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Holiday Homes 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.
    All 29 Rentals in Alliston
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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.
    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
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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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
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 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 5 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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    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 21 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
    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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    Cozy & Serene Getting to know the Cottage1 / 12
    (2)Excellent
    Cookstown, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 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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    Cookstown, Innisfil L9S 4M7
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Country Cabin on Farm Near Newmarket Toronto1 / 23
    (4)Excellent
    Schomberg, Canada
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    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...
    Reviewed 6 February 2018
    The hosts were very welcoming and enthusiastic. They always replied quickly to any questions and even offered some extra info about the surrounding area. There were trails at...
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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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    Schomberg, Ontario L0G 1T0
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Trendi Suites 'The Island'1 / 40
    (1)Excellent
    Barrie, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2018
    Would definitely stay here again!! Traysee was great to work with! :) Very neat and clean house - close to everything!!
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    About this property
    Welcome to The Island. If you're looking to relax for the weekend, have an anniversary to celebrate or birthday get away, we've got you covered. The Island is where you want to be. Our home is newly renovated and is fully furnished with beds, linens, towels, utensils, cable tv, internet, fridge,...
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    Barrie, Ontario L4M 3W4
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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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    Barrie, Ontario L4N 3Z7
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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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 24 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 13 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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    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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    Cookstown, Innisfil L9S
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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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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    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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    • DVD Player
    • Central Heating
    • Mountain Views
    • Washer
    • Balcony
    • Hot Tub
    • Grill
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Carriage Hills Resort is just one hour north of Toronto and is part of the Bruce/Grey/Simcoe tourism region. We had booked our week in “Cottage” Country for August 12th-19th, 2018 but are no longer able to spend the week there so are trying to offer it up at a discount to another family. Many of...
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    Barrie, Ontario L0L 2L0
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Country Suite for Couples near Toronto Newmarket1 / 26
    (1)Excellent
    Schomberg, Canada
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Washer
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2018
    A fabulous place to stay - on a farm, but close to woodland walks, village life, shopping centres and Toronto. Large living space with a fully equipped modern kitchen, and what...
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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. Take in the country as it springs to life. You’ll love our location, full kitchen, access to camp fire, wifi internet, 40'...
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    Schomberg, Ontario L0G 1T0
    Condo/Apartment - 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
    • Cable/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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    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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    Barrie, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Parking
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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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    Barrie, Ontario L4M 1Y4
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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
    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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    Location Information
    Barrie, Ontario L4N
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Bolton, Canada
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
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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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    Bolton, Caledon L7E 1M7
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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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
    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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    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 12 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 2 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 P0E 1N0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    Barrie, Ontario L4M 4V4
    Condo/Apartment - 2 Bathrooms, Sleeps 4
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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)
    • Cable/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
    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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    Location Information
    Barrie, Ontario L4M 2E7
    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 == 2019 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 newest ski-in - ski-out resort just 1 hour from...
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    Location Information
    Barrie, Ontario L0L 2L0
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    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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    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 5 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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