Vacation Rentals in Orillia

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Orillia holiday rentals
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83 Holiday rentals and Airbnb in Orillia

Best family friendly Orillia holiday rentals

Among the 83 accommodations in Orillia, here are the 4 best family friendly rentals

Cozy Cottage On Lake Simcoe In Orillia - Orillia
9.6 38 reviews
Orillia
04/09 – 06/11
A$151/nighttotal: A$9513 (63 )

Cozy Cottage On Lake Simcoe In Orillia

1 1
apartment , Orillia
This charming cottage is situated on the shores of Lake Simcoe, just a short distance from Tudhope Park and Kawartha Ice Cream in Orillia, offering a peaceful retreat close to local attractions. It has consistently received excellent reviews for its location, cleanliness, and overall experience.
The three-bedroom property comfortably accommodates six guests and features a well-equipped kitchen, a spacious living area, and a large garden with a fire pit. Guests can enjoy direct lakefront access with a boat launch nearby, and the cottage comes equipped with kayaks, paddleboards, and a hammock for outdoor fun.
5 * Waterfront Orillia Cottage Spring& Summer 2026 - Orillia
9.8 39 reviews
Orillia
28/08 – 01/09
A$752/nighttotal: A$3008 (4 )

5 * Waterfront Orillia Cottage Spring& Summer 2026

4 7
apartment , Oro-Medonte
This charming cottage is situated on Bass Lake, just 5 kilometres from the town of Orillia in the scenic Oro-Medonte district. It has consistently received excellent ratings for location, cleanliness, and overall experience from previous guests.
The property offers four bedrooms and two bathrooms in the main house, with an additional guest room located by the lake. Guests can enjoy a range of amenities including a large deck, fire pit, and a fully equipped kitchen.
Orillia Lakefront Home By Nature Reserve, Hot Tub - Orillia
9.7 42 reviews
Orillia
30/06 – 31/07
A$868/nighttotal: A$26908 (31 )

Orillia Lakefront Home By Nature Reserve, Hot Tub

1 1
apartment , Orillia
This waterfront property is situated in a tranquil cul-de-sac just outside Orillia, a short drive from the town centre, Casino Rama, and Tudhope Park. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The spacious 269 square metre dwelling has five bedrooms and three and a half bathrooms, making it ideal for large families or groups. Guests can enjoy a range of amenities including a hot tub, ping pong table, foosball table, and a gas fireplace, as well as access to a private dock, multiple balconies, and a large garden.
4br Luxury Cottage | Hot Tub | Sleeps 11 - Orillia
10 5 reviews
Orillia
21/08 – 25/08
A$1033/nighttotal: A$4132 (4 )

4br Luxury Cottage | Hot Tub | Sleeps 11

4 9
apartment , Severn
This modern cottage in Severn is situated just a few kilometres from the lake, public beaches, and ski hills, with convenient access to Orillia's downtown and Casino Rama.
This spacious 4-bedroom, 2-bathroom dwelling accommodates up to 11 guests and features air conditioning, a jacuzzi, a garden, and a foosball table, with a private hot tub and BBQ available for an additional setup fee.

Best Orillia holiday rentals with parking

Modern Cottage Home I 3+1br I Sleeps 11 I Near Lakes - Orillia
Orillia
11/07 – 18/07
A$846/nighttotal: A$5922 (7 )

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

4 3
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.
Charming  Cottage On Lake Simcoe - Orillia
9.6 8 reviews
Orillia
11/07 – 18/07
A$1132/nighttotal: A$7924 (7 )

Charming Cottage On Lake Simcoe

3 3
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 88 reviews
Orillia
08/09 – 09/09
A$289/nightfor 1 night

Cedar-view Studio With Hot Tub+ Playstation Gaming

1 1
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.
Beautiful Sunsets On The Lake With A 4 Bedroom All Seasons Family Sized Cottage! - Orillia
9.6 4 reviews
Orillia
05/10 – 09/10
A$802/nighttotal: A$3208 (4 )

Beautiful Sunsets On The Lake With A 4 Bedroom All Seasons Family Sized Cottage!

4 2
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.

Frequently asked questions about holiday rentals in Orillia

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

    A first-time visitor to Orillia shouldn't miss a trip to the Orillia Museum of Art and History, a stroll along the waterfront, and a boat trip on Lake Couchiching. It's a beautiful spot, and you can even take a ferry over to the nearby island of Couchiching.
  • What are the best Airbnb and holiday rentals in Orillia?

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

    The neighbourhood of Orillia's waterfront is a popular choice for vacation rentals. You're close to the action, with plenty of restaurants and shops nearby, and the view of the lake is stunning. The area around the Orillia Opera House is another good option, with a mix of historic buildings and modern amenities.
  • What are the most popular Airbnbs in Orillia?

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

    For families, the Orillia Museum of Art and History is a great place to visit, with interactive exhibits for kids. The Orillia Recreation Centre also has a great indoor pool and playground. And, of course, there's always the beach at Couchiching Beach Park.
  • What are the best holiday rentals with a pool in Orillia?

    Econo Lodge, Cute And Cozy House and Casa ~ Pool ~ Fire Pit ~ Bbq are the best holiday rentals with a pool 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 shoulder seasons, from April to May and September to October. The weather is still pleasant, but the crowds are smaller and the prices are lower.
  • What are the best rentals for families and kids in Orillia?

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

    Orillia hosts a number of events and festivals throughout the year. The Orillia Waterfront Festival, held in July, is a popular event with live music, food, and activities. The Orillia Fall Fair, held in September, is a great way to experience local culture and agriculture.
  • What are the best rentals or Airbnbs with a jacuzzi in Orillia?

    The best holiday 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 budget-friendly activities in Orillia?

    You can enjoy a budget-friendly day in Orillia by taking a walk along the waterfront, visiting the free Orillia Museum of Art and History, or having a picnic at Couchiching Beach Park. The Orillia Farmers' Market is also a great place to find local produce and crafts.
  • What are the best restaurants with local dishes in Orillia?

    For local dishes, try the Orillia Fish & Chips, which is known for its fresh fish and chips. The Lakehouse Restaurant offers a more upscale dining experience with stunning views of the lake. For a casual meal, try the Orillia Pizza Company.
  • What are the best walking or cycling routes in Orillia?

    The waterfront trail is a popular choice for walking and cycling, offering stunning views of Lake Couchiching. For a longer ride, try the scenic route along the shores of Lake Simcoe. The trail along the Orillia River is also a great option for a relaxing walk.
  • Are there pet-friendly attractions in Orillia?

    Many of Orillia's attractions are pet-friendly, including Couchiching Beach Park, the waterfront trail, and many of the restaurants and shops in the downtown area. However, it's always a good idea to check with the specific business before bringing your pet.
  • What are the benefits of choosing a vacation rental in Orillia?

    Vacation rentals offer more space and privacy than a hotel room, and they can be a more affordable option for families or groups. They also often come with amenities like kitchens and laundry facilities, which can be convenient for longer stays.
  • What are the top sports attractions and facilities in Orillia?

    Orillia has a variety of sports facilities, including the Orillia Recreation Centre, which has an indoor pool, gymnasium, and fitness centre. The city is also home to the Orillia Hawks, a Junior A hockey team, and the Orillia Lakers, a senior men's hockey team.

Destinations nearby

Best Orillia holiday rentals with a balcony

Welcome To Severn Woodland Your Spacious Retreat In Severn Ontario - Orillia
Orillia
07/08 – 09/08
A$1197/nighttotal: A$2394 (2 )

Welcome To Severn Woodland Your Spacious Retreat In Severn Ontario

5 2
apartment , Amigo Beach
This five-bedroom flat in Severn, Ontario, is situated just minutes from Orillia's town centre, beach, and waterfront, offering proximity to Amigo Beach and local amenities.
With a generous floor area of 353 square meters, this property accommodates up to 14 guests with five bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a terrace, garden, and parking, and is ideally located for activities including golf at Hawk Ridge Golf and Country Club and skiing at Mount St Louis Moonstone.
Severn Woodland - Orillia
10 8 reviews
Orillia
21/08 – 25/08
A$764/nighttotal: A$3056 (4 )

Severn Woodland

5 9
house , Severn
Severn Woodland Escape, a spacious house in Severn, Ontario, is located 11.6km from the Muskoka Wildlife Centre and 14.3km from the Orillia Community Centre Arena.
This 353-square-metre property sleeps 23 guests, boasting two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, free Wi-Fi, a private garden, and even a billiards table.
Muskoka Style Luxury Cottage - Orillia
Orillia
30/06 – 31/07
A$2005/nighttotal: A$62155 (31 )

Muskoka Style Luxury Cottage

7 1
apartment , Orillia
This seven-bedroom Orillia holiday home is situated within a 1.6km walk of Lake Couchiching and the Stephen Leacock Museum, and under 3.2km from Tudhope Park and Couchiching Beach Park.
This spacious 604-square-metre property boasts a fully equipped kitchen, a jacuzzi, a fitness centre, a tennis court, and accommodates up to 14 guests, also featuring an arcade/game room and concierge services.
Davel Deluxe Garden View - Orillia
10 3 reviews
Orillia
04/09 – 06/11
A$166/nighttotal: A$10458 (63 )

Davel Deluxe Garden View

1 1
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 83 accommodations in Orillia, here are the 4 best pet friendly rentals

[Casa Luna]chic Lakehouse| Bbq|hottub|lakeviews - Orillia
9.8 34 reviews
Orillia
05/10 – 09/10
A$779/nighttotal: A$3116 (4 )

[Casa Luna]chic Lakehouse| Bbq|hottub|lakeviews

1 2
apartment , Severn
This three-bedroom, three-bathroom lakeside property on Lake Couchiching in Orillia, approximately 240km from Toronto, offers direct lake access with a private dock, kayaks and a floating water mat.
The self-catering apartment sleeps eight adults plus a toddler, boasting a modern kitchen, game room with ping pong and arcade games, spacious lakeview deck with BBQ, and high-speed Wi-Fi.
Pet Friendly Beach House With Bunkie Bar & Hot Tub - Orillia
9.8 85 reviews
Orillia
21/09 – 25/09
A$489/nighttotal: A$1956 (4 )

Pet Friendly Beach House With Bunkie Bar & Hot Tub

1 6
apartment , Ramara
This charming cottage in Ramara, Ontario is just a 90-minute drive from the city and a short walk from Casino Rama, making it a convenient base for exploring the area. The cottage consistently receives excellent ratings for location, cleanliness, and overall experience.
The three-bedroom, two-bathroom property comfortably accommodates up to six guests. Enjoy a range of amenities including a fully equipped kitchen, a hot tub, two fireplaces, and a private waterfront with a dock.
Orillia Twnhse Oasis W King Bed - Orillia
9.8 153 reviews
Orillia
11/07 – 18/07
A$378/nighttotal: A$2646 (7 )

Orillia Twnhse Oasis W King Bed

1 3
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.
Cedar-view Apartment With Hot Tub (3 Bedrooms) - Orillia
9.9 46 reviews
Orillia
08/09 – 09/09
A$555/nightfor 1 night

Cedar-view Apartment With Hot Tub (3 Bedrooms)

1 1
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.
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