Holiday Rentals in Orillia

144 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Orillia holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

144 Holiday rentals and Airbnb in Orillia

Best family friendly Orillia holiday rentals

Among the 144 accommodations in Orillia, here are the 4 best family friendly rentals

Cedar-view Apartment With Hot Tub (3 Bedrooms) - Orillia
10 3 reviews

Cedar-view Apartment With Hot Tub (3 Bedrooms)

apartment, Orillia
This three-bedroom Orillia apartment, ideal for families or groups of up to six, is situated within 3.2 kilometres of Bass Lake Provincial Park, the Waterview Trail Trailhead, and Lakehead University's Orillia campus.
The self-catering flat boasts a fully equipped kitchen, a fireplace, a terrace, and access to a swimming pool, jacuzzi, and on-site water park; complimentary breakfast is also provided.
Lake Simcoe Cottage, Hot Tub, Games, Fire Pit - Orillia
10 5 reviews

Lake Simcoe Cottage, Hot Tub, Games, Fire Pit

apartment, Oro-Medonte
This spacious five-bedroom property is situated on the shores of Lake Simcoe in Oro-Medonte, just a short drive from the town of Orillia. The apartment offers stunning lake views and is perfect for families or groups of friends seeking a relaxing getaway.
The property features a fully equipped kitchen, a hot tub, a fire pit, and a large garden with plenty of space for outdoor dining and lounging. Guests can enjoy a range of water activities, including kayaking, paddleboarding, canoeing, and swimming.
Cedar-view Studio With Hot Tub - Orillia
9.8 6 reviews

Cedar-view Studio With Hot Tub

studio, Orillia
This Orillia apartment is situated within 3.2km of Bass Lake Provincial Park, Waterview Trail Trailhead, and Lakehead University's Orillia campus, offering easy access to local attractions.
The self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes a kitchenette, free Wi-Fi, a private patio, on-site swimming pool, hot tub and free breakfast.
Sunbank Escape With Hot Tub & Game Room - Orillia
No reviews

Sunbank Escape With Hot Tub & Game Room

apartment, Severn
This modern, newly built flat in Severn offers a spacious 4-bedroom retreat with a well-equipped kitchen, including a mini bar, and is conveniently located a short drive from Menoke Beach and approximately 32 kilometres from Orillia and Casino Rama, with ski resorts within a 48-kilometre radius.
Guests can enjoy a year-round hot tub, a games room with a pool table and PS3, and on-site parking with an EV charger, while being close to Bass Lake Provincial Park and Tudhope Park, and accommodating up to 12 people.

Best Orillia holiday rentals with parking

Home Away From Home In Orillia - Orillia
10 1 review

Home Away From Home In Orillia

apartment, Orillia
This centrally located Orillia flat is a short walk (under 1 km) from Couchiching Beach, the Orillia Public Library, the Orillia Opera House, and the Orillia Farmers' Market, and a 5-minute drive (approx. 3 km) from the Orillia Recreation Centre.
The one-bedroom apartment sleeps up to four (maximum two adults), features a fully equipped kitchen, in-unit laundry, air conditioning, free Wi-Fi, a Smart TV with Netflix and Amazon Prime, and parking is available upon request.
Amazing Fully Upgraded 3 Bedroom+ New Furniture, 1 Full Bath Lake Property - Orillia
9.9 89 reviews

Amazing Fully Upgraded 3 Bedroom+ New Furniture, 1 Full Bath Lake Property

apartment, Orillia
This waterfront home is located just minutes from Orillia's downtown shops and bakeries, 20 minutes from Burl's Creek, and 30 minutes from Horseshoe Valley, making it a great base for exploring the area. The apartment has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The property offers 149 square metres of space and can accommodate up to eight guests in its three bedrooms and one bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, laundry facilities, a private dock, access to water toys and boats, and a garden with a terrace.
Lakefront Simcoe Cottage | Dock&kayaks |Firepit - Orillia
9.8 47 reviews

Lakefront Simcoe Cottage | Dock&kayaks |Firepit

cottage, Orillia
This charming cottage is ideally situated in the heart of Orillia, just a short distance from the town's main attractions and amenities. It consistently receives excellent ratings from previous guests for its cleanliness, location, and overall experience.
The cottage offers ample space for families or groups of up to eight guests, with four bedrooms and three bathrooms. Enjoy a range of amenities including a fully equipped kitchen, air conditioning, a private garden, and a fitness centre, as well as complimentary activities like ice fishing, boating, and karaoke.
Cedar-view Apartment With Hot Tub (4 Bedrooms) - Orillia
10 1 review

Cedar-view Apartment With Hot Tub (4 Bedrooms)

apartment, Orillia
This four-bedroom Orillia apartment, perfect for families or groups of eight, is situated within 3.2km of Bass Lake Provincial Park, Waterview Trail Trailhead, and Lakehead University's Orillia campus.
The self-catering property boasts a fully equipped kitchen, including a dishwasher, a jacuzzi, a terrace, and free Wi-Fi, alongside on-site parking and a garden; enjoy the hot tub and barbecue facilities after a day exploring the local area.

Frequently asked questions about holiday rentals in Orillia

  • What should a first-time visitor not miss in Orillia?

    For a first-time visit, you shouldn't miss a trip to the Orillia Museum of Art and History, which offers a glimpse into the town's past. You'll also want to take a stroll along the waterfront, perhaps enjoying a meal at one of the restaurants overlooking Lake Couchiching.
  • What are the best Airbnb and holiday rentals in Orillia?

  • What are the top family-friendly attractions in Orillia?

    The Orillia Recreation Centre is a great place for families, offering a wide range of activities, including swimming, skating, and a playground. For a day out on the water, consider renting a boat or taking a scenic cruise on Lake Couchiching.
  • What are the most popular Airbnbs in Orillia?

  • When is the best time to book a vacation rental in Orillia?

    The best time to book a vacation rental in Orillia is during the summer months, from June to August, when the weather is warm and the lake is perfect for swimming and boating. You can also find good deals during the shoulder seasons, from May to June and September to October.
  • What are the best holiday rentals with a pool in Orillia?

    Econo Lodge, Casa ~ Pool ~ Fire Pit ~ Bbq and Cute And Cozy House are the best holiday rentals with a pool in Orillia.

  • What events or festivals should visitors check out in and around Orillia?

    The Orillia Fair, held annually in August, is a popular event that draws crowds from all over the region. For a more unique experience, check out the Orillia Jazz Festival, which takes place in June and features a variety of jazz musicians.
  • What are the best rentals for families and kids in Orillia?

  • What are the best budget-friendly activities in Orillia?

    A walk along the waterfront is always a good option, and there are plenty of free parks and beaches to explore. The Orillia Farmers' Market, held every Saturday from June to October, is a great place to find local produce and crafts.
  • What are the best rentals or Airbnbs with a jacuzzi in Orillia?

    The best vacation rentals or Airbnb with a jacuzzi in Orillia are Econo Lodge, Your Downtown *Hot Tub* Getaway and Orillia Oasis W\/hot Tub & Canal-2 Minutes From The Beach.

  • What are the best restaurants with local dishes in Orillia?

    For a taste of local cuisine, try The Lake House Restaurant, known for its fresh seafood and stunning lake views. If you're looking for something more casual, check out The Docks, which serves up classic pub fare with a waterfront location.
  • What are the best walking or cycling routes in Orillia?

    The waterfront trail is a popular option for both walking and cycling, offering scenic views of Lake Couchiching. For a more challenging ride, try the Couchiching Trail, which winds its way through the surrounding countryside.
  • Are there pet-friendly attractions in Orillia?

    Many of the parks and beaches in Orillia are pet-friendly, and some restaurants have outdoor patios where you can bring your furry friend. The Orillia Farmers' Market is also pet-friendly, so you can bring your dog along to browse the stalls.
  • What are the benefits of choosing a vacation rental in Orillia?

    Vacation rentals offer more space and privacy than a hotel room, and they often come with amenities that are not available in hotels, such as a kitchen and laundry facilities. Vacation rentals also allow you to experience Orillia like a local, as you'll be staying in a residential neighbourhood.
  • What are the top sports attractions and facilities in Orillia?

    Orillia is home to the Orillia Recreation Centre, which offers a variety of sports facilities, including a swimming pool, ice rink, and fitness centre. The city also has several golf courses, including the Orillia Golf Club and the Hawkestone Golf Club.

Popular destinations

Best Orillia holiday rentals with a balcony

The Captains Lake House - Orillia
9.6 14 reviews

The Captains Lake House

house, Severn
The Captains Lake House, a recently renovated holiday home in Orillia, is situated 16km from Casino Rama and offers easy access to local attractions such as the Muskoka Wildlife Centre (21km) and Lake Muskoka (38km).
This spacious 325-square-metre property boasts four bedrooms, three bathrooms, two living rooms, and can accommodate up to 15 guests; amenities include a fully equipped kitchen, private parking, Wi-Fi, and a terrace with lake views.
The Captains Lake House - Orillia
10 4 reviews

The Captains Lake House

apartment, Severn
This beachfront apartment in Severn offers direct lake access and is a 5-minute walk from Lac Couchiching, with the Couchiching Golf and Country Club an 8-minute drive away.
This spacious 4-bedroom, 3-bathroom holiday let accommodates up to 8 guests, featuring a full kitchen with a dishwasher, air conditioning, complimentary Wi-Fi, and an on-site car park.
Four Season Waterfront Cottage Over-the-water View - Orillia
9.6 15 reviews

Four Season Waterfront Cottage Over-the-water View

apartment, Ramara
This charming cottage is located in Ramara, just 30 kilometres from Mount St. Louis and 10 kilometres from Casino Rama, providing easy access to both entertainment and outdoor activities. The surrounding area is a haven for nature lovers, with Lake Simcoe offering stunning water views and a peaceful atmosphere.
The cottage comfortably sleeps up to 14 guests across five bedrooms and three bathrooms. Amenities include a fully equipped kitchen, air conditioning, a terrace, a garden, and parking, making it ideal for families and groups seeking a relaxing getaway.

Best pet friendly Orillia holiday rentals

Among the 144 accommodations in Orillia, here are the 4 best pet friendly rentals

Cedar-view 3br Apartment With Hot Tub - Orillia
No reviews

Cedar-view 3br Apartment With Hot Tub

apartment, Orillia
This rear-facing ground-level flat in Orillia offers a unique stay, located a short distance from Bass Lake, Lake Couchiching, and Lake Simcoe, with convenient access to parks, trails, and shops.
This resort-style holiday home accommodates up to six guests and boasts a fully-stocked kitchen, a 55-inch Ultra HD 4K Smart TV with a PlayStation 5, and an all-season 8-seater hot tub for year-round enjoyment.
Orillia Lakefront Home By Nature Reserve, Hot Tub - Orillia
9.7 42 reviews

Orillia Lakefront Home By Nature Reserve, Hot Tub

apartment, Orillia
This waterfront property is situated in a tranquil cul-de-sac just outside Orillia, a short drive from the town centre, Casino Rama, and Tudhope Park. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The spacious 269 square metre dwelling has five bedrooms and three and a half bathrooms, making it ideal for large families or groups. Guests can enjoy a range of amenities including a hot tub, ping pong table, foosball table, and a gas fireplace, as well as access to a private dock, multiple balconies, and a large garden.
Cedar-view Apartment With Hot Tub+gaming (4 Rooms) - Orillia
9.9 28 reviews

Cedar-view Apartment With Hot Tub+gaming (4 Rooms)

apartment, Orillia
This ground-floor flat is situated in a peaceful neighbourhood in Orillia, just a short distance from Bass Lake, Lake Couchiching, and Lake Simcoe. It has received excellent ratings for its cleanliness, location, and overall experience.
The apartment comfortably accommodates up to 12 guests and offers a fully equipped kitchen, two Smart TVs, a hot tub, and a BBQ grill. Enjoy a complimentary breakfast, relax in the tranquil surroundings, and explore the nearby lakes for swimming, boating, and fishing.
Beautiful Sunsets On The Lake With A 4 Bedroom All Seasons Family Sized Cottage! - Orillia
9.4 17 reviews

Beautiful Sunsets On The Lake With A 4 Bedroom All Seasons Family Sized Cottage!

cottage, Ramara
This 4-bedroom holiday home is situated in the Chippewas of Rama First Nation, Ramara, a mere 5-minute walk from Lake Couchiching and a 9-kilometre drive from Lake Simcoe, offering convenient access to Couchiching Beach Park and the Orillia Opera House, both 13 kilometres away.
This pet-friendly lodge for up to 8 guests boasts Wi-Fi, air conditioning, a private garden and terrace, on-site parking, and is close to recreational spots like Mara Provincial Park and Pointe McRae Provincial Park.
©2026 cozycozy.com