
Vacation rentals in Orillia
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Orillia
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Orillia vacation rentals
Other great vacation rentals in Orillia

Two units in Horseshoe Valley
Great spot, very clean wonderful communication

20 min from Blue Mountain -Relax & Enjoy Winter
Such a great place to stay after skiing at Blue Mountain! Definitely recommend.

Waubaushene Getaway
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.

Cheerful 3 bedrooms townhouse
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 !

Romantic Getaway At FH!
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!

COZY Cottage steps away from the beach.
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!!

The Hideaway Balm Beach Cottage
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!

Cozy cottage on a private beach / Georgian Bay
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
- Grand River Vacation rentals
- Brampton Vacation rentals
- Niagara-on-the-Lake Vacation rentals
- Muskoka Lakes Vacation rentals
- Vaughan Vacation rentals
- Markham Vacation rentals
- Georgian Bay Vacation rentals
- Waterloo Vacation rentals
- Mississauga Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Montreal Vacation rentals
- House rentals Orillia
- Apartment rentals Orillia
- Waterfront rentals Orillia
- Rentals with a hot tub Orillia
- Cabin rentals Orillia
- Rentals with outdoor seating Orillia
- Rentals with a fireplace Orillia
- Pet-friendly rentals Orillia
- Cottage rentals Orillia
- Rentals with beach access Orillia
- Beachfront rentals Orillia
- Rentals with a patio Orillia
- Rentals with a washer and dryer Orillia
- Rentals with lake access Orillia
- Kid-friendly rentals Orillia
- Rentals with pools Orillia
- Rentals with a firepit Orillia
- Family-friendly rentals Orillia
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- Port Carling Golf & Country Club
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Gull Lake
- Muskoka Lakes Golf and Country Club
- Devil's Glen Country Club
- Lakeridge Ski Resort
- Lake Joseph Golf Club
- Muskoka Bay Resort
- Alpine Ski Club
- National Pines Golf Club
- Windermere Golf & Country Club
- Summit Golf & Country Club
- Angus Glen Golf Club
- South Muskoka Curling and Golf Club
- Wolf Run Golf Club
- The Club At Bond Head
- The Georgian Peaks Club
- The Georgian Bay Club
- Rocky Crest Golf Club