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Alliston Vacation Rentals

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    All 32 Rentals in Alliston
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    Rustic-Chic Paradise 1hr from Toronto1 / 26
    (3)Very good
    Alliston
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    The following rentals are within 30 kilometres of Alliston.
    Sip your coffee on the porch in this quiet Country1 / 5
    (1)Excellent
    Orangeville, Canada
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Beautiful 4 acres minutes to Downtown Barrie1 / 28
    (4)Excellent
    Barrie, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Barrie, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Outdoor Dining Area
    • Porch
    • Secure Parking
    • Central Heating
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Country home with separate entrance 2Q beds, 1 twin, LR, BR, shower, separate kitchen, laundry. Springwater Provincial Park 5 km - 12 km of trails, 2 Wasaga kiteboarding spots 30 minutes. Tons parking with outside huge awesome gazebo with fire pit to relax after tiring day. Biking, SUP, Barrie...
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    Barrie, Ontario LOL1Y3
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Acres WALK OUT minutes to Downtown Waterfront!1 / 13
    (1)Excellent
    Barrie, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • Terrace
    • Shared Garden
    • Balcony
    • Central Heating
    • Private Garden
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2016
    nice house,we used the barbecue,our grandchildren(from Barrie) enjoyed the park-experience to repeat
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    About this property
    This cottage is absolutely perfect because it's in the city, but feels as though you've driven 4 hours north into the wilderness. Surrounded by 100's of cedar trees, this defines serenity. Best things to do include, walking to nearby beaches and parks, heading to Barrie waterfront and checking out...
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    Barrie, Ontario L4N4G5
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Barrie, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three Bedrooms available for booking. All beds are QUEEN SIZE. The house is very spacious. You’ll love my place because of the coziness, the comfy beds, and the kitchens. My place is good for couples, solo adventurers, business travelers, and families (with kids). Guest will have access to three...
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    Barrie, Ontario L4N 9M7
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    LAKE SIMCOE'S L'IL COTTAGE MEXICO IN CANADA1 / 67
    (4)Excellent
    Barrie, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Grill
    • Satellite TV
    • Balcony
    • Waterfront
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2015
    The view is beautiful, near the lake has opened up my soul and it has allowed to let beautiful edinty enter my body its a beautiful location with peaceful peple
    Reviewed 12 January 2015
    A big group of us recently spent Christmas at this cottage and we had a really great time. The cottage is lovely and cosy and has so much character. There is plenty of outside...
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    About this property
    LAKE SIMCOE DIRECT WATERFRONT , BEAUTIFUL SANDY BEACH WITH SAND BARS, PRIVATE, COZY L'IL COTTAGE WITH 4 BEDROOMS LOTS OF ROOM TO ENJOY YOUR FAMILY GETAWAY.Lake Simcoe's “ L'il cottage Down The Twisted Road” is open year round. Whether you are cottaging business trip, visiting Canada,weekend with...
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    Barrie, Ontario L0E1N0
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Barrie. Very very private 4 acres, Whole Property1 / 17
    (1)Excellent
    Barrie, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Private Garden
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2017
    My group and I stayed at Christina's and Vince's cottage over the Canada Day weekend. They were very helpful and accommodating for everything we needed. The cottage is very nice...
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    About this property
    This is a rare find so close to the city. 4 acres of land nearby amenities, downtown shopping and restaurants. 10 minutes off the highway. 2 minutes to grocery stores. This is an extremely private property and is quiet and very relaxing. A rare chance to be surrounded by wilderness, close enough to...
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    Barrie, Ontario L4N
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 16
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    Barrie, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Housekeeping Included
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 apartments at this location are furnished short-term rentals. The apartments are heated with independent hydronic (H2O) system with individual heat control. There is no air flow between apartments, sound proofing added and fire-rated drywall between. They are to building code (with 2 fire exits...
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    Barrie, Ontario L4N 3Z7
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Cozy & Serene Getting to know the Cottage1 / 12
    (2)Excellent
    Cookstown, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Parking
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2017
    The owner was very friendly and accommodating. The cottage was in a great location and was very clean everything looks brand new! Lots of space, will be booking again :)
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    About this property
    This cottage across the street from the beautiful Lake Simcoe. It is less than 1 hour from Toronto, under 20 minutes from downtown Barrie and just minutes from shops and restaurants in nearby. The cottage provides ample amenities and space to enjoy a comfortable and relaxing family vacation at any...
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    Location Information
    Cookstown, Innisfil L9S 4M7
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Barrie, Canada
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Hot Tub
    • Patio
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nona and Ted Welcome you to South Side Bed and Breakfast, located in the quiet and established neighbourhood of Allandale Heights in Barrie. We are walking distance (1.5kms) or a short drive to the beautiful South Shore of Kempenfelt Bay, with a it's sandy swimming beach, changing facilities and...
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    Barrie, Ontario L4N 3P6
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Barrie, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Satellite TV
    • Patio
    • Wi-Fi
    • Shared Indoor Pool
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    == THIS IS CARRIAGE RIDGE – LUXURY ONTARIO SKI-IN - SKI-OUT RESORT 1 hr from Toronto == CHRISTMAS WEEK STAY == DEC 23 30 == This is a Christmas holiday week (December 23-30) at the Ontario's luxury Gold Crown newest ski-in - ski-out resort just 1 hour from Toronto! THIS IS A UNIT RIGHT NEXT TO...
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    Location Information
    Barrie, Ontario L0L 2L0
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Barrie, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Parking
    • Internet Access
    • Satellite TV
    • Terrace
    • Grill
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are offering a Smoke Free fully-furnished and equipped executive suite apartment for weekly rental (min. 2 week). Whether renovating, here on business, between homes, to see family, etc., our home has everything that you would expect from a home away from home (just bring your clothes and food)....
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    Barrie, Ontario L4N 3Z7
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Cookstown, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Hot Tub
    • Grill
    • Washer
    • Sauna
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 bedroom bungalow, 1 bathroom, outside hot tub and traditional cedar sauna with a private backyard, BBQ and firepit. My cottage is close to parks, the city centre, great views, Lake Simcoe. You’ll love my place because of relaxing athmosphere. My place is good for couples, families (with kids)...
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    Location Information
    Cookstown, Innisfil L9S
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Barrie, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Parking
    • Private Outdoor Pool (Heated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Short Term Rental Welcome! Our home is close to the city centre, parks, art and culture, and great views. You'll love our place because of the comfy beds, the kitchen, the cosiness, the high ceilings, and the views. Our home is great for couples, solo adventurers, business travellers, families...
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    Barrie, Ontario L4N 9K8
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Barrie, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Lake Simcoe region is a favourite year-round holiday destination with many area events and attractions. This Lake Simcoe waterfront cottage is located at prestigious Big Bay Point a short drive from downtown Barrie and just 45 minutes from the Greater Toronto Area (GTA). The 2200 square foot...
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    Barrie, Ontario
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Cottage (#770)1 / 22
    (2)Very good
    Barrie, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Sparrow Lake, so close to Toronto (1.5 hour drive) and Orillia and Bracebridge (although we never got to either because we were so busy at the cottage :-) So much to do for...
    Reviewed 1 August 2017
    The location was great. The facilities were good and the children enjoyed themselves. I would recommend that the owners hire cleaners instead of relying on the renters. the beds...
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    About this property
    This Sparrow Lake cottage is a wonderful vacation destination for fun and relaxation. It offers a perfect combination of your own private cottage and all of the recreational amenities of a summer waterfront resort. Sparrow Lake is part of the historic Trent-Severn Waterway offering miles of...
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    Barrie, Ontario
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Grove Place cottage (#820)1 / 15
    (2)Very good
    Barrie, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2016
    This is a nice cottage - comfortable and relaxed - tight quarters for our family of five but really it is all about being outside. We spent four weeks here and will long...
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    About this property
    Get away on Lake Simcoe! This waterfront cottage is located at prestigious Big Bay Point on Lake Simcoe and is just 20 minutes from downtown Barrie. The cottage is located in a private setting with a golf course on one side and Lake Simcoe on the other. You take a private tree lined road to the...
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    Barrie, Ontario
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Shelburne, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Private Garden
    • Secure Parking
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape the city and tune into nature. Beautiful, fully equipped waterfront log style cottage in the heart of the Niagara Escarpment, is located on 5 acres of pristine woodland surrounded by private spring fed ponds. Located close to hiking trails, fishing and ski resorts. Perfect for family...
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    Shelburne, Ontario L9V 2V4
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Jecara Farms - Raven Cabin1 / 6
    (1)Excellent
    Schomberg, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Secure Parking
    • Grill
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2016
    We visited our daughter for an afternoon/ evening of their 2 day stay. They had their 3 kids and 2 dogs. The cabin was equipped with everything they needed. The kids did not...
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    About this property
    Raven Cabin is a small off-the-grid one room cabin with one double bed. It is solar and wind powered, therefore some limited power options. There is an indoor compost toilet. There is no fridge, stove or other kitchen appliances. All cooking is done outdoors on a propane BBQ with a side burner. A...
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    Schomberg, Ontario L0G 1T0
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Schomberg, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Central Heating
    • Porch
    • Parking
    • Grill
    • Balcony
    • Terrace
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bear Cabin is a small off-the-grid one room cabin with a ladder climb to a common loft sleep area which has two king size beds and one single bed. It is solar and wind powered, therefore some limited power options. There is an indoor compost toilet. There is no fridge, stove or other kitchen...
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    Schomberg, Ontario L0G 1T0
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Barrie, Canada
    Studio, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Central Heating
    • Satellite TV
    • Internet Access
    • Parking
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the last of summer, Indian summer, or the fall colours at beautiful Carriage Hills at Horseshoe Valley! This immaculate resort has all the amenities, indoor/outdoor heated pool, outdoor hot tub, sauna, BBQ's, full kitchen, washer and dryer, and more. The second bedroom is actually a studio...
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    Barrie, Ontario L4M 4V4
    Condo/Apartment - 2 Bathrooms, Sleeps 4
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    Schomberg, Canada
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our country get-away is perfect for those looking to get out of the city and back to nature for a short or extended stay!. Be part of the landscape coming to life as things warm up, gardens bloom and trees bud. You’ll love our location, full kitchen, access to camp fire, wifi internet, 40' TV,...
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    Schomberg, Ontario L0G 1T0
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Barrie, Canada
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Private Garden
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    House is located in a quite street at South of Barrie. 5 minutes drive to downtown and Kempenfelt Bay, lake of Simcoe. Features of Bedroom: - at 2nd floor - new Hardware floor - single bed, table and chair - ceiling fan - central AC - new bathroom (shared) - new laundry room (shared) - large...
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    Barrie, Ontario L4N
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Schomberg, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Waterfront
    • Outdoor Dining Area
    • Secure Parking
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Snake Cabin is located at the south end of a large 30 acre marsh area. You will really enjoy the sounds, sights and smells of the many waterfowl and wildlife in the area. Swans, geese, ducks, muskrats, herons, frogs, deer, coyotes, fox, wild turkey plus much more! Enjoy a relaxing outdoor fit pit...
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    Schomberg, Ontario L0G 1T0
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Cookstown, Canada
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Glamping........( camping in style.....). A cabin with camping experience. Situated on 5 acres beautiful surroundings a big pond with pedal boat to enjoy bbq fire pit. A queen bed with fresh sheets a private room with a big yard.....a step up from camping. No bathroom just out- house sorry no...
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    Cookstown, Innisfil L9S 2M5
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Orangeville, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • DVD Player
    • Satellite TV
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful Victorian home is furnished with fine antiques of the period and is located in Historical Downtown Orangeville, Ontario. Just a stroll away from a myriad of restaurants, and shops. Artist studios, hiking, skiing, and golfing are only a short drive away. Whether you choose...
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    Location Information
    Orangeville, Ontario L9W 1K6
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Cookstown, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Elegant inn located in Cookstown, Innisfil, Ontario, Canada, close to all shops , ammenities, Tanger outlet mall, Lake Simcoe, minutes drive to beach, 10-15 minutes drive to bradford, 20 minutes drive to Newmarket. Can be rented whole house for $60.00 per night for 4 people, there are more space...
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    Cookstown, Innisfil L0L 1L0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Barrie, Canada
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Patio
    • Terrace
    • Washer
    • Grill
    • Balcony
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious and conveniently located house is ideal for families and large groups . We are proud to contribute to your vacation by offering a memorable connection to the magnificent Nature of Lake Simcoe without giving up a luxury living. Many people who rent cottages for family summer vacations...
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    Barrie, Ontario L0L 1T0
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
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    Mono, Canada
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Plan a vacation for you and your horse, the newly built campsites were designed to be a private oasis. Come and enjoy camping, horseback riding, wagon and sleigh rides. Our featured 'Waterfront Cabin' has power and running water for the preferred indoor camper offers kitchen, barbeque, picnic...
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    Mono, Ontario L9V 1J2
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Mono, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This rustic property is close to ski hills, has a wood stove, loft with one queen size bed and a pull out couch. The Carriage House shares a kitchen with the main 130 year old Victorian house and has its own private washroom and access to the gym. #carriagehouseonthe9 is set on 15 of the most...
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    Mono, Ontario L9W 2Z2
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Mono, Canada
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect setting for a weekend getaway. #cabinonthe9 is set on 15 acres on the border of Mono and Caledon. Positioned on a pond this cabin is secluded but still only less than one hour outside of Toronto. The cabin is rustic and doesn't have running running water so guests are invited to use...
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    Mono, Ontario L7K 0G8
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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