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Search results; Over 1,000 homes in Orillia

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Guest favourite
Cottage in Orillia
Lakefront Simcoe Cottage | Dock&Kayaks |Firepit
4 bedrooms, 4 beds, 3 private bathrooms
4–9 Oct
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4.92 out of 5 average rating, 48 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
1–6 Nov
4.83 out of 5 average rating, 320 reviews
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Guest favourite
Home in Orillia
Cozy Couchiching Hideaway
1 bedroom, 1 bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Room in Orillia
Luxurious Accommodation for 2 Adults
1 queen bed, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 92 reviews
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Guest favourite
Home in Orillia
Cute and Cozy House
4 bedrooms, 6 beds, 2 bathrooms
27 Oct – 1 Nov
4.92 out of 5 average rating, 88 reviews
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Home in Orillia
That Green House on the corner
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.79 out of 5 average rating, 19 reviews
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Guest favourite
Home in Orillia
The Captains Lake House
4 bedrooms, 5 beds, 3 bathrooms
21–26 Sept
4.93 out of 5 average rating, 30 reviews
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Guest favourite
Home in Orillia
Relax and Enjoy
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.89 out of 5 average rating, 35 reviews
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Top guest favourite
Flat in Orillia
RK's Bed & Breakfast
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 77 reviews
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Guest favourite
Cabin in Severn Bridge
Oak Cabin on Sparrow Lake
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.89 out of 5 average rating, 76 reviews
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Guest favourite
Guest suite in Severn
Lake View Loft
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 112 reviews
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Guest favourite
Guest suite in Orillia
Quiet Country Place with Kitchenette
1 bedroom, 1 queen bed, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Cottage in Orillia
Lakefront Cottage: Dock, Kayaks, Firepit. Sleeps 8
5 bedrooms, 8 beds, 1.5 bathrooms
25–30 Oct
4.98 out of 5 average rating, 96 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
17–22 Sept
4.89 out of 5 average rating, 57 reviews
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Guest favourite
Home in Orillia
New renovated cozy and clean
3 bedrooms, 5 beds, 1 bathroom
3–8 Oct
4.98 out of 5 average rating, 41 reviews
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Superhost
Flat in Orillia
Lakeside Inn Cabin Apartment #2
1 bed, 1 bathroom
27 Sept – 2 Oct
4.62 out of 5 average rating, 175 reviews
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Guest favourite
Home in Orillia
The Downtown Cottage: steps to lake and shops.
3 bedrooms, 4 beds, 2 bathrooms
23–28 Sept
4.97 out of 5 average rating, 32 reviews
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Guest favourite
Home in Orillia
Orillia TwnHse Oasis w King Bed
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Sept
4.89 out of 5 average rating, 173 reviews
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Guest favourite
Cottage in Orillia
5 * Waterfront Orillia Cottage - Fall 2026
4 bedrooms, 6 beds, 2.5 bathrooms
17–22 Sept
4.91 out of 5 average rating, 45 reviews