Holiday rentals in Orillia

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Top-rated holiday rentals in Orillia

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Guest suite in Moonstone
SKI, Trails HOT TUB and SAUNA in the woods
PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.
5–12 MayIndividual Host,
€ 113 per night
4.82 out of 5 average rating, 152 reviews
Guest favourite
Dome in Bradford West Gwillimbury
Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...
28 Nov – 5 DecIndividual Host,
€ 125 per night
4.98 out of 5 average rating, 198 reviews
Guest favourite
Place to stay in Wasaga Beach
Newly Built Woodsy Loft Retreat
Welcome to Woodsy Loft, a newly built retreat. A great spot for a getaway! A perfect home base for not just the beach and stunning walks into the sunset, but Blue Mtn, Scandinavian Spa, Collingwood, Cross Country Skiing Provincial Park and a brand new casino, all close by. Packed with amenities like screened in patio, XL bathtub, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.
18–25 MayIndividual Host,
€ 153 per night
5.0 out of 5 average rating, 183 reviews

Popular amenities for Orillia holiday rentals

Stay near Orillia's top sights

Costco Wholesale25 locals recommend
Couchiching Beach Park94 locals recommend
Metro22 locals recommend
Orillia Square Mall9 locals recommend
Tudhope Park36 locals recommend
Mariposa Market118 locals recommend

Other great holiday rentals in Orillia

Guest favourite
Home in Hawkestone
Lakeside Cottage Getaway
10–17 MayIndividual Host,
€ 141 per night
4.92 out of 5 average rating, 53 reviews
Guest favourite
Flat in Orillia
Trailside Retreat Main Floor
26 Nov – 3 DecIndividual Host,
€ 163 per night
4.95 out of 5 average rating, 22 reviews
Guest favourite
Guest suite in Oro Medonte
Hilltop Suite, a lovely 2 Bedroom Suite
27 Oct – 3 NovIndividual Host,
€ 68 per night
5.0 out of 5 average rating, 48 reviews
Guest favourite
Bungalow in Orillia
Charming Main Floor w Hot Tub
16–23 AprIndividual Host,
€ 180 per night
5.0 out of 5 average rating, 24 reviews
Guest favourite
Guest house in Orillia
Country Guesthouse surrounded by trees
26 Jun – 3 JulIndividual Host,
€ 188 per night
5.0 out of 5 average rating, 63 reviews
Guest favourite
Guest suite in Washago
Spacious Apartment Facing The Severn River
1–8 JunIndividual Host,
€ 140 per night
4.99 out of 5 average rating, 97 reviews
Guest favourite
Bungalow in Oro-Medonte
Simcoe Lakefront Cottage
23–30 MarIndividual Host,
€ 603 per night
4.99 out of 5 average rating, 90 reviews
Guest favourite
Cottage in Orillia
All Season Cozy Cottage Lake Simcoe Orillia
24 Apr – 1 MayIndividual Host,
€ 832 per night
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Oro
Pet-friendly, 1 BR condo in Horseshoe Valley
7–14 MayIndividual Host,
€ 107 per night
4.95 out of 5 average rating, 75 reviews
Guest favourite
Cottage in Orillia
Luxury lakefront cottage escape
11–18 NovIndividual Host,
€ 348 per night
5.0 out of 5 average rating, 12 reviews
Guest favourite
Flat in Orillia
City-View Studio with Hot Tub + PS4 Gaming
23–30 DecIndividual Host,
€ 151 per night
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Coldwater
Luxury Guest House with Private Hot Tub and Trails
24–31 MayIndividual Host,
€ 168 per night
5.0 out of 5 average rating, 57 reviews

Quick stats about holiday rentals in Orillia

Total rentals

150 properties

Wifi availability

150 properties include access to wifi

Rentals with dedicated workspaces

90 properties have a dedicated workspace

Pet-friendly rentals

70 properties allow pets

Family-friendly rentals

100 properties are a good fit for families

Total number of reviews

4.5K reviews

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Orillia