
Holiday rentals in Orillia
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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 $39 SGD 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!
Top-rated holiday rentals in Orillia
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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!

Cedar-View Studio with Hot Tub+ PlayStation Gaming
Take a dip in our all-season 8-seater hot tub and enjoy the outdoors during the winter, spring, summer, and fall. This rear-facing ground-level apartment is a unique place that has a style of its own. It is nestled in a tranquil neighborhood and commands pristine cleanliness The surrounding area includes stunning parks and trails, as well as popular stores for shopping. Proximity to Bass Lake, Lake Couchiching, and Lake Simcoe offers abundant opportunities for aquatic activities.

Relax and Enjoy
This immaculate house located in the prime Orillia area. Walking distance to Beach, Marina, Downtown, Shops, Restaurants. Short drive distance to Casino Rama, Horseshoe Valley and different beaches and parks.Totally renovated with no expenses spared. Accommodation for 6 people: 2 Br with the queen beds and one bedroom with a foldable couch. 2 washrooms. Multifunctional kitchen with stainless appliances and gas stove. Electrical fireplace, 4 season porch for your enjoyment.

The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Black River Haus - Scandi Riverfront Cabin Muskoka
Follow us on IG: @visitblackriverhaus The Black River Haus is a Scandi-inspired renovated 1970s cabin offering 3 beds + 1 bath and 140 ft riverfront near Muskoka, Ontario (20 min to Gravenhurst & Orillia). The cabin has been renovated and designed with the surrounding nature in mind, featuring a rustic living room & fireplace, fully-equipped kitchen and an outdoor patio & firepit. The Black River is 30 km long and is perfect for kayaking, canoeing and exploring.

Cozy Off-Grid Bunkie on a Horse Farm
Take time away to rejuvenate in nature in our cozy off-grid bunkie on our 25 acre property and horse farm. Our hidden slice of heaven is on outskirts of Orillia, 10 minutes from restaurants, shopping, outings and adventures! Ask us about our Horse Connection experience! Walk our trails, relax with a book, play outdoor games, head to the local beach or enjoy a campfire under the stars.

Couchiching Lake Retreat - Sauna! Near Downtown!
Lakefront haven on beautiful Lake Couchiching! Our 5BR home sleeps 10 with private beach, firepit & outdoor sauna. Features 2 kings, 2 queens, bunkbeds, deck with BBQ, gas fireplace & piano. Perfect for families in summer, ice fishing & snowmobiling in winter. Kids' play area, office nook, 4 parking spots. Minutes from downtown Orillia. Your gateway to year-round lake adventures!

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!

Lake View Loft
This charming lakeside loft sleeps up to 4 guests, featuring one king sized bed and a pull-out sofa in the living area. The open-concept design seamlessly blends the kitchen, dining, and living spaces. Enjoy serene lake views just outside the front door. This peaceful retreat is perfect for relaxation and enjoying nature's beauty.

The Downtown Cottage: steps to lake and shops.
It looks and feels like a cozy cottage, but you’re just steps to all the great shops and restaurants downtown Orillia has to offer. 22 second walk to the pub! 30 second walk to the bakery! Enjoy relaxing on the comfortable covered porch which offers both a partial glimpse of the lake as well as downtown people watching.
Popular amenities for Orillia holiday rentals
Other great holiday rentals in Orillia

On the Fifth - Basement Apartment in the Country.

The Captains Lake House

[The Noir]A Truly Unique A-Frame

Luxury lakefront cottage escape

New renovated cozy and clean

Amazing BOATHOUSE LAKEVIEW

[Casa Luna]Chic Lakehouse| BBQ|HotTub|LakeViews

All Season Cozy Cottage Lake Simcoe Orillia
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $159 SGD | $165 SGD | $156 SGD | $165 SGD | $164 SGD | $189 SGD | $190 SGD | $193 SGD | $164 SGD | $162 SGD | $143 SGD | $164 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°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.
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- Blue Mountain Village
- Snow Valley Ski Resort
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- Wasaga Beach Area
- Lakeridge Ski Resort
- Torrance Barrens Dark Sky Conservation Area
- Gull Lake
- Osler Bluff Ski Club
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- Devil's Glen Country Club
- Awenda Provincial Park
- Dagmar Ski Resort
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