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Search results; Over 1,000 homes in Orillia

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
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
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
Guest favourite
Home in Orillia
Victoria House on Lake Simcoe- Water front living!
3 bedrooms, 7 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 63 reviews
Guest favourite
Flat in Orillia
Cedar-View Apartment with Hot Tub (3 Bedrooms)
3 bedrooms, 5 beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 53 reviews
Guest favourite
Home in Severn
Luxury 3BR Villa w/ 2.5 Baths & Glowing Backyard
4 bedrooms, 3 beds, 2.5 bathrooms
7–12 Sept
4.89 out of 5 average rating, 56 reviews
Guest favourite
Home in Orillia
The Captains Lake House
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.93 out of 5 average rating, 29 reviews
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
Top guest favourite
Cabin in Orillia
Horse Farm Meadow Bunkie
1 bedroom, 1 bed, WC
7–12 Sept
4.93 out of 5 average rating, 54 reviews
Superhost
Flat in Orillia
Lakeside Inn Unit #1
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.74 out of 5 average rating, 219 reviews
Guest favourite
Room in Orillia
The nut house-Forest in the city-upstairs bedroom1
1 double bed, 1 bathroom
9–14 Sept
4.89 out of 5 average rating, 245 reviews
Guest favourite
Home in Orillia
Orillia TwnHse Oasis w King Bed
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.89 out of 5 average rating, 172 reviews
Guest favourite
Home in Orillia
Waterfront Cottage Over-the-Water view w BBQ& Wifi
5 bedrooms, 7 beds, 2.5 bathrooms
1–6 Nov
4.82 out of 5 average rating, 318 reviews
Guest favourite
Cottage in Orillia
5 * Waterfront Orillia Cottage - Fall 2026
4 bedrooms, 6 beds, 2.5 bathrooms
15–20 Sept
4.91 out of 5 average rating, 44 reviews
Top guest favourite
Guest suite in Orillia
Privacy, Minutes to Beaches/Orillia/Casino Rama
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 31 reviews
Guest favourite
Rooms in Orillia
Luxurious Accommodation for 4 Adults
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.78 out of 5 average rating, 55 reviews
Home in Orillia
That Green House on the corner
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.76 out of 5 average rating, 17 reviews
Guest favourite
Home in Orillia
Simcoe Lake House in Orillia
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.86 out of 5 average rating, 14 reviews
Guest favourite
Home in Orillia
5* Waterfront Retreat - A Rare Find
5 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
4.98 out of 5 average rating, 87 reviews