Search vacation rental in Orillia from 100+ sites!

83 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Orillia vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Orillia

Choose the Right Family-Friendly Vacation Rentals in Orillia

These family-friendly vacation rentals in Orillia offer spacious layouts and easy access to top city attractions.

The Downtown Cottage: 32 Sec. Walk To Main Street. - Orillia
9.9 17 reviews
Orillia
09/21 – 09/25
$253/nighttotal: $1012 (4 )

The Downtown Cottage: 32 Sec. Walk To Main Street.

3 6
apartment , Orillia
This three-bedroom, two-bathroom apartment rental in downtown Orillia, Ontario, is located on Main Street, steps from shops and restaurants.
The 6-guest unit features a cottage-like ambiance, air conditioning, free internet, parking, and is within walking distance of Orillia's waterfront and other attractions.
Couchiching Lakefront Retreat
Incredible Location! - Orillia
10 91 reviews
Orillia
09/21 – 09/25
$496/nighttotal: $1984 (4 )

Couchiching Lakefront Retreat Incredible Location!

1 6
apartment , Ramara
This Ramara cottage sits on the shores of Lake Couchiching, just a short distance from the casino and the Trans Canada hiking trail, offering a peaceful escape with easy access to local attractions. The property consistently receives excellent ratings for cleanliness, location, and overall user experience.
The cottage features five bedrooms and one bathroom, accommodating up to six guests comfortably. This cozy retreat provides a fully equipped kitchen, a private dock for water activities, and a variety of entertainment options including a PS5, multiple TVs with streaming services, and a selection of indoor and outdoor games.
Cedar-view Studio With Hot Tub \N - Orillia
9.8 6 reviews
Orillia
09/08 – 09/09
$227/nightfor 1 night

Cedar-view Studio With Hot Tub \N

1 1
studio , Orillia
This one-bedroom Orillia apartment rental is conveniently located within two miles of Bass Lake Provincial Park, the Waterview Trail Trailhead, and Lakehead University's Orillia campus.
The unit sleeps two guests and offers a kitchenette with refrigerator and microwave, free Wi-Fi, a patio, a Smart TV, plus on-site amenities including a swimming pool, hot tub, and barbecue grills; free breakfast is included.
Muskoka Style Luxury Cottage - Orillia
Orillia
07/11 – 07/18
$1745/nighttotal: $12215 (7 )

Muskoka Style Luxury Cottage

7 3
apartment , Orillia
This seven-bedroom Orillia vacation home is a 10-minute walk from Lake Couchiching and the Stephen Leacock Museum, and within two miles of Tudhope Park and Couchiching Beach Park.
This 6,500-square-foot residence boasts a fully equipped kitchen, a jacuzzi, a fitness center, a tennis court, and accommodates up to 14 guests, offering an arcade/game room and outdoor amenities like a garden and barbecue grills.

Best Orillia vacation rentals with parking

Charming  Cottage On Lake Simcoe - Orillia
9.6 8 reviews
Orillia
07/11 – 07/18
$795/nighttotal: $5565 (7 )

Charming Cottage On Lake Simcoe

3 3
house , Orillia
This charming 1.5-story cottage is located on the shores of Lake Simcoe, less than 1.5 hours from Toronto. It has received excellent user ratings and offers a relaxing getaway for families and groups. This lakefront home has 3 bedrooms and 2 bathrooms, spanning 1780 square feet, and can comfortably accommodate up to 6 guests. Enjoy amenities like air conditioning, a fully equipped kitchen, and a private garden, as well as activities like swimming, fishing, kayaking, and access to nearby attractions.
Orillia Twnhse Oasis W King Bed - Orillia
9.8 153 reviews
Orillia
09/08 – 09/09
$380/nightfor 1 night

Orillia Twnhse Oasis W King Bed

1 1
apartment , Orillia
This townhouse is located in a peaceful neighborhood near a scenic ravine, just a short drive from downtown Orillia and its attractions. The apartment has received excellent ratings for its cleanliness, location, and user experience.
This three-bedroom, two-bathroom townhouse comfortably sleeps eight guests. It features a spacious deck with a gas barbecue, high-speed internet, air conditioning, and a fully equipped kitchen with a dishwasher, fridge, freezer, and microwave.
Beautiful Sunsets On The Lake With A 4 Bedroom All Seasons Family Sized Cottage! - Orillia
9.6 4 reviews
Orillia
10/05 – 10/09
$564/nighttotal: $2256 (4 )

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

4 2
cottage , Ramara
This cottage in Rama First Nation is located a 5-minute walk from Lake Couchiching and a 9-mile drive from Lake Simcoe, with Couchiching Beach Park and Orillia Opera House 13 miles away.
This 4-bedroom, 2-bathroom rental accommodates 8 guests and offers amenities such as Wi-Fi, air conditioning, a garden, and a terrace, with on-site parking available.
Woods Bay Cottage Severn - Orillia
10 38 reviews
Orillia
09/08 – 09/09
$202/nightfor 1 night

Woods Bay Cottage Severn

1 1
house , Severn
This cozy cottage is located on Lake Couchiching, just minutes from the town of Orillia and its amenities, and twenty minutes from Casino Rama, Barrie Drive-In Theatre, and Burl's Creek. It has received excellent ratings for location, cleanliness, and user experience.
The one-bedroom home can accommodate up to six guests and features a double bed, two sleep sofas, a TV, internet, a kitchen with a stove, and a bathroom with a shower. Enjoy direct access to Lake Couchiching for boating, water sports, fishing, and peaceful lakeview walks, as well as a private basketball court, outdoor BBQ area, and ample space for parking boats, snowmobiles, and trailers.

Frequently Asked Questions about vacation rentals in Orillia

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

    The Orillia Museum of Art and History has a great children's area, and the Orillia Soldiers' Memorial Hospital has a children's garden. The Couchiching Beach Park has a playground and splash pad, and the Orillia Recreation Centre has an indoor pool and a climbing wall.
  • 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.

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

    The best time to book a vacation rental is in the summer months, especially during the Canada Day long weekend and the Mariposa Folk Festival in July. If you're looking for a more affordable option, consider booking during the shoulder seasons, like spring or fall.
  • 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 events or festivals should visitors check out in and around Orillia?

    The Mariposa Folk Festival in July is a big one. There's also the Orillia Fall Fair in September and the Orillia Christmas Festival in December. You can find smaller events happening throughout the year, like the Orillia Farmers' Market on Saturdays and the Orillia Waterfront Festival in August.
  • What are the best vacation rentals with a pool in Orillia?

    Econo Lodge, Nostalgic Farmhouse W/ Pool & Hot Tub and Cute And Cozy House are the best vacation rentals with a pool in Orillia.

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

    There are many budget-friendly activities in Orillia. You can walk or bike along the waterfront trail, explore the parks, or visit the Orillia Museum of Art and History. The Orillia Farmers' Market is a great place to find local produce and crafts.
  • 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 are the best restaurants with local dishes in Orillia?

    For local dishes, you can try the Orillia Fish Market for fresh seafood, or the Lake House for a more upscale dining experience. The Orillia Brewery is a great spot for a casual meal and a local craft beer.
  • 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 walking or cycling routes in Orillia?

    The waterfront trail is a popular walking and cycling route. It stretches for miles along the shores of Lake Couchiching and offers beautiful views. You can also try the Orillia Rail Trail, which is a paved trail that follows the former railway line.
  • Are there pet-friendly attractions in Orillia?

    Yes, many parks and trails in Orillia are pet-friendly. You can take your furry friend for a walk along the waterfront trail or explore the parks, like Couchiching Beach Park. Some restaurants also have outdoor patios that are pet-friendly.
  • What are the benefits of choosing a vacation rental in Orillia?

    Vacation rentals offer more space and privacy than hotels. They are often located in more desirable areas, like the waterfront or near the parks. Many rentals also have amenities like kitchens and laundry facilities, which can be convenient for families or longer stays.

Destinations nearby

Guest-Favorite Vacation Rentals with a Terrace in Orillia

Elevate your stay in Orillia with a vacation rental featuring a private balcony and stunning city skyline views.

Southlake Cottage On The Lake. - Orillia
9.7 32 reviews
Orillia
08/07 – 08/09
$744/nighttotal: $1488 (2 )

Southlake Cottage On The Lake.

3 2
house , Ramara
SouthLake Cottage is a beachfront chalet on Lake Simcoe in Washago, Ramara, Ontario, Canada. It is 5.6 miles from Casino Rama and 18 miles from Lake Muskoka. The chalet has excellent user, location, and cleanliness ratings.
The chalet has 3 bedrooms, 1 bathroom, a fully equipped kitchen, and a living room with a fireplace. It can accommodate up to 6 guests and has a floor area of 1500 square feet. Amenities include air conditioning, a satellite flat-screen TV, free WiFi, an outdoor dining area, a washing machine, and a private beach area. Activities nearby include skiing.
Welcome To Severn Woodland Your Spacious Retreat In Severn Ontario - Orillia
Orillia
08/07 – 08/09
$842/nighttotal: $1684 (2 )

Welcome To Severn Woodland Your Spacious Retreat In Severn Ontario

5 2
apartment , Amigo Beach
This 3800 sq ft, 5-bedroom condo in Severn, Ontario, is located a short drive from Orillia's downtown and waterfront, offering proximity to Amigo Beach, Bass Lake Provincial Park, and Mount St Louis Moonstone.
This pet-friendly rental accommodates up to 14 guests with a fully-equipped kitchen, air conditioning, a terrace, a garden, and parking, and features a private backyard with a fire pit and outdoor dining area.
Davel Deluxe Garden View - Orillia
10 3 reviews
Orillia
09/04 – 11/06
$117/nighttotal: $7371 (63 )

Davel Deluxe Garden View

1 1
apartment , Orillia
This one-bedroom apartment is located in downtown Orillia, just a short walk from the lakefront and the town's main attractions. It has an excellent user rating and is perfect for a couple or solo traveler looking for a comfortable and convenient stay. The apartment is newly built and furnished to high standards, featuring stainless steel appliances and a modern design. Amenities include a private deck, a garden, parking, and access to local attractions like the Couchiching Golf and Country Club and Bass Lake Provincial Park.
Four Season Waterfront Cottage Over-the-water View - Orillia
9.6 14 reviews
Orillia
09/21 – 09/25
$601/nighttotal: $2404 (4 )

Four Season Waterfront Cottage Over-the-water View

5 6
apartment , Ramara
This cozy cottage is located in Ramara, Ontario, offering easy access to Lake Simcoe, Lake Couchiching, and the Trent Severn waterway, making it a prime location for those seeking water activities and nearby attractions. The cottage is a short drive from Mount St. Louis, a popular ski resort, and Casino Rama, a well-known entertainment venue.
The cottage has five bedrooms and three bathrooms, accommodating up to 14 guests. It features a fully equipped kitchen, air conditioning, a terrace, a garden, and parking, providing everything you need for a comfortable and enjoyable stay.

Top-Rated Pet-Friendly Vacation Rentals in Orillia

Travel with ease to Orillia with pet-friendly rentals located near local dog parks and scenic city walks.

Studio Close To Downtown/waterfront/osmh Orillia - Orillia
10 1 review
Orillia
06/30 – 07/31
$86/nighttotal: $2666 (31 )

Studio Close To Downtown/waterfront/osmh Orillia

1 1
studio , Orillia
This studio apartment is conveniently located just a short walk from downtown Orillia, the hospital, and restaurants, offering a peaceful escape from the city center. It's also within a quick drive of the Port of Orillia, Lakehead University, and Georgian College, making it a great option for students, faculty, and medical professionals. Guests consistently rate the apartment excellent for its cleanliness, location, and overall experience.
The studio comfortably accommodates two guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, allowing you to enjoy home-cooked meals during your stay. Other amenities include air conditioning, parking, a private entrance, a washer and dryer, and a quiet location near outdoor activities like the Port of Orillia and ski hills within a short drive.
Double Delight Getaway: 2 Homes + 2 Hot Tubs + Ps5 - Orillia
9.7 15 reviews
Orillia
07/08 – 07/18
$858/nighttotal: $8580 (10 )

Double Delight Getaway: 2 Homes + 2 Hot Tubs + Ps5

1 7
apartment , Orillia
This Orillia apartment is located in a peaceful neighborhood, a short walk from Bass Lake, Lake Couchiching, and Lake Simcoe. It has been consistently rated excellent for user experience, location, and cleanliness.
The rental comprises a main house and a separate apartment, just a short trail-walk away, accommodating up to 16 guests. Both units feature fully equipped kitchens, outdoor BBQ grills, hot tubs, and access to a PlayStation 5, making it perfect for families or groups seeking a relaxing and enjoyable getaway.
Lake Couchiching – Downtownwaterfront Escape - Orillia
Orillia
09/04 – 11/06
$72/nighttotal: $4536 (63 )

Lake Couchiching – Downtownwaterfront Escape

1 1
apartment , Orillia
This downtown Orillia condo is located just a 2-minute walk from the Orillia waterfront on Lake Couchiching, offering convenient access to Lake Couchiching's boating activities and downtown Orillia's amenities.
This 1-bedroom, 1-bathroom rental accommodates up to 4 guests and includes internet, air conditioning, and a kitchen, making it a suitable base for exploring summer activities or year-round living in Orillia.
Cedar-view Apartment With Hot Tub (3 Bedrooms) - Orillia
9.9 46 reviews
Orillia
06/24 – 06/25
$351/nightfor 1 night

Cedar-view Apartment With Hot Tub (3 Bedrooms)

1 2
apartment , Orillia
This ground-level apartment is situated in a peaceful neighborhood, close to Orillia's trails, shops, and attractions. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment has three bedrooms, making it ideal for families or groups of up to nine guests. It offers a fully equipped kitchen with a refrigerator, microwave, and dishwasher, as well as air conditioning, a Jacuzzi, parking, and internet access.
©2026 cozycozy.com