302+ Vacation Rentals & Holiday Homes in Hillsdale |
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Hillsdale Accommodations - Hotels & Rentals

About Hillsdale Vacation Rentals

Discover More than 302 Incredible Getaway Rentals Available in Hillsdale. 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 Hillsdale.

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 Hillsdale, 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 Hillsdale. The Average Size of Places to Stay Near Hillsdale is 2526.19 ft², with Prices Averaging US $206 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Hillsdale. 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 Hillsdale

Type Count
Holiday Apartments 141
Vacation Homes 29
Cottages 13

Use these Quick Filters to Find a Vacation Rental in Hillsdale

★ 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 Hillsdale with Online Reservations.

Weather in Hillsdale, ON

View the weather forecast for Hillsdale before booking your Hillsdale 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 HillsdaleGuest Reviews Local Attractions

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


Mount St. Louis Moonstone
Horseshoe Valley
Georgian College
Snow Valley Ski Resort
Barrie Molson Centre
Wasaga Beach Provincial Park
Royal Victoria Hospital
Orillia Opera House
Bayfield Mall
Georgian Mall
Barrie Centennial Park
Horseshoe Adventure Park
Georgian Bay
Allandale Recreation Centre
Barrie Farmers Market
Lake Couchiching
Hardwood Ski and Bike
Tudhope Park
Elmvale Jungle Zoo
Discovery Harbour

Frequently Asked Questions About Hillsdale?

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

We provide an array of great vacation destinations in Hillsdale. If you are looking to stay in or around the Hillsdale 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 Hillsdale:

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

We have 22 Hotels & Vacation Rentals featuring a private pool in and near Hillsdale. 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 Hillsdale is best for families?

Searching for a family-friendly getaway in Hillsdale? 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 Hillsdale?

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 302 in the Hillsdale 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 Hillsdale.


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