Vacation rentals in Orillia

Find and book unique accommodations on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Orillia vacation rentals

Stay near Orillia's top sights

Mariposa Market118 locals recommend
Orillia Soldiers' Memorial Hospital11 locals recommend
Brewery Bay Food Co45 locals recommend
Orillia Opera House43 locals recommend
Tudhope Park36 locals recommend
Food Basics35 locals recommend

Other great vacation rentals in Orillia

Guest favourite
Apartment in Oro-Medonte
4.94 out of 5 average rating, 17 reviews

Two units in Horseshoe Valley

PatriciaRating, 5 stars2 months ago
Great spot, very clean wonderful communication
Guest favourite
Home in Wasaga Beach
4.89 out of 5 average rating, 109 reviews

20 min from Blue Mountain -Relax & Enjoy Winter

TawnyaRating, 5 stars1 month ago
Such a great place to stay after skiing at Blue Mountain! Definitely recommend.
Guest favourite
Cottage in Waubaushene
4.94 out of 5 average rating, 18 reviews

Waubaushene Getaway

DavidRating, 5 stars6 months ago
Lilliana was a great, super friendly and the property was really clean, felt right at home. looking forward to booking with her again in the future.
Guest favourite
Townhouse in Richmond Hill
5 out of 5 average rating, 12 reviews

Cheerful 3 bedrooms townhouse

SabrinaRating, 5 stars7 months ago
Great airbnb - would recommend! Stayed for 8 months and was good for our family with two small kids! Three large bedrooms (one in basement) and one office upstairs, all amenities were provided - plenty of kitchen utensils, plates, lots of baby things (high chair, brezza maker, safety gates), and well stocked. The location is nice - close to a huge park and community center with library and swimming pool (across one major road only!) and nice trail right behind. Close to Costco (7-8 mins) and lots of good restaurants within 10-15 mins drive :) ravine lot at the back so lots of privacy! Host, Eva, was super responsive and replied quickly, whenever there was any issues she replied asap, and was clear in all her instructions! Beautiful spacious airbnb , three floors and one basement , would recommend for any family !
Apartment in Innisfil
4.82 out of 5 average rating, 33 reviews

Romantic Getaway At FH!

AlexRating, 5 stars8 months ago
Amazing accommodation from start to finish...communication was prompt and clear, check-in process was easy to follow, cleanliness was top notch, amenities had everything you could ask for, and location, location, location. The only minor downside was the size of the shower. Aside from that, literally everything else was fantastic during our weekend getaway. Would return in a heartbeat!
Superhost
Home in Wasaga Beach
4.88 out of 5 average rating, 50 reviews

COZY Cottage steps away from the beach.

SharonRating, 5 stars5 months ago
Andreina was a great host. I booked her place for a guest of ours and she was quick to answer any questions and was really accommodating to our guest who had pets. Her place was in a great location, private but not too far from town. The house was just as the pictures said and kept really clean, she made our guest feel right at home! I would recommend her place and I look forward to working with her again in the future!!
Top guest favourite
Cottage in Tiny
5 out of 5 average rating, 41 reviews

The Hideaway Balm Beach Cottage

Kathryn Rating, 5 stars1 month ago
For my birthday last weekend, I was looking for a cottage to getaway for work and to celebrate, and I immediately fell in love with this cozy little house when I saw it. It has everything I could ask for to create a warm and welcoming atmosphere, just like home. I spent my birthday here, and I couldn't have asked for a better place. The Scandinavian interior style is my absolute favorite, and every detail of the decor and soft furnishings was perfectly chosen. It’s clear that the owner, Lina, put a lot of thought and care into making this space feel like a true home for visitors. Each room was spotless, and everything I needed for a comfortable stay was provided. Lina is incredibly understanding and accommodating. We all had an amazing time and are so grateful for this experience. Five stars aren’t enough to express how much we enjoyed our stay and how this beautiful house made our birthday weekend so memorable. Highly recommend!
Guest favourite
Cottage in Tiny
4.83 out of 5 average rating, 35 reviews

Cozy cottage on a private beach / Georgian Bay

DéboraRating, 5 stars4 months ago
We stayed at Ayub’s lovely cottage this holiday season and it was wonderful. Ayub was super friendly and always willing to help and assist, which is super appreciated. Thanks Ayub!

Quick stats about vacation rentals in Orillia

  • Total rentals

    140 properties

  • Total number of reviews

    4.9K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Your guide to Orillia

Welcome to Orillia

The town of Orillia is a great base for exploring the Lake Simcoe region north of Toronto and all the outdoorsy activities that can be enjoyed there. Orillia is set on Lake Couchiching, which connects to the north end of Lake Simcoe, and the town’s beaches and parks are perched along the shore. For boaters, Lake Couchiching and Lake Simcoe are part of the historic Trent-Severn Waterway, connecting Lake Ontario with Georgian Bay. If you aren’t heading here with your own watercraft, local outfitters can rent you canoes, stand-up paddleboards, kayaks, and larger boats, and some offer lake cruises or fishing excursions. In town, the Orillia Museum of Art and History can introduce you to local culture, and you can learn more about a noted resident, the Canadian humorist Stephen Leacock, by touring his former home. You can also poke around the galleries and art studios of Orillia’s Peter Street Arts District downtown. From Orillia, head north to the Muskoka region — it’s a 30-minute drive to Gravenhurst — or explore the beaches and historic sites in the Midland area, 45 minutes to the northwest.


The best time to stay in a vacation rental in Orillia

Orillia is a year-round community, but it really comes alive in the summer months when the weather is warm enough for activities in and around the lake. Since 1961, Orillia has hosted the summertime Mariposa Folk Festival, which has grown to include more than 100 music performances on several outdoor stages. The annual Streets Alive festival brings art outdoors every summer, too. Another good time to stay in one of the area’s cottages for rent is during the fall foliage season, usually most vibrant in October. If you’re a skier or snowboarder, you can head for the ski hills in the Lake Simcoe region from December through March.


Top things to do in Orillia

Stephen Leacock Museum

Canadian humorist Stephen Leacock (1869-1944) spent his summers by the lake in Orillia, where he built a stately home in 1928. His lakeside house is now a museum about his life and works, which include Sunshine Sketches of a Little Town, stories he published in 1912 about a fictional Ontario town that he likely modelled on Orillia.

Orillia Museum of Art & History

Located in Orillia’s Peter Street Arts District, the town’s culture and heritage museum has more than 10,000 artifacts from around the region. Although only a fraction are on view at any one time, the galleries also show temporary or travelling exhibitions.

Simcoe County Barn Quilt Trail

As you explore the Lake Simcoe region around Orillia, look for colorful barn quilts — quilt-inspired graphics painted on 4-by-8-foot aluminum panels and attached to barns around the area. There are more than 150 barn quilts in Simcoe County; you can find a map to guide your touring on the Tourism Simcoe County website.

Destinations to explore

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