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Search results; Over 1,000 homes in Orillia

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
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4.97 out of 5 average rating, 93 reviews
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, 83 reviews
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
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
Guest favourite
Flat in Orillia
Cedar-View Apartment with Hot Tub+Gaming (4 Rooms)
4 bedrooms, 7 beds, 2 bathrooms
1–6 Sept
4.93 out of 5 average rating, 28 reviews
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
Home in Orillia
That Green House on the corner
3 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
4.73 out of 5 average rating, 15 reviews
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
Superhost
Home in Orillia
Entire house including walkout basement
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Orillia
House ~ Pool ~ Fire Pit ~ BBQ
6 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
4.77 out of 5 average rating, 103 reviews
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
Superhost
Home in Severn
Spacious 5BR Home ~ Pool Table ~ BBQ ~ Staycation
5 bedrooms, 6 beds, 3.5 bathrooms
1–6 Sept
4.86 out of 5 average rating, 50 reviews
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
Home in Orillia
Spacious 4-Bedroom Home in the Heart of Orillia
4 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
4.6 out of 5 average rating, 65 reviews
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, 40 reviews
Guest favourite
Cottage in Orillia
All Season Cozy Cottage Lake Simcoe Orillia
4 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
4.92 out of 5 average rating, 48 reviews
Top guest favourite
Home in Coldwater
Coldwater Cottage Retreat
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.93 out of 5 average rating, 27 reviews
Superhost
Home in Orillia
New Build Luxury - Family Cozy Orillia Home
5 bedrooms, 6 beds, 4 bathrooms
1–6 Sept
4.93 out of 5 average rating, 55 reviews
Home in Severn
Sterling Manor: Modern 5B/3.5B, & Parking!
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Sept
4.67 out of 5 average rating, 36 reviews