Vacation Rentals in Orillia

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Orillia holiday rentals
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83 Holiday rentals and Airbnb in Orillia

Best family friendly Orillia holiday rentals

Among the 83 accommodations in Orillia, here are the 4 best family friendly rentals

Spruce Lane Retreat - Orillia
9.9 33 reviews
Orillia
07/08 – 09/08
A$931/nighttotal: A$1862 (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.
Getaway With An 8-seater Hot Tub - Orillia
10 1 review
Orillia
06/07 – 30/08
A$836/nighttotal: A$45980 (55 )

Getaway With An 8-seater Hot Tub

3 1
apartment , Orillia
This five-bedroom, three-bathroom Orillia holiday home is situated within 3km of Lakehead University, Bass Lake Provincial Park, and Sunshine and Company, with the Waterview Trail and Orillia Community Centre Arena within 5km.
Sleeping up to ten guests, the property boasts a fully equipped kitchen, swimming pool, jacuzzi, and terrace, plus on-site water park and spa tub; enjoy nearby outdoor activities at Bass Lake Provincial Park.
Charming  Cottage On Lake Simcoe - Orillia
9.6 8 reviews
Orillia
11/07 – 18/07
A$1132/nighttotal: A$7924 (7 )

Charming Cottage On Lake Simcoe

3 3
house , Orillia
This three-bedroom, two-bathroom lakeside cottage in Orillia boasts stunning Lake Simcoe views, less than 1.5 hours (approx. 120 km) from Toronto and close to Casino Rama.
The 165 square metre property offers guests six beds, a fully equipped kitchen including dishwasher, air conditioning, a garden, parking, and on-site BBQ and fire pit; nearby attractions include Couchiching Golf and Country Club and Oro-Medonte Rail Trail.
Luxury Lakefront Cottage Escape - Orillia
10 43 reviews
Orillia
21/09 – 25/09
A$952/nighttotal: A$3808 (4 )

Luxury Lakefront Cottage Escape

1 6
apartment , Ramara
This charming lakeside retreat is situated on a peninsula in Orillia, just a 15-minute walk from Mara Provincial Park and a short drive from Casino Rama, Vettä Nordic Spa, Mount St. Louis and Horseshoe Resort. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The property has three bedrooms and two bathrooms, accommodating up to six guests. The cottage is fully equipped with a kitchen, garden, internet access, and a private lakefront location, offering a peaceful escape with access to a range of activities and attractions.

Best Orillia holiday rentals with parking

Lake Simcoe Waterfront Lake House - Orillia
Orillia
21/08 – 25/08
A$1209/nighttotal: A$4836 (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.
Severn Woodland - Orillia
10 8 reviews
Orillia
21/08 – 25/08
A$764/nighttotal: A$3056 (4 )

Severn Woodland

5 9
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.
Muskoka Style Luxury Cottage - Orillia
Orillia
05/07 – 03/08
A$2299/nighttotal: A$66671 (29 )

Muskoka Style Luxury Cottage

7 1
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.
Lakefront 4br Plus Den Retreat With Swim Spa Sauna & Games - Orillia
Orillia
21/08 – 25/08
A$2133/nighttotal: A$8532 (4 )

Lakefront 4br Plus Den Retreat With Swim Spa Sauna & Games

4 9
house , Oro-Medonte
This lakefront property in Hawkestone, Oro-Medonte, offers direct access to scenic lake views and is located 27 kilometres from Casino Rama and 19 kilometres from the Orillia Community Centre Arena.
This spacious 274 square metre house features 4 bedrooms, 3 bathrooms, a well-equipped kitchen with a dishwasher and oven, air conditioning, a private swim spa, sauna, and games area, with complimentary WiFi and parking for up to 18 guests.

Frequently asked questions about holiday rentals in Orillia

  • What should a first-time visitor not miss in Orillia?

    A first-time visitor to Orillia shouldn't miss a trip to the Orillia Museum of Art and History, a stroll along the waterfront, and a boat trip on Lake Couchiching. It's a beautiful spot, and you can even take a ferry over to the nearby island of Couchiching.
  • What are the best Airbnb and holiday rentals in Orillia?

  • Which neighborhood in Orillia should you consider for a vacation rental?

    The neighbourhood of Orillia's waterfront is a popular choice for vacation rentals. You're close to the action, with plenty of restaurants and shops nearby, and the view of the lake is stunning. The area around the Orillia Opera House is another good option, with a mix of historic buildings and modern amenities.
  • What are the most popular Airbnbs in Orillia?

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

    For families, the Orillia Museum of Art and History is a great place to visit, with interactive exhibits for kids. The Orillia Recreation Centre also has a great indoor pool and playground. And, of course, there's always the beach at Couchiching Beach Park.
  • What are the best holiday rentals with a pool in Orillia?

    Econo Lodge, Cute And Cozy House and Casa ~ Pool ~ Fire Pit ~ Bbq are the best holiday rentals with a pool in Orillia.

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

    The best time to book a vacation rental in Orillia is during the shoulder seasons, from April to May and September to October. The weather is still pleasant, but the crowds are smaller and the prices are lower.
  • What are the best rentals for families and kids in Orillia?

  • What events or festivals should visitors check out in and around Orillia?

    Orillia hosts a number of events and festivals throughout the year. The Orillia Waterfront Festival, held in July, is a popular event with live music, food, and activities. The Orillia Fall Fair, held in September, is a great way to experience local culture and agriculture.
  • What are the best rentals or Airbnbs with a jacuzzi in Orillia?

    The best holiday rentals or Airbnb with a jacuzzi in Orillia are Econo Lodge, Your Downtown *Hot Tub* Getaway and Orillia Oasis W\/hot Tub & Canal-2 Minutes From The Beach.

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

    You can enjoy a budget-friendly day in Orillia by taking a walk along the waterfront, visiting the free Orillia Museum of Art and History, or having a picnic at Couchiching Beach Park. The Orillia Farmers' Market is also a great place to find local produce and crafts.
  • What are the best restaurants with local dishes in Orillia?

    For local dishes, try the Orillia Fish & Chips, which is known for its fresh fish and chips. The Lakehouse Restaurant offers a more upscale dining experience with stunning views of the lake. For a casual meal, try the Orillia Pizza Company.
  • What are the best walking or cycling routes in Orillia?

    The waterfront trail is a popular choice for walking and cycling, offering stunning views of Lake Couchiching. For a longer ride, try the scenic route along the shores of Lake Simcoe. The trail along the Orillia River is also a great option for a relaxing walk.
  • Are there pet-friendly attractions in Orillia?

    Many of Orillia's attractions are pet-friendly, including Couchiching Beach Park, the waterfront trail, and many of the restaurants and shops in the downtown area. However, it's always a good idea to check with the specific business before bringing your pet.
  • What are the benefits of choosing a vacation rental in Orillia?

    Vacation rentals offer more space and privacy than a hotel room, and they can be a more affordable option for families or groups. They also often come with amenities like kitchens and laundry facilities, which can be convenient for longer stays.
  • What are the top sports attractions and facilities in Orillia?

    Orillia has a variety of sports facilities, including the Orillia Recreation Centre, which has an indoor pool, gymnasium, and fitness centre. The city is also home to the Orillia Hawks, a Junior A hockey team, and the Orillia Lakers, a senior men's hockey team.

Destinations nearby

Best Orillia holiday rentals with a balcony

Southlake Cottage On The Lake. - Orillia
9.7 32 reviews
Orillia
27/06 – 28/06
A$1139/nightfor 1 night

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.
Welcome To Severn Woodland Your Spacious Retreat In Severn Ontario - Orillia
Orillia
21/08 – 25/08
A$1464/nighttotal: A$5856 (4 )

Welcome To Severn Woodland Your Spacious Retreat In Severn Ontario

5 9
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.
Four Season Waterfront Cottage Over-the-water View - Orillia
9.6 14 reviews
Orillia
21/09 – 25/09
A$855/nighttotal: A$3420 (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

Waterfront Cottage Over-the-water View W Bbq& Wifi - Orillia
9.6 307 reviews
Orillia
21/09 – 25/09
A$693/nighttotal: A$2772 (4 )

Waterfront Cottage Over-the-water View W Bbq& Wifi

1 6
apartment , Ramara
This five-bedroom property is located in Ramara, Ontario, just a short drive from Mount St. Louis, Casino Rama, and the Trent Severn Waterway. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The spacious home is ideal for families or groups of friends, accommodating up to 14 guests. It offers a fully equipped kitchen, a private deck with lake views, and a garden, along with amenities like air conditioning, internet access, and parking.
Pet Friendly Beach House With Bunkie Bar & Hot Tub - Orillia
9.8 85 reviews
Orillia
25/09 – 27/09
A$760/nighttotal: A$1520 (2 )

Pet Friendly Beach House With Bunkie Bar & Hot Tub

3 6
apartment , Ramara
This charming cottage in Ramara, Ontario is just a 90-minute drive from the city and a short walk from Casino Rama, making it a convenient base for exploring the area. The cottage consistently receives excellent ratings for location, cleanliness, and overall experience.
The three-bedroom, two-bathroom property comfortably accommodates up to six guests. Enjoy a range of amenities including a fully equipped kitchen, a hot tub, two fireplaces, and a private waterfront with a dock.
4br Luxury Cottage | Hot Tub | Sleeps 11 - Orillia
10 5 reviews
Orillia
21/08 – 25/08
A$1033/nighttotal: A$4132 (4 )

4br Luxury Cottage | Hot Tub | Sleeps 11

4 9
apartment , Severn
This modern cottage in Severn is situated just a few kilometres from the lake, public beaches, and ski hills, with convenient access to Orillia's downtown and Casino Rama.
This spacious 4-bedroom, 2-bathroom dwelling accommodates up to 11 guests and features air conditioning, a jacuzzi, a garden, and a foosball table, with a private hot tub and BBQ available for an additional setup fee.
Spacious 4-bedroom Home In The Heart Of Orillia - Orillia
9.2 50 reviews
Orillia
05/10 – 09/10
A$341/nighttotal: A$1364 (4 )

Spacious 4-bedroom Home In The Heart Of Orillia

1 2
apartment , Orillia
This Orillia house, sleeping eight guests, is ideally located for exploring the town's attractions; precise distances to landmarks require further information on its exact address.
The four-bedroom, one-bathroom property boasts a fully equipped kitchen including a microwave and dishwasher, internet access, pet-friendliness, parking, and is suitable for group trips.
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