362 homes

Apartment in Orillia
Luxury Two Bedroom Dockside Retreat
2 beds
Oct 16 – 21
$98 per night
Superhost
Guest suite in Oro-Medonte
The Loft at Bass Lake Retreat
1 king bed
Oct 16 – 21
$132 per night
Superhost
Home in Orillia
Waterfront Cottage Over-the-Water view w fast Wifi
7 beds
Oct 24 – 30
$348 per night, originally $395
Superhost
Home in Orillia
5 star luxury 3 bedroom Lakefront Oasis
3 beds
Oct 9 – 14
$269 per night
Superhost
Guest suite in Orillia
Bachelor style apartment-top floor of house
1 bed
Oct 8 – 13
$56 per night
Guesthouse in Orillia
Country Guesthouse surrounded by trees
4 beds
Oct 23 – 29
$150 per night
Superhost
Home in Orillia
Escape to our Mariposa Retreat - Entire Home
4 beds
Oct 6 – 11
$104 per night, originally $130
Superhost
Tent in Orillia
Yurt/Bell Tent on our Horse farm, sleeps 2-4
2 beds
Oct 10 – 15
$68 per night
Superhost
Apartment in Orillia
Trailside Retreat: Main Floor Unit
2 queen beds
Oct 9 – 14
$110 per night, originally $192
Superhost
Cottage in Orillia
Sandy Beach Cottage - steps to Lake Simcoe
4 beds
Oct 16 – 21
$110 per night, originally $152
Superhost
Cottage in Orillia
Cottage Pardisnia & it's stunning sunsets
3 beds
Oct 11 – 16
$121 per night
Condo in Oro
BRAND NEW & Great for couples or small families!
2 beds
Oct 16 – 21
$55 per night
Private room in Orillia
Garden View Room, Private Bathroom (Sleeps 2)
1 queen bed
Oct 10 – 15
$84 per night
Cottage in Orillia
Rustic 3 bedroom cottage on Lake Couchiching
4 beds
Oct 23 – 28
$183 per night
Home in Coldwater
House with pool & hot tub near Horseshoe Valley
7 beds
Oct 16 – 21
$157 per night, originally $230
Private room in Orillia
Orillia New Renovated House#B-2
1 queen bed
Oct 6 – 12
$59 per night
Cottage in Orillia
Waterfront Simcoe Cozy two bedroom Orillia Cottage
4 beds
Oct 16 – 22
$166 per night
Cottage in Orillia
Gryphon Lakehouse a 4 Season Property
6 beds
Oct 16 – 23
$239 per night
Apartment in Orillia
Lovely 2 bdrm rental unit with free parking
2 beds
Oct 6 – 11
$81 per night, originally $102
Apartment in Orillia
Beautiful 3 bedroom home.
3 beds
Dec 1 – 8
$74 per night, originally $92