Maidstone vacation rentals

We found 787 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Maidstone by choosing from 40 houses, 91 apartments, and other vacation rentals. Whether you’re staying in a vacation home with family or friends, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Maidstone

Showing deals for:Nov 14 - Nov 21

Image gallery for Charming Garden Cottage with Woodland, Tennis & Family Fun

Sport court
10 out of 10 rating
Exceptional
(16 reviews)

Charming Garden Cottage with Woodland, Tennis & Family Fun

Maidstone, ENG

5% off
Price is $380
$2,662 for 7 nights
All fees included
Charming Garden Cottage with Woodland, Tennis & Family Fun

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Find out more about Maidstone

Find out more about Maidstone

Why visit Maidstone

  1. Rich History: Discover Maidstone's captivating history through stunning castles and historic houses.
  2. Outdoor Activities: Enjoy scenic parks and recreational areas perfect for picnics and outdoor fun.
  3. Family-Friendly Attractions: Engage in various attractions that cater to visitors of all ages, ensuring fun for the whole family.
  4. Charming Neighborhoods: Explore nearby areas like Boughton Monchelsea for a relaxing getaway.
  5. Vibrant Town Center: Experience the lively atmosphere filled with art and friendly locals in Maidstone's town center.

Popular types of accommodation in Maidstone

Planning a getaway to Maidstone? Discover the charm of this vibrant destination by choosing from a variety of vacation rentals. Popular options include cozy cottages, spacious houses, and comfortable apartments. Whether you’re looking for a one-bedroom apartment or a larger space from private landlords, Maidstone has something to suit every traveler’s needs. Enjoy the peace of mind that comes with transparent information and savings on your perfect home away from home!

  • Cottages: The top choice for visitors in Maidstone, these charming homes offer a cozy and picturesque stay.
  • Houses: Perfect for families or groups, these spacious homes provide a comfortable and welcoming atmosphere.
  • Apartments: A convenient option for those seeking a modern living space right in the heart of Maidstone.
  • Cabins: Ideal for nature enthusiasts, these rustic retreats offer tranquility and a connection to the outdoors.
  • Caravan Parks: A fun and unique way to experience Maidstone, providing various amenities and a vibrant community feel.**

Top attractions in Maidstone

Maidstone offers a delightful mix of outdoor activities, family-friendly attractions, and rich cultural experiences. Visitors can explore stunning castles, relax in urban parks, and visit historic houses, making it an ideal destination for those seeking adventure and history. Whether you're traveling with family or friends, Maidstone's diverse points of interest will surely provide memorable experiences for everyone.

  1. Leeds Castle: Often referred to as the "loveliest castle in the world," Leeds Castle is steeped in history and romance. Explore its stunning grounds, intricate architecture, and beautiful gardens that reflect centuries of culture.
  2. Mote Park: A vibrant urban park perfect for families, Mote Park offers expansive green spaces, playgrounds, and scenic walking paths. Enjoy outdoor activities while soaking in the charming city vibes.
  3. Kent Life: Experience the warmth of friendly locals at Kent Life, a delightful farm where you can learn about rural life and history. It’s a relaxing destination filled with charming animals and interactive exhibits.

Things to do recommended for couples

For a romantic getaway in Maidstone, indulge in rejuvenation at Bridgewood Manor Day Spa, savor delicious dishes at Pizza Express Music Room, and enjoy delightful wine tasting at Balfour Winery. Each spot offers a unique atmosphere perfect for couples seeking relaxation and connection.

Things to do recommended for families

During your family vacation in Maidstone, enjoy thrilling karting at Buckmore Park, unwind at Cobtree Manor Park’s beautiful grounds, and have a blast at Hop Farm Family Park’s arcade adventures. These activities promise fun, relaxation, and adventure for everyone!

What do I need to keep in mind when booking a vacation in Maidstone

When planning your trip, whether you're traveling with a group, family, pets, or need accommodations for an extended stay, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Maidstone with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily narrow down your options to include all of these and more on Vrbo.
  • Traveling to Maidstone with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Maidstone: For many families, a vacation wouldn’t be the same without their furry companions. If that resonates with you, consider exploring Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Maidstone: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Maidstone

Maidstone, England, offers a delightful blend of outdoor activities, cultural experiences, and family-friendly attractions. Explore the vibrant Maidstone town center, where friendly locals and art-filled streets create a welcoming atmosphere. Nearby neighborhoods like Boughton Monchelsea provide a relaxing escape, while the local amenities ensure convenience. Whether you're strolling through scenic parks or diving into the rich history of the area, Maidstone promises an unforgettable vacation experience.

  • Chatham: Located 7 miles from Maidstone, Chatham is a vibrant city rich in history and culture. It offers a family-friendly atmosphere with numerous outdoor experiences. Visitors can indulge in body treatments at local spas or catch a performance at the theater. Notable attractions include the historic Chatham Dockyard and the fascinating maritime museum, which showcases the city’s naval heritage. The iconic Chatham Castle, steeped in history, is also a must-see for those exploring this engaging city.
  • Rochester: Situated 8 miles away from Maidstone, Rochester is a charming city known for its blend of family fun and cultural experiences. With an array of entertainment options, including an amusement park and various theaters, there's something for everyone. Shopping enthusiasts will appreciate the local shopping center. Highlights include the stunning Rochester Castle and the historic Rochester Cathedral, both of which offer stunning architecture and rich stories. The nearby beach provides a perfect spot for relaxation and outdoor enjoyment.
  • Hollingbourne: Nestled within the Maidstone area, Hollingbourne is a picturesque village ideal for those seeking outdoor adventures and cultural experiences. This quaint village features scenic golf courses and educational opportunities for visitors. Attractions include the majestic Leeds Castle, set against a backdrop of beautiful gardens. Nature enthusiasts will enjoy exploring nearby nature reserves and the expansive national park, making Hollingbourne a perfect retreat for those looking to connect with nature while soaking in the local charm.

Best time to go to Maidstone

If you're planning a trip to Maidstone, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.5°F (4.7°C)Light RainMostly CloudyAverageAverage
February41.4°F (5.2°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March44.2°F (6.8°C)No Rain (Dry)Mostly CloudyAverageAverage
April48.2°F (9.0°C)No Rain (Dry)Mostly SunnySlightly HighAverage
May53.6°F (12.0°C)Light RainMostly SunnyAverageAverage
June59.5°F (15.3°C)Light RainMostly SunnyAverageAverage
July63.7°F (17.6°C)Light RainMostly SunnySlightly HighSlightly High
August63.5°F (17.5°C)Light RainMostly SunnyAverageSlightly High
September59.7°F (15.4°C)No Rain (Dry)Mostly SunnySlightly HighSlightly Low
October54.3°F (12.4°C)Light RainMostly CloudySlightly LowAverage
November47.3°F (8.5°C)Light RainMostly CloudySlightly LowSlightly Low
December43.2°F (6.2°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you eager to save on your upcoming travel adventure? Being flexible with your travel dates can really help, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your trip!

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash™ on the full booking amount. Being the organizer really has its benefits! Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash™ on eligible stays. Sign up today and begin your journey to earning rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform for planning your travels. You can easily start new trips, continue from where you last stopped, or view and organize your travel plans all in one place. Your saved or booked properties will be neatly organized under categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to friendly Maidstone

Enjoy the area's theater scene, museums and entertainment and make a vacation rental your home during your stay in Maidstone. Well known for its parks, bars and art, this welcoming city won't disappoint. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Maidstone

Are you hoping to discover attractions to visit in the area? Venture out of your vacation home and experience everything that makes Maidstone a fun spot to vacation. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Kent Life (1.7 mi / 2.8 km)
  • Bridgewood Manor Day Spa (4.6 mi / 7.4 km)
  • Kings Hill Golf Club (5.2 mi / 8.3 km)
  • Weald of Kent Golf Club (6.8 mi / 11 km)
  • Hop Farm Family Park (7.6 mi / 12.2 km)
  • Diggerland (7.8 mi / 12.5 km)

Exploring the natural landscape of Maidstone

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Maidstone is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Mote Park (1.2 mi / 2 km)
  • Leybourne Lakes Country Park (4.9 mi / 7.8 km)
  • Gillingham Business Park (6.7 mi / 10.8 km)
  • The Vines Park (7.8 mi / 12.6 km)
  • Kent Downs (9.7 mi / 15.6 km)
  • Sissinghurst Castle and Garden (11.2 mi / 18 km)

How to get to and around Maidstone

The nearest airport is in London (SEN-Southend), located 21.7 mi (34.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to London City Airport (LCY), which is 25.9 mi (41.6 km) away.

If you prefer to travel by train, Maidstone East Station, Maidstone West Station and Maidstone Barracks Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Maidstone when booking a vacation rental?
When looking for a vacation rental in Maidstone, England, one of the best areas to consider is the town center. This vibrant area offers a mix of shops, restaurants, and cultural experiences. Staying in the town center provides easy access to attractions such as the Maidstone Museum and the stunning Mote Park, where you can enjoy picturesque walks and various outdoor activities. With a variety of properties available, including cozy apartments and charming townhouses, you'll find plenty of options to suit your needs.

Another great neighborhood is Allington, which is slightly more residential but still close to the heart of Maidstone. This area is known for its lovely parks and the historic Allington Castle, which adds a touch of medieval charm to your stay. There are a range of vacation rentals here, often featuring gardens and family-friendly amenities, making it an ideal choice for those seeking a quieter environment while still being conveniently located near the town's attractions.

For those who prefer a more picturesque setting, the area around the River Medway is delightful. This scenic location is superb for leisurely strolls along the riverbank and offers a peaceful atmosphere. You can find several vacation rentals with beautiful views of the water, and nearby, attractions like the Kent Life Heritage Farm Park provide a fun outing for families.
How much does it cost to rent a vacation home in Maidstone?
Prices for vacation rentals in Maidstone vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Maidstone to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Maidstone vacation house rentals?
You can find great discounts on house rentals in Maidstone on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any houseboat rentals in Maidstone?
Yes, you can find houseboat rentals in Maidstone. The area offers a great experience with houseboats typically located along the River Medway, providing picturesque views and a tranquil atmosphere. Travelers can expect amenities such as cozy living spaces, fully equipped kitchens for meal preparation, and outdoor decks ideal for relaxing or enjoying the scenery.
What is the most popular type of vacation rental accomodation in Maidstone?
In Maidstone, cottages are the most popular type of vacation rental, with about 56 available throughout the area. These charming properties are often situated in picturesque neighborhoods, providing a quaint and cozy atmosphere. Most cottages come equipped with essential amenities such as fully stocked kitchens, comfortable living spaces, and outdoor areas for enjoying the gardens or countryside views.

Apartments follow closely behind, with around 55 options that cater to travelers looking for a more modern stay. These apartments typically feature open-plan layouts, equipped kitchens, and access to communal facilities. For those seeking additional space, there are about 36 vacation houses available, offering multiple bedrooms and larger living areas, making them suitable for families or groups.

While cottages and apartments dominate, there are also several cabins and condos, providing unique alternatives for visitors.
Are there any family house rentals in Maidstone?
In Maidstone, there are numerous family-friendly house rentals available, with around 45 options to choose from. This charming town offers a mix of modern and traditional accommodations, many of which are situated in neighborhoods close to parks, shops, and local attractions. Visitors can find spacious living areas, fully equipped kitchens ideal for family meals, and outdoor spaces for children to play and explore.

Families can enjoy proximity to attractions like the Maidstone Museum and the Kent Life Heritage Farm Park, where kids can engage with animals and learn about local history. Additionally, properties often come with amenities such as Wi-Fi, laundry facilities, and comfortable furnishings, ensuring a pleasant stay for all ages.
Can I rent a vacation home with a pool or hot tub in Maidstone?
In Maidstone, there are several vacation homes available for rent that feature pools and hot tubs. This charming town in Kent is known for its historic sites and beautiful countryside, making it a pleasant destination for travelers. Many of the rentals with pools offer amenities such as spacious outdoor areas, private gardens, and well-equipped kitchens, allowing guests to enjoy a relaxing stay. Some properties also include features like barbecue facilities and comfortable seating areas, great for enjoying warm summer evenings by the pool.
Can I find long-stay vacation rentals in Maidstone?
A long-stay vacation rental in Maidstone is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Maidstone?
In Maidstone, travelers will find a variety of pet-friendly house rentals available, with around 60 options to choose from. Many of these vacation homes feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups traveling with pets. The properties often include features like outdoor seating areas, which can be superb for enjoying the pleasant English countryside.

Maidstone is home to several parks and green spaces that are pet-friendly, including the expansive Mote Park, which offers picturesque walking trails and picnic areas where pets are welcome. Additionally, the nearby Kent Life Heritage Farm Park features pet-friendly areas, allowing visitors to enjoy a day out with their furry friends while exploring the local culture and history.
Are there any remote work vacation rentals in Maidstone?
In Maidstone, there are numerous remote work-friendly vacation rentals available—around 112 options throughout the area. Travelers can expect properties equipped with essential amenities for remote work, including desks, Wi-Fi, and comfortable chairs designed for long hours of productivity. Many rentals are located within easy reach of the town center, which boasts a variety of cafes and shops, superb for taking breaks or enjoying lunch during the workday.

Additionally, some properties may offer dedicated workspace areas, ensuring a quiet environment conducive to productivity. Maidstone's charming surroundings provide opportunities for outdoor activities, with parks and riverside walks ideal for unwinding after work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Maidstone vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Maidstone with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Maidstone?
In Maidstone, popular vacation rental amenities include WiFi, kitchens, and onsite parking, making it convenient for travelers to stay connected and prepare their meals. Many properties also feature electric kettles for a quick tea or coffee, and pet-friendly options are available, allowing guests to bring their furry companions along.
When is the best time to visit Maidstone for a vacation rental?
The best time to visit Maidstone for a vacation rental is during the peak season from July to September. This period is especially popular among travelers seeking to enjoy the vibrant atmosphere of the town and the surrounding countryside. With warm temperatures averaging in the mid-70s Fahrenheit, you'll find plenty of opportunities to partake in outdoor activities, including exploring the scenic Kent Downs and visiting local attractions such as the historic Leeds Castle.

July stands out as the most popular month, attracting families and friends who relish the long days filled with sunshine. The bustling summer months also feature various local events and festivals, making it an excellent time for those looking to immerse themselves in Maidstone's culture and community spirit.

For those who prefer a quieter experience while still enjoying the charm of Maidstone, consider visiting in December.
How early should I book a Maidstone vacation rental?
Book your Maidstone vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Maidstone?
In Maidstone, visitors can explore several attractions centered around its rich history and natural beauty. The historic Leeds Castle, located just a short drive from the city center, offers stunning gardens and a fascinating history dating back to the 9th century. The area surrounding the castle features picturesque walking trails and picnic spots.

The Kent Life Heritage Farm Park provides a glimpse into the region's rural past with its charming farm animals and interactive exhibits, making it a great place for families. For those interested in nature, Mote Park offers expansive green spaces, a serene lake, and various recreational activities, including walking and cycling paths.

Additionally, the Maidstone Museum and Bentlif Art Gallery showcases a diverse collection of art and artifacts, reflecting the area's cultural heritage.
Can I change or cancel my Maidstone home rental booking on Vrbo?
To find Maidstone vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Maidstone vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.