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Best Vacation rentals and Airbnb offers in Orillia
9.5 236 reviews
Orillia
09/21 – 09/25
$408/nighttotal: $1632 (4 )
Orillia Oasis W/hot Tub & Canal-2 Minutes From The Beach!
1 6
apartment , Orillia
This charming cottage is situated in Orillia, just a short 10-minute drive from Casino Rama and Le logement, offering easy access to local attractions and entertainment. The cottage consistently receives excellent reviews for its cleanliness, location, and overall guest experience. This 1300-square-foot retreat features four bedrooms, two living areas, and a private dock on the canal. Enjoy a private fenced yard, hot tub, fire pit, BBQ, and ample parking for your group, along with a fully equipped kitchen, air conditioning, and a spa.
9.6 38 reviews
Orillia
06/30 – 07/31
$112/nighttotal: $3472 (31 )
Cozy Cottage On Lake Simcoe In Orillia
3 1
apartment , Orillia
This cottage is located in a tranquil neighborhood on Lake Simcoe, just steps away from Tudhope Park and Kawartha Ice Cream and a short drive from the Mariposa Market. It has excellent user, location and cleanliness ratings. The cottage has 3 bedrooms, 2 bathrooms, and can accommodate up to 6 guests. It features a fully equipped kitchen, air conditioning, a garden, parking, and a private dock and boat launch nearby. Guests can enjoy fishing, swimming, kayaking, and paddle boarding in the calm bay.
Orillia
07/11 – 07/18
$834/nighttotal: $5838 (7 )
Charming Cottage On Lake Simcoe
1 3
apartment , Orillia
This Orillia lakefront home offers stunning Lake Simcoe views, a private beach, and dock, less than 1.5 hours from Toronto and near Casino Rama. The three-bedroom, two-bathroom house sleeps seven, features a full kitchen with dishwasher, air conditioning, a sunroom, BBQ, fire pit, and provides access to swimming, fishing, and kayaking.
9.9 58 reviews
Orillia
09/08 – 09/09
$139/nightfor 1 night
Rk's Bed & Breakfast
1 1
apartment , Ramara
This Ramara apartment is located in a quiet, treed neighborhood on the outskirts of Orillia, just a 5-minute drive from downtown Orillia, the Port of Orillia, and Casino Rama. It boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers. This one-bedroom, one-bathroom rental accommodates up to two guests and offers a private entrance with full walkout access. Enjoy amenities like air conditioning, internet access, a fully equipped kitchen, and a friendly black labrador puppy on the property, plus easy access to a nearby beach and park.
Orillia
09/04 – 11/06
$78/nighttotal: $4914 (63 )
English
1 1
apartment , Orillia
This newly renovated Orillia apartment is centrally located, within a 5-10 minute walk of Couchiching Beach, the Orillia Public Library, the Orillia Opera House, the Orillia Farmers' Market, and the downtown area. The one-bedroom unit, sleeping up to five guests with a queen bed and pull-out sofa, features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, free Wi-Fi, and a smart TV with Netflix and Amazon Prime; nearby attractions include the Orillia Soldiers’ Memorial Hospital (a 5-minute walk) and the Orillia Recreation Centre (a short drive).
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.
Orillia
09/25 – 09/27
$467/nighttotal: $934 (2 )
Modern Lake Simcoe Waterfront Home
4 6
apartment , Oro-Medonte
This Oro-Medonte vacation rental is a 4-bedroom, 2-bathroom condo for 8 guests, located a 5-minute drive from Lake Simcoe and a 4-minute drive from the Oro-Medonte Rail Trail. This pet-friendly unit features on-site laundry and is a 10-minute drive from Orillia's Opera and 11 minutes from Couchiching Beach Park, with proximity to the OPP Museum, Couchiching Golf and Country Club, Orillia Community Centre Arena, and Barrie Speedway.
Orillia
08/21 – 08/25
$850/nighttotal: $3400 (4 )
Lake Simcoe Waterfront Lake House
1 9
chalet , Oro-Medonte
This Lake Simcoe waterfront vacation home is located in Hawkestone, 8.3 miles from Orillia Community Centre Arena and 14 miles from Casino Rama. This family-friendly chalet offers 2800 square feet of living space, accommodating up to 19 guests with 3 bathrooms, a full kitchen, air conditioning, a Jacuzzi, sauna, bar, and direct waterfront access.
9.6 95 reviews
Orillia
09/04 – 11/06
$86/nighttotal: $5418 (63 )
Davel Deluxe Sunsets
1 1
apartment , Orillia
This apartment is located in downtown Orillia, within walking distance of the Orillia Opera House and Sunshine and Company. It has excellent user, location and cleanliness ratings. The apartment has one bedroom and one bathroom, and can accommodate up to two guests. It features a full kitchen, a balcony, and air conditioning. Guests can also enjoy the garden and barbecue grills.
9.2 167 reviews
Orillia
10/05 – 10/09
$91/nighttotal: $364 (4 )
Lakeside Inn Cabin Apartment #2
1 2
apartment , Ramara
Serene Lakeside Retreat is a cozy cabin-style apartment located directly behind the Lakeside Inn hotel, offering a 30-second walk to the pristine shoreline of Lake Simcoe. With excellent user and location ratings, this apartment is an ideal choice for couples seeking a tranquil getaway in Ramara. The apartment features a comfortable queen-sized bed, a basic kitchenette, and a private outdoor space with a charcoal barbecue and fire pit. Guests also have access to a shared dock and water access for swimming and enjoying the lake's beauty.
10 3 reviews
Orillia
06/27 – 06/28
$1638/nightfor 1 night
Instagramable Private Yacht Experience
2 2
boat , Orillia
Knot the Norm is located in Orillia, just a short walk from the downtown area and the waterfront. This yacht has earned excellent ratings for cleanliness, location, and user experience. Knot the Norm is a 2-bedroom, 2-bathroom vessel that can accommodate up to 8 guests. This modern yacht features a fully equipped kitchen, air conditioning, and parking, perfect for enjoying the lake and exploring Orillia.
Orillia
09/04 – 11/06
$170/nighttotal: $10710 (63 )
Cedar-view 3br Apartment With Hot Tub
3 1
apartment , Orillia
This rear-facing ground-level rental unit in Orillia is located in a tranquil neighborhood, offering proximity to Bass Lake, Lake Couchiching, and Lake Simcoe, along with nearby parks, trails, and shopping. This stylish apartment accommodates up to 6 guests and features a 55-inch Ultra HD 4K Smart TV, a PlayStation 5, a BBQ grill, a fully-stocked kitchen, and an all-season 8-seater hot tub.
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.
10 1 review
Orillia
07/11 – 07/18
$953/nighttotal: $6671 (7 )
Getaway With An 8-seater Hot Tub \N\n
3 3
apartment , Orillia
This Orillia vacation home is conveniently located within 1.9 miles of Lakehead University, Bass Lake Provincial Park, and Sunshine & Company, and within 3.1 miles of the Waterview Trail Trailhead and the Orillia Community Centre Arena. This five-bedroom, three-bathroom house sleeps ten guests and boasts a swimming pool, jacuzzi, and private garden, along with a fully equipped kitchen, laundry facilities, and amenities such as barbecue grills and a Smart TV; an on-site water park adds to the family-friendly appeal.
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.
9.9 16 reviews
Orillia
08/21 – 08/25
$653/nighttotal: $2612 (4 )
Modern Orillia Retreat - W/ Game Room
1 9
apartment , Severn
This Severn, Ontario rental is conveniently located near Lake Couchiching, a short drive from Mount St. Louis Moonstone ski resort, Casino Rama, and the attractions of Orillia. This spacious four-bedroom, three-and-a-half-bathroom home sleeps up to ten guests and features a game room with a pool table, a fully equipped kitchen with a dishwasher, a BBQ, patio, and air conditioning, plus parking.
9.5 17 reviews
Orillia
08/21 – 08/25
$660/nighttotal: $2640 (4 )
Severn Woodland
1 9
apartment , Severn
This five-bedroom Severn, Ontario rental is located within a 30-minute drive of Mount St. Louis Moonstone, Casino Rama, and the town of Orillia, offering easy access to skiing, gambling, and shopping. This spacious home sleeps up to 14 guests and features two and a half bathrooms, a fully equipped kitchen with dishwasher, air conditioning, a private garden, parking, and a game table; nearby outdoor recreation includes lake access (from June), a fire pit, and a BBQ grill.
Best Orillia vacation rentals with parking
Orillia
09/04 – 11/06
$94/nighttotal: $5922 (63 )
Lake Front Bachelor \Nclose To All Amenities Casino Rama \Nski Hills
1 1
apartment , Orillia
This one-bedroom Orillia apartment rental offers stunning Lake Simcoe views and is within two miles of Tudhope Park, the Stephen Leacock Museum, Lake Couchiching, and the Orillia Opera House. The lakeside unit sleeps three, features a fully equipped kitchen with a dishwasher and microwave, a private patio, free WiFi, and on-site amenities including a swimming pool, jacuzzi, and barbecue grills.
9.9 80 reviews
Orillia
09/04 – 11/06
$112/nighttotal: $7056 (63 )
Davel Deluxe Relaxation
1 1
apartment , Orillia
This one-bedroom apartment is conveniently located in Orillia, within walking distance of the Orillia Opera House and Sunshine and Company, making it ideal for exploring the town's cultural scene. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. This rental offers a comfortable and convenient stay for two guests. The apartment features a fully equipped kitchen, a private patio, and access to a garden, as well as amenities like free Wi-Fi, parking, and a washer and dryer.
10 1 review
Orillia
09/21 – 09/25
$710/nighttotal: $2840 (4 )
Cedar-view Apartment With Hot Tub (4 Bedrooms)
4 6
apartment , Orillia
This four-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 8-guest unit features a fully equipped kitchen, jacuzzi, balcony, garden, free Wi-Fi, fireplace, and on-site parking, plus access to a hot tub and barbecue grills.
9.9 33 reviews
Orillia
08/07 – 08/09
$655/nighttotal: $1310 (2 )
Spruce Lane Retreat
1 2
apartment , Severn
This 22-acre farmhouse retreat in Severn, Ontario, is a 15-minute drive from Horseshoe Valley Ski Resort and Lake Couchiching. The renovated farmhouse, boasting two bedrooms, one bathroom, and sleeping up to seven guests, offers a chef's kitchen, inground pool, hot tub, game room, and proximity to Orillia's restaurants and attractions.
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?
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 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?
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?
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?
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.
9.7 32 reviews
Orillia
06/27 – 07/04
$540/nighttotal: $3780 (7 )
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.
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.
10 8 reviews
Orillia
08/21 – 08/25
$537/nighttotal: $2148 (4 )
Severn Woodland
5 9
house , Severn
Severn Woodland Escape, located in Severn, Ontario, is 7.2 miles from the Muskoka Wildlife Centre and 8.9 miles from the Orillia Community Centre Arena. This 3,800-square-foot house sleeps 23 guests, features two bathrooms, a fully equipped kitchen, a billiards table, air conditioning, free Wi-Fi, and a private garden with free parking; enjoy nearby attractions and self-catering in this spacious Severn rental.
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.
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.
9.9 14 reviews
Orillia
07/11 – 07/18
$372/nighttotal: $2604 (7 )
Woodsbay Bungalow/bunkie On Lake Couchiching
1 3
apartment , Severn
This Woodsbay bungalow, an hour north of Toronto, offers private waterfront access on Severn, ideal for swimming and family fun. The one-bedroom cottage, including a bunkie for extra sleeping space, accommodates four guests and features a fully equipped kitchen, open-concept living area, and proximity to local shops and restaurants.
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.
10 2 reviews
Orillia
08/28 – 09/01
$889/nighttotal: $3556 (4 )
Getaway Apartment Plus: 2 Homes + 2 Hot Tubs + Ps5
1 7
apartment , Orillia
This two-unit rental property in Orillia's Sunshine City neighborhood is located within a 3-minute drive or a 0.4-mile walk to separate apartment units, offering proximity to parks, trails, shopping, and the shores of Bass Lake, Lake Couchiching, and Lake Simcoe. This accommodation sleeps 16 guests with 6 bedrooms and 2 bathrooms, featuring two fully-stocked kitchens, hot tubs, a PlayStation 5, unlimited internet, smart TVs, and complimentary breakfast provisions, with nearby access to aquatic activities.
8.0 1 review
Orillia
09/11 – 09/13
$1371/nighttotal: $2742 (2 )
Double Delight Getaway: 2 Homes + 2 Hot Tubs
6 13
apartment , Orillia
This apartment is located in a peaceful neighborhood of Orillia, just a short walk from stunning parks and trails, popular stores, and the three lakes. It offers easy access to all that Orillia has to offer. The apartment has eight bedrooms and four bathrooms, making it ideal for large families or groups of up to 16 guests. It comes equipped with a full kitchen, a Jacuzzi, a garden, parking, and unlimited internet access, along with other amenities that will make your stay comfortable and enjoyable.
