349 homes

Apartment in Orillia
Luxury Two Bedroom Dockside Retreat
2 beds
Oct 16 – 21
$98 per night
Superhost
Cottage in Orillia
Lakefront Tiny House
1 queen bed
Oct 16 – 21
$147 per night
Bungalow in Orillia
The sweetest bungalow (perfect for couples)
1 queen bed
Oct 19 – 24
$126 per night
Superhost
Apartment in Orillia
Beautiful 3 bedroom home.
3 beds
Dec 1 – 8
$74 per night, originally $92
Home in Orillia
Waterfront Cottage Over-the-Water view w fast Wifi
7 beds
Oct 24 – 29
$334 per night, originally $390
Superhost
Dome in Hawkestone
Glamping Eco-Retreat with Luxury Galaxygazer Dome
2 beds
Oct 23 – 28
$442 per night
Superhost
Private room in Orillia
Garden View Room, Private Bathroom (Sleeps 2)
1 queen bed
Oct 10 – 15
$84 per night
Condo in Oro
Couples Retreat! Beautiful studio minutes from spa
2 beds
Oct 10 – 15
$63 per night
Cottage in Orillia
Beautiful Lakefront Cottage/Lake Couchiching
8 beds
Oct 28 – Nov 2
$277 per night
Superhost
Cottage in Ramara Ontario
Blue's Getaway: A Fall Cottage Getaway & 60+% Off!
3 beds
Oct 16 – 21
$66 per night, originally $183
Cottage in Orillia
Luxurious All-season lake waterfront cottage
4 beds
Dec 1 – 6
$235 per night, originally $294
Apartment in Orillia
One bedroom main floor downtown apartment
1 bed
Nov 13 – 18
$55 per night
Private room in Orillia
The Ridge - Comfy 1 Private Bedroom in Orillia
1 queen bed
Oct 16 – 21
$96 per night
Apartment in Orillia
Petal P's Place
1 queen bed
Oct 10 – 15
$92 per night
Cottage in Orillia
Waterfront Simcoe Cozy two bedroom Orillia Cottage
4 beds
Oct 16 – 22
$166 per night
Cottage in Orillia
Prospect Lakefront Cottage!
3 beds
Oct 22 – 27
$204 per night, originally $248
Superhost
Home in Orillia
A little piece of paradise for your relaxation
3 beds
Jan 1 – 7
$402 per night
Cabin in Washago
Scandinavian Riverfront Cabin Muskoka
3 beds
Nov 6 – 11
$166 per night, originally $190
Superhost
Guest suite in Orillia
Crooked Dock Suite
2 beds
Oct 15 – 20
$73 per night
Guest suite in Orillia
Studio close to Downtown/Waterfront/OSMH Orillia
1 bed
Oct 9 – 15
$122 per night
Apartment in Orillia
Watch the leafs change colour
1 queen bed
Oct 11 – 18
$95 per night, originally $106
Superhost
Cottage in Oro-Medonte
Orillia Lakefront Cottage
4 beds
Oct 10 – 15
$239 per night
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
Luxury getaway Orillia Garden view.
1 king bed
Oct 16 – 22
$88 per night, originally $110
Superhost