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Search results; Over 1,000 homes in Orillia

Superhost
Cottage in Orillia
FRIEND LAKE HOUSE
4 bedrooms, 9 beds, 1.5 private bathrooms
20–25 Sept
,
4.86 out of 5 average rating, 147 reviews
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, 169 reviews
Guest favourite
Home in Orillia
Cute and Cozy House
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 85 reviews
Guest favourite
Home in Orillia
Cozy Couchiching Hideaway
1 bedroom, 1 bed, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Guest house in Orillia
Forest Haven Guesthouse
3 bedrooms, 4 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 114 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
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, 129 reviews
Guest favourite
Cottage in Orillia
Lakefront Simcoe Cottage | Dock&Kayaks |Firepit
4 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
4.92 out of 5 average rating, 48 reviews
Guest favourite
Cottage in Orillia
5 * Waterfront Orillia Cottage -Summer & Fall 2026
4 bedrooms, 6 beds, 2.5 bathrooms
15–20 Sept
4.91 out of 5 average rating, 44 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
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
Guest favourite
Home in Orillia
[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews
3 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
4.83 out of 5 average rating, 48 reviews
Superhost
Home in Orillia
New Build Luxury - Family Cozy Orillia Home
5 bedrooms, 6 beds, 4 bathrooms
9–14 Sept
4.93 out of 5 average rating, 56 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
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, 28 reviews
Guest favourite
Home in Orillia
The Big Yellow House | Lakefront on Couchiching
4 bedrooms, 8 beds, 2.5 bathrooms
4–9 Oct
4.9 out of 5 average rating, 80 reviews
Guest favourite
Home in Orillia
Relax and Enjoy
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 34 reviews
Guest favourite
Home in Orillia
The Downtown Cottage: steps to lake and shops.
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 29 reviews
Guest favourite
Bungalow in Orillia
Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.87 out of 5 average rating, 277 reviews