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

Charming Cottage On Lake Simcoe - Orillia
10 1 review

Charming Cottage On Lake Simcoe

apartment, Orillia
This Lake Simcoe waterfront holiday home is situated less than 150km from Toronto, near Casino Rama, offering stunning lake views and private beach access.
Sleeping seven guests, this two-storey property boasts three bedrooms, two bathrooms, a sunroom, full kitchen facilities including a dishwasher, and outdoor amenities such as a BBQ and fire pit; kayaking and swimming are readily available.
4 Seasons Waterfront Cottage With Hot Tub On Lake Simcoe - Orillia
8.8 3 reviews

4 Seasons Waterfront Cottage With Hot Tub On Lake Simcoe

cottage, Orillia
This charming lakeside retreat is located just minutes from downtown Orillia, offering easy access to shops, restaurants, and attractions like Casino Rama. The cottage has received excellent user ratings, making it a popular choice for travellers seeking a relaxing getaway.
The property provides ample space for families and friends, with four bedrooms, two bathrooms, and a floor area of 186 square metres, comfortably accommodating up to eight guests. Enjoy modern amenities like a hot tub, swimming pool, and a private dock with kayaks, perfect for swimming, boating, fishing, and soaking up the stunning Lake Simcoe views.
Couchiching Lake Retreat - Sauna! Near Downtown! - Orillia
9.5 39 reviews

Couchiching Lake Retreat - Sauna! Near Downtown!

apartment, Orillia
This five-bedroom lakeside dwelling on Lake Couchiching offers stunning views and is located minutes from Orillia's town centre, providing easy access to shops and restaurants.
Sleeping up to ten guests, the property boasts a private beach, outdoor firepit, BBQ deck, gas fireplace, piano, children's play area, and four parking spaces; it also includes a fully equipped kitchen with dishwasher, air conditioning, and internet access.
Davel Deluxe Sunrise - Orillia
10 2 reviews

Davel Deluxe Sunrise

apartment, Orillia
This one-bedroom flat is located in Orillia, within a 1.6 kilometre walk of the Orillia Opera House and Sunshine and Company, and within a 1.6 kilometre walk of the Orillia Community Centre Arena and Couchiching Beach Park. It has received excellent guest reviews.
The accommodation has a fully equipped kitchen, a private balcony, and a garden. Guests can enjoy a range of amenities, including free Wi-Fi, air conditioning, a washing machine, and a dishwasher.

Best Orillia holiday rentals with parking

Westridge Bungalow · Modern 3br Retreat W 4 Beds - Orillia
9.0 42 reviews

Westridge Bungalow · Modern 3br Retreat W 4 Beds

apartment, Orillia
The Westridge Bungalow, a detached house in Orillia, is located in a quiet area offering convenient access to Orillia's shops, dining, and parks within 1 kilometre.
This property features three bedrooms and two bathrooms, accommodates up to eight guests, and includes a private backyard with a barbecue, alongside essential kitchen appliances and air conditioning.
Charming  Cottage On Lake Simcoe - Orillia
9.6 9 reviews

Charming Cottage On Lake Simcoe

house, Orillia
This three-bedroom, two-bathroom lakeside cottage in Orillia boasts stunning Lake Simcoe views, less than 1.5 hours (approx. 120 km) from Toronto and close to Casino Rama.
The 165 square metre property offers guests six beds, a fully equipped kitchen including dishwasher, air conditioning, a garden, parking, and on-site BBQ and fire pit; nearby attractions include Couchiching Golf and Country Club and Oro-Medonte Rail Trail.
Cedar-view Studio With Hot Tub+ Playstation Gaming - Orillia
9.9 96 reviews

Cedar-view Studio With Hot Tub+ Playstation Gaming

apartment, Orillia
This ground-floor studio apartment is situated on the outskirts of Orillia, a mere 2 kilometres from the picturesque waterfront and the bustling Orillia Museum of Art & History.
The studio features a well-equipped kitchenette with a fridge and microwave, a private garden, and a jacuzzi, providing ample space and amenities for a comfortable stay for up to three guests.
Davel Deluxe Relaxation - Orillia
9.9 80 reviews

Davel Deluxe Relaxation

apartment, Orillia
This apartment is situated in the centre of Orillia, just a 10-minute walk from the Opera House and Sunshine and Company, and within 2km of the Community Centre Arena and Couchiching Beach Park. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a fully equipped kitchen, a terrace or balcony, a garden, parking, and free Wi-Fi, as well as a selection of books for leisure.

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

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.
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.
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.

Best pet friendly Orillia holiday rentals

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

Delightful Getaway: Hot Tub + Ps5 Gaming - Orillia
9.9 42 reviews

Delightful Getaway: Hot Tub + Ps5 Gaming

apartment, Orillia
This four-bedroom apartment is situated in a peaceful neighbourhood in Orillia, within easy reach of Bass Lake, Lake Couchiching, and Lake Simcoe. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is spacious, comfortably accommodating up to 16 guests, and features a fully equipped kitchen with a dishwasher, a large garden, and a PlayStation 4 Pro with VR capabilities. Guests can enjoy a range of amenities including a 65-inch Smart TV, unlimited internet access, and a BBQ grill for outdoor dining.
Cozy Cottage In A Serene Setting On A Canal - Orillia
9.7 24 reviews

Cozy Cottage In A Serene Setting On A Canal

apartment, Orillia
This charming cottage is situated on a canal leading to Lake Simcoe, just 90 minutes north of Toronto, making it ideal for exploring the beautiful beaches of both Lake Simcoe and Lake Couchiching. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The cottage offers four bedrooms and two bathrooms, comfortably accommodating up to ten guests. Enjoy the spacious backyard with a fire pit, canoe, and other amenities perfect for a relaxing family getaway.
Cute And Cozy House - Orillia
9.9 85 reviews

Cute And Cozy House

apartment, Orillia
This house is situated in a peaceful residential area of Orillia, just a short drive from the town centre and a 48km drive from Horseshoe Resort and Casino Rama.
The property offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. The house features a modern kitchen, a swimming pool, a large deck, a garden, a fitness centre, and parking.
The Uptown Cottage-beautiful Old North Convenience - Orillia
9.8 56 reviews

The Uptown Cottage-beautiful Old North Convenience

house, 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.
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