Holiday 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

Four Season Waterfront Cottage Over-the-water View - Orillia
9.6 14 reviews
Orillia
21/09 – 25/09
520 €/nighttotal: 2080 € (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.
Stunning Bungalow With Hot Tub - Centrally Located - Orillia
10 38 reviews
Orillia
28/08 – 01/09
331 €/nighttotal: 1324 € (4 )

Stunning Bungalow With Hot Tub - Centrally Located

1 7
apartment , Orillia
This bungalow is situated in a peaceful, established neighbourhood in Orillia, just a short walk (less than 1 kilometre) from Soldiers' Memorial Hospital and the town centre. It has consistently received excellent guest reviews for its cleanliness, location, and overall experience.
The property is divided into two separate units, each with its own kitchen, providing ample space for families or groups of up to 10 guests. The bungalow offers a range of amenities including high-speed internet, air conditioning, a Jacuzzi, and a garden, ensuring a comfortable and enjoyable stay.
Orillia Oasis W/hot Tub & Canal-2 Minutes From The Beach! - Orillia
9.5 236 reviews
Orillia
28/08 – 01/09
556 €/nighttotal: 2224 € (4 )

Orillia Oasis W/hot Tub & Canal-2 Minutes From The Beach!

1 7
apartment , Orillia
This charming cottage is located in Orillia, a short 10-minute drive from Casino Rama and Le logement, making it a convenient base for exploring the area. It has consistently received excellent ratings for user experience, location, and cleanliness.
The 121 square metre property offers four bedrooms and two living areas, providing ample space for families or groups. Enjoy a range of amenities including a private dock, hot tub, fenced yard, and four-vehicle parking, as well as access to a spa, fitness centre, and internet.
Beautiful Sunsets On The Lake With A 4 Bedroom All Seasons Family Sized Cottage! - Orillia
9.6 4 reviews
Orillia
05/10 – 09/10
488 €/nighttotal: 1952 € (4 )

Beautiful Sunsets On The Lake With A 4 Bedroom All Seasons Family Sized Cottage!

4 2
cottage , Ramara
This 4-bedroom holiday home is situated in the Chippewas of Rama First Nation, Ramara, a mere 5-minute walk from Lake Couchiching and a 9-kilometre drive from Lake Simcoe, offering convenient access to Couchiching Beach Park and the Orillia Opera House, both 13 kilometres away.
This pet-friendly lodge for up to 8 guests boasts Wi-Fi, air conditioning, a private garden and terrace, on-site parking, and is close to recreational spots like Mara Provincial Park and Pointe McRae Provincial Park.

Best Orillia holiday rentals with parking

Beautiful Water Front And Boater Lover - Orillia
Orillia
23/06 – 22/08
176 €/nighttotal: 10560 € (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.
Luxury Lakefront Cottage Escape - Orillia
10 43 reviews
Orillia
21/09 – 25/09
579 €/nighttotal: 2316 € (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.
Modern Orillia Retreat - W/ Game Room - Orillia
9.9 16 reviews
Orillia
21/08 – 25/08
565 €/nighttotal: 2260 € (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.
Muskoka Style Luxury Cottage - Orillia
Orillia
04/09 – 06/11
1202 €/nighttotal: 75726 € (63 )

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.

Frequently asked questions about holiday rentals in Orillia

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

    For a first-time visit, you shouldn't miss a trip to the Orillia Museum of Art and History, which offers a glimpse into the town's past. You'll also want to take a stroll along the waterfront, perhaps enjoying a meal at one of the restaurants overlooking Lake Couchiching.
  • What are the best Airbnb and holiday rentals in Orillia?

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

    The Orillia Recreation Centre is a great place for families, offering a wide range of activities, including swimming, skating, and a playground. For a day out on the water, consider renting a boat or taking a scenic cruise on Lake Couchiching.
  • What are the most popular Airbnbs 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 summer months, from June to August, when the weather is warm and the lake is perfect for swimming and boating. You can also find good deals during the shoulder seasons, from May to June and September to October.
  • What are the best holiday rentals with a pool in Orillia?

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

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

    The Orillia Fair, held annually in August, is a popular event that draws crowds from all over the region. For a more unique experience, check out the Orillia Jazz Festival, which takes place in June and features a variety of jazz musicians.
  • What are the best rentals for families and kids in Orillia?

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

    A walk along the waterfront is always a good option, and there are plenty of free parks and beaches to explore. The Orillia Farmers' Market, held every Saturday from June to October, is a great place to find local produce and crafts.
  • What are the best rentals or Airbnbs with a jacuzzi in Orillia?

    The best vacation 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 restaurants with local dishes in Orillia?

    For a taste of local cuisine, try The Lake House Restaurant, known for its fresh seafood and stunning lake views. If you're looking for something more casual, check out The Docks, which serves up classic pub fare with a waterfront location.
  • What are the best walking or cycling routes in Orillia?

    The waterfront trail is a popular option for both walking and cycling, offering scenic views of Lake Couchiching. For a more challenging ride, try the Couchiching Trail, which winds its way through the surrounding countryside.
  • Are there pet-friendly attractions in Orillia?

    Many of the parks and beaches in Orillia are pet-friendly, and some restaurants have outdoor patios where you can bring your furry friend. The Orillia Farmers' Market is also pet-friendly, so you can bring your dog along to browse the stalls.
  • What are the benefits of choosing a vacation rental in Orillia?

    Vacation rentals offer more space and privacy than a hotel room, and they often come with amenities that are not available in hotels, such as a kitchen and laundry facilities. Vacation rentals also allow you to experience Orillia like a local, as you'll be staying in a residential neighbourhood.
  • What are the top sports attractions and facilities in Orillia?

    Orillia is home to the Orillia Recreation Centre, which offers a variety of sports facilities, including a swimming pool, ice rink, and fitness centre. The city also has several golf courses, including the Orillia Golf Club and the Hawkestone Golf Club.

Destinations nearby

Best Orillia holiday rentals with a balcony

Severn Woodland - Orillia
10 8 reviews
Orillia
07/08 – 09/08
529 €/nighttotal: 1058 € (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.
Davel Deluxe Sunsets - Orillia
9.6 95 reviews
Orillia
04/09 – 06/11
106 €/nighttotal: 6678 € (63 )

Davel Deluxe Sunsets

1 1
apartment , Orillia
This one-bedroom flat is located in downtown Orillia, just a 10-minute walk from the Orillia Opera House and Sunshine and Company, and within 2km of the Orillia Community Centre Arena and Couchiching Beach Park. The property has excellent user, location, and cleanliness ratings.
The flat can accommodate up to two guests and features a fully equipped kitchen, a private balcony, and access to a shared garden. Guests can enjoy free Wi-Fi, air conditioning, and parking, as well as a washing machine and a microwave.
Lake Simcoe Waterfront Lake House - Orillia
Orillia
21/08 – 25/08
735 €/nighttotal: 2940 € (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.
Davel Deluxe Garden View - Orillia
10 3 reviews
Orillia
04/09 – 06/11
101 €/nighttotal: 6363 € (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.

Best pet friendly Orillia holiday rentals

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

Cozy Orillia Main Upper Unit - Orillia
9.6 77 reviews
Orillia
23/06 – 22/08
134 €/nighttotal: 8040 € (60 )

Cozy Orillia Main Upper Unit

3 2
apartment , Orillia
This upper-floor apartment is located near Shannon Bay, a scenic spot just a short drive from Orillia's town centre. The accommodation has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment has three bedrooms, making it suitable for families or groups. It offers a range of amenities, including a kitchen with a fridge, freezer, and microwave, air conditioning, a garden, parking, and internet access. Pets are also welcome.
4br Luxury Cottage | Hot Tub | Sleeps 11 - Orillia
10 5 reviews
Orillia
21/08 – 25/08
628 €/nighttotal: 2512 € (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 Modern Orillia Family Retreat- Hot Tub - Orillia
9.8 62 reviews
Orillia
11/09 – 13/09
483 €/nighttotal: 966 € (2 )

Spacious Modern Orillia Family Retreat- Hot Tub

1 13
apartment , Severn
This spacious Severn house, a short drive (approx. 32 km) from Casino Rama and 48 km from Orillia, provides easy access to Bass Lake Provincial Park and local amenities including Foodland Severn and Costco Orillia.
Sleeping up to 14 guests in 5 bedrooms and 3.5 bathrooms, the property boasts a games room with a pool table and foosball, two living areas, a fully equipped kitchen, and a large backyard ideal for barbecues.
Getaway With An 8-seater Hot Tub & Ps5 Gaming - Orillia
9.8 9 reviews
Orillia
10/07 – 20/07
483 €/nighttotal: 4830 € (10 )

Getaway With An 8-seater Hot Tub & Ps5 Gaming

1 2
apartment , Orillia
This five-bedroom apartment is conveniently located in a peaceful Orillia neighbourhood, just a short distance from beautiful parks, trails, and three stunning lakes. It has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The home has two bathrooms and can comfortably accommodate up to 16 guests. Enjoy modern amenities like a large TV, unlimited internet, and a well-equipped kitchen with breakfast essentials, as well as a hot tub, PlayStation 4 with VR, and a garden for relaxing and entertaining.
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