Ontario

Looking for the best Ontario vacation rentals? We offer a wide selection of chalets, cottages, and luxury homes in some of Ontario's top destinations. From the adventure-filled Blue Mountain rentals to tranquil Algonquin Highlands retreats, and waterfront Orillia cottages, our Ontario properties are perfect for family getaways, bachelorette/bachelor weekends, and relaxing escapes. Book directly with us to save on booking channel fees and enjoy exclusive perks from our local partners. Start planning your Ontario getaway today!

Looking for things to do in the Blue Mountains? Visit our page Blue Mountain Experiences for a list of our top local activities, cafes and restaurants!

Properties Available 246 properties available
Experience the ultimate mountain escape in this centrally located, ground-floor retreat. Situated directly on the Monterra Golf Course and steps from Blue Mountain Village, the slopes, and the summer pool, this spacious 2-bedroom home comfortably hosts up to 6 guests. Enjoy seamless access to the year-round hot tub and the seasonal Rivergrass pool.
The Village Veranda: Pool Side w/ Hot Tub & Golf
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The Village Veranda: Pool Side w/ Hot Tub & Golf
The Blue Mountains, ON
Select Dates for Pricing
Bedrooms 2 bedrooms
Beds 4 Beds
Bathrooms 2 baths
Guests 6 guests
Experience the charm of our ski-in, ski-out chalet condo nestled in the heart of Blue Mountain—perfect for your upcoming retreat! This recently remodeled condo is situated in the renowned Chateau Ridge Resort, directly overlooking the "Happy Valley" ski run. Begin your day by savoring a cup of coffee on the balcony, taking in views of the mountain'
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205 Chateau Ridge
The Blue Mountains, ON Pet Friendly
Select Dates for Pricing
Bedrooms 2 bedrooms
Beds 4 Beds
Bathrooms 2 baths
Guests 7 guests
This newly renovated and spacious 6 bedroom chalet is located just under a 5 minute walk to the top of the north chair lift. The chalet is located in a community of Blue Mountain know as Swiss Meadows. The community borders the tops of the chair lifts, no need to fight for parking, you can either walk to the north chair or park in one of 2 low traf
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The Paradise Chalet
Ravenna, ON Pet Friendly
Select Dates for Pricing
Bedrooms 6 bedrooms
Beds 6 Beds
Bathrooms 2 baths
Guests 14 guests
Experience the ultimate four-season escape with breathtaking mountain views, perfectly situated steps from Blue Mountain Village and Monterra Golf. Whether you’re hitting the slopes, exploring downtown Collingwood, or relaxing at Scandinave Spa, adventure is at your doorstep. Inside, the vibe is cozy-meets-modern with sun-drenched windows and an op
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218 Wintergreen
The Blue Mountains, ON
Select Dates for Pricing
Bedrooms 3 bedrooms
Beds 3 Beds
Bathrooms 2 baths
Guests 7 guests
Welcome to Dimensions - a holistic wellness retreat designed for rest, renewal, and connection to nature. This is Cabin Seven, tucked within the forest canopy on the grounds of Maple Lake - perfect for those seeking stillness, trails, and wooded serenity. Your full-board stay includes a private cabin, all meals, sauna access, housekeeping, seasonal
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Sauna Trail Hideaway at Dimensions | Cabin Seven | Meals Included
Algonquin Highlands, ON Pet Friendly
Select Dates for Pricing
Bedrooms 1 bedrooms
Beds 1 Beds
Bathrooms 1 baths
Guests 2 guests
Welcome to The Cottages at Blue! Professionally managed by Property Valet, Cottage 2 was recently built and includes upgraded soundproofing throughout the triplex. With 7 spacious bedrooms across 3 storeys, this chalet can comfortably accommodate up to 14 guests. Each chalet has its own hot tub, soaring ceilings and rustic wooden accents combined w
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The Cottages at Blue - Cottage 2
The Blue Mountains, ON Pet Friendly
Select Dates for Pricing
Bedrooms 7 bedrooms
Beds 7 Beds
Bathrooms 3 baths
Guests 14 guests
Welcome to our 4 bedroom mountaintop escape at Blue! The Bluejay Chalet is equipped with all the amenities for a fun and relaxing Blue Mountain experience, including a private hot tub, pool table, air hockey, and foosball! This home is in a quiet neighborhood on top of the mountain, away from the crowds and only 3 minutes drive from the North base
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Bluejay Chalet
Ravenna, ON Pet Friendly
Select Dates for Pricing
Bedrooms 4 bedrooms
Beds 6 Beds
Bathrooms 2 baths
Guests 10 guests
Tyrolean Village Resorts CALL 416-213-7437 FOR BEST RATES! ☆ Large 8 bdrm Cottage on 3 levels, 2 min to Blue Mountain Ski Resort. ☆ Ideal for big groups & family getaways, up to 20 guests. ● 15 min walk to Blue Mountain Village ● Our own Private Beach on Georgian Bay is only 5-7 min drive ● Short 5-15 min drive to area's 10 golf courses ●Outdoor
8 bedroom Chalet/Cottage with Hot Tub, Sauna, Ping Pong Table at Blue Mountain #13R
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8 bedroom Chalet/Cottage with Hot Tub, Sauna, Ping Pong Table at Blue Mountain #13R
The Blue Mountains, ON Pet Friendly
Select Dates for Pricing
Bedrooms 8 bedrooms
Beds 15 Beds
Bathrooms 2 baths
Guests 20 guests
Escape to this charming Snowbridge townhome with scenic views next to Monterra Golf Course. Perfect for couples/families, it features a fully equipped kitchen, roomy living spaces and easy access to Blue Mountain Village. Spend your days relaxing by the seasonal outdoor pool or take the free shuttle to the Village for shopping, dining, and outdoor
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123 Snowbridge with Summer Pool
The Blue Mountains, ON
Select Dates for Pricing
Bedrooms 2 bedrooms
Beds 4 Beds
Bathrooms 2 baths
Guests 6 guests
Welcome to your peaceful escape on the shores of Lake Simcoe in McPhee Bay. This waterfront retreat in Ramara offers the perfect blend of cozy indoor comfort and outdoor adventures — ideal for families, couples, or small groups. This newly renovated lakeside home is perfect for year-round escapes, whether you’re enjoying sunny summer days on the w
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Lakeside Escape in Ramara | Private Water Access
Orillia, ON
Select Dates for Pricing
Bedrooms 2 bedrooms
Beds 2 Beds
Bathrooms 1 baths
Guests 4 guests
Spend your next getaway at this charming home with spectacular mountain views from nearly every room. Located only a 5 min walk to Blue Mountain Village with local restaurants, activities, trails & more! This two-story vacation rental features a roomy living area equipped with comfortable furnishings and a gas fireplace, making it the perfect spot
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226 Wintergreen
The Blue Mountains, ON Pet Friendly
Select Dates for Pricing
Bedrooms 3 bedrooms
Beds 6 Beds
Bathrooms 2 baths
Guests 10 guests
Step inside this terrific, light-filled townhome and immediately feel at home. Located right on the Monterra Golf Course, this charming retreat offers the perfect blend of relaxation and adventure for families or couples looking to experience everything the Blue Mountains have to offer. Guests can relax in the (seasonal) outdoor pool, or ride the f
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29 Snowbridge with Summer Pool
The Blue Mountains, ON Pet Friendly
Select Dates for Pricing
Bedrooms 3 bedrooms
Beds 4 Beds
Bathrooms 2 baths
Guests 8 guests

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