Maidstone holiday rentals

We found 470 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Maidstone by choosing from 57 houses, 110 apartments and other holiday rentals. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
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Why visit Maidstone

  • Historic Heritage: Explore an ancient castle and stately historic houses that reflect Maidstone's rich cultural past.
  • Charming Urban Parks: Enjoy leisurely strolls and picnics in beautifully landscaped urban parklands.
  • Vibrant City Centre: Wander through the town centre, where history and local culture create a warm, welcoming atmosphere.
  • Family-Friendly Atmosphere: Discover attractions and scenic spots ideal for a relaxing family day out.
  • Authentic British Experience: Immerse yourself in local traditions, heritage, and the quintessential British charm of Maidstone.

Popular types of accommodation in Maidstone

Maidstone offers a delightful array of holiday rentals, from charming cottages and cosy private holiday homes to modern apartments. Enjoy exploring the city's rich heritage, local attractions, and scenic landmarks, all while benefiting from Maidstone free parking, room stay options, cheapest prices and free cancellations. Whether you're planning a relaxing retreat or an adventurous city break, Maidstone has the perfect accommodation to suit your needs.

  • Cottages: Enjoy a cosy, self-contained retreat, the top choice for visitors seeking a quintessential Maidstone experience.
  • Private Holiday Homes: Relish the privacy and comfort of an independent residence, ideal for families or groups.
  • Apartments: Benefit from modern, urban-style accommodation, perfect for those desiring central convenience.
  • Cabins: Embrace a rustic, charming escape, offering a unique countryside charm.
  • Guest Houses: Experience the welcoming ambience of a traditional, home-like setting, ideal for a relaxed stay.**

Top attractions in and around Maidstone

Maidstone offers a delightful blend of culture and outdoor family fun. Explore its historic castle, charming urban parklands, and stately historic houses, perfect for immersing yourself in the local heritage. Enjoy leisurely strolls and picnics in scenic settings, making your visit both relaxing and enriching. Discover the true spirit of Maidstone through its captivating attractions and storied past.

  • Leeds Castle: Experience regal elegance, with enchanting architecture, romantic ambience and rich cultural heritage nestled in Maidstone.
  • Brands Hatch Circuit: Embrace thrilling motor racing, offering sports and adventure vibes, located 21km away from Maidstone.
  • Mote Park: Enjoy a family-friendly urban park, with city charm and outdoor leisure opportunities right in the heart of Maidstone.

Things to do recommended for couples

Looking for a romantic getaway in Maidstone? Discover the charming Mote Park for a leisurely stroll or enjoy a cosy evening at a local wine bar. Don’t miss a romantic meal at a riverside restaurant, offering delightful views of the River Medway as you dine together.

Things to do recommended for families

Families visiting Maidstone can explore the enchanting Mote Park, enjoy interactive exhibits at the Kent Life heritage farm, and embark on a fun adventure at the nearby Leeds Castle, where kids can roam the gardens and discover the history of this stunning landmark.

Things to do recommended for groups

Groups visiting Maidstone can experience the thrill of motor racing at Brands Hatch Circuit and Arena Essex Raceway, both offering exciting adventure vibes. For outdoor fun, try the zipline course at Go Ape in Bedgebury, perfect for adrenaline seekers in the beautiful countryside.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When travelling with a group, family, pets, or planning for extended stays, it’s important to filter your options based on your specific priorities. Here are some helpful booking tips for Stayz.

  • Traveling to Maidstone with a group: Consider how many bedrooms you'll require as well as facilities like a fully-equipped kitchen or an outdoor area suitable for group get-togethers. Luckily, these options—and many others—can be easily filtered on Stayz.
  • Traveling to Maidstone with young kids: Traveling with young children can present its challenges. You must ensure their comfort and safety, as well as access to age-appropriate facilities such as a private swimming pool. It is also advisable to consider your distance from family-friendly attractions.
  • Taking your pets with you to Maidstone: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, consider exploring Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Maidstone: If you're in search of holiday rentals offering discounts for stays of a month or longer, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Maidstone

Maidstone offers a wealth of experiences in its vibrant town centre, where the heart of the city pulses with history and culture. Enjoy leisurely strolls through its charming streets, explore family-friendly parks, and soak in the relaxed, friendly atmosphere. The centre of Maidstone is perfect for immersing yourself in local traditions, all while sampling the best of British culture and outdoor leisure in this welcoming city.

  • Chatham: Chatham is a vibrant city situated approximately 11km from Maidstone, offering a delightful mix of family-friendly and cultural experiences. Visitors can indulge in relaxation at local spas, explore the shopping centre, or delve into the rich maritime history at the Chatham Dockyard. The city is home to notable landmarks such as the historic fort and the impressive Chatham Maritime Museum, making it a perfect destination for history buffs. Outdoor enthusiasts will appreciate the scenic parks and waterfront areas, ideal for leisurely strolls and picnics.
  • Aylesford: Located only 5km from Maidstone, Aylesford is a charming city renowned for its outdoor activities and family-friendly atmosphere. Golf aficionados can enjoy a round at the local golf course, while motor racing enthusiasts can satisfy their adrenaline cravings nearby. The picturesque village features delightful parks and a historic castle that adds to its appeal. With a friendly community vibe, Aylesford is perfect for a day out filled with sport and leisure, all set against a backdrop of beautiful Kentish countryside.
  • Lenham: Nestled within the Maidstone area, Lenham is a quaint village known for its outdoor adventures and cultural charm. Visitors can explore scenic hiking trails or enjoy a leisurely round of golf at the local course. The village is steeped in history, with landmarks like the ancient castle and lovely parks to discover. Lenham's community spirit and picturesque surroundings make it an excellent spot for families looking to engage in outdoor activities while soaking up the local culture.

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 CloudyAverageSlightly Low
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 HighAverage
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 Stayz is simple

Are you looking to save on your next holiday? Consider staying flexible with your travel dates, as prices can fluctuate. Furthermore, booking a longer stay may result in additional savings. To discover the ideal Stayz property for your budget, simply use our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s innovative Trip Board provides you with a dedicated space to create new journeys, pick up where you last left off, or review and organise your plans. Any properties you have previously saved or booked can now be easily located under Potential, Upcoming, or Current Trips. To make use of Trip Boards, please visit: https://www.stayz.com.au/trips

**Based on Vrbo properties bookings.

Travel to friendly Maidstone

Enjoy the area's theatre scene, museums and entertainment with a rental holiday home 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 trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Maidstone

Do you want to find attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that Maidstone has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 appreciate the scenery, Maidstone is a great place to get outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Kent Downs (9.7 mi / 15.6 km)
  • Sissinghurst Castle and Garden (11.2 mi / 18 km)
  • Elmley National Nature Reserve (13.3 mi / 21.5 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 centre. If you can't find a flight that's convenient for your trip, you can also fly into London (LCY-London City), 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 in the area.

Frequently asked questions

What is the best area to stay in Maidstone when booking a holiday home?
One of the more sought-after locations to get a holiday home in Maidstone is Linton. Discover a dream stay on Stayz and experience this area like a local.
What is the most popular type of holiday home accommodation in Maidstone?
Cottages are the most popular kind of holiday home in Maidstone, according to our data. Even if you've got a different idea about what you want, Stayz has holiday homes in a variety of sizes and shapes. Look over our options to find your ideal fit.
How much does it cost to rent a holiday home in Maidstone?
A range of things influence how much you pay for a holiday home in Maidstone, including the length of stay, season and type of property. However, all of our holiday homes have something in common — incredible value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Maidstone?
The average price for a holiday home by the beach in Maidstone depends on when you're visiting the area and the size and type of property you're looking for. You can find prices quickly and easily on Stayz by entering your destination and preferred travel dates. Then use our handy filter tool to select the number of bedrooms and amenities that you require, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday homes in Maidstone?
Pack a suitcase and a bone for your pup because Maidstone has 101 holiday homes that throw out the welcome mat to pets. Let your happy hound have fun with the family at one of our pet-friendly holiday homes on Stayz. Simply enter your dates and destination, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Maidstone?
Mark the "pool" box in our handy filter tool and take your pick of 11 houses with private pools in Maidstone on Stayz. Gentle soak, ball games or noodle joust? Free time is up to you when your holiday property has a swimming pool.
What are popular home amenities in Maidstone?
Some of the most popular home amenities guests are looking for in Maidstone include a nearby river, a fireplace and an electric car charging station. Whether you're travelling with family, your besties or even pets, Stayz holiday properties include the best amenities for fun and relaxation with your loved ones.
Are there large group holiday homes in Maidstone?
Choose from six holiday homes in Maidstone that can host a group of 10 or more people. Whether you're planning a holiday with extended family or a special event, there's enough space to get your group together under one roof.
Are there holiday homes in Maidstone that welcome kids?
Gather your whole crew for a fun-packed adventure in Maidstone at one of our 100 family-friendly properties. A lot of these stays provide amenities that are great for getaways with the kids, such as laundries, extra bedrooms and entertainment units. Simply click on the "Properties good for families" filter and book your favourite.
What are the top attractions for families in Maidstone?
There are loads of fun things to see and do with the family in Maidstone, such as:

  • Leeds Castle
  • Tyrewhitt-Drake Museum of Carriages
  • Wear m Out

Are there one-bedroom holiday homes in Maidstone?
Maidstone has 38 one-bedroom homes available. Usually situated in desirable areas thanks to their smaller size, a one-bedroom holiday home is ideal if you're travelling with a buddy or your partner. And with home comforts such as wireless internet and more privacy than a standard hotel, you'll be able to chill out while exploring this top destination.
Can I find two-bedroom holiday homes in Maidstone?
Pick from 26 two-bedroom properties in Maidstone. Give your little ones the second room or fill it with a couple of your nearest and dearest friends. There's a comfy spot for whoever's lucky enough to be joining your adventure.
Are there holiday homes with WiFi in Maidstone?
Maidstone has 31 holiday homes with WiFi, so you'll be able to stay connected while travelling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming Hollywood blockbusters to scrolling social media, these Stayz homes make it a cinch to go online.
How old do you have to be to rent a holiday home in Maidstone?
The minimum age can vary across properties on Stayz, so be sure to look at the rules of the holiday home in Maidstone you want. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Maidstone for?
The amount of time you can rent a Maidstone holiday home for is down to each property. Simply tap in your preferred travel dates to find options that offer extended stays. They include all you need to make your extended getaway more comfortable and enjoyable, such as kitchens and laundries. Some properties may also offer weekly or monthly discounted prices, so you can have a longer stay for less.