Holiday Rentals in Orillia

144 available vacation rental offers

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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

Luxury Lakefront Cottage Escape - Orillia
10 44 reviews

Luxury Lakefront Cottage Escape

apartment, Ramara
This charming lakeside retreat is situated on a peninsula in Orillia, just a 15-minute walk from Mara Provincial Park and a short drive from Casino Rama, Vettä Nordic Spa, Mount St. Louis and Horseshoe Resort. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The property has three bedrooms and two bathrooms, accommodating up to six guests. The cottage is fully equipped with a kitchen, garden, internet access, and a private lakefront location, offering a peaceful escape with access to a range of activities and attractions.
Luxurious All-season Simcoe Lakefront Cottage - Orillia
9.9 86 reviews

Luxurious All-season Simcoe Lakefront Cottage

cottage, Oro-Medonte
This luxurious lakeside retreat is situated on Lake Simcoe in Oro-Medonte, just 96 kilometres from Toronto, offering a tranquil escape from the city. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious five-bedroom house comfortably accommodates up to ten guests, providing ample space for families and groups of friends. Amenities include a fully equipped kitchen, a hot tub, a fire pit, a dock, a canoe and kayak, high-speed Wi-Fi, and a pool table, ensuring a comfortable and enjoyable stay.
Modern Cottage Home I 3+1br I Sleeps 11 I Near Lakes - Orillia
No reviews

Modern Cottage Home I 3+1br I Sleeps 11 I Near Lakes

cottage, Severn
This modern holiday home is located in Severn, a short drive from public beaches, Lake Simcoe access, and ski hills.
Accommodating up to 11 guests, this detached house offers a fully equipped kitchen, a private hot tub, BBQ, and a foosball table, with convenient access to attractions such as Bass Lake Provincial Park and downtown Orillia.
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 Orillia holiday rentals with parking

Forest Haven Guesthouse - Orillia
10 113 reviews

Forest Haven Guesthouse

house, Severn
Forest Haven Guesthouse is a detached property located in the countryside near Orillia, just minutes from the town centre. The guesthouse has received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers.
The guesthouse offers three bedrooms, sleeping up to six guests, and includes a fully equipped kitchen, a private back deck with a barbecue, and access to laundry facilities. Guests can enjoy the nearby trails for biking and snowmobiling, as well as explore the surrounding golf courses, ski resorts, and lakes.
Cedar-view Studio Apartment With Hot Tub - Orillia
No reviews

Cedar-view Studio Apartment With Hot Tub

apartment, Orillia
This ground-floor apartment is located in a peaceful Orillia neighbourhood, within easy reach of Bass Lake, Lake Couchiching, and Lake Simcoe.
The self-contained studio sleeps two, boasts a fully equipped kitchenette, a 55-inch Smart TV with PlayStation 4, a private eight-seater hot tub, and is close to parks, trails, and shopping amenities.
Waterfront  Sunshine Cottage By The Lake - Orillia
10 25 reviews

Waterfront Sunshine Cottage By The Lake

apartment, Oro-Medonte
Sunshine Cottage is a modern, all-season holiday home located on the shores of Lake Simcoe in Oro-Medonte, a 70-minute drive north of Toronto. It has excellent user, location and cleanliness ratings, making it an ideal choice for a relaxing getaway.
The property has six bedrooms, sleeping up to 12 guests, with a spacious open-plan living area. Guests can enjoy a range of amenities, including a private shoreline, a fully equipped kitchen, a fireplace, a sunroom, a sauna, a fire pit and a playground, making it perfect for families and groups.
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

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.
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.
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.
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

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.
Cozy Orillia Upper Garden Suite - Orillia
9.9 15 reviews

Cozy Orillia Upper Garden Suite

apartment, Orillia
This two-bedroom flat is situated in a peaceful residential area, just a short drive from the centre of Orillia and close to Shannon Bay and Kitchener Park. The property has received excellent ratings for cleanliness, location, and overall user experience.
The self-contained apartment can accommodate up to six guests and offers a comfortable living space with a fully equipped kitchen, air conditioning, and free parking. Guests can enjoy a private outdoor area, pet-friendly facilities, and easy access to the natural beauty of Orillia.
Lake Simcoe Cottage, Hot Tub, Games, Fire Pit - Orillia
10 5 reviews

Lake Simcoe Cottage, Hot Tub, Games, Fire Pit

apartment, Oro-Medonte
This spacious five-bedroom property is situated on the shores of Lake Simcoe in Oro-Medonte, just a short drive from the town of Orillia. The apartment offers stunning lake views and is perfect for families or groups of friends seeking a relaxing getaway.
The property features a fully equipped kitchen, a hot tub, a fire pit, and a large garden with plenty of space for outdoor dining and lounging. Guests can enjoy a range of water activities, including kayaking, paddleboarding, canoeing, and swimming.
Cedar-view Apartment With Hot Tub (4 Bedrooms) - Orillia
10 1 review

Cedar-view Apartment With Hot Tub (4 Bedrooms)

apartment, Orillia
This four-bedroom Orillia apartment, perfect for families or groups of eight, is situated within 3.2km of Bass Lake Provincial Park, Waterview Trail Trailhead, and Lakehead University's Orillia campus.
The self-catering property boasts a fully equipped kitchen, including a dishwasher, a jacuzzi, a terrace, and free Wi-Fi, alongside on-site parking and a garden; enjoy the hot tub and barbecue facilities after a day exploring the local area.