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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.

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Guest favorite
A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.
Dome in Utopia
4.95 out of 5 average rating, 265 reviews

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

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
4.9 out of 5 average rating, 116 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.

Top guest favorite
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, 259 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.

Top guest favorite
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, 152 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.

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 home in Coldwater
4.81 out of 5 average rating, 105 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 favorite
Two wooden Adirondack chairs are positioned on a lush green lawn facing the water, framed by overhanging tree branches. The sunset creates a colorful display on the horizon, reflecting on the calm surface of the lake, while a small table holds a wine bottle and glasses.
Guesthouse in Victoria Harbour
4.96 out of 5 average rating, 287 reviews

Sunset Beach Cottage

Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

Guest favorite
The cozy blue cabin is nestled among trees, showcasing a sloped roof and a vibrant yellow front door. Natural surroundings provide a serene backdrop, while a gravel path leads to the entrance, hinting at a peaceful retreat in the heart of nature.
Cabin in Hawkestone
4.84 out of 5 average rating, 143 reviews

Blue Dreams Of Lake Simcoe

Welcome to "Cabin Dreams Of Lake Simcoe" - your cozy blue cabin retreat in the heart of Hawkstone, Ontario, Canada. Immerse yourself in nature while enjoying modern comforts and nearby attractions. Our newly renovated 1 bedroom, 1 bathroom offers a unique getaway for couples, located just 1 1/2 hours outside of Toronto. **PLEASE NOTE** **Stairs leading up to the bed room loft are steep and may not be suitable for guests with mobility issues**

Guest favorite
A bungalow with a wooden deck overlooks a well-maintained lawn, surrounded by greenery and flower beds. Large windows provide views of the outdoor space. The exterior showcases a warm wooden finish and a sloped roof, enhancing the inviting appeal of the home.
Bungalow in Orillia
4.87 out of 5 average rating, 266 reviews

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Just 1 kilometer past Webers on Hwy 11! A cozy home on the lake with all the amenities. This 4 bdrm 2 bathroom yr round bungalow sleeps 8 comfortably and is perfect for all seasons. Amenities include 2 full bathrooms, 2 full TV rooms, (1 with a double sectional) and a games room w/ Foozball. Outdoor person? Lots of Swimming, Fishing, Paddle Boat, Canoe, Reading, or a glass of wine by the water. Also just 15 mins from Casino Rama!

Top guest favorite
An outdoor fire pit surrounded by gravel is present, featuring two wooden chairs. A hot tub is located nearby, positioned in front of a geodesic dome with large windows. String lights are draped overhead, illuminating the outdoor space.
Dome in Utopia
4.96 out of 5 average rating, 173 reviews

Glamping Dome Riverview Utopia

Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.

Top guest favorite
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!

Guest favorite
The modern living area features a comfortable sofa with patterned cushions opposite a low-profile media console. A large flat-screen TV is mounted on the wall. Light filters in through expansive glass windows, which lead to a balcony that offers a view of outdoor seating and greenery.
Condo in Innisfil
4.95 out of 5 average rating, 501 reviews

Lovely Open Concept Friday Harbor Resort Condo

This is a perfect getaway! Just bring a suitcase and enjoy! Only an hour from Toronto and minutes to Barrie with a resort feel. This condo has a great location with a short walk to grocery store, restaurants, marina etc. → Approx. 700ft² / 65m² of space → Highspeed WIFI! → Beach access → Parking for 1 vehicle → In-unit washer + dryer → Fully equipped kitchen

Guest favorite
Tiny home in Waubaushene
4.95 out of 5 average rating, 466 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 286 square ft.

Popular amenities for Orillia vacation rentals

When is the best time to visit Orillia?

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Avg. priceﺩ.ﺇ452ﺩ.ﺇ448ﺩ.ﺇ444ﺩ.ﺇ470ﺩ.ﺇ466ﺩ.ﺇ536ﺩ.ﺇ540ﺩ.ﺇ547ﺩ.ﺇ466ﺩ.ﺇ459ﺩ.ﺇ408ﺩ.ﺇ466
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Frequently Asked Questions

  • What are the best places to stay in Orillia?

    Stays near Orillia's waterfront, downtown, or in quiet neighborhoods around local parks are often seen as comfortable choices. Many visitors enjoy homes with access to outdoor space or views of the lakes.

  • What are the best things to do in Orillia with kids?

    Orillia has playgrounds, sandy beaches, and interactive museums that are popular with children. Family-friendly cycling trails and seasonal festivals also draw interest for group outings.

  • What are some of the best things to do in Orillia?

    Explore the waterfront parks, visit local galleries, and experience historic sites around downtown Orillia. Many travelers enjoy boating, cycling, or attending live performances in the area.

  • How is the weather in Orillia?

    Orillia experiences cold winters, with January temperatures around 12–26°F (-11 to -3°C), and milder summers that reach near 70°F (21°C) in September. Prepare for variable conditions, especially around the lakes and forests.

  • When is the best time to visit Orillia?

    Late spring through early fall is often recommended for comfortable temperatures and outdoor activities. The city’s cultural calendar features lively festivals and seasonal gatherings during these months.

  • What are the best places to visit in Orillia?

    Frequently suggested spots include the lakefront parks, local heritage museums, and the downtown arts district in Orillia. The city also has public markets and walking routes that highlight its cultural history.

  • What are some hiking trails in Orillia?

    Explore the waterfront trail network, forested loops in nearby conservation areas, or paths that wind through city parks. Trails suit a range of experience levels and showcase scenic views year-round.

  • What are some family activities we can do in Orillia?

    Families in Orillia often explore park trails, visit hands-on cultural exhibits, or relax by the waterfront. Paddleboarding, wildlife observation, and community events are frequently recommended for all ages.

  • What are some of the best day trip ideas from Orillia?

    Orillia is a gateway to regional adventures—explore lakeside parks, local maple syrup farms, or nearby forests known for birdwatching and outdoor activities. Small towns around the area have historic sites, galleries, and artisan shops to discover.

  • Are there any pet friendly accommodations available in Orillia?

    Many stays in Orillia welcome pets, especially around waterfront areas and scenic neighborhoods. Check individual home policies to confirm pet rules and amenities suited to your needs.

  • What are some local tips for visiting Orillia?

    Locals suggest exploring early in the day for quieter lakefront paths and trying the community’s food markets for regional treats. Bringing a bike or renting watercraft can add a unique perspective on the city.

  • What is Orillia known for?

    Orillia is known for its lakefront setting, vibrant arts culture, and historic downtown. The city has a strong connection to local music heritage and outdoor festivals throughout the year.

  • What are the best hidden gems to explore in Orillia?

    Orillia has tucked-away art galleries, heritage walking routes, and serene spots along its waterfront trails. Independent coffee shops and local markets are frequently suggested for those interested in local flavor and crafts.

  • What are the best foods to try in Orillia?

    Orillia’s restaurants highlight local fish, farm-fresh produce, and maple-inspired dishes. Bakeries, seasonal farmers’ markets, and cafés often feature Canadian and Indigenous-inspired flavors.

  • What should I bring for a trip to Orillia?

    Pack layers, a rain jacket, and comfortable walking shoes—weather can shift quickly, especially near the lakes. Outdoor gear such as swimwear or hiking boots is useful for exploring natural areas.

  • What is the nightlife in Orillia like?

    Nightlife in Orillia features cozy pubs, live music venues, and gathering spots in the downtown area. Local talent, casual restaurants, and entertainment events create a vibrant evening atmosphere.

  • What are the most popular events or festivals in Orillia?

    Orillia’s event calendar features outdoor music festivals in summer, a waterfront arts festival, and frequent cultural celebrations in late spring and fall. These gatherings reflect the city’s creative spirit and local traditions.

  • Are there family friendly vacation rentals in Orillia?

    Orillia has many vacation rentals that accommodate families, often with spacious layouts and access to outdoor areas. Neighborhoods near parks or on the waterfront are commonly chosen for family stays.

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 ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 5,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & 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

  • Wi-Fi availability

    150 of Orillia vacation rentals include wi-fi 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