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Search results; Over 1,000 homes in Orillia

Top guest favourite
Cottage in Orillia
Luxury lakefront cottage escape
3 bedrooms, 3 beds, 2 private bathrooms
15–20 Oct
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5.0 out of 5 average rating, 45 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
Victoria House on Lake Simcoe- Water front living!
3 bedrooms, 7 beds, 1 bathroom
15–20 Sept
4.97 out of 5 average rating, 64 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
Top guest favourite
Cabin in Orillia
Horse Farm Meadow Bunkie
1 bedroom, 1 bed, WC
20–25 Sept
4.93 out of 5 average rating, 55 reviews
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
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, 319 reviews
Top guest favourite
Home in Severn
Spacious 4 Bedroom Retreat By Lake Couchiching
4 bedrooms, 5 beds, 3.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 24 reviews
Home in Oro-Medonte
Cottage with all immunities
6 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
New place to stay
Guest favourite
Flat in Orillia
Cedar-View Apartment with Hot Tub+Gaming (4 Rooms)
4 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 29 reviews
Superhost
Flat in Orillia
Getaway Apartment Plus: 2 Homes + 2 Hot Tubs + PS5
6 bedrooms, 8 beds, 2.5 bathrooms
20–25 Sept
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, 45 reviews
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
Guest favourite
Home in Orillia
5* Waterfront Retreat - A Rare Find
5 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.98 out of 5 average rating, 88 reviews
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
Guest favourite
Home in Coldwater
Modern 6BR Retreat in Horseshoe | Pool + Hot Tub |
6 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 83 reviews
Top guest favourite
Guest suite in Orillia
Privacy, Minutes to Beaches/Orillia/Casino Rama
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 34 reviews
Guest favourite
Cottage in Orillia
The Woodlands Hideaway ft a SAUNA & HOT TUB
4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Sept
4.89 out of 5 average rating, 82 reviews