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Search results; Over 1,000 homes in Orillia

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Guest favourite
Cottage in Orillia
Couples retreat w/hot tub, kayak, dock, firepit
1 bedroom, 1 bed, 1 private bathroom
1–8 Nov
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4.91 out of 5 average rating, 127 reviews
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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
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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
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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
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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
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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
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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
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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, 65 reviews
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Superhost
Flat in Orillia
Lakeside Inn Cabin Apartment #2
1 bed, 1 bathroom
20–25 Sept
4.62 out of 5 average rating, 175 reviews
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Superhost
Flat in Orillia
Lakeside Inn Unit #1
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.75 out of 5 average rating, 220 reviews
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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
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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
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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
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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, 84 reviews
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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
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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
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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
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Guest favourite
Home in Orillia
[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews
3 bedrooms, 5 beds, 3 bathrooms
27 Sept – 2 Oct
4.84 out of 5 average rating, 50 reviews
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Guest favourite
Home in Severn
Luxury 3BR Villa w/ 2.5 Baths & Glowing Backyard
4 bedrooms, 3 beds, 2.5 bathrooms
16–21 Sept
4.89 out of 5 average rating, 57 reviews