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

Lakefront Cottage: Dock, Kayaks, Firepit. Sleeps 8 - Orillia
10 95 reviews

Lakefront Cottage: Dock, Kayaks, Firepit. Sleeps 8

apartment, Ramara
This charming cottage is situated on the shores of Lake Couchiching, just a kilometre from the casino and a short drive from the Trans Canada Hiking Trail. It boasts excellent ratings for location, cleanliness, and user experience, making it a great choice for families and groups.
The property features five bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy the spacious living areas, well-equipped kitchen, and a host of amenities including a fire pit, kayaks, paddleboards, and a PS5 for entertainment.
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.
Orillia Oasis W/hot Tub & Canal-2 Minutes From The Beach! - Orillia
9.5 244 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.
Queen Victoria - Orillia
9.1 35 reviews

Queen Victoria

apartment, Ramara
This lakeside cottage is situated on Lake Couchiching in Ramara, just a short drive from the Casino Rama and a short walk to a private beach. The surrounding area offers stunning views and easy access to boating and fishing opportunities on Lake Simcoe.
The cottage has a spacious and modern layout with 4 bedrooms and 2.5 bathrooms, comfortably accommodating up to 8 guests. The property features a private dock, a large deck, high-speed internet, air conditioning, and a detached double-car garage with loft storage.

Best Orillia holiday rentals with parking

Waterfront  Sunset Harbour Villa - Orillia
10 15 reviews

Waterfront Sunset Harbour Villa

house, Ramara
This lakeside villa in Ramara offers direct access to Lake Simcoe, boasting panoramic views from multiple rooms and terraces, and is a mere 4-kilometre drive from the sandy beach and amenities of Memoria Park.
This luxurious and modern five-bedroom property comfortably accommodates up to twelve guests, featuring a dedicated games room with an Xbox One, extensive outdoor recreational options including a fire pit and water sports equipment, and ample parking for ten vehicles on its 0.3-hectare private lakefront grounds.
The Uptown Cottage-beautiful Old North Convenience - Orillia
9.8 56 reviews

The Uptown Cottage-beautiful Old North Convenience

apartment, Orillia
This charming cottage is situated in Orillia's uptown district, just a short walk from the port, Couchiching Beach, and the bustling downtown area. The cottage boasts excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The cottage has three bedrooms and one bathroom, comfortably accommodating up to six guests. The property offers a range of modern amenities, including a fully equipped kitchen, high-speed Wi-Fi, and a smart TV, as well as a dedicated office/den that can be used as a play area for children.
Bungalow In Ski Country - Orillia
No reviews

Bungalow In Ski Country

apartment, Orillia
This Orillia bungalow, ideally situated in a central location, offers easy access to Orillia's attractions; precise distances to specific landmarks require further information.
The two-bedroom, two-bathroom house sleeps four guests and boasts a kitchen, air conditioning, a jacuzzi, parking, and internet access, providing comfortable and convenient accommodation.
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.

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

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.
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.
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.
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

1st Floor 2bdrm Next To Hospital With Parking - Orillia
9.6 32 reviews

1st Floor 2bdrm Next To Hospital With Parking

apartment, Orillia
This two-bedroom apartment is located in downtown Orillia, just a short walk from the hospital, the downtown core and 13 kilometres from the casino. The apartment has received excellent ratings for its location, cleanliness and overall user experience.
The apartment is suitable for families or groups of up to four people and offers two private entrances, two parking spots, a fully equipped kitchen and air conditioning. Guests can enjoy the charming garden and benefit from the convenient location near the hospital, casino and downtown attractions.
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.
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.
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.
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