Holiday rentals in Orillia

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Top-rated holiday rentals in Orillia

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

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Top guest favourite
A tranquil lakeside dock is highlighted under a colorful sunset, with four chairs positioned for optimal viewing. The still water reflects the vibrant hues of the sky, creating a serene atmosphere. Lush greenery borders the scene, enhancing the natural beauty.
Cottage in Severn Bridge
4.99 out of 5 average rating, 210 reviews

CozyPeaceful LakeCottage HotTub Canada

Cozy Lakefront Cottage located on Sparrow Lake is the idea of relaxation. Enjoy the stunning sunsets while lounging on the large deck with a beverage in hand. The loons singing in the background. Perfect to enjoy with the whole family or on a couples retreat. The area is perfect for boating, fishing, walking, and biking around the neighbourhood. A mini toboggan hill Sparrow Lake is part of the Trent-Severn Waterway and you can boat to either Georgian Bay or Lake Couchiching in a few hours

Top guest favourite
Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.
Dome in Bradford West Gwillimbury
4.96 out of 5 average rating, 461 reviews

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...

Top guest favourite
A spacious hot tub overlooks the Severn River, surrounded by greenery. Chairs are positioned nearby on the grassy lawn, providing a relaxing space to enjoy the water views and sunshine. The calming river scene features boats gently cruising by, enhancing the outdoor experience.
Cottage in Severn Bridge
4.96 out of 5 average rating, 159 reviews

CARL in Muskoka: Waterfront Cottage with Hot Tub

Enjoy your own piece of Muskoka in this beautiful waterfront cottage! Only 90 minutes from Toronto nestled away on a private road along the Severn River sits CARL. Not a man... but a way of life. The Cottage and River Life! CARL is your retreat from the city, perfect for getting out in nature and experiencing everything life on the water has to offer. Whether you enjoy swimming, kayaking, great fishing or just relaxing on the dock or in the hot tub taking in the views... we've got you covered.

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.
Guest house in Barrie
5 out of 5 average rating, 254 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 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, 151 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
4.98 out of 5 average rating, 160 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
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
4.82 out of 5 average rating, 103 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*

Guest favourite
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!

Guest favourite
Cottage in Washago
4.94 out of 5 average rating, 152 reviews

Riverfront Cottage with HotTub

Escape to our beautiful family owned and loved picturesque and serene waterfront cottage and wrap around deck with HotTub. With over 140 feet of private shoreline directly on the Black River offering 3 bedrooms, 4 beds, 2 full bathrooms, gas fireplace, a/c and central heating. Perfect winter getaway for couples and families, 90 minutes from Toronto, 15 minutes to Orillia. 3 Kayaks included. Fully equipped kitchen, fire pit and BBQ.

Top guest favourite
Guest house 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, 163 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.

Guest favourite
Tiny home in Waubaushene
4.95 out of 5 average rating, 464 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 288 square ft.

Popular amenities for Orillia holiday rentals

When is the best time to visit Orillia?

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Avg. price£91£90£90£95£94£108£109£110£94£92£82£94
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

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 holiday rentals in Orillia

  • Total holiday rentals

    Explore 150 holiday rentals in Orillia

  • Nightly prices starting at

    Orillia holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 5,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    150 of Orillia holiday 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

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