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Search results; Over 1,000 homes in Orillia

Guest favourite
Bungalow in Orillia
Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka
4 bedrooms, 5 beds, 2 private bathrooms
4–9 Oct
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4.87 out of 5 average rating, 277 reviews
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
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
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
Guest house in Orillia
Forest Haven Guesthouse
3 bedrooms, 4 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 116 reviews
Guest favourite
Room in Orillia
Emperor Cozy Home Upstair - Bedroom 1
1 queen bed, 1 bathroom
15–20 Sept
4.95 out of 5 average rating, 20 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, 30 reviews
Guest favourite
Home in Orillia
[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.84 out of 5 average rating, 49 reviews
Home in Orillia
That Green House on the corner
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.78 out of 5 average rating, 18 reviews
Guest favourite
Flat in Orillia
Cedar-View Apartment with Hot Tub (3 Bedrooms)
3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 53 reviews
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
Guest favourite
Home in Orillia
Cute and Cozy House
4 bedrooms, 6 beds, 2 bathrooms
6–11 Oct
4.92 out of 5 average rating, 87 reviews
Top guest favourite
Bungalow in Orillia
Waterfront cottage on beautiful bass lake
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.9 out of 5 average rating, 191 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
Top guest favourite
Tiny home in Orillia
Cozy Off-Grid Bunkie on a Horse Farm
1 bedroom, 1 queen bed, No bathroom
13–18 Sept
4.95 out of 5 average rating, 132 reviews
Guest favourite
Home in Severn
Luxury 3BR Villa w/ 2.5 Baths & Glowing Backyard
4 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
4.89 out of 5 average rating, 56 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
Cottage in Orillia
Luxury lakefront cottage escape
3 bedrooms, 3 beds, 2 bathrooms
15–20 Oct
5.0 out of 5 average rating, 45 reviews
Guest favourite
Cottage in Orillia
Lakefront Simcoe Cottage | Dock&Kayaks |Firepit
4 bedrooms, 4 beds, 3 bathrooms
4–9 Oct
4.92 out of 5 average rating, 48 reviews