Orillia short term rentals

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231 available short term rental offers

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Best Short term and Weekly rentals in Orillia

Blue's Getaway: Weekly Private Cottage Escape! - Orillia
9.2Excellent 201 reviews
Orillia
2 3
$183/nighttotal: $366 (2 )

Blue's Getaway: Weekly Private Cottage Escape!

cottage - Ramara
This exclusive cottage is located in Ramara, 1km from Casino Rama, 5km from Orillia, and 10km from the Muskoka region. It offers an excellent guest, location, and cleanliness rating.
With three bedrooms and a capacity of six guests, this cottage is perfect for families or groups. It features a fully equipped kitchen, washer/dryer, and comfortable furnishings. Guests can enjoy a large, private yard with a lit-up, 8-foot fire pit, as well as a trail directly behind the property for hiking, biking, and wildlife viewing.
Get Away All Year Around Cottage, Quiet & Peaceful - Orillia
9.6Excellent 5 reviews
Orillia
2 2
$310/nighttotal: $2170 (7 )

Get Away All Year Around Cottage, Quiet & Peaceful

cottage - Oro-Medonte
This waterfront cottage in Oro-Medonte offers stunning lake views from its private shoreline on Lake Simcoe. Just a short distance from the Mariposa Market and other attractions, it has received excellent ratings for its location, cleanliness, and amenities.
The cottage accommodates up to 5 guests in 2 bedrooms and 1 bathroom. It features a spacious living area with an open concept design, a fully equipped kitchen, and a large terrace overlooking the lake. Guests can enjoy year-round activities such as swimming, boating, hiking, and snowmobiling.
Lakeside Inn Cabin Apartment #2 - Orillia
9.1Excellent 141 reviews
Orillia
2 1
$97/nighttotal: $388 (4 )

Lakeside Inn Cabin Apartment #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.
Davel Deluxe  Garden View. - Orillia
9.9Excellent 110 reviews
Orillia
2 1
$138/nighttotal: $414 (3 )

Davel Deluxe Garden View.

apartment - Orillia
Book this vacation rental for 2 people with an excellent rating of 99% based on 110 reviews. You will be based in Orillia.
Facilities and services include a freeze, an iron and air conditioning. Take advantage of the Free Parking with this accommodation.
Davel Deluxe Sunsets - Orillia
9.9Excellent 77 reviews
Orillia
2 1
$138/nighttotal: $552 (4 )

Davel Deluxe Sunsets

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.
Victoria House On Lake Simcoe- Water Front Living! - Orillia
10Excellent 70 reviews
Orillia
2 3
$286/nighttotal: $2002 (7 )

Victoria House On Lake Simcoe- Water Front Living!

apartment - Orillia
This waterfront vacation home in Orillia offers stunning sunset views from the private dock on beautiful Lake Simcoe and quick access to Horseshoe Valley, downtown Orillia, and Burl's Creek. With excellent user, location, and cleanliness ratings, this fully renovated apartment provides a modern and comfortable stay.
The 1600 square feet apartment has 3 bedrooms, a 4-piece bathroom, a fully equipped kitchen, laundry facilities, and can accommodate up to 8 guests. Enjoy the private terrace, garden, and spa, as well as access to paddle boards, kayaks, life jackets, water toys, and boats for recreational activities.
Family Getaway On Lake Couchiching - Cumberland Beach - Orillia
10Excellent 5 reviews
Orillia
2 5
$864/nighttotal: $6048 (7 )

Family Getaway On Lake Couchiching - Cumberland Beach

cottage - Severn
This cottage is located on the sandy shores of Lake Couchiching, just 1.5 hours north of Toronto and 10 minutes from Orillia. It has an excellent user rating.
The cottage has 5 bedrooms, 4 bathrooms, and can accommodate up to 16 guests. It has a spacious interior with an open-concept living, dining, and kitchen area, as well as a sunroom with panoramic lake views. The cottage also has a variety of amenities, including a Jacuzzi, a terrace, a garden, and parking. Guests can also enjoy activities such as swimming, fishing, and boating.
Davel Deluxe Relaxation - Orillia
9.9Excellent 59 reviews
Orillia
2 1
$112/nighttotal: $784 (7 )

Davel Deluxe Relaxation

apartment - Orillia
Vacation rental listing for 2 guests with an excellent rating of 99% based on 59 reviews. This accommodation is based in Orillia.
Services and facilities: a garden, a terrace and air conditioning. Take advantage of the Free Parking with this accommodation.
Orillia Luxury  Sunriseview. - Orillia
10Excellent 36 reviews
Orillia
2 1
$125/nighttotal: $875 (7 )

Orillia Luxury Sunriseview.

apartment - Orillia
This newly renovated one-bedroom apartment is situated in downtown Orillia, within walking distance of amenities, restaurants, beaches, Lake Couchiching, and golf courses. It has received excellent ratings for its location, cleanliness, and user experience.
The apartment features a fully equipped kitchen, on-site laundry facilities, individual heating and cooling systems, and a private backyard. It can accommodate up to two guests and is suitable for students, healthcare workers, and travelers seeking a comfortable and convenient stay in Orillia.
Summer Lake House - Orillia -Casino-cottage - Orillia
8.7Very good 6 reviews
Orillia
2 5
$283/nighttotal: $1981 (7 )

Summer Lake House - Orillia -Casino-cottage

cottage - Severn
Cottage for up to 8 guests with an excellent rating of 87% based on 6 reviews. Your accommodation will be located in Severn.
Services and facilities include a kitchen, a washing machine and a garden. Enjoy free parking with this accommodation in Severn!
Orillia Oasis W/ Hot Tub, Fire Pit, Waterfront - Orillia
9.5Excellent 188 reviews
Orillia
2 4
$322/nighttotal: $2254 (7 )

Orillia Oasis W/ Hot Tub, Fire Pit, Waterfront

cottage - Orillia
Cottage for 8 people with an excellent rating of 95% based on 188 reviews. You will be in Orillia.
Services and facilities include a jacuzzi, a spa and air conditioning.
The Nut House-forest In The City-upstairs Bedroom1 - Orillia
9.7Excellent 511 reviews
Orillia
2 1
$63/nighttotal: $441 (7 )

The Nut House-forest In The City-upstairs Bedroom1

B&B - Orillia
This B&B offers a cozy and secluded retreat in a peaceful neighborhood, just minutes from Bass Lake and a short drive from downtown Orillia. With excellent user, location, and cleanliness ratings, it's a highly-rated choice for travelers.
The charming room features a comfortable bed and thoughtful amenities, and can accommodate up to 2 guests. It also offers pet-friendly accommodations and a variety of amenities such as air conditioning, a garden, parking, and internet access.

Other accommodation types in Orillia

Best Orillia Short term rentals with a pool

Among the 231 accommodations in Orillia, here are the 5 best rentals with a pool

Charming Place Sleeps Eight - Orillia
9.8Excellent 243 reviews
Orillia
2 1
$106/nighttotal: $212 (2 )

Charming Place Sleeps Eight

apartment - Orillia
This Orillia guesthouse is located in a quiet residential area within walking distance to the historic downtown core and its shops, boutiques, and restaurants. It has excellent user, location, and cleanliness ratings.
The apartment has four bedrooms, two distinct wings for privacy, a fully-equipped kitchen, and a spacious outdoor area with a deck, patio, firepit, BBQ, and heated pool (May-Sept). It also has air conditioning, a Jacuzzi, a garden, parking, and allows pets.
4 Seasons Waterfront Cottage With Hot Tub On Lake Simcoe - Orillia
9.0Excellent 2 reviews
Orillia
2 4
$395/nighttotal: $2765 (7 )

4 Seasons Waterfront Cottage With Hot Tub On Lake Simcoe

cottage - Orillia
This waterfront cottage on Lake Simcoe offers a unique and tranquil retreat just minutes from downtown Orillia. With breathtaking views, a private dock, and access to nearby attractions like Casino Rama and Couchiching Golf and Country Club, this cottage is highly rated by guests.
The 4-bedroom, 2-bathroom cottage boasts a cozy and comfortable atmosphere, with a fully equipped kitchen, cozy seating areas with a fireplace, and a 6-seater luxury hot tub with lake views. It can accommodate up to 8 guests, making it perfect for families or groups seeking a relaxing getaway.
Comfy Waterfront Cottage - Orillia
9.7Excellent 32 reviews
Orillia
2 5
$674/nighttotal: $2696 (4 )

Comfy Waterfront Cottage

cottage - Ramara
Cottage rental for up to 8 people with an excellent rating of 97% based on 32 reviews. You will be located in Ramara.
Services and facilities include a washing machine, a coffee place and a pool table. Take advantage of the garden in this accommodation!
The Perfect Lake Front Cottage - Orillia
10Excellent 5 reviews
Orillia
2 1
$666/nighttotal: $4662 (7 )

The Perfect Lake Front Cottage

apartment - Severn
This apartment in Severn is an excellent choice for travelers seeking a comfortable and convenient stay. It offers a prime location with easy access to local attractions and amenities, and has received outstanding ratings for its cleanliness, location, and overall user experience.
The apartment features two bathrooms and can accommodate up to eight guests, making it ideal for families or groups. It boasts a fully equipped kitchen with modern appliances, as well as air conditioning, a swimming pool, a garden, and parking. Guests can enjoy the convenience of high-speed internet and relax in the comfortable living spaces.
Value Suite - Orillia
9.8Excellent 10 reviews
Orillia
2 1
$119/nighttotal: $476 (4 )

Value Suite

B&B - Orillia
Courtstone Guest House is a centrally located B&B in Orillia's historical downtown district, within walking distance of Lake Couchiching and the Orillia Opera House. The guest house has excellent user, location, and cleanliness ratings.
The B&B offers two suites with a queen bed, a pullout couch, and a private bathroom. Guests have access to a fully equipped kitchen and dining room, as well as a heated pool, a garden, and a BBQ. The guest house also features smart home technology for enhanced safety and convenience.

Best Orillia Short term rentals with a jacuzzi

Among the 231 accommodations in Orillia, here are the 8 best rentals with a jacuzzi

Pet Friendly Beach House With Bunkie Bar & Hot Tub - Orillia
9.9Excellent 34 reviews
Orillia
2 3
$580/nighttotal: $1160 (2 )

Pet Friendly Beach House With Bunkie Bar & Hot Tub

cottage - Ramara
Mariposa Beach House is a tropical oasis cottage located in Ramara, Ontario, just a short walk from Casino Rama. It has excellent user, location, and cleanliness ratings.
The cottage has three bedrooms, two bathrooms, and can accommodate up to six guests. It features a private waterfront haven with stunning lake views, a year-round hot tub, and a seasonal bunkie bar. Other amenities include high-speed WiFi, two WFH stations, a 65" 4K TV, a fully equipped kitchen, air conditioning, a garden, parking, and an EV charger.
Waterfront Cottage W/ Great Swimming & Hot Tub - Orillia
8.0Very good 2 reviews
Orillia
2 4
$377/nighttotal: $2639 (7 )

Waterfront Cottage W/ Great Swimming & Hot Tub

cottage - Severn
**Lakeside Serenity Cottage** is a waterfront cottage situated in Severn, offering a tranquil escape on the shores of Lake Couchiching. With excellent user and location ratings, this cottage provides a serene and comfortable stay for up to 7 guests.
Featuring 4 bedrooms, 2 bathrooms, and a fully equipped kitchen, the cottage comfortably accommodates families or groups. Guests can enjoy a range of amenities including kayaking, fishing, swimming, a hot tub, and a fire pit, making it an ideal destination for both summer and winter getaways.
Your Downtown *Hot Tub* Getaway! - Orillia
9.9Excellent 104 reviews
Orillia
2 1
$141/nighttotal: $987 (7 )

Your Downtown *Hot Tub* Getaway!

apartment - Orillia
This apartment is an excellent choice for travelers visiting Orillia. It is located in a quiet neighborhood, just a short walk from the city center. The apartment has received excellent ratings for its location, cleanliness, and user experience.
The apartment has one bedroom and one bathroom, and can accommodate up to two guests. It features a fully equipped kitchen, air conditioning, a Jacuzzi, and a garden. Guests also have access to free Wi-Fi and parking.
Charming Lakefront Cottage With Hot Tub - Orillia
9.8Excellent 9 reviews
Orillia
2 1
$352/nighttotal: $2464 (7 )

Charming Lakefront Cottage With Hot Tub

cottage - Orillia
This cottage is conveniently located in Orillia, a city known for its stunning waterfront views and scenic parks. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage can accommodate up to 8 guests and features a well-equipped kitchen, a cozy living area, and a private garden. Guests can enjoy amenities such as air conditioning, a Jacuzzi, and free Wi-Fi. The cottage also offers convenient parking and is pet-friendly, making it an ideal choice for families and travelers with furry companions.
Beach, Lake & Parks To Play At This Summer Getaway\n\n\n\n\n\n - Orillia
10Excellent 2 reviews
Orillia
2 3
$465/nighttotal: $930 (2 )

Beach, Lake & Parks To Play At This Summer Getaway\n\n\n\n\n\n

apartment - Orillia
This 3-bedroom, 2-bathroom apartment is located steps away from Moose Beach and the Orillia Trail System, and a short drive from Casino Rama. It has an excellent user rating and can accommodate up to 5 guests.
The apartment is newly renovated and very clean, and includes all utilities, central air conditioning + heating, high-speed Wi-Fi, and Netflix. It has a big backyard fenced in with lots of room for kids and pets to play, BBQ, bonfire pit, and patio furniture on a spacious deck. It also has a 7-person Hot Tub to enjoy with soothing jets.
A Wee Place For A Wee Stay! - Orillia
9.2Excellent 18 reviews
Orillia
2 1
$65/nighttotal: $130 (2 )

A Wee Place For A Wee Stay!

B&B - Ramara
B&B listing for up to 2 guests with an excellent rating of 92% based on 18 reviews. You will be located in Ramara.
Services and facilities include free parking, a kitchen and a coffee place. This accommodation in Ramara also has air conditioning!
New Luxury Cottage On Lake Couchiching At The Mouth Of Lake Simcoe - Orillia
Orillia
2 4
$1046/nighttotal: $7322 (7 )

New Luxury Cottage On Lake Couchiching At The Mouth Of Lake Simcoe

cottage - Ramara
This luxurious cottage is situated in Ramara, just 90 minutes from the GTA and minutes from Casino Rama and Orillia. With 4 bedrooms and 4 bathrooms, this cottage can accommodate up to 8 guests.
The cottage features a waterfront location on Lake Couchiching with stunning views, multiple stone fireplaces, upgraded televisions in each bedroom, a custom wall design, a modern sleek kitchen, a private patio and fire pit, a free-standing tub in the primary bedroom, unlimited high-speed Wi-Fi, high-quality linens, unique decor in each bedroom, and close proximity to marinas and the Trent Severn System for boating enthusiasts.
City-view Apartment With Spa (3 Bedrooms) - Orillia
10Excellent 1 review
Orillia
2 1
$284/nighttotal: $1136 (4 )

City-view Apartment With Spa (3 Bedrooms)

apartment - Orillia
This ground-level apartment is located in a convenient area of Orillia, close to trails, shopping, and other attractions. With excellent user, location, and cleanliness ratings, this apartment is a great choice for travelers visiting Orillia.
The apartment features a unique style, offering a distinctive and memorable ambiance. It has 3 bedrooms, accommodating up to 9 guests comfortably. The apartment includes a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a Jacuzzi, and parking.

Frequently asked questions about short term rentals in Orillia

Destinations nearby

Best family friendly Orillia Short term rentals

Among the 231 accommodations in Orillia, here are the 8 best family friendly rentals

Davel Deluxe Sunrise - Orillia
10Excellent 2 reviews
Orillia
2 1
$162/nighttotal: $1134 (7 )

Davel Deluxe Sunrise

apartment - Orillia
This apartment is situated in the heart of Orillia, within walking distance of Orillia Opera House and Sunshine and Company. It has excellent user ratings and features a modern and comfortable interior with a balcony.
The apartment has a fully equipped kitchen, a washing machine, a coffee/tea maker, and free WiFi. Guests can also enjoy a relaxing garden and barbecue grills on-site.
Cozy Cottage On Lake Simcoe In Orillia - Orillia
9.5Excellent 26 reviews
Orillia
2 3
$304/nighttotal: $2128 (7 )

Cozy Cottage On Lake Simcoe In Orillia

cottage - 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.
All Season Cozy Cottage Lake Simcoe Orillia - Orillia
10Excellent 11 reviews
Orillia
2 4
$1110/nighttotal: $3330 (3 )

All Season Cozy Cottage Lake Simcoe Orillia

cottage - Orillia
This Orillia cottage is situated in a central location near Lake Couchiching, offering stunning lakefront views and convenient access to downtown amenities. It has received excellent ratings for its cleanliness, location, and amenities, ensuring a comfortable and memorable stay for guests.
The cottage features a spacious living area with high ceilings and large windows, allowing for an abundance of natural light. It accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, making it ideal for families or groups. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a fitness center, and a garden. Additionally, the cottage offers unique features such as a karaoke system, a massage bathtub, and complimentary ice fishing and boating activities, providing entertainment and relaxation for all.
Lakeview House Downtown Orillia - Orillia
9.6Excellent 11 reviews
Orillia
2 3
$157/nighttotal: $1099 (7 )

Lakeview House Downtown Orillia

apartment - Orillia
Situated steps from Lake Couchiching and Couchiching Beach Park, this 3-bedroom apartment in downtown Orillia offers a convenient location for exploring the city. With excellent user, location, and cleanliness ratings, this apartment is a top choice for travelers.
The apartment features modern amenities, a spacious layout with three levels including a basement recreation room, and can accommodate up to 6 guests. Guests have exclusive use of the entire house and can enjoy the fresh air on the private balcony or patio. The apartment also offers access to a fitness center, parking, and a garden.
Luxury Lakefront Cottage Escape - Orillia
10Excellent 12 reviews
Orillia
2 3
$699/nighttotal: $1398 (2 )

Luxury Lakefront Cottage Escape

cottage - Ramara
This lakefront cottage is located on a private peninsula in Ramara. It is within a short drive of major attractions, such as Casino Rama, Vettä Nordic Spa, Mount St. Louis, and Horseshoe Resort. The cottage has excellent user, location, and cleanliness ratings.
The cottage has three bedrooms, two bathrooms, and can accommodate up to six guests. It has a modern interior with tasteful furnishings and amenities. The kitchen is equipped with a fridge, freezer, microwave oven, and dishwasher. The cottage also has a garden and exclusive access to over an acre of nature.
Dock Holiday - Luxury, Newly-renovated, Cottage W\/ Great Swimming & Watercraft - Orillia
10Excellent 2 reviews
Orillia
2 4
$363/nighttotal: $2541 (7 )

Dock Holiday - Luxury, Newly-renovated, Cottage W\/ Great Swimming & Watercraft

cottage - Severn
This waterfront cottage is situated directly on Lake Couchiching in Severn, a short 10-minute drive from Orillia and under 2 hours from Toronto. It has excellent user ratings.
The cottage has 4 bedrooms and 2 bathrooms, accommodating up to 9 guests. It features a modern interior with cottage charm, a cozy living room, and a well-equipped kitchen. Guests can enjoy the spacious outdoor area with a well-maintained lawn, playground, and kayak launch, as well as a deck, dock, and fire pit overlooking the lake.
Orillia Twnhse Oasis W King Bed - Orillia
9.8Excellent 26 reviews
Orillia
2 3
$408/nighttotal: $816 (2 )

Orillia Twnhse Oasis W King Bed

apartment - Orillia
This Orillia apartment is a unique and appealing option for travelers seeking a comfortable and convenient stay. Situated in the heart of the city, it offers easy access to restaurants, shops, and attractions, while also providing a tranquil escape with its private outdoor oasis overlooking a serene nature ravine.
The apartment boasts excellent user, location, and cleanliness ratings, and features 3 bedrooms, 2.5 bathrooms, and 4 beds, comfortably accommodating up to 6 guests. It is well-equipped with modern amenities, including a fully equipped kitchen, comfortable living areas, a private laundry room, and high-speed internet, ensuring a comfortable and enjoyable stay.
Waterfront Cottage In Orillia *Newly Renovated* - Orillia
10Excellent 1 review
Orillia
2 3
$354/nighttotal: $708 (2 )

Waterfront Cottage In Orillia *Newly Renovated*

apartment - Orillia
This waterfront cottage is located in Orillia, Ontario, a 7-minute walk from downtown, where you can enjoy a vibrant atmosphere. With excellent user, location, and cleanliness ratings, this 3-bedroom, 2-bathroom apartment can accommodate up to 9 guests.
The cottage offers stunning sunset views, a private 2-person kayak with life jackets, a gas barbecue, a firepit, a flat-screen TV, and family games. The well-equipped kitchen includes a fridge, freezer, microwave oven, and dishwasher. Air conditioning and Wi-Fi are also available for your comfort.