342 homes

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Condo in Oro
BRAND NEW & Great for couples or small families!
2 beds
Oct 2 – 7
$55 per night, originally $68
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Townhouse in Oro
Luxury Country Club Condo w/ Pools & BBQs
4 beds
Oct 16 – 21
$89 per night, originally $166
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Cottage in Orillia
Prospect Lakefront Cottage!
3 beds
Oct 1 – 6
$224 per night
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Superhost
Cabin in Washago
Scandinavian Riverfront Cabin near Muskoka
3 beds
Oct 23 – 28
$211 per night, originally $282
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Guest suite in Orillia
Cozy Orillia Lower Garden Suite
2 queen beds
Oct 1 – 6
$86 per night, originally $102
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Condo in Oro
Getaway and relax - Vetta Spa across the street!
2 beds
Oct 16 – 23
$65 per night, originally $83
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Superhost
Cottage in Ramara Ontario
Blue's Getaway: A Fall Cottage Getaway & 50+% Off!
3 beds
Oct 30 – Nov 4
$73 per night, originally $183
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Home in Orillia
Waterfront Home with Breathtaking Views
5 beds
Oct 1 – 6
$290 per night, originally $341
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Guesthouse in Shanty Bay
New Charming tinyhome Experience
2 beds
Oct 2 – 7
$51 per night
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Tent in Orillia
Yurt/Bell Tent on our Horse farm, sleeps 2-4
2 beds
Oct 10 – 15
$67 per night
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Cottage in Oro-Medonte
Orillia Lakefront Cottage
4 beds
Oct 1 – 6
$238 per night
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Home in Orillia
House Downtown Orillia
3 beds
Oct 1 – 8
$183 per night
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Tiny home in Orillia
Cozy Queen Off-Grid Bunkie on a Horse Farm
1 queen bed
Oct 10 – 15
$66 per night
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Cottage in Orillia
Cozy cottage on Lake Simcoe in Orillia
4 beds
Oct 17 – 22
$183 per night
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Superhost
Cottage in Washago
Vintage Farmhouse Lakeview Cottage
5 beds
Oct 16 – 23
$142 per night, originally $182
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Superhost
Guest suite in Orillia
Maple Leaf Retreat, Waterfront Escape In Orillia
3 beds
Jan 2 – 9
$176 per night
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Guest suite in Orillia
Bright and Newly Renovated Main Floor Suite
2 queen beds
Oct 1 – 6
$126 per night, originally $156
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Cottage in Orillia
Waterfront Simcoe Cozy two bedroom Orillia Cottage
4 beds
Oct 2 – 7
$208 per night
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Guest suite in Orillia
Welcome to Old Blue with Lake Simcoe views ☀️🌻⛱
2 beds
Oct 2 – 8
$110 per night
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Cottage in Washago
Tall Trees Riverside Cottage - with HotTub
5 beds
Oct 2 – 7
$216 per night, originally $259