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.
Orillia Retreat - Full Home Near The Lake - Orillia
10 3 reviews

Orillia Retreat - Full Home Near The Lake

apartment, Orillia
This Orillia flat offers excellent access to the Lightfoot Trail, just 100 metres away, Couchiching Beach, a 10-minute walk, and downtown Orillia, within a 20-minute walk.
This family-friendly apartment accommodates up to 4 guests with 3 bedrooms and features a full kitchen, air conditioning, and parking, making it ideal for those visiting Lakehead University, approximately a 6-minute drive to the Colborne Street campus and a 10-minute drive to the University Street campus and major retail outlets.
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.
Fully Equipped Deluxe Apt Near Waterfront Downtown - Orillia
9.7 28 reviews

Fully Equipped Deluxe Apt Near Waterfront Downtown

apartment, Orillia
This charming apartment is situated just across the street from the lake and a short walk from Orillia's downtown area, offering easy access to local shops, restaurants, and the boat launch. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
This ground-floor flat can comfortably accommodate up to four guests in its one bedroom and one bathroom. The apartment is equipped with a fully equipped kitchen, a private patio, and a luxurious bathroom, as well as access to coin-operated laundry facilities, high-speed internet, and custom catering services.

Best Orillia holiday rentals with parking

Davel Deluxe Sunset View. - Orillia
9.9 89 reviews

Davel Deluxe Sunset View.

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.
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.
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.
Instagramable Private Yacht Experience - Orillia
10 3 reviews

Instagramable Private Yacht Experience

boat, Orillia
This yacht is located in Orillia, a short distance from the shores of Lake Couchiching, offering easy access to the town's attractions. It receives excellent ratings for cleanliness, location, and user experience.
The vessel sleeps up to eight guests in two bedrooms and two bathrooms, offering a comfortable and spacious stay. It features a modern kitchen, air conditioning, parking, and internet access, allowing guests to enjoy a luxurious experience with all the comforts of home.

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

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.
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.
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 pet friendly Orillia holiday rentals

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

Cedar-view Studio With Hot Tub+ Playstation Gaming - Orillia
9.9 93 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.
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.
Cedar-view Apartment With Hot Tub (3 Bedrooms) - Orillia
9.9 48 reviews

Cedar-view Apartment With Hot Tub (3 Bedrooms)

apartment, Orillia
This ground-floor flat is situated in a peaceful location close to Orillia's trails, shops, and attractions. It has received excellent ratings for its cleanliness, location, and overall experience.
The property has three bedrooms, comfortably accommodating up to nine guests. It includes modern amenities such as a fully equipped kitchen, air conditioning, a Jacuzzi, and parking.
Casa Del Rosi. Unlimited Luxury In The Heart Of Orillia. - Orillia
No reviews

Casa Del Rosi. Unlimited Luxury In The Heart Of Orillia.

apartment, Orillia
This Orillia flat is centrally located, offering easy access to Couchiching Golf and Country Club (1.7 kilometres), Galaxy Cinemas Orillia (800 metres), Mara Provincial Park (9 kilometres), and Bigwind Bass Provincial Park (15 kilometres).
This five-bedroom, five-bathroom flat accommodates up to 14 guests and includes complimentary Wi-Fi, air conditioning, a dryer, an ironing board, towels, soap, toilet paper, and a hairdryer for a comfortable stay.
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