
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 £23 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.

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.

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.

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*

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.

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews
Nestled on the serene shores of Lake Couchiching in Orillia, only 1 hour and half from Toronto, this beautifully designed 3-bedroom, 2-story cottage offers the perfect balance of modern luxury, natural beauty, and relaxed comfort. With sleek architectural lines, panoramic lake views, and stylish interiors, this retreat is ideal for families, couples, or small groups looking to unwind and reconnect by the water. 🌟check travel guide for nearby popular place to visit/play

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.

Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
Escape to Casa Doma, a unique 3BR 🛏️, 2BA 🛁 retreat on 10 private acres 🌲 in Gravenhurst Ontario This geodesic-inspired home blends modern style with cozy comfort, perfect for families, friends, or groups. Relax in the 7-seater hot tub 🛁, gather at the fire pit 🔥 (seasonal use only), or play in the games room with foosball, ping pong & air hockey. With a sunroom ☀️, trampoline 🤸, & Starlink WiFi 📶, it’s the ideal mix of relaxation & adventure.

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!

Woodland Muskoka Tiny House
**BOOK 7 NIGHTS, PAY FOR 5 (28% OFF)** Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka.

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.

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!
Popular amenities for Orillia holiday rentals
Other great holiday rentals in Orillia

New Build Luxury - Family Cozy Orillia Home

On the Fifth - Basement Apartment in the Country.

Luxury lakefront cottage escape

Luxury 3BR Villa w/ 2.5 Baths & Glowing Backyard

New renovated cozy and clean

Mariposa Century Home - Heritage Pocket Orillia

All Season Cozy Cottage Lake Simcoe Orillia

Cedar-View Studio with Hot Tub+ PlayStation Gaming
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £93 | £97 | £92 | £97 | £96 | £111 | £111 | £113 | £96 | £95 | £84 | £96 |
| 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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