone
07/09 – 07/10
$586/nightfor 1 night

The Barnyard

1 3
farm , Sutton Valence
This architecturally designed home is located in the Kent countryside, just a short walk from local pubs and restaurants in Sutton Valence. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The spacious apartment has three bedrooms and three bathrooms, comfortably accommodating up to six guests. Enjoy a private garden with a patio, BBQ area, and outdoor seating, along with modern amenities like a fully equipped kitchen, high-speed internet, and a dedicated parking space.
Church View - 24731 - Maidstone
10 14 reviews
Maidstone
08/23 – 09/06
$221/nighttotal: $3094 (14 )

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.
Countryside Luxury Family Dog Friendly Cottage - Maidstone
9.9 26 reviews
Maidstone
06/24 – 06/26
$223/nighttotal: $446 (2 )

Countryside Luxury Family Dog Friendly Cottage

2 2
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.

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

Delight Marvel - Cades Place - Maidstone
9.6 79 reviews
Maidstone
07/03 – 07/31
$228/nighttotal: $6384 (28 )

Delight Marvel - Cades Place

3 4
house , Maidstone
This home is located in Maidstone, just a short drive from Leeds Castle, Chatham Train Station, and Historic Chatham Dockyard, offering easy access to local attractions. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The home has three bedrooms and one bathroom, accommodating up to six guests comfortably in its 910 square feet of space. Guests can enjoy a fully equipped kitchen, a private garden, free Wi-Fi, and parking.
Geometric House - 5 Beds Maidstone - Sleeps 10 - Maidstone
Maidstone
06/27 – 07/04
$415/nighttotal: $2905 (7 )

Geometric House - 5 Beds Maidstone - Sleeps 10

1 10
house , Kent
This Maidstone, Kent house is conveniently located 3.6 miles from Leeds Castle, 12 miles from Historic Chatham Dockyard, and 13 miles from Rochester Castle, offering a central base for exploring the region.
This accommodation provides WiFi, free private parking, a fully equipped kitchen with a dishwasher and oven, and accommodates up to 19 guests, with a check-out time between 10:00 AM and 11:00 AM.
1 Bed In Maidstone (Oc-md445) - Maidstone
Maidstone
08/22 – 08/26
$233/nighttotal: $932 (4 )

1 Bed In Maidstone (Oc-md445)

1 2
cottage , Boughton Monchelsea
This rural cottage is located on a farm just outside Boughton Monchelsea, 32 miles from the coast, offering convenient access to Leeds Castle and Canterbury Cathedral.
This one-bedroom, one-bathroom accommodation sleeps two guests and features a full kitchen, a garden, parking, complimentary Wi-Fi, and a wood-burning stove, with direct access to countryside walks including the North Downs Way.
Cosy Woodland Lodge With Outdoor Hot Tub - Maidstone
9.9 604 reviews
Maidstone
08/22 – 08/26
$223/nighttotal: $892 (4 )

Cosy Woodland Lodge With Outdoor Hot Tub

1 2
cabin , Maidstone
This Maidstone, Kent cottage boasts a secluded setting on a 1.5-acre lot, offering a tranquil escape near Maidstone's amenities, though the precise distance to town landmarks is unspecified.
The one-bedroom, one-bathroom getaway sleeps two and features an open-plan kitchen and lounge with underfloor heating, a private jacuzzi, a mezzanine sleeping area, and parking for two cars; BBQ facilities are available on the deck.

Best Maidstone houses with a garden

125 M² House ∙ 5 Bedrooms ∙ 12 Guests - Maidstone
Maidstone
06/27 – 07/04
$346/nighttotal: $2422 (7 )

125 M² House ∙ 5 Bedrooms ∙ 12 Guests

5 10
house
This family-friendly house at 24A Boundary Road in Great Britain offers 5 bedrooms and 2 bathrooms, accommodating up to 12 guests with a floor area of 1,350 square feet, and is situated a short walk from a bus stop, approximately 1.5 miles from Rochester Cathedral & Castle, and within 3 miles of Plantlife Ranscombe Farm Nature Reserve.
This dwelling features an enclosed garden, a well-equipped kitchen with a fridge, microwave, and oven, and central heating, providing a comfortable stay with easy access to local attractions and public transport.
Maisonette Near The Heath - Maidstone
9.4 27 reviews
Maidstone
08/23 – 09/06
$185/nighttotal: $2590 (14 )

Maisonette Near The Heath

1 2
house , Penenden Heath
This two-bedroom apartment rental in Penenden Heath is minutes from Penenden Heath itself and a five-minute drive from Maidstone town center, offering easy access to train stations connecting to London Bridge and London Victoria.
The unit sleeps four guests comfortably, features a balcony, free on-site parking, and a fully equipped kitchen with fridge, freezer, and microwave, plus a living room with a three-seater sofa, armchair and dining table.
Chatham House Kent By Smart Corporate Stays - Maidstone
Maidstone
06/27 – 07/04
$1026/nighttotal: $7182 (7 )

Chatham House Kent By Smart Corporate Stays

4 10
house , Chatham
This house in Chatham is a 14-minute walk from the Historic Chatham Dockyard and 1 mile from Chatham Train Station, with Rochester Castle 2.5 miles away.
This 1080-square-foot home offers 4 bedrooms, 3 bathrooms, a kitchen with a fridge and microwave, free WiFi, and a garden, accommodating up to 21 guests.
90 M² House ∙ 3 Bedrooms ∙ 6 Guests - Maidstone
Maidstone
06/24 – 06/26
$180/nighttotal: $360 (2 )

90 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 2
house
This Maidstone house rental is conveniently located near Mote Park, a short drive from the town center and attractions like Leeds Castle and Kent Life.
The 970-square-foot (approximately 90-square-meter) home features three bedrooms, one bathroom, free parking, fast Wi-Fi, and a Smart TV, comfortably accommodating up to six guests.
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