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Search results; Over 1,000 homes in Orillia

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Superhost
Cottage in Orillia
FRIEND LAKE HOUSE
4 bedrooms, 9 beds, 1.5 private bathrooms
20–25 Sept
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4.86 out of 5 average rating, 145 reviews
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Top guest favourite
Room in Orillia
Beautiful Luxury Suite Sleeps 2
1 queen bed, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 168 reviews
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Guest favourite
Home in Orillia
Cute and Cozy House
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.94 out of 5 average rating, 84 reviews
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Guest favourite
Home in Orillia
Cozy Couchiching Hideaway
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Tiny home in Orillia
Cozy Off-Grid Bunkie on a Horse Farm
1 bedroom, 1 queen bed, No bathroom
6–11 Sept
4.95 out of 5 average rating, 128 reviews
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Guest favourite
Cottage in Orillia
5 * Waterfront Orillia Cottage -Summer & Fall 2026
4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Sept
4.91 out of 5 average rating, 44 reviews
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Guest favourite
Flat in Orillia
Cedar-View Apartment with Hot Tub (3 Bedrooms)
3 bedrooms, 5 beds, 1 bathroom
1–6 Sept
4.9 out of 5 average rating, 52 reviews
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Guest favourite
Flat in Orillia
Cedar-View Studio with Hot Tub+ PlayStation Gaming
2 beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 97 reviews
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Guest favourite
Guest suite in Severn
Lake View Loft
1 bedroom, 2 beds, 1 bathroom
29 Sept – 4 Oct
4.89 out of 5 average rating, 106 reviews
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Guest favourite
Home in Severn
Luxury 3BR Villa w/ 2.5 Baths & Glowing Backyard
4 bedrooms, 3 beds, 2.5 bathrooms
6–11 Sept
4.89 out of 5 average rating, 53 reviews
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Top guest favourite
Tent in Orillia
Yurt/Bell Tent on our Horse farm, sleeps 2-4
1 bedroom, 2 beds, No bathroom
7–12 Sept
4.97 out of 5 average rating, 94 reviews
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Guest favourite
Home in Orillia
The Downtown Cottage: steps to lake and shops.
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.97 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Severn
Spacious 4 Bedroom Retreat By Lake Couchiching
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Home in Orillia
Waterfront Cottage Over-the-Water view w BBQ& Wifi
5 bedrooms, 7 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.82 out of 5 average rating, 317 reviews
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Top guest favourite
Home in Orillia
The Captains Lake House
4 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
4.96 out of 5 average rating, 27 reviews
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Guest favourite
Home in Orillia
Relax and Enjoy
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.91 out of 5 average rating, 33 reviews
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Guest favourite
Flat in Orillia
Cedar-View Apartment with Hot Tub+Gaming (4 Rooms)
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 28 reviews
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Superhost
Tent in Orillia
Safari Tent on Horse Farm - sleeps 2-4
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.84 out of 5 average rating, 58 reviews
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Top guest favourite
Flat in Oro-Medonte
On the Fifth - Basement Apartment in the Country.
3 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 41 reviews