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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
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Room in Orillia
Luxurious Accommodation for 2 Adults
1 queen bed
20–25 Sept
4.9 out of 5 average rating, 92 reviews
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Guest house in Orillia
Forest Haven Guesthouse
3 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 116 reviews
Guest favourite
Home in Orillia
Cozy Couchiching Hideaway
1 bedroom, 1 bed
19–24 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Orillia
Cute and Cozy House
4 bedrooms, 6 beds
4–9 Oct
4.92 out of 5 average rating, 86 reviews
Guest favourite
Home in Orillia
Waterfront Cottage Over-the-Water view w BBQ& Wifi
5 bedrooms, 7 beds
1–6 Nov
4.82 out of 5 average rating, 318 reviews
Guest favourite
Flat in Orillia
Cedar-View Apartment with Hot Tub (3 Bedrooms)
3 bedrooms, 5 beds
13–18 Sept
4.91 out of 5 average rating, 53 reviews
Guest favourite
Home in Orillia
The Captains Lake House
4 bedrooms, 5 beds
20–25 Sept
4.93 out of 5 average rating, 30 reviews
Guest favourite
Home in Severn
Luxury 3BR Villa w/ 2.5 Baths & Glowing Backyard
4 bedrooms, 3 beds
13–18 Sept
4.89 out of 5 average rating, 56 reviews
Guest favourite
Home in Orillia
[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews
3 bedrooms, 5 beds
13–18 Sept
4.84 out of 5 average rating, 49 reviews
Guest favourite
Home in Orillia
Victoria House on Lake Simcoe- Water front living!
3 bedrooms, 7 beds
13–18 Sept
4.97 out of 5 average rating, 64 reviews
Guest favourite
Home in Orillia
Orillia TwnHse Oasis w King Bed
3 bedrooms, 4 beds
9–14 Sept
4.89 out of 5 average rating, 172 reviews
Guest favourite
Home in Orillia
The Uptown Cottage-beautiful old north convenience
3 bedrooms, 4 beds
14–19 Sept
4.87 out of 5 average rating, 61 reviews
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Home in Coldwater
Coldwater Cottage Retreat
4 bedrooms, 5 beds
13–18 Sept
4.93 out of 5 average rating, 30 reviews
Guest favourite
Cottage in Orillia
5 * Waterfront Orillia Cottage - Fall 2026
4 bedrooms, 6 beds
15–20 Sept
4.91 out of 5 average rating, 44 reviews
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Home in Orillia
New Build Luxury - Family Cozy Orillia Home
5 bedrooms, 6 beds
9–14 Sept
4.91 out of 5 average rating, 57 reviews
Home in Orillia
That Green House on the corner
3 bedrooms, 3 beds
13–18 Sept
4.76 out of 5 average rating, 17 reviews
Guest favourite
Room in Orillia
The nut house-Forest in the city-upstairs bedroom1
1 double bed
16–21 Sept
4.89 out of 5 average rating, 246 reviews
Top guest favourite
Tiny home in Orillia
Cozy Off-Grid Bunkie on a Horse Farm
1 bedroom, 1 queen bed
13–18 Sept
4.95 out of 5 average rating, 132 reviews