Vacation rentals in Orillia

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Top-rated vacation rentals in Orillia

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

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Superhost
A spacious living and dining area is presented, featuring a modern dining table set with plates and cutlery. A large sectional sofa faces a wall-mounted TV, with ample natural light filtering through sliding glass doors that open to a deck overlooking the outdoors.
Bungalow in Orillia
4.89 out of 5 average rating, 113 reviews

Charming Main Floor w Hot Tub

Welcome to our charming main floor apartment in the beautiful city of Orillia! This space is is suitable for families or small groups looking for a comfortable stay in a convenient location. This is a fully furnished home that features three bedrooms, one bathroom, a fully equipped kitchen with all the essentials needed to prepare your own meals. The living room is bright and cozy with a 43" Samsung Smart TV including Netflix, unlimited high speed internet and a spacious 6 seater dining table.

Guest favourite
A wooden dock extends over calm waters, framed by lush forests and rocky shores. Two adirondack chairs face the sunset, inviting a moment of connection. Vibrant hues of orange and purple fill the sky, reflecting gently on the water's surface.
Cottage in Gravenhurst
4.94 out of 5 average rating, 119 reviews

Private & Modern Muskoka Lakefront Cottage w/ WiFi

This ultra private and modernly designed Muskoka lakefront / beachfront cottage is perfectly situated at the corner of a beautiful lake, only a 1.5h drive from the GTA and 2hs from Toronto. It borders acres of pristine Crown pine forests, has a private beach, and a luxury new dock that extends from sandy shores. It has a massive new deck and large premium Weber BBQ. New leather couch. Swim, fish, canoe, kayak, sunbathe. Modern interior. High-speed WiFi. Trails. Superhost and guest favourite.

Top guest favourite
The open-concept living area features a comfortable sofa set against wooden accents and a rustic coffee table. The kitchen is visible in the background, equipped with modern appliances. Large windows allow natural light to fill the space, complementing the warm tones of the wood flooring.
Guesthouse in Barrie
5 out of 5 average rating, 250 reviews

Warnica Coach House

Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

Guest favourite
A spacious living area features a comfortable sofa and a television on an entertainment unit. A dining table with chairs is positioned nearby. Large glass doors open to a fenced outdoor space with patio furniture, enhancing the bright and airy atmosphere.
Home in Orillia
4.91 out of 5 average rating, 150 reviews

Orillia TwnHse Oasis w King Bed

Have fun with the whole family at this stylish townhouse oasis. The townhouse features 3 bedrooms, 2.5 bathrooms and 4 beds. The principle bedroom has a king bed, the 2nd bedroom has a queen bed, and the third bedroom has a queen bunk bed (qn bttm, qn top). The house features a large deck with a gas bbq, outdoor dining, and lots of lounging space. Right behind the townhouse is a beautiful nature ravine with lots of trails. Come, enjoy and relax. The property offers super high speed internet.

Guest favourite
A cozy living area features two armchairs and a comfortable sofa, arranged around a central coffee table. Large windows allow natural light to illuminate the space, showcasing views of the surrounding woods. A television and a stylish lamp enhance the room's functionality.
Cottage in Washago
4.97 out of 5 average rating, 159 reviews

Relax at The Rock: Muskoka Waterfront Cottage

Enjoy fishing, swimming and paddling 22km of the green and black rivers. Paddleboat, canoe, 2 kayaks, and a SUP provided. Take the short 5 minute stroll into town for ice cream or fresh baked treats. Lay out on the elevated deck or in the screened in porch with a good book. End your evening at the riverfront firepit. Nearby day adventures include hiking, golfing, parks, beaches, breweries, casino rama, and downhill skiing at Mount St Louis Moonstone and Horseshoe Valley (30 minute drive).

Guest favourite
A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.
Home in Orillia
4.81 out of 5 average rating, 294 reviews

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

Superhost
The charming exterior of the bunkie features rustic wooden siding and three large windows. A welcoming front porch is furnished with two chairs and a small table, surrounded by a natural landscape of trees and open space, showcasing the tranquility of the setting.
Tiny homes in Coldwater
4.81 out of 5 average rating, 101 reviews

Bunkie On The River

Welcome to our four season bunkie retreat on the river. Leave the world behind and seek comfort and peace at Riverside Ranch. Imagine starting your day reconnecting with nature amidst wooded walking trails. Along your walk you see geese swimming in the river, goats exploring the woods, and Highland cattle grazing in the pasture. Upon return, you open the door to the crackle & pop of a toasty wood burning sauna, followed by an icy cold plunge in the river. *No air-conditioning*

Top guest favourite
A peaceful dock stretches over calm waters, featuring two classic Adirondack chairs positioned to face serene natural surroundings. The still surface of the lake reflects the clear blue sky and lush greenery along the shore, creating a tranquil setting for relaxation.
Guesthouse in Gravenhurst
4.91 out of 5 average rating, 183 reviews

Waterfront Guest Cabin in Muskoka

Upscale guest cabin with brand new hot tub and WiFi deep in the heart of Muskoka. Unlimited access to a private hot tub, a dock with deep water diving, and a fireplace with night sky views. Remote cabin in nature with modern amenities and touches, accessible only by private road. Great for unplugging from social media and getting away from the city. Ideal for couples looking to relax, have campfires, and enjoy water activities such as swimming, kayaking, and paddle boating.

Top guest favourite
A modern bathroom features a freestanding soaking tub situated next to a window, allowing natural light to fill the space. The vanity displays a mirror and toiletries. Nearby, a spacious bed with soft linens is visible, set against a backdrop of wooden walls.
Place to stay in Wasaga Beach
4.99 out of 5 average rating, 377 reviews

Newly Built Woodsy Retreat - Your Perfect Escape

Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Top guest favourite
A cozy living area is presented, featuring a comfortable gray couch adorned with a blue throw pillow. A wooden coffee table holds a decorative tray with two books and a small potted plant. Natural light enters through a nearby door, framing a view of the lush greenery outside.
Guesthouse in Orillia
5 out of 5 average rating, 102 reviews

Forest Haven Guesthouse

Forest Haven Guesthouse is a scenic countryside property surrounded by trees and private trails. Your all-season, all inclusive getaway is just minutes from downtown Orillia. Your guesthouse which includes 3 bedrooms is a completely separate unit which is attached to our home. You have a keypad entrance and a front and back deck that are just for you! Happy travels!

Top guest favourite
A spacious living area is viewed, featuring a comfortable dark sectional sofa with plush cushions. A wooden coffee table sits nearby, with a green plant adding a touch of nature. The sleeping area includes a cozy bed and a window allowing natural light to illuminate the room.
Home in Coldwater
4.98 out of 5 average rating, 158 reviews

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart.

Top guest favourite
An open living area showcases a compact yet functional layout. A spacious sofa is positioned beside a wooden dining table. Two lofts with skylights are seen above, while the kitchen features modern appliances and a contemporary design.
Tiny homes in Waubaushene
4.95 out of 5 average rating, 458 reviews

Unique TinyHome

This is a unique space with great attention placed on details. I design and build unique livable spaces catered to the individual needs of my clients. I invite you to come experience high quality living in a modern tiny home and experience sustainable, affordable living in just 290 square ft.

Popular amenities for Orillia vacation rentals

When is the best time to visit Orillia?

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Avg. price$170 CAD$169 CAD$168 CAD$177 CAD$176 CAD$202 CAD$204 CAD$206 CAD$176 CAD$173 CAD$154 CAD$176 CAD
Avg. temp-7 °C-6 °C-1 °C6 °C12 °C17 °C20 °C19 °C15 °C9 °C3 °C-3 °C

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 70 vacation rentals in Orillia featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Orillia vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Orillia, available on Airbnb. Make a splash and soak up the sun in style!

  • 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.

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

    Experience the best of Orillia with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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.

  • Do private suite rentals in Orillia have wifi?

    Absolutely! We offer over 10 private suite 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 20 house rentals with a bbq area in Orillia. Enjoy a tailored experience with all the comforts you desire.

All about 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.

What are the 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.

Quick stats about vacation rentals in Orillia

  • Total vacation rentals

    Explore 150 vacation rentals in Orillia

  • Nightly prices starting at

    Orillia vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,080 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    140 of Orillia vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Orillia rentals

  • 4.8 Average rating

    Orillia stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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