Orillia vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Orillia

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

Guest favorite
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...
Sep 29 – Oct 6Individual Host,
€ 125 per night
4.98 out of 5 average rating, 198 reviews
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.
May 5 – 12Individual Host,
€ 113 per night
4.82 out of 5 average rating, 153 reviews
Guest favorite
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.
Sep 11 – 18Individual Host,
€ 164 per night
5.0 out of 5 average rating, 183 reviews

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

Orillia cottage rentals

Superhost
Cottage in Port Severn
Cottage "Down By The Bay"
Oct 27 – Nov 3Individual Host,
€ 88 per night
4.86 out of 5 average rating, 128 reviews
Guest favorite
Cottage in Port McNicoll
Boe's Cottage: Newly Renovated - Great WIFI
Oct 15 – 22Individual Host,
€ 124 per night
4.98 out of 5 average rating, 120 reviews
Guest favorite
Cottage in Innisfil
Stunning Lakefront Cottage Hot Tub & Sauna
Apr 13 – 20Individual Host,
€ 381 per night
4.91 out of 5 average rating, 127 reviews
Superhost
Cottage in Waubaushene
Modern Chalet w/ Hot Tub on Trail - Ski/Hike/Run
Apr 4 – 11Professional Host,
€ 190 per night
4.87 out of 5 average rating, 384 reviews
Guest favorite
Cottage in Tiny
Private 40 Acre Cottage with Hot Tub
Apr 27 – May 4Individual Host,
€ 278 per night
4.95 out of 5 average rating, 193 reviews
Guest favorite
Cottage in Brechin
COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS
May 26 – Jun 2Professional Host,
€ 202 per night
4.93 out of 5 average rating, 114 reviews
Guest favorite
Cottage in Brechin
Spacious waterfront cottage w/ spectacular sunsets
Oct 25 – Nov 1Individual Host,
€ 330 per night
4.95 out of 5 average rating, 130 reviews
Guest favorite
Cottage in Lafontaine
Beach house (with pool open May-Oct)
Nov 20 – 27Individual Host,
€ 104 per night
4.8 out of 5 average rating, 193 reviews
Guest favorite
Cottage in Washago
Mistywood Cottage
Mar 26 – Apr 2Individual Host,
€ 401 per night
4.97 out of 5 average rating, 142 reviews
Guest favorite
Cottage in Gravenhurst
Riverside Gravenhurst cottage. Waterfront w/ sauna
Jan 20 – 27Individual Host,
€ 194 per night
4.87 out of 5 average rating, 130 reviews
Guest favorite
Cottage in Innisfil
Utopia Villa and Spa
Feb 16 – 23Individual Host,
€ 281 per night
4.94 out of 5 average rating, 147 reviews
Guest favorite
Cottage in Gravenhurst
Waterfront @Muskoka Pines / fireplace /bbq/firepit
Apr 9 – 16Individual Host,
€ 147 per night
4.94 out of 5 average rating, 109 reviews

Other great vacation rentals in Orillia

Guest favorite
Dome in East Gwillimbury
Deerleap Glamping Dome
Oct 8 – 13Individual Host,
€ 199 per night
4.92 out of 5 average rating, 129 reviews
Superhost
Bungalow in Orillia
Luxury, Spacious 4 bdrm Bungalow in South Muskoka
May 29 – Jun 5Professional Host,
€ 278 per night
4.87 out of 5 average rating, 206 reviews
Guest favorite
Apartment in Orillia
Trailside Retreat Main Floor
Nov 25 – Dec 2Individual Host,
€ 163 per night
4.95 out of 5 average rating, 22 reviews
Guest favorite
Home in Orillia
Beautiful Lakefront Retreat - Fire Pit, BBQ & WiFi
Jan 28 – Feb 4Individual Host,
€ 190 per night
4.93 out of 5 average rating, 75 reviews
Guest favorite
Vacation home in Orillia
Days Away! free parking - no cleaning fee
Jun 27 – Jul 4Individual Host,
€ 124 per night
5.0 out of 5 average rating, 56 reviews
Guest favorite
Home in Hawkestone
Lakeside Cottage Getaway
Oct 15 – 22Individual Host,
€ 141 per night
4.92 out of 5 average rating, 53 reviews
Guest favorite
Cottage in Orillia
Lakefront/Couchiching/simcoe-muskoka/ski/casino
Jan 23 – 30Individual Host,
€ 407 per night
4.97 out of 5 average rating, 60 reviews
Guest favorite
Bungalow in Oro-Medonte
Simcoe Lakefront Cottage
Mar 28 – Apr 4Individual Host,
€ 603 per night
4.99 out of 5 average rating, 90 reviews
Guest favorite
Guesthouse in Orillia
Country Guesthouse surrounded by trees
Jan 16 – 23Individual Host,
€ 188 per night
5.0 out of 5 average rating, 63 reviews
Guest favorite
Cottage in Orillia
All Season Cozy Cottage Lake Simcoe Orillia
Aug 19 – 26Individual Host,
€ 832 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Guest suite in Oro Medonte
Hilltop Suite, a lovely 2 Bedroom Suite
Apr 28 – May 5Individual Host,
€ 71 per night
5.0 out of 5 average rating, 48 reviews
Guest favorite
Home in Orillia
Orillia TwnHse Oasis w King Bed
Oct 3 – 10Professional Host,
€ 191 per night
4.89 out of 5 average rating, 47 reviews

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

  • What types of vacation rentals are available in Orillia?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Orillia. From over 70 house rentals to over 10 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • 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 cottage rentals in Orillia have air conditioning?

    Absolutely! We offer over 10 cottage rentals with air conditioning in Orillia. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Orillia with our cottage rentals, starting at about $70 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 cottage rentals in Orillia?

    Orillia has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do cottage rentals in Orillia have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi 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.

Destinations to explore

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