Orillia vacation rentals

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Top-rated vacation rentals in Orillia

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

Superhost

Guest suite in Moonstone

4.82 out of 5 average rating, 156 reviews

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.

May 10 – 17

€ 113 per night
Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 201 reviews

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...

Feb 21 – 28

€ 126 per night
Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 186 reviews

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.

Sep 27 – Oct 4

€ 153 per night

Popular amenities for Orillia vacation 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 vacation rentals in Orillia

Guest favorite

Bungalow in Orillia

4.87 out of 5 average rating, 119 reviews

Waterfront cottage on beautiful bass lake

Jan 11 – 18

€ 472 per night
Guest favorite

Cottage in Tiny

4.93 out of 5 average rating, 199 reviews

Bluestone

Feb 26 – Mar 5

€ 177 per night
Guest favorite

Cottage in Port McNicoll

4.98 out of 5 average rating, 121 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Sep 22 – 29

€ 132 per night
Guest favorite

Guesthouse in Victoria Harbour

4.98 out of 5 average rating, 226 reviews

Sunset Beach Cottage

Apr 14 – 21

€ 179 per night
Guest favorite

Cabin in Washago

4.94 out of 5 average rating, 197 reviews

Black River Haus - Scandi Riverfront Cabin Muskoka

Sep 11 – 18

€ 263 per night
Guest favorite

Tiny home in Minden Hills

4.93 out of 5 average rating, 161 reviews

Wilderness Adventure Cabin, Unique Experience

Apr 15 – 22

€ 113 per night
Guest favorite

Guest suite in Uxbridge

4.96 out of 5 average rating, 164 reviews

Mackenzie Cottage

Nov 18 – 25

€ 129 per night
Guest favorite

Cottage in Orillia

4.97 out of 5 average rating, 63 reviews

Two person, full house w/hot tub, waterfront

Jun 14 – 21

€ 117 per night
Guest favorite

Vacation home in Orillia

5.0 out of 5 average rating, 56 reviews

Days Away! free parking - no cleaning fee

Sep 1 – 8

€ 125 per night
Guest favorite

Home in Hawkestone

4.92 out of 5 average rating, 53 reviews

Lakeside Cottage Getaway

Nov 29 – Dec 6

€ 141 per night
Guest favorite

Apartment in Orillia

4.96 out of 5 average rating, 24 reviews

Trailside Retreat Main Floor

Jul 9 – 16

€ 166 per night
Guest favorite

Guest suite in Oro Medonte

5.0 out of 5 average rating, 49 reviews

Hilltop Suite, a lovely 2 Bedroom Suite

May 13 – 20

€ 86 per night

Other great vacation rentals in Orillia

Guest favorite

Cottage in Orillia

5.0 out of 5 average rating, 12 reviews

Luxury lakefront cottage escape

Jan 2 – 9

€ 349 per night
Guest favorite

Condo in Oro

4.95 out of 5 average rating, 76 reviews

Pet-friendly, 1 BR condo in Horseshoe Valley

Jan 23 – 30

€ 121 per night
Guest favorite

Cottage in Orillia

5.0 out of 5 average rating, 11 reviews

All Season Cozy Cottage Lake Simcoe Orillia

Jan 29 – Feb 5

€ 834 per night
Guest favorite

Townhouse in Shanty Bay

5.0 out of 5 average rating, 26 reviews

Stylish Town For 5, Ravine Backyard, Resort Pool

Jun 11 – 18

€ 116 per night
Guest favorite

Condo in Oro

4.94 out of 5 average rating, 36 reviews

Hillside Haven: Serene Studio Retreat for 4

Dec 14 – 21

€ 83 per night
Guest favorite

Cottage in Caesarea

5.0 out of 5 average rating, 9 reviews

Lakeside Cottage Getaway South Shore Lake Scugog

Oct 24 – 31

€ 112 per night
Guest favorite

Home in Coldwater

5.0 out of 5 average rating, 55 reviews

Luxury Guest House with Private Hot Tub and Trails

May 22 – 29

€ 168 per night
Guest favorite

Home in Orillia

4.94 out of 5 average rating, 77 reviews

Beautiful Lakefront Retreat - Fire Pit, BBQ & WiFi

Sep 1 – 8

€ 320 per night
Guest favorite

Home in Kawartha Lakes

4.98 out of 5 average rating, 98 reviews

nortehaus - Nordic and Japanese inspired escape

May 28 – Jun 4

€ 448 per night
Guest favorite

Guesthouse in Shanty Bay

4.87 out of 5 average rating, 77 reviews

New Charming tinyhome Experience

Jun 11 – 18

€ 65 per night
Guest favorite

Cabin in Innisfil

4.94 out of 5 average rating, 70 reviews

Lake Simcoe Cabin, Innisfil, Ont

Oct 2 – 9

€ 164 per night
Guest favorite

Cottage in Orillia

4.97 out of 5 average rating, 60 reviews

Lakefront/Couchiching/simcoe-muskoka/ski/casino

Jan 10 – 17

€ 408 per night

Quick stats about vacation 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

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Orillia?

    Four-legged friends are welcome in Orillia. Choose from more than 70 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Orillia?

    Yes! Work meets play with ease at over 90 vacation rentals in Orillia featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Orillia have air conditioning?

    Absolutely! We offer over 60 house rentals with air conditioning in Orillia. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Orillia have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Orillia. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Orillia?

    Experience the best of Orillia with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Orillia?

    Orillia has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Orillia have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Orillia. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Orillia?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 60 homes with air conditioning, over 70 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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