Holiday Rentals in Orillia

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Orillia holiday rentals
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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

Orillia Hot Tub Getaway - Orillia
10 34 reviews

Orillia Hot Tub Getaway

apartment, Orillia
This 1000 sq ft basement flat is situated in a tranquil Orillia residential district, a 5-minute walk from parks and woodland, an 8-minute drive to Couchiching Beach, and a 20-minute drive to Horseshoe Valley Ski Resort.
This pet-friendly, family-friendly accommodation offers sleeping for four guests across two bedrooms, features a private hot tub available year-round, and includes a fully equipped kitchen, air conditioning, and in-unit laundry.
Luxury 3br Villa W/ 2.5 Baths & Glowing Backyard - Orillia
9.8 48 reviews

Luxury 3br Villa W/ 2.5 Baths & Glowing Backyard

house, Severn
This luxury Severn house, near Muskoka, offers easy access to the region's attractions; the precise distance to specific landmarks isn't specified.
Sleeping eight guests comfortably, this three-bedroom, two-bathroom property boasts a modern open-plan layout, a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, garden, parking, and internet access.
Cedar-view Apartment With Hot Tub (3 Bedrooms) - Orillia
10 2 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.
5 * Waterfront Orillia Cottage -Summer & Fall 2026 - Orillia
9.8 43 reviews

5 * Waterfront Orillia Cottage -Summer & Fall 2026

apartment, Oro-Medonte
This charming cottage is situated on Bass Lake, just 5 kilometres from the town of Orillia in the scenic Oro-Medonte district. It has consistently received excellent ratings for location, cleanliness, and overall experience from previous guests.
The property offers four bedrooms and two bathrooms in the main house, with an additional guest room located by the lake. Guests can enjoy a range of amenities including a large deck, fire pit, and a fully equipped kitchen.

Best Orillia holiday rentals with parking

All Season Cozy Cottage Lake Simcoe Orillia - Orillia
9.8 45 reviews

All Season Cozy Cottage Lake Simcoe Orillia

apartment, 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.
Davel Deluxe Sunsets - Orillia
9.9 89 reviews

Davel Deluxe Sunsets

apartment, Orillia
This one-bedroom flat is located in downtown Orillia, just a 10-minute walk from the Orillia Opera House and Sunshine and Company, and within 2km of the Orillia Community Centre Arena and Couchiching Beach Park. The property has excellent user, location, and cleanliness ratings.
The flat can accommodate up to two guests and features a fully equipped kitchen, a private balcony, and access to a shared garden. Guests can enjoy free Wi-Fi, air conditioning, and parking, as well as a washing machine and a microwave.
Lakeside Inn Apartment #3 - Orillia
9.6 19 reviews

Lakeside Inn Apartment #3

apartment, Ramara
This Ramara apartment, located within the Lakeside Inn motel complex, is a 40-second walk from Lake Simcoe's beach and park.
The self-catering unit, sleeping two guests in one bedroom and one bathroom, includes a small kitchen, private patio, access to a shared yard with fire pit and BBQ, plus parking and Wi-Fi.
Medium Term Lakefront Home - Orillia
No reviews

Medium Term Lakefront Home

apartment, Orillia
This lakefront property in Orillia offers direct access to Lake Simcoe, situated 5 minutes (approx. 3.2km) from the town centre, close to schools and a hospital.
The three-bedroom, two-bathroom house sleeps four guests and features a spacious living area with a gas stove, a large backyard, in-unit laundry, and a built-in garage; ideal for medium-term lets.

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.
Simply Simcoe A Fabulous Carthew Bay Lakefront Home - Orillia
No reviews

Simply Simcoe A Fabulous Carthew Bay Lakefront Home

cottage, Oro-Medonte
This detached property is located on the western shores of Lake Simcoe in Oro-Medonte, a short drive from Orillia's shops and restaurants and Hawkestone Beach.
This 149 square meter holiday home accommodates up to 7 guests across 3 bedrooms and 2 bathrooms, offering direct waterfront access on Carthew Bay with two docks, two kayaks, a hot tub, and year-round rental availability for water and trail sports.
Davel Deluxe Garden View - Orillia
10 3 reviews

Davel Deluxe Garden View

apartment, Orillia
This modern one-bedroom flat is situated in Orillia, just a short walk from the downtown area, the lakefront, and the Marina, offering easy access to the town's attractions. It has received excellent guest reviews, highlighting its cleanliness and comfortable amenities.
The flat features a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as a private deck with a view of the backyard. Guests can enjoy the convenience of a washer and dryer, a king-size bed, and a peaceful location despite being close to the main street.

Best pet friendly Orillia holiday rentals

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

Cedar-view Apartment With Hot Tub+gaming (4 Rooms) - Orillia
9.8 25 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.
Lake Front Bachelor  Close To All Amenities Casino Rama  Ski Hills - Orillia
No reviews

Lake Front Bachelor Close To All Amenities Casino Rama Ski Hills

apartment, Orillia
This lakeside apartment, located near Orillia, Ontario, is within 3.2 kilometres of Lake Simcoe, Tudhope Park, and the Stephen Leacock Museum.
The one-bedroom flat sleeps three guests and boasts a fully equipped kitchen, private patio, free Wi-Fi, and access to a swimming pool, jacuzzi, and garden within the building; barbecue facilities are also available on-site.
Orillia Oasis W/hot Tub & Canal-2 Minutes From The Beach! - Orillia
9.5 241 reviews

Orillia Oasis W/hot Tub & Canal-2 Minutes From The Beach!

apartment, Orillia
This charming cottage is located in Orillia, a short 10-minute drive from Casino Rama and Le logement, making it a convenient base for exploring the area. It has consistently received excellent ratings for user experience, location, and cleanliness.
The 121 square metre property offers four bedrooms and two living areas, providing ample space for families or groups. Enjoy a range of amenities including a private dock, hot tub, fenced yard, and four-vehicle parking, as well as access to a spa, fitness centre, and internet.
Double Delight Getaway: 2 Homes + 2 Hot Tubs - Orillia
8.0 1 review

Double Delight Getaway: 2 Homes + 2 Hot Tubs

apartment, Orillia
This apartment is located in a peaceful neighbourhood in Orillia, just 0.65km from the main house and within easy reach of Bass Lake, Lake Couchiching, and Lake Simcoe. The property comprises two separate dwellings, a main house and an add-on apartment, providing ample space for large groups or families, accommodating up to 16 guests.
The apartment offers a range of amenities, including a fully equipped kitchen, air conditioning, a hot tub, a garden, and parking. Guests can enjoy a basic breakfast provided, relax in the hot tub, or take advantage of the outdoor BBQ.
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