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Orillia Vacation Rentals

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    Don't let other travellers get your favourite Orillia area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 15 Rentals in Orillia
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    Cottages and Boats to rent1 / 17
    (2)Excellent
    Orillia
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Leaning Tree Cottage1 / 34
    (3)Very good
    Orillia
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Family Cottage Escape on Lake Couchiching1 / 12
    (1)Excellent
    Orillia
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Orillia
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Washer
    • Central Heating
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My home is a beautiful big place with lots of character. It has high vaulted ceilings with skylights. My home backs into the forest which is for me the best part as you can enjoy your coffee in the morning on the covered porch rain or shine. You can see squirrels, birds and sometime even the...
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    Orillia, Ontario L3V 7Y4
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    EXECUTIVE WATERFRONT ON BASS LAKE ORILLIA -SUMMER!1 / 6
    (1)Very good
    Orillia
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Waterfront
    • Wi-Fi
    • Balcony
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 11, 2016
    Had a great time at this cottage. It is located very close to shopping so is convenient. Great waterfront and lake. Excellent for water sports. A dock is present which allowed...
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    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...
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    Orillia, Ontario L3V 6H2
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Orillia
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and unwind at newly built, all season cottage with a lake front view! Just a 90 min drive from Toronto we’ve got everything you need for relaxing and re-energizing getaway! This beautiful, over 5,500 sq. feet home sits on an acre of land and includes 6 specious bedrooms, 5 baths, fully loaded...
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    Orillia, Ontario L3V 6H1
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Simcoe Lake House Oasis1 / 7
    (1)Excellent
    Orillia
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Terrace
    • Waterfront
    • Grill
    • Washer
    • Balcony
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 20, 2018
    We booked one of the cottages and had an absolutely amazing experience. The houses are equipped with everything you need to enjoy a home away from home, bright, cozy, spacious...
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    About this property
    You are guaranteed to fall in love with our home! This newly built, all season cottage on a lake is only 60 min away from GTA! This beautiful, over 5,500 sq. feet home sits on an acre of land and includes 6 specious bedrooms, 5 baths, fully loaded open concept kitchen, large dining table and...
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    Orillia, Ontario L3V 6H1
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Orillia
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Orillia, Ontario L3V 0E2
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Orillia
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Patio
    • Waterfront
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This adorable 3 bedroom, 2.5 bathroom bungalow on the shores of Lake Simcoe is not only cute as a button, it is the perfect spot to unwind from the pressures of life. Lots of comfy seating in the main floor living room. Open concept main floor kitchen and dining area with views of the waterfront....
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    Location Information
    Orillia, Ontario L3V 6H1
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The following rentals are within 15 kilometres of Orillia.
    Clean Picturesque Boater Paradise1 / 23
    (3)Very good
    Severn
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Balcony
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Waterfront
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 5, 2017
    Nice location. If you are allergic to mold and mildew please stay away.Messy and cluttered. There is a lot of emphasis on renters cleaning up when they leave but appears that...
    Reviewed June 13, 2017
    The view of the river was amazing, the cottage was really cute and had everything we needed. Lone having access to the canoë and rowboat! will book again and recommend to...
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    About this property
    Boating paradise only 1.5 hours from Toronto! Waterfront, on the Severn River (part of the Trent-Severn System) just minutes from Sparrow Lake. APPROX. Lat Long.: 44.790501,-79.392239. Two screened porches (front and rear) plus an outside deck overlooking the river and lawns. Lovely cottage on...
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    Location Information
    Severn, Ontario P0E1N0
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Severn
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new house fetures a basement brand new apartment. Can accommodate min 4 people and more. Breakfast can be served as well. Close by : lakes, fun summer/winter activities. All season long. Has a kitchenette as well. Barbecue available upon request. More rooms are also available through out the...
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    Severn, Ontario L3V0V8
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Oro-Medonte
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waiting for you beyond the gates of Ravens Ridge is a nature based sanctuary. A unique spot to Refresh, Recharge and Reset yourself. It is a perfect base for exploring the four seasons of Simcoe County and the region of Muskoka. Catherine Jenereaux is your host. As guardian of the property she has...
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    Location Information
    Oro-Medonte, Ontario L0L 1T0
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Oro-Medonte
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Housekeeping Included
    • Sauna
    • Shared Indoor Pool
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Oro-Medonte, Ontario L0L 2L0
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Oro-Medonte
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waiting for you beyond the gates of Ravens Ridge is a nature based sanctuary. A unique spot to Refresh, Recharge and Reset yourself. It is a perfect base for exploring the four seasons of Simcoe County and the region of Muskoka. Catherine Jenereaux is your host. As guardian of the property she has...
    View all property information
    Location Information
    Oro-Medonte, Ontario L0L 1T0
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Oro-Medonte
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Payment Protection
    Amenities & Details
    • Internet Access
    • Private Garden
    • Secure Parking
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waiting for you beyond the gates of Ravens Ridge is a nature based sanctuary. A unique spot to Refresh, Recharge and Reset yourself. It is a perfect base for exploring the four seasons of Simcoe County and the region of Muskoka. Catherine Jenereaux is your host. As guardian of the property she has...
    View all property information
    Location Information
    Oro-Medonte, Ontario L0L 1T0
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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