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Holiday Rentals in Alliston, Canada and nearby

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    All 31 Rentals in Alliston
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    Don't let other travellers get your favourite Alliston area holiday rental. You're so close to securing your perfect getaway. Book today.
    Alliston
    2 Reviews
    4 BedroomsSleeps 7Quick View
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    The following rentals are within 30 kilometres of Alliston.
    Barrie, Canada
    4 Reviews
    2 BedroomsSleeps 8Quick View
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    Barrie, Canada
    1 Review
    2 BedroomsSleeps 8Quick View
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    Barrie, Canada
    4 BedroomsSleeps 16Quick View
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    • Wi-Fi
    • Private Garden
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Schomberg, Canada
    1 BedroomSleeps 4Quick View
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    Amenities & Details
    • 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
    4 Reviews
    4 BedroomsSleeps 12Quick 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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    Schomberg, Canada
    1 BedroomSleeps 2Quick 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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    Orangeville, Canada
    1 BedroomSleeps 1Quick View
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    • Internet Access
    • Balcony
    • Parking
    • Washer
    • Terrace
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sip your coffee on the porch in this quiet Country neighbourhood… ….while your dinner cooks in your beautiful kitchen…. Are you a student…or single…or a teacher…and looking for a quiet room in a quiet house? Looking for your own space, comfort and Country Luxury…? Then a part of this home is for...
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    Orangeville, Ontario L9W 4Z6
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Orangeville, Canada
    2 BedroomsSleeps 4Quick View
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    • Patio
    • DVD Player
    • Satellite TV
    • Parking
    • Grill
    • Washer
    • Internet Access
    Suitability
    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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    Orangeville, Ontario L9W 1K6
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Barrie, Canada
    2 BedroomsSleeps 3Quick 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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    Mulmur, Canada
    4 BedroomsSleeps 10Quick View
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    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing scenary, almost 100 acres for snow shoeing, cross country skiing, swimming in summer or simply exploring the surroundings. Very spacious fully furnished four bedrooms + with all the comforts of home including wood stove,washer, dryer, dishwasher and jacuzzi tub. Won't disappoint! Ten...
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    Mulmur, Ontario L0M 1K0
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Cookstown, Canada
    3 BedroomsSleeps 6Quick View
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    • DVD Player
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Cookstown, Innisfil L9S 4M7
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Barrie, Canada
    2 BedroomsSleeps 6Quick View
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    Amenities & Details
    • 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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    Barrie, Canada
    1 BedroomSleeps 2Quick View
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    Amenities & Details
    • 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
    3 BedroomsSleeps 5Quick 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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    Barrie, Canada
    5 BedroomsSleeps 13Quick 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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    Barrie, Canada
    4 BedroomsSleeps 10Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rooms available immediately. Excellent location mins from Waterfront, Bus Terminal, Entertainment District, Bars, Restaurants , City Hall and Theaters. It is a beautifully restored century home right in the heart of downtown Barrie steps to Dunlop Street and includes 8 parking spots. It has 8...
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    Barrie, Ontario L4N 1T1
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Schomberg, Canada
    1 BedroomSleeps 6Quick View
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    • Washer
    • Grill
    • Central Heating
    • DVD Player
    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. Enjoy all that Winter has to offer in our cozy get away. You’ll love our location, full kitchen, access to camp fire, wifi internet, 40" TV, three piece bathroom, laundry facilities and more. Cabin...
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    Schomberg, Ontario L0G 1T0
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Shelburne, Canada
    4 BedroomsSleeps 12Quick View
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    • DVD Player
    • Washer
    • Private Garden
    • Secure Parking
    • Grill
    Suitability
    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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    Barrie, Canada
    2 BedroomsSleeps 8Quick 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 & NEW YEAR'S STAY == DEC 25 - JAN 1 == This is a Christmas & New Year's holiday week (December 25 - January 1) at the Ontario's luxury Gold Crown newest ski-in - ski-out resort just 1 hour from...
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    Barrie, Ontario L0L 2L0
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Barrie, Canada
    StudioSleeps 4Quick 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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    Mono, Canada
    1 BedroomSleeps 2Quick View
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Cookstown, Canada
    3 BedroomsSleeps 8Quick 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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    Cookstown, Innisfil L9S
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Schomberg, Canada
    1 Review
    1 BedroomSleeps 2Quick View
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    • Secure Parking
    • Grill
    • Central Heating
    Suitability
    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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    Barrie, Canada
    5 BedroomsSleeps 13Quick View
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    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Satellite TV
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious log house is rare to find in Ontario. It has the feel of a resort, yet it can be enjoyed by your family alone. The swimming is ideal as there is a sandy bottom with a very, very gradual entry into the water.There are walking trails and it is very quiet with the sound of birds and...
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    Barrie, Ontario L9S 2Z3
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    Barrie, Canada
    1 BedroomSleeps 2Quick View
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    • Washer
    • Wi-Fi
    • Parking
    • Private Garden
    • Air Conditioning
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely Fully Bright & Cheery fully furnished suite overlooking a large yard (shared with owners) surrounded with Mature trees, Quiet and private separate entrance, Located within walking distance of downtown Barrie close to restaurants and entertainment , Library, Lake Simcoe Beach and parks. 20...
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    Barrie, Ontario L4M 3L2
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cookstown, Canada
    1 BedroomSleeps 2Quick View
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    • Wi-Fi
    • Parking
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 shower just camping....
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    Cookstown, Innisfil L9S 2M5
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Barrie, Canada
    1 BedroomSleeps 1Quick View
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    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    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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    Barrie, Canada
    2 BedroomsSleeps 2Quick View
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    • Private Garden
    • Patio
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very close to Georgian College and Royal Victoria Hospital Walking distance distance to Tim Hortons, SubWay, KFC, Pharmacy Hardwood floors throughout the house. 1.5 bathrooms. Large kitchen Each room has a spacious closet, office table, office chair and a bed...
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    Barrie, Ontario L4M 2W1
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    Barrie, Canada
    1 BedroomSleeps 4Quick View
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    • Hot Tub
    • Sauna
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend New Year’s at Carriage Hills resort in Horseshoe Valley. 1 BR condo with full kitchen available Dec 25-Jan 1. 800 sq. ft. Sleeps up to four. King bed in BR, queen sofa pullout in LR. Beautiful condo has a living room, dining area, full kitchen, fireplace, Jacuzzi and private balcony....
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    Barrie, Ontario L4M
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Bolton, Canada
    4 BedroomsSleeps 5Quick View
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    • Satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We do not rent to construction crews, student groups, bachelor parties or graduation or birthday parties etc. No smoking, no pets. No illegal substances. No person other than registered guest(s) is allowed to stay. No bonfires. Check-in at 3PM (15:00)_ Check-out at 11AM. Village of Caledon , a...
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    Bolton, Caledon L0J
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 5
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