filters

Search results; Over 1,000 homes in Orillia

Guest favorite
This Orillia house puts you right on Lake Simcoe with a dock, deck, and fire pit
5 bedrooms, 7 beds, 2.5 private baths
Sep 27 – Oct 2
,
4.82 out of 5 average rating, 317 reviews
Top guest favorite
Large windows fill this bright Orillia retreat with natural light you’ll love coming home to
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bath
Aug 30 – Sep 4
Guest favorite
This renovated Orillia house gives you an in-ground pool, fire pit, and a huge lot
4.94 out of 5 average rating, 80 reviews, 4 bedrooms, 6 beds, 2 baths
Aug 30 – Sep 4
This Orillia guesthouse loft puts you on a peaceful bay with dock access
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bath
Sep 11 – 16
Top guest favorite
Take in the views from the cupola of this restored 1978 railway caboose in Gravenhurst
4.99 out of 5 average rating, 166 reviews, 1 bedroom, 2 beds, 1 bath
Oct 29 – Nov 3
Top guest favorite
This off-grid safari tent puts you in a meadow on a Muskoka horse farm
4.96 out of 5 average rating, 52 reviews, 1 bedroom, 2 beds, 1 bath
Aug 23 – 28
Top guest favorite
This Muskoka guesthouse puts you among private trails and mixed forest
5.0 out of 5 average rating, 113 reviews, 3 bedrooms, 4 beds, 1 bath
Sep 8 – 13
Guest favorite
This waterfront Gravenhurst cabin gives you a fire pit, kayak, and beach on Sparrow Lake
4.89 out of 5 average rating, 76 reviews, 1 bedroom, 2 beds, 1 bath
Sep 20 – 25
Guest favorite
Wake to Lake Simcoe sunrises at this waterfront Orillia cottage with a fire pit
4.91 out of 5 average rating, 47 reviews, 4 bedrooms, 4 beds, 3 baths
Sep 8 – 13
Guest favorite
This newly renovated Orillia house gives you a fenced yard with a fire pit
4.97 out of 5 average rating, 38 reviews, 3 bedrooms, 5 beds, 1 bath
Sep 20 – 25
Top guest favorite
Sandy waterfront and crystal clear water greet you at this Orillia cottage
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 7 beds, 1 bath
Aug 29 – Sep 3
Guest favorite
This fully renovated Orillia house gives you a 4-season porch and BBQ area
4.9 out of 5 average rating, 30 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 31 – Sep 5
Guest favorite
This modern Georgian Bay tiny home gives you skylights, a fire pit, and lake access
4.95 out of 5 average rating, 487 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 30 – Sep 4
Superhost
This Muskoka forest house gives you a private pool, fire pit, and zero light pollution
4.76 out of 5 average rating, 101 reviews, 6 bedrooms, 6 beds, 3 baths
Sep 13 – 18
Top guest favorite
Look out over the Black River from your deck at this Washago guesthouse
4.91 out of 5 average rating, 123 reviews, 1 bed, 1 bath
Oct 1 – 6
Top guest favorite
Hotel room
Wake to Lake Simcoe views from the deck at this lakefront Innisfil inn
4.98 out of 5 average rating, 62 reviews, 1 bedroom, 1 bed, 1 bath
Aug 23 – 28
This Orillia house on quiet Dunlop St gives you a private backyard and BBQ area
4.61 out of 5 average rating, 62 reviews, 4 bedrooms, 4 beds, 1.5 baths
Aug 30 – Sep 4
Guest favorite
Private room
A private entrance, heated pool, and patio greet you at this Orillia guest house
4.9 out of 5 average rating, 89 reviews, 1 queen bed, 1 bath
Sep 7 – 12
Top guest favorite
This off-grid bunkie on a 25-acre Muskoka horse farm puts you among meadows and trails
4.94 out of 5 average rating, 126 reviews, 1 bedroom, 1 bed, No bathroom
Aug 12 – 17