Holiday Rentals in Orillia

144 available vacation rental offers

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Orillia holiday rentals
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Best Holiday rentals and Airbnb offers in Orillia

Best family friendly Orillia holiday rentals

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

2 Bed Apartment -5 Min Walk To Hospital - Downtown - Orillia
9.4 62 reviews

2 Bed Apartment -5 Min Walk To Hospital - Downtown

apartment, Orillia
This two-bedroom apartment is ideally situated just a kilometre from Orillia's town centre, with the hospital a short walk away and the casino reachable within 20 minutes by car. The apartment consistently receives excellent ratings for cleanliness, location, and overall experience.
The apartment offers a comfortable living space for up to four guests and includes a fully equipped kitchen, a garden, and air conditioning. Guests can enjoy free internet access and a range of amenities, including a microwave, fridge, and freezer.
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.
Orillia Twnhse Oasis W King Bed - Orillia
9.8 168 reviews

Orillia Twnhse Oasis W King Bed

apartment, Orillia
This townhouse is situated in a peaceful neighbourhood close to a nature ravine with trails, just a short distance from the bustling downtown Orillia. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The property features three bedrooms, comfortably accommodating up to eight guests. It boasts a fully equipped kitchen, a large deck with a gas BBQ, high-speed internet, and air conditioning, ensuring a comfortable and enjoyable stay.
The Perfect Lake Front Cottage - Orillia
9.3 24 reviews

The Perfect Lake Front Cottage

apartment, Severn
This lakeside property is located in Severn, just 5km from Orillia and 190km from Toronto, offering a peaceful retreat with easy access to nearby attractions. The accommodation consistently receives excellent ratings for its location, cleanliness, and overall experience.
The spacious villa comfortably accommodates up to 8 guests and features four bedrooms and two bathrooms. Enjoy a private saltwater pool, a large deck with a gazebo, a game room, and a private dock with a sandy bottom perfect for swimming.

Best Orillia holiday rentals with parking

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.
Cozy Country Retreat - Orillia
10 41 reviews

Cozy Country Retreat

chalet, Severn
The Cozy Country Retreat is situated in a peaceful valley in Severn, just 15km from Horseshoe Valley Ski Resort, 25km from Casino Rama, and 10km from the Opera House, restaurants, shops, and supermarkets. This charming chalet has received excellent ratings for its location, cleanliness, and overall experience.
The cosy cabin offers comfortable accommodation for up to four guests and features a fully equipped kitchen with modern appliances, including a dishwasher. Guests can enjoy the beautiful garden, ample parking, and air conditioning, as well as the unique winter experience of the steel roof creating a "thunder" sound during heavy snowfalls.
Waterfront Heritage Lakehouse - Orillia
9.4 7 reviews

Waterfront Heritage Lakehouse

apartment, Orillia
This Heritage Lakehouse in Orillia offers direct waterfront access with a private dock, perfect for enjoying lake activities.
This spacious 6-bedroom property accommodates up to 11 guests and features a large loft with a pool table, gym equipment, and table tennis, alongside outdoor amenities like a BBQ and a complimentary kayak.
Lakeside Inn Unit #7 - Orillia
9.4 16 reviews

Lakeside Inn Unit #7

apartment, Ramara
This Ramara bachelor unit, situated at the end of Lakeside Inn on a quiet residential street, offers convenient access to local attractions.
The 200 sq ft (18.6 sq m) self-contained flat features a kitchenette with fridge, microwave and coffee maker, sleeping up to two guests and benefits from air conditioning, parking and excellent guest reviews.

Frequently asked questions about holiday rentals in Orillia

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

    You definitely want to visit the Orillia Museum of Art and History, take a walk around the waterfront, and maybe even catch a show at the Orillia Opera House. It's a charming town with a lot to offer.
  • What are the best Airbnb and vacation rentals in Orillia?

    Econo Lodge, Your Downtown *Hot Tub* Getaway and Beautiful Lakefront Apartment are the most popular Airbnb and vacation rentals in Orillia among travelers.

  • Which neighborhood in Orillia should you consider for a vacation rental?

    The neighbourhood around Couchiching Beach Park is a popular choice, as it's close to the waterfront and lots of amenities. You could also look at the area around the Orillia waterfront, which is right in the heart of the town.
  • What are the most popular Airbnbs in Orillia?

    Among the Airbnbs in Orillia, Your Downtown *Hot Tub* Getaway, Beautiful Lakefront Apartment and Lakeside Inn Cabin Apartment #2 are the most popular ones.

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

    The Orillia Museum of Art and History has a great children's section, and the Orillia Recreation Centre has a pool and a playground. You can't go wrong with a trip to the Orillia Farmers' Market either, it's a great way to experience the local culture.
  • What are the best vacation rentals with a pool in Orillia?

    Econo Lodge, Nostalgic Farmhouse W/ Pool & Hot Tub and Casa ~ Pool ~ Fire Pit ~ Bbq are the best vacation rentals with a pool in Orillia.

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

    It's best to book a vacation rental in Orillia during the shoulder seasons, like spring or autumn, to avoid the crowds and get better prices. But if you're looking for summer fun, book early as things fill up quickly.
  • What are the best rentals for families and kids in Orillia?

    The best rentals for families and kids in Orillia are Econo Lodge, Family And Friend Gateway To Sunshine City and Davel Deluxe Garden View.

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

    The Orillia Fair is a big one, held every August, and the Mariposa Folk Festival is another popular event. The Orillia Farmers' Market is a great way to experience the local culture, and it's held every Saturday from May to October.
  • 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 5* Waterfront Retreat - A Rare Find.

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

    Walking or cycling around the waterfront is free and offers beautiful views. You can also check out the Orillia Public Library for free events and programs.
  • What are the best restaurants with local dishes in Orillia?

    The Docks is a popular choice for fresh seafood, and The Olde Stone Grill serves up classic Canadian fare. For a more casual experience, you can't go wrong with a pizza at The Pizza Mill.
  • What are the best walking or cycling routes in Orillia?

    The waterfront trail is a great option for a leisurely walk or bike ride, and the Couchiching Beach Park loop is perfect for a longer ride. You can also check out the trails around the Orillia Recreation Centre.
  • Are there pet-friendly attractions in Orillia?

    Many of the parks and trails in Orillia are pet-friendly, and there are also a few dog-friendly restaurants and cafes. You can find information about pet-friendly businesses on the Orillia website.
  • What are the benefits of choosing a vacation rental in Orillia?

    Vacation rentals offer more space and privacy than a hotel, and they can be a more budget-friendly option, especially for families or groups. You also have the chance to experience life like a local.
  • What are the top sports attractions and facilities in Orillia?

    The Orillia Recreation Centre has a pool, gym, and ice rink, and there are also several golf courses in the area. The Orillia waterfront is a great place to go for a swim or a boat ride.

Popular destinations

Best Orillia holiday rentals with a balcony

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.
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.
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

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.
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.
Horizon House - Orillia
10 8 reviews

Horizon House

apartment, Severn
This two-bedroom flat, located just outside Severn's main attractions, offers a tranquil setting surrounded by trees, perfect for those seeking a peaceful retreat.
This pet-friendly apartment accommodates up to four guests and features air conditioning, a kitchen with a fridge, freezer, and microwave, and provides internet access, with nearby nature trails ideal for outdoor exploration.
Studio Close To Downtown/waterfront/osmh Orillia - Orillia
10 1 review

Studio Close To Downtown/waterfront/osmh Orillia

studio, Orillia
This studio apartment is located in a quiet neighbourhood just a short walk from downtown Orillia and the Orillia Soldiers' Memorial Hospital, making it a convenient base for exploring the town. The apartment has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable stay.
The studio is ideal for couples or solo travellers, offering a private entrance and a well-equipped kitchen with amenities such as a fridge, freezer, microwave, and dishwasher. Guests can enjoy the convenience of a washer and dryer, air conditioning, parking, and keyless entry, along with easy access to restaurants, the Port of Orillia, Lakehead University, Georgian College, and ski hills within a 20-kilometre radius.
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