filters

Search results; Over 1,000 homes in Orillia

Photo 1 of 6
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
Photo 1 of 6
Guest favourite
Room in Orillia
The nut house-Forest in the city-upstairs bedroom1
1 double bed, 1 bathroom
16–21 Sept
4.89 out of 5 average rating, 246 reviews
Photo 1 of 11
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
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Tiny home in Orillia
Cozy Off-Grid Bunkie on a Horse Farm
1 bedroom, 1 queen bed, No bathroom
20–25 Sept
4.95 out of 5 average rating, 133 reviews
Photo 1 of 20
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
Photo 1 of 29
Guest favourite
Home in Orillia
Victoria House on Lake Simcoe- Water front living!
3 bedrooms, 7 beds, 1 bathroom
16–21 Sept
4.97 out of 5 average rating, 65 reviews
Photo 1 of 29
Top guest favourite
Home in Severn
Spacious 4 Bedroom Retreat By Lake Couchiching
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 24 reviews
Photo 1 of 29
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
Photo 1 of 29
Guest favourite
Cottage in Orillia
5 * Waterfront Orillia Cottage - Fall 2026
4 bedrooms, 6 beds, 2.5 bathrooms
16–21 Sept
4.91 out of 5 average rating, 45 reviews
Photo 1 of 29
Superhost
Home in Orillia
New Build Luxury - Family Cozy Orillia Home
5 bedrooms, 6 beds, 4 bathrooms
13–18 Dec
4.91 out of 5 average rating, 58 reviews
Photo 1 of 29
Top guest favourite
Home in Coldwater
Coldwater Cottage Retreat
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.94 out of 5 average rating, 31 reviews
Photo 1 of 29
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
Photo 1 of 17
Guest favourite
Cottage in Orillia
Shallow Shore Cottage
3 bedrooms, 5 beds, 1 bathroom
16–21 Sept
4.96 out of 5 average rating, 111 reviews
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Guest house in Orillia
Forest Haven Guesthouse
3 bedrooms, 4 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 117 reviews
Photo 1 of 15
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
Photo 1 of 29
Home in Oro-Medonte
Cottage with all immunities
6 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
New place to stay