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Vacation Rentals in Orillia, Ontario

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    Travellers to Orillia are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 12
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 16
    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 9
    5 of 5 stars (1) Excellent
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 20
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Plan your Family summer holiday on beautiful Lake Simcoe at this gorgeous new home right on the lake just 90 minutes from Toronto!. A generously sized cottage capable of accommodating a large family (or even 2 families) is rare. Look no farther, this large 5 bedroom, 4 bathroom home is the Family... View all property information
    Location Information
    Orillia, Ontario
    1 / 24
    7 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Grill
    • DVD Player
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    • Waterfront
    • Satellite TV
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    • Outdoor Dining Area
    • Central Heating
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    • Pet-friendly
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    • x
    About this property
    Nestled along the Green River in the small Ontario town of Washago, is a beautiful seven bedroom, three bathroom, cottage. Greenfield Cottage is situated on the river that flows into Lake Couchiching. The cottage is the ideal spot for a family looking to enjoy a large family haven with a beautiful... View all property information
    Location Information
    Orillia, Ontario
    1 / 16
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    We are small informal Resort where your vacation needs recieve our utmost attention. we offer 22 cottages self catering cottages: from studio up to 1,2,3,4 bedrooms. Private swimming area, dockage,boat ,kayak,paddle boat rentals excellent fishing,children play area,shuffleboard, volleyball,... View all property information
    Location Information
    Orillia, Ontario
    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Hi Everyone We are small informal resort with twenty-two 1,2,3,4 Bedroom self catering cottages with private bathrooms 4 bedroom 4 star (4 pc bathroom,large-very specious living room,3 single 3 double beds, sleeps max 9 people) 3 bedroom 4 star (4pc bathroom,large-very specious living room, 3... View all property information
    Location Information
    Orillia, Ontario
    5 of 5 stars Reviewed 3 weeks ago
    I had a great weekend with my family. It's nice place to spend sometime with family . I will definitely come back again. There is a lot of fun for kids and adults too.
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    1 / 34
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
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    • DVD Player
    • Porch
    • Waterfront
    • Patio
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    • Secure Parking
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    • Child-friendly
    • x
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    • ?
    About this property
    Leaning Tree Cottage is located directly on the water with private dock and Sandy beach on Crystal clear Lake Couchiching. We are on the West side of the Lake, just north of the Weber's Hamburger restaurant on Highway 11. The water is waist deep for 200+ feet out and very child friendly.... View all property information
    Location Information
    Orillia, Ontario
    5 of 5 stars Reviewed 19 June 2016
    I just wanted to say that we had a wonderful time at this cottage. There was 9 of us and we where able to fit in the cottage and be able to have a lot of fun. It was me and 8...
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    1 / 4
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Private Garden
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    • x
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    • x
    About this property
    Experience a modern and cozy bed and breakfast nestled in the north end of Orillia. Walking distance from the lakefront and our lively downtown Art culture. This area boasts hiking and cycling trails, Art galleries, cafes, shops and restaurants. A friendly small town feel with big city... View all property information
    Location Information
    Orillia, Ontario
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • Parking
    • Terrace
    • Balcony
    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Clean, well maintained 3 room townhouse. Renting 2 rooms for Summertime getaway.1.5 bathroom, common area and basement for storage. Hydro, Heat, Internet, Dishwasher, Freezer, Dryer, Washer, Air conditioner on site. Smoke free unit.Large driveway to park a boat or 3 cars. great for casino weekend... View all property information
    Location Information
    Orillia, Ontario
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    1 / 6
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
    • Waterfront
    • Wi-Fi
    • Balcony
    • Grill
    • DVD Player
    • Satellite TV
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Whispering Pines Cottage is rated as a 5* VACATION PROPERTY on Trip Advisor and is one of Flip Key's most popular locations. Owners have just had a change of plans and their beautiful cottage is available from June 1st onwards. Please note that there are no pets allowed at this property and... View all property information
    Location Information
    Orillia, Ontario
    1 / 12
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
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    • DVD Player
    • Waterfront
    • Satellite TV
    • Patio
    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Quaint family cottage located 90 minutes north of Toronto on the east side of Lake Couchiching. Clean and updated vintage 3 season cottage. Three small bedrooms with open ceiling, double beds, a pull out in the living room and single bed in the porch. Sleeps 8 comfortably. Step back in time to a... View all property information
    Location Information
    Orillia, Ontario
    1 / 2
    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • x
    • ?
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    • x
    About this property
    Just an hour and a half drive from Toronto, the Redwood Retreat is a well maintained and welcoming waterfront cottage situated on the north shores of Lake Simcoe with easy access to downtown Orillia and Casino Rama. Whether it is lazy days in the sun while taking occasional dips in the lake,... View all property information
    Location Information
    Orillia, Ontario
    1 / 5
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Once you arrive at my home, I will show you around, provide a key, and show you your bedroom and bath. You are welcome to come and go as you please and I will provide you with a key. There is complimentary coffee and tea and you are welcome to use the kitchen. Your bedroom is clean and... View all property information
    Location Information
    Orillia, Ontario
    1 / 20
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    3 bedroom one bathroom waterfront home. Located in a very private setting at the end of a cul de sac. Very relaxing with gorgeous sunsets nightly. Bikes, hot tub, BBQ, tan deck, canoe, swimming, hiking, patio lounge. Waterfront Home/Cottage on Lake Couchiching that is very private and close to... View all property information
    Location Information
    Orillia, Ontario