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Holiday Homes in Alliston

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    All 30 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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    Alliston
    9 Bedrooms, 5 Bathrooms, Sleeps 27 Quick View
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    The following rentals are within 30 kilometres of Alliston.
    Trendi Suites 'The Island'1 / 42
    (1)Excellent
    Barrie, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Barrie, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Parking
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This main floor bungalow 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 (with kids)...
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    L4N 9K8, Barrie, Ontario
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hemlock Springs Country Haven1 / 23
    (1)Excellent
    Barrie, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Washer
    • Porch
    • Wi-Fi
    • Secure Parking
    • Outdoor Dining Area
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2018
    Was a very nice place great shower after a day of paintballing deck and forest are very nice to walk host are very nice people made to feel welcome will go back very close to...
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    About this property
    Country home with separate private entrance on lower level of home. It has 2Q beds, 1 twin, LR, BR, shower, separate kitchen, shared laundry. Totally self sufficient , just bring toiletries, food and personal belongings. Springwater Provincial Park 5 km - 12 km of trails, 2 Wasaga kiteboarding...
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    L9X 0H2, Barrie, Ontario
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Relaxing Nature Retreat, Everett, Ontario - 1 Free Night (email for details)1 / 13
    (1)Very good
    Mansfield, Canada
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Grill
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2018
    the stay is good, except some condition needs to be improved. We had lots of fun like BBQ, wood pits, and so on.
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    About this property
    BOOK 3 NIGHTS FOR 4 OR MORE FROM NOW TO JUNE 14 AND GET ONE NIGHT FREE!!! DON'T MISS THE MAY 24TH WEEKEND!! Can you envision yourself enjoying your morning coffee far away from the hustle and mayhem of the city and watching deer emerge from the forest for their breakfast on the pristine 104 acres...
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    L0M 1J0, Mansfield, Ontario
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Barrie. Very very private 4 acres, Whole Property1 / 17
    (2)Excellent
    Barrie, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2017
    Highly recommend this place. 2nd time staying at this house. Can't wait till we stay here again next year. We stayed here with 10 grown ups for 3 nights and had plenty of space...
    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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    L4N, Barrie, Ontario
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 16
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    Barrie, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Parking
    • Internet Access
    • Cable/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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    L4N 3Z7, Barrie, Ontario
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Barrie, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Views of Kempenfelt Bay and Barrie’s historic downtown from this open and fluid floor plan that combines uptown living with waterfront views to create an extraordinary property and experience. Located in Barrie’s vibrant downtown, just steps away from exceptional dining, shopping, cafes, banking,...
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    L4M 5R5, Barrie, Ontario
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Furnished modern 2 bedroom executive lease1 / 10
    (1)Average
    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
    Reviewed 3 April 2018
    The apartment was within walking distance to all amenities which was great. Steve was more than accommodating to our requests.
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    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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    L4N 3Z7, Barrie, Ontario
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Barrie, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage features 75 feet of private waterfront on beautiful Lake Simcoe at prestigious Big Bay Point, a short drive from downtown Barrie and just 45 minutes from the Greater Toronto Area (GTA). The Lake Simcoe region is a favourite year-round holiday destination with many area events and...
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    L9S 2V5, Barrie, Ontario
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Cottage (#770)1 / 24
    (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 11 September 2017
    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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    P0E 1N0, Barrie, Ontario
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Barrie, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully Renovated, this stunning unit is the perfect place to getaway. Located 3 blocks from the Downtown core and waterfront community in Barrie. 5 min walk to restaurants, cafes, shops, festivals and the boardwalk. Brand new appliances and glass shower. This bungalow is the perfect getaway...
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    L4M 1Y4, Barrie, Ontario
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Barrie, Canada
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/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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    L4N 3P6, Barrie, Ontario
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
    • Cable/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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    L0E1N0, Barrie, Ontario
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Barrie, Canada
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick 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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    L4N, Barrie, Ontario
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Cedar Stone Cottage/Vacation Rental1 / 12
    (2)Excellent
    Cookstown, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    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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    L9S 4M7, Cookstown, Innisfil
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Mono, Canada
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick 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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    L9V 1J2, Mono, Ontario
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Country Cabin on Farm Near Newmarket Toronto1 / 25
    (5)Excellent
    Schomberg, Canada
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2018
    Tom's place was the perfect get away. He was easy to get in touch with and made sure I had everything I needed for a comfortable stay. The cottage was cozy and well equipped...
    Reviewed 4 April 2018
    My husband and I stayed here for a short weekend getaway and it was perfect. The place was cozy, great internet, tv, and all the cooking supplies we needed. It's also on a huge...
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    About this property
    Valentines weekends special featuring wine, chocolates, roses and more! It is your romantic getaway for the weekend! 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 winter landscape! Enjoy the snow and go...
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    L0G 1T0, Schomberg, Ontario
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Country Suite for Couples near Toronto Newmarket1 / 26
    (3)Excellent
    Schomberg, Canada
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2018
    We had a wonderful stay at the Country Suite. The suite is finished beautifully with both country and modern finishes. Tons of windows to look out at the beautiful surrounding...
    Reviewed 27 June 2018
    We had a great time staying at this suite! The space is modern but cozy and you have everything that you need to cook (or bbq!) right at your fingertips. The grounds are so...
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    About this property
    Our Country Suite is all about Rustic Elegance. Get out to the country for a night, a weekend, a month or more. Perfect for honeymoons, weddings and lovers of all kinds. Designed for one or two but we can add an inflatable mattress to accommodate up to 4. Take in the country as it springs to...
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    L0G 1T0, Schomberg, Ontario
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Bolton, Canada
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for transportation for a large group? Look no further Executive Limo Rentals is the perfect way to get your guest to and from your destination! With vehicles that can accommodate from 1-50 passengers the party never stops!! For any occasion, satisfaction guaranteed! 1-50 passenger...
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    L7E 1M7, Bolton, Caledon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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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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    L9S, Cookstown, Innisfil
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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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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    L0G 1T0, Schomberg, Ontario
    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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    L0G 1T0, Schomberg, Ontario
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
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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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    L0G 1T0, Schomberg, Ontario
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Barrie, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Balcony
    • Patio
    • Central Heating
    • Housekeeping Included
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PrevNext Three Wishes B&B Enter as Strangers...Leave as friends. Three Wishes B&B is a dream in the making and a wonderful way to utilize a home that once housed a family of eight. Conveniently located minutes away from HWY 400, Georgian College, Royal Victoria Hospital and downtown we are the...
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    L4M 2E7, Barrie, Ontario
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Barrie, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Cable/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 == NEW YEAR'S WEEK STAY == DEC 28, 2018 - JAN 4, 2019 == This is a New Year's holiday week (Dec 28, 2018 - Jan 4, 2019) at the Ontario's luxury Gold Crown ski-in - ski-out resort just 1 hour from Toronto! THIS IS...
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    L0L 2L0, Barrie, Ontario
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Schomberg, Canada
    1 Bedroom, 1 Bathroom, Sleeps 50 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    We offer a camp site perfect for a family camping outing for a day, an evening, a weekend or more. We provide a secluded camp site, fire pit, wood, tent, camping gear; or you bring your own. You bring your own food. We are located 45 min. North of Toronto, 15 min. from Canada's Wonderland, 15...
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    L0G 1T0, Schomberg, Ontario
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 50
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    Barrie, Canada
    Studio, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Central Heating
    • Cable/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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    L4M 4V4, Barrie, Ontario
    Condo/Apartment - 2 Bathrooms, Sleeps 4
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    Schomberg, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    We offer a camp site perfect for a family camping outing for a day, an evening, a weekend or more. We provide a camp site off in an open space, fire pit & wood. Bring your own gear or rent ours. You bring your own food. We are located 45 min. North of Toronto, 15 min. from Canada's Wonderland, 15...
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    L0G 1T0, Schomberg, Ontario
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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