487+ Vacation Rentals & Holiday Homes in Maidstone |
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Maidstone Accommodations - Hotels & Rentals

About Maidstone Vacation Rentals

Discover More than 487 Incredible Getaway Rentals Available in Maidstone. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Maidstone.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Maidstone, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Maidstone. The Average Size of Places to Stay Near Maidstone is 470.41 ft², with Prices Averaging US $177 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Maidstone. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Maidstone

Type Count
Vacation Homes 237
Holiday Apartments 159
Villas 7
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Maidstone

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Maidstone with Online Reservations.

Weather in Maidstone, ON

View the weather forecast for Maidstone before booking your Maidstone Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Activities MaidstoneGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World MaidstoneGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Caesars Casino
Detroit Windsor Tunnel
Caesar's Windsor
University of Windsor
Ambassador Bridge
Adventure Bay Family Water Park
The Colosseum
Jackson Park
St. Clair College
Devonshire Mall
Pelee Island Winery
Windsor Family Credit Union Centre
Leamington Arts Centre
Sprucewood Shores Estate Winery
Ambassador Golf Club
Cooper's Hawk Vineyards
Coventry Gardens
Dieppe Gardens
Willistead Manor
Ontario Travel Information Centre - Windsor

Frequently Asked Questions About Maidstone?

What are the top hotels, lake houses & vacation rentals in Maidstone?

We provide an array of great vacation destinations in Maidstone. If you are looking to stay in or around the Maidstone area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Maidstone:

How many Hotels & Vacation Rentals have private pools in Maidstone?

We have 12 Hotels & Vacation Rentals featuring a private pool in and near Maidstone. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Maidstone is best for families?

Searching for a family-friendly getaway in Maidstone? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Maidstone?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 487 in the Maidstone area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Maidstone.


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