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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
,
4.87 out of 5 average rating, 277 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
Guest suite in Severn
Lake View Loft
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 111 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
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
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
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
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
Home in Oro-Medonte
Cottage with all immunities
6 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
New place to stay
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
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
Guest favourite
Home in Orillia
Cute and Cozy House
4 bedrooms, 6 beds, 2 bathrooms
27 Oct – 1 Nov
4.92 out of 5 average rating, 87 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
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
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
The Downtown Cottage: steps to lake and shops.
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Cabin in Orillia
Beautiful Vacation Home with a Large Backyard.
5 bedrooms, 6 beds, 3.5 bathrooms
20–25 Sept
4.84 out of 5 average rating, 114 reviews