This charming country inn, located just a short drive from Orillia, Barrie, Horseshoe Resort and Mount St. Louis, is perfect for exploring the natural beauty of Oro-Medonte. It's highly rated for its excellent location, cleanliness, and overall guest experience. The inn is a former general store with a rich history, offering three bedrooms and accommodating up to six guests. Enjoy a delicious breakfast, relax in the garden, and take advantage of the many activities available, including board games, satellite TV, BBQ facilities, and nearby hiking and biking trails.
9.9 16 reviews
Orillia
21/08 – 25/08
SG$840/nighttotal: SG$3360 (4 )
Modern Orillia Retreat - W/ Game Room
1 9
apartment , Severn
This Severn apartment, near Lake Couchiching, is conveniently located within a 48km radius of Mount St. Louis Moonstone, Casino Rama, and Orillia. The spacious four-bedroom, three-and-a-half-bathroom property sleeps up to ten guests and boasts a games room with a pool table, a fully equipped kitchen with BBQ, and patio, plus parking and internet access.
8.9 45 reviews
Orillia
05/10 – 09/10
SG$106/nighttotal: SG$424 (4 )
Lakeside Inn Apartment #6
1 2
apartment , Ramara
This compact studio apartment in Ramara is located on a residential street, adjacent to the Lakeside Inn and a short distance from the lake. Offering a unique micro-living experience for two guests, this 13 square meter unit features essential in-unit amenities and access to shared outdoor spaces including a backyard and fire pit.
10 8 reviews
Orillia
07/08 – 09/08
SG$786/nighttotal: SG$1572 (2 )
Severn Woodland
5 2
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.
9.5 207 reviews
Orillia
05/10 – 09/10
SG$114/nighttotal: SG$456 (4 )
Lakeside Inn Unit #1
1 2
apartment , Ramara
This studio apartment is located just a 30-second walk from the shores of Lake Simcoe in Ramara, behind the Lakeside Inn Hotel, offering a peaceful retreat while being close to the hotel and the lakefront. The studio has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The self-catering apartment can accommodate two guests and features a kitchenette with a mini fridge, microwave, coffee maker, and kettle. Guests can also enjoy a shared outdoor space with a fire pit and BBQ, a private dock for swimming, a smart TV, and access to the nearby Lovely Day park.
Orillia
04/09 – 06/11
SG$103/nighttotal: SG$6489 (63 )
Cedar-view Studio Apartment With Hot Tub
1 1
apartment , Orillia
This ground-floor apartment is located in a peaceful Orillia neighbourhood, within easy reach of Bass Lake, Lake Couchiching, and Lake Simcoe. The self-contained studio sleeps two, boasts a fully equipped kitchenette, a 55-inch Smart TV with PlayStation 4, a private eight-seater hot tub, and is close to parks, trails, and shopping amenities.
10 52 reviews
Orillia
04/09 – 06/11
SG$132/nighttotal: SG$8316 (63 )
Orillia Luxury Sunriseview.
1 1
apartment , Orillia
This newly renovated one-bedroom flat is located in downtown Orillia, just a short walk from restaurants, beaches, Lake Couchiching, and shops. The apartment has received excellent ratings for its cleanliness, location and overall experience. The self-contained flat sleeps two guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher. Guests can enjoy a garden, onsite laundry facilities, and parking, as well as air conditioning and separate heating for year-round comfort.
10 20 reviews
Orillia
21/08 – 25/08
SG$677/nighttotal: SG$2708 (4 )
Lake Couchiching I Sleeps 12 | Fun Group Getaway
1 9
apartment , Severn
This Severn apartment, near Lake Couchiching, offers easy access to Couchiching Beach (16km), Mount St. Louis (24km), Horseshoe Valley Ski Resort (40km), Casino Rama (32km), and Orillia town centre (24km). Sleeping up to 12 guests, this four-bedroom, three-bathroom property boasts a fully equipped kitchen, high-speed internet, a Weber gas BBQ, and is ideally located for exploring local attractions and water sports.
Orillia
30/06 – 31/07
SG$135/nighttotal: SG$4185 (31 )
Bungalow In Ski Country
1 1
apartment , Orillia
This Orillia bungalow, ideally situated in a central location, offers easy access to Orillia's attractions; precise distances to specific landmarks require further information. The two-bedroom, two-bathroom house sleeps four guests and boasts a kitchen, air conditioning, a jacuzzi, parking, and internet access, providing comfortable and convenient accommodation.
9.9 33 reviews
Orillia
07/08 – 09/08
SG$842/nighttotal: SG$1684 (2 )
Spruce Lane Retreat
1 2
apartment , Severn
Spruce Lane retreat, a farmhouse in Severn, Ontario, is situated 24km from Horseshoe Valley Ski Resort and a short drive from Lake Couchiching and Orillia, offering easy access to local attractions and amenities. This 2-bedroom, 1-bathroom property sleeps 7 guests and boasts a chef's kitchen, a game room, a private pool, and 22 acres of land with walking trails, encompassing a pond and forest, alongside an outdoor wood-burning stove and screened-in outdoor room.
9.2 15 reviews
Orillia
23/06 – 22/08
SG$127/nighttotal: SG$7620 (60 )
Gorgeous Cedar Cottage, A True Getaway
3 2
apartment , Ramara
This three-bedroom chalet-style holiday home is located in Joyland Beach, Ramara, a 24km drive from central Orillia and within walking distance of McRae Point Provincial Park. Sleeping six, the property boasts direct canal access to Lake Simcoe with a private dock, kayaks, and canoe; a fully equipped kitchen with dishwasher; a retro gaming system; a large deck with BBQ and fire pit; high-speed Wi-Fi; and ample parking.
9.9 87 reviews
Orillia
27/06 – 04/07
SG$598/nighttotal: SG$4186 (7 )
Amazing Fully Upgraded 3 Bedroom+ New Furniture, 1 Full Bath Lake Property
1 2
apartment , Orillia
This waterfront home is located just minutes from Orillia's downtown shops and bakeries, 20 minutes from Burl's Creek, and 30 minutes from Horseshoe Valley, making it a great base for exploring the area. The apartment has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay. The property offers 149 square metres of space and can accommodate up to eight guests in its three bedrooms and one bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, laundry facilities, a private dock, access to water toys and boats, and a garden with a terrace.
Best family friendly Orillia holiday rentals
Among the 83 accommodations in Orillia, here are the 4 best family friendly rentals
Orillia
23/06 – 22/08
SG$261/nighttotal: SG$15660 (60 )
Beautiful Water Front And Boater Lover
4 2
cottage , Ramara
This charming waterfront cottage is located in Ramara, just a short drive from McRae Point Provincial Park and Mara Provincial Park, offering easy access to the natural beauty of the area. The cottage is situated on a peaceful lakeside location, perfect for a relaxing getaway. The cottage comfortably accommodates eight guests in four bedrooms and one bathroom. It features modern amenities, including air conditioning, a fully equipped kitchen, and a private dock, making it ideal for a comfortable and enjoyable stay.
10 38 reviews
Orillia
08/09 – 09/09
SG$260/nightfor 1 night
Woods Bay Cottage Severn
1 1
house , Severn
This charming house is situated on the shores of Lake Couchiching, just a few kilometres from the town of Orillia and its amenities, and 32 kilometres from Casino Rama, Barrie Drive-In Theatre and Burl's Creek. The property consistently receives excellent ratings for its cleanliness, location, and overall experience. The house offers one bedroom and one bathroom, accommodating up to six guests. Enjoy a range of amenities including air conditioning, a fully equipped kitchen, a private garden, parking for vehicles and recreational equipment, a basketball court, and an outdoor BBQ.
9.9 17 reviews
Orillia
05/10 – 09/10
SG$266/nighttotal: SG$1064 (4 )
The Downtown Cottage: 32 Sec. Walk To Main Street.
3 2
apartment , Orillia
This three-bedroom, two-bathroom apartment is located on Orillia's Main Street, offering immediate access to shops, restaurants, and the town's attractions. The 6-guest property boasts a cottage-like interior, includes parking, internet, and air conditioning, and is pet-friendly.
8.0 1 review
Orillia
08/09 – 09/09
SG$1726/nightfor 1 night
Double Delight Getaway: 2 Homes + 2 Hot Tubs
6 1
apartment , Orillia
This apartment is located in a peaceful neighbourhood in Orillia, just 0.65km from the main house and within easy reach of Bass Lake, Lake Couchiching, and Lake Simcoe. The property comprises two separate dwellings, a main house and an add-on apartment, providing ample space for large groups or families, accommodating up to 16 guests. The apartment offers a range of amenities, including a fully equipped kitchen, air conditioning, a hot tub, a garden, and parking. Guests can enjoy a basic breakfast provided, relax in the hot tub, or take advantage of the outdoor BBQ.
Best Orillia holiday rentals with parking
9.7 42 reviews
Orillia
30/06 – 24/07
SG$911/nighttotal: SG$21864 (24 )
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.
Orillia
11/07 – 18/07
SG$2243/nighttotal: SG$15701 (7 )
Muskoka Style Luxury Cottage
7 3
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.
9.8 153 reviews
Orillia
21/09 – 25/09
SG$351/nighttotal: SG$1404 (4 )
Orillia Twnhse Oasis W King Bed
1 6
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.
10 3 reviews
Orillia
04/09 – 06/11
SG$150/nighttotal: SG$9450 (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.
Frequently asked questions about holiday rentals in Orillia
What should a first-time visitor not miss in Orillia?
You definitely want to visit the Orillia Museum of Art and History, take a walk around the waterfront, and maybe even catch a show at the Orillia Opera House. It's a charming town with a lot to offer.
What are the best Airbnb and vacation rentals in Orillia?
Which neighborhood in Orillia should you consider for a vacation rental?
The neighbourhood around Couchiching Beach Park is a popular choice, as it's close to the waterfront and lots of amenities. You could also look at the area around the Orillia waterfront, which is right in the heart of the town.
What are the top family-friendly attractions in Orillia?
The Orillia Museum of Art and History has a great children's section, and the Orillia Recreation Centre has a pool and a playground. You can't go wrong with a trip to the Orillia Farmers' Market either, it's a great way to experience the local culture.
What are the best vacation rentals with a pool in Orillia?
When is the best time to book a vacation rental in Orillia?
It's best to book a vacation rental in Orillia during the shoulder seasons, like spring or autumn, to avoid the crowds and get better prices. But if you're looking for summer fun, book early as things fill up quickly.
What are the best rentals for families and kids in Orillia?
What events or festivals should visitors check out in and around Orillia?
The Orillia Fair is a big one, held every August, and the Mariposa Folk Festival is another popular event. The Orillia Farmers' Market is a great way to experience the local culture, and it's held every Saturday from May to October.
What are the best rentals or Airbnbs with a jacuzzi in Orillia?
What are the best budget-friendly activities in Orillia?
Walking or cycling around the waterfront is free and offers beautiful views. You can also check out the Orillia Public Library for free events and programs.
What are the best restaurants with local dishes in Orillia?
The Docks is a popular choice for fresh seafood, and The Olde Stone Grill serves up classic Canadian fare. For a more casual experience, you can't go wrong with a pizza at The Pizza Mill.
What are the best walking or cycling routes in Orillia?
The waterfront trail is a great option for a leisurely walk or bike ride, and the Couchiching Beach Park loop is perfect for a longer ride. You can also check out the trails around the Orillia Recreation Centre.
Are there pet-friendly attractions in Orillia?
Many of the parks and trails in Orillia are pet-friendly, and there are also a few dog-friendly restaurants and cafes. You can find information about pet-friendly businesses on the Orillia website.
What are the benefits of choosing a vacation rental in Orillia?
Vacation rentals offer more space and privacy than a hotel, and they can be a more budget-friendly option, especially for families or groups. You also have the chance to experience life like a local.
What are the top sports attractions and facilities in Orillia?
The Orillia Recreation Centre has a pool, gym, and ice rink, and there are also several golf courses in the area. The Orillia waterfront is a great place to go for a swim or a boat ride.
Destinations nearby
Best Orillia holiday rentals with a balcony
9.7 32 reviews
Orillia
27/06 – 04/07
SG$694/nighttotal: SG$4858 (7 )
Southlake Cottage On The Lake.
3 2
house , Ramara
SouthLake Cottage on The Lake is situated in Washago, just 9 kilometres from Casino Rama and 29 kilometres from Lake Muskoka, offering a peaceful retreat in a picturesque setting. This property consistently receives excellent ratings for location, cleanliness, and overall user experience. This spacious 139 square metre cottage comfortably accommodates up to 6 guests in its three bedrooms and one bathroom. Enjoy modern amenities like a fully equipped kitchen, a washing machine, a fireplace, air conditioning, a private beach, a terrace, a garden, a spa, free Wi-Fi, and free parking.
Orillia
21/08 – 25/08
SG$1093/nighttotal: SG$4372 (4 )
Lake Simcoe Waterfront Lake House
1 9
chalet , Oro-Medonte
This Lake Simcoe waterfront lodge in Hawkestone, Oro-Medonte, offers direct access and scenic views, situated 13.4 kilometres from the Orillia Community Centre Arena and 22.5 kilometres from Casino Rama. This family-friendly chalet boasts 260 square metres of space, accommodating up to 19 guests with three bathrooms, a fully equipped kitchen, air conditioning, a Jacuzzi, sauna, terrace, garden, bar, and complimentary WiFi, making it ideal for self-catering holidays.
Orillia
07/08 – 09/08
SG$1082/nighttotal: SG$2164 (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.
9.6 14 reviews
Orillia
21/09 – 25/09
SG$772/nighttotal: SG$3088 (4 )
Four Season Waterfront Cottage Over-the-water View
5 6
apartment , Ramara
This charming cottage is located in Ramara, just 30 kilometres from Mount St. Louis and 10 kilometres from Casino Rama, providing easy access to both entertainment and outdoor activities. The surrounding area is a haven for nature lovers, with Lake Simcoe offering stunning water views and a peaceful atmosphere. The cottage comfortably sleeps up to 14 guests across five bedrooms and three bathrooms. Amenities include a fully equipped kitchen, air conditioning, a terrace, a garden, and parking, making it ideal for families and groups seeking a relaxing getaway.
Best pet friendly Orillia holiday rentals
Among the 83 accommodations in Orillia, here are the 4 best pet friendly rentals
Orillia
25/09 – 27/09
SG$600/nighttotal: SG$1200 (2 )
Modern Lake Simcoe Waterfront Home
4 6
apartment , Oro-Medonte
This Oro-Medonte holiday rental is a 4-bedroom, 2-bathroom apartment for up to 8 guests, located a 4-minute drive from the Oro-Medonte Rail Trail and a 5-minute drive from Lake Simcoe. This property offers on-site laundry facilities and serves as an ideal base for exploring local attractions such as the Orillia Opera (10-minute drive) and Couchiching Beach Park (11-minute drive).
9.6 100 reviews
Orillia
05/10 – 09/10
SG$465/nighttotal: SG$1860 (4 )
Beautiful Vacation Home With A Large Backyard.
1 2
cabin , Orillia
This five-bedroom lodge is situated in a peaceful neighbourhood on the outskirts of Orillia, a short walk from the town centre and within easy reach of the beautiful Lake Simcoe. The 3000 sq ft property boasts a fully equipped kitchen, two living rooms and a basement entertainment area with a games table and a foosball table, comfortably accommodating up to 10 guests.
9.7 57 reviews
Orillia
21/08 – 25/08
SG$808/nighttotal: SG$3232 (4 )
Sunbank Escape With Hot Tub & Game Room
1 9
apartment , Severn
This Severn holiday home, near Menoke Beach, is conveniently located within a 30-minute drive of Orillia, offering easy access to attractions such as Casino Rama (approximately 32km away) and the Stephen Leacock Museum. Sleeping up to 12 guests, the four-bedroom property boasts a fully equipped kitchen, a games room with pool table, darts, and foosball, a hot tub, and EV charging; nearby amenities include Foodland Severn and Costco Orillia.
9.7 42 reviews
Orillia
21/08 – 25/08
SG$1260/nighttotal: SG$5040 (4 )
Luxury 3br Villa W/ 2.5 Baths & Glowing Backyard
4 9
house , Severn
This luxury Severn house, near Muskoka, offers easy access to the region's attractions; the precise distance to specific landmarks isn't specified. Sleeping eight guests comfortably, this three-bedroom, two-bathroom property boasts a modern open-plan layout, a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, garden, parking, and internet access.
