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Orillia short term rentals
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Best Short term and Weekly rentals in Orillia

Discover Family Short-Term Rentals in Orillia

Family-focused rentals in Orillia ensure the city’s top attractions are always within easy reach.

Newly Renovated Lower Level W Hot Tub - Orillia
9.7 60 reviews
Orillia
06/24 – 06/25
$280/nightfor 1 night

Newly Renovated Lower Level W Hot Tub

1 2
B&B , Orillia
This newly renovated basement apartment in Orillia is conveniently located within walking distance of the downtown core, offering easy access to restaurants, shops, and entertainment. Guests consistently rate the apartment as excellent for its location, cleanliness, and overall experience.
The apartment comfortably accommodates up to four guests with its two bedrooms, a fully equipped kitchen, and a comfortable living room. Guests can enjoy modern amenities like a 43" Samsung Smart TV with Netflix, unlimited high-speed internet, and a private backyard space with access to a hot tub.
Orillia Twnhse Oasis W King Bed - Orillia
9.8 153 reviews
Orillia
07/11 – 07/18
$266/nighttotal: $1862 (7 )

Orillia Twnhse Oasis W King Bed

1 3
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 Waterfront Property & Perfect Boating! - Orillia
10 4 reviews
Orillia
06/23 – 08/22
$233/nighttotal: $13980 (60 )

Beautiful Waterfront Property & Perfect Boating!

1 2
apartment , Ramara
This 4-bedroom, 1-bathroom vacation rental is located in the Ramara district, just a short drive from Couchiching Beach Park, Tudhope Park, and downtown Orillia. The property has received excellent ratings for its location, cleanliness, and overall experience.
The home comfortably sleeps 8 guests and features a fully equipped kitchen, a spacious living area, a private dock, and a backyard with a patio, sun loungers, a BBQ, and a fire pit. Enjoy water activities with the included paddle boat, kayak, and fishing rods, or relax and take in the stunning views of the lake.
Modern Cottage Home I 3+1br I Sleeps 11 I Near Lakes - Orillia
Orillia
07/08 – 07/18
$582/nighttotal: $5820 (10 )

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

4 7
cottage , Severn
This modern cottage in Severn offers convenient access, located a short drive from public beaches, Lake Simcoe access points, and ski hills, with Bass Lake Provincial Park and Scales Nature Park nearby. This 4-bedroom, 2-bathroom lodge accommodates up to 11 guests and features a fully equipped kitchen, a private hot tub, a foosball table, and proximity to downtown Orillia and Casino Rama.

Best Orillia lodging with a kitchen

Cedar-view Studio Apartment With Hot Tub - Orillia
Orillia
09/04 – 11/06
$81/nighttotal: $5103 (63 )

Cedar-view Studio Apartment With Hot Tub

1 1
apartment , Orillia
This ground-level studio apartment is located in a peaceful Orillia neighborhood, close to Bass Lake, Lake Couchiching, and Lake Simcoe, offering easy access to local parks, trails, and shopping areas.
This pet-friendly unit sleeps two guests and features a fully equipped kitchenette, a 55-inch 4K Smart TV, a PlayStation 4, a BBQ grill, and an 8-person hot tub; nearby attractions include three major lakes perfect for water activities.
Luxury Modern Waterfront Cottage - Orillia
9.8 12 reviews
Orillia
06/23 – 08/22
$805/nighttotal: $48300 (60 )

Luxury Modern Waterfront Cottage

3 2
apartment , Ramara
This Ramara waterfront home offers direct access to Lake Simcoe, a half-mile from the lake and nine miles from McRae Point Provincial Park and Brechin Community Centre Park.
This 2000-square-foot vacation rental boasts three bathrooms, a fully equipped kitchen with dishwasher, on-site laundry, outdoor grills, and free Wi-Fi, perfect for families or groups seeking lakefront recreation.
Relax And Enjoy - Orillia
10 19 reviews
Orillia
10/05 – 10/09
$178/nighttotal: $712 (4 )

Relax And Enjoy

1 2
apartment , Orillia
This three-bedroom, two-bathroom Orillia apartment rental is conveniently located within walking distance of Orillia's waterfront, including the marina and beach, as well as the downtown area's shops and restaurants, and a short drive from Casino Rama and Horseshoe Valley Resort.
The fully renovated unit sleeps six comfortably with two queen bedrooms, a fold-out couch, a fully equipped kitchen featuring stainless steel appliances and a gas stove, an electric fireplace, and a four-season porch.
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.

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Best Orillia lodging with laundry available

Orilluxstay - Orillia
10 19 reviews
Orillia
09/04 – 11/06
$110/nighttotal: $6930 (63 )

Orilluxstay

1 1
apartment , Orillia
This three-bedroom, two-bathroom condo in Orillia offers easy access to Lake Simcoe and is approximately 15 minutes from Casino Rama.
The 7-guest unit features a modern design, in-unit amenities including a dishwasher and microwave, plus access to a rooftop pool (opening May 31, 2025), a BBQ grill, a playground, and extra visitor parking.
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.
Orillia Lake House Rooms With Hot Tub - Orillia
9.5 4 reviews
Orillia
06/30 – 07/31
$438/nighttotal: $13578 (31 )

Orillia Lake House Rooms With Hot Tub

1 1
apartment , Orillia
This Orillia rental condo offers direct access to Lake Simcoe with a private dock and 60 feet of shoreline, situated just 5 minutes from downtown Orillia attractions and a 10-minute drive to Casino Rama.
This family-friendly apartment features 1 to 2 bedrooms accommodating up to 5 guests, with amenities including air conditioning, Wi-Fi, a fully equipped kitchen, and on-site activities like ping pong and horseshoes, plus two decks with waterfront views and a patio with a fire pit.
Cozy Home Close To Public Beach And Downtown - Orillia
9.7 33 reviews
Orillia
08/07 – 08/09
$577/nighttotal: $1154 (2 )

Cozy Home Close To Public Beach And Downtown

1 2
apartment , Orillia
This newly renovated Orillia main floor suite is located in a quiet residential area, a 15-minute walk from Moose Beach and Lake Couchiching, and a 4-minute drive from downtown Orillia's shops and restaurants.
The open-concept suite features two bedrooms (queen beds plus a double trundle), one bathroom, a full kitchen with dishwasher, a private deck with BBQ and fire pit, and accommodates up to six guests with amenities including Wi-Fi and streaming services.

Best Orillia lodging with air conditioning

Rk's Bed & Breakfast - Orillia
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.
Cedar-view Apartment With Hot Tub (4 Bedrooms) - Orillia
10 1 review
Orillia
06/24 – 06/25
$711/nightfor 1 night

Cedar-view Apartment With Hot Tub (4 Bedrooms)

4 2
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.
Waterfront ★ Sunshine Cottage By The Lake ★ - Orillia
10 23 reviews
Orillia
09/21 – 09/25
$992/nighttotal: $3968 (4 )

Waterfront ★ Sunshine Cottage By The Lake ★

6 6
apartment , Oro-Medonte
Sunshine Cottage is a modern, all-season vacation rental located just 70 minutes north of Toronto, a short drive from Barrie, and nestled in the beautiful Oro-Medonte region. The cottage has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for families and groups looking for a relaxing getaway.
The cottage features six bedrooms and three bathrooms, comfortably accommodating up to 12 guests. Sunshine Cottage offers a variety of amenities and activities to enjoy, including private lake access, a spacious open-concept living area, multiple living spaces, family-friendly features, and outdoor relaxation options.
Luxury On The Water - Orillia
10 2 reviews
Orillia
09/21 – 09/25
$485/nighttotal: $1940 (4 )

Luxury On The Water

1 6
apartment , Orillia
This brand new 4-bedroom townhouse offers a prime waterfront location in Orillia, directly overlooking Lake Couchiching with expansive, unobstructed views.
This modern luxury accommodation sleeps up to 8 guests and features a rooftop patio with an outdoor dining set, conversation set, and BBQ, plus air conditioning, internet, kitchen, and parking for a memorable stay.
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