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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
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
Flat in Orillia
Cedar-View Apartment with Hot Tub (3 Bedrooms)
3 bedrooms, 5 beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 53 reviews
Guest favourite
Home in Orillia
Victoria House on Lake Simcoe- Water front living!
3 bedrooms, 7 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 63 reviews
Guest favourite
Home in Severn
Luxury 3BR Villa w/ 2.5 Baths & Glowing Backyard
4 bedrooms, 3 beds, 2.5 bathrooms
7–12 Sept
4.89 out of 5 average rating, 56 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
The Captains Lake House
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.93 out of 5 average rating, 29 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
Guest favourite
Home in Orillia
Cute and Cozy House
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 85 reviews
Top guest favourite
Cabin in Orillia
Horse Farm Meadow Bunkie
1 bedroom, 1 bed, WC
7–12 Sept
4.93 out of 5 average rating, 54 reviews
Guest favourite
Home in Orillia
Orillia TwnHse Oasis w King Bed
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.89 out of 5 average rating, 172 reviews
Top guest favourite
Guest suite in Orillia
Privacy, Minutes to Beaches/Orillia/Casino Rama
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 31 reviews
Guest favourite
Flat in Orillia
Cedar-View Apartment with Hot Tub+Gaming (4 Rooms)
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 28 reviews
Guest favourite
Cottage in Orillia
The Woodlands Hideaway ft a SAUNA & HOT TUB
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.89 out of 5 average rating, 81 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
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
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
[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews
3 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
4.83 out of 5 average rating, 48 reviews
Top guest favourite
Home in Coldwater
Coldwater Cottage Retreat
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.93 out of 5 average rating, 29 reviews