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Holiday Homes in Keswick

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    All 27 Rentals in Keswick
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    Keswick
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Charlotte's Cottage-Lake Simcoe1 / 35
    (4)Excellent
    Keswick
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Keswick
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Keswick
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Wi-Fi
    • Central Heating
    • Grill
    • Washer
    • Patio
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's 4 spacious bedrooms Luxury modern house, newly renovated. It's able to view amazing Sunset on Lake Simcoe from any floor. It's located in community of Keswick, east side of Cook's bay, just 45 mins drive from Toronto. It's nearby Restaurants, Groceries, stores, golf course, public dock, parks,...
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    Keswick, Georgina L4P 3C8
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Keswick
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Grill
    • Patio
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New 3 Bedroom Beautiful Fully Detached Home Conveniently Located in Keswick. Family Size Kitchen, Bright Open Concept Living Room With 9 Ft. Ceilings。 3 bedrooms (king; double; single, + extra double or single mattress) fully equipped kitchen microwave convection oven dishwasher coffee machine...
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    Keswick, Georgina L4P 1K6
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The following rentals are within 25 kilometres of Keswick.
    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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    Lake Simcoe-- Jacksons Pt1 / 13
    (1)Excellent
    Jackson's Point
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2014
    I stayed here with a group of families looking for a long weekend Canada Day getaway. Nice big cottage home that comfortably accommodates 5-6 families. The owner was very...
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    About this property
    The cottage is a 2 story plus finished basement home of 2100 sq ft on the 2 floors plus the basement and is right in the town of Jackson's Pt and close to shopping. There are 4 bedrooms on the second floor with 2 full 4 pc washrooms with tub and shower connecting to each bedroom. Two bedrooms...
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    Jackson's Point, Georgina L0E 1L0
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    Shanty Bay, Ontario 2br - Carriage Ridge/Hills1 / 15
    (5)Very good
    Shanty Bay, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Hot Tub
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2015
    From the accommodations to the many activities, both planned and impromptu, this resort was ideal for a week's getaway. Something for everyone. Even had a complimentary...
    Reviewed 26 September 2015
    My wife and I like to come here for a few weeks in mid September after the summer rush is over and children are back in school. The leaves are starting to turn making for...
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    About this property
    This 2br/2ba lockoff suite is fully furnished with a full kitchen, living room with sofa sleeper, fireplace, king size bed in master bedroom with jacuzzi tub, 2nd bedroom with king size bed & kitchenette, stacked washer/dryer & patio/balcony. 1,200 square feet suite sleeps up to eight guests....
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    Shanty Bay, Oro Station L0L 2L0
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Newmarket, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    20-35 min from Toronto depending on where in the city you plan to go. We have a large home with a completely separate self contained walk out basement apartment with its own entrance. It's in a family type neighbourhood and close to the DVP This apt has a private yard with deck and garden. Full...
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    Newmarket, Ontario L3X2B1
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Jackson's Point
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Hot Tub
    • Wi-Fi
    • Patio
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one bedroom newly renovated house with brand new furniture just front of Franklin Beach and De La Salle Park.backyard surrounded with trees for privacy. BBQ ,table and folding chairs are there for convenience. living room has tv with IP tv box so you can watch multi language channel. kitchen...
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    Jackson's Point, Georgina L0E 1L0
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Shanty Bay, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/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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    Shanty Bay, Oro Station L9S
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Jackson's Point
    3 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The closest water vacation to GTA! 77 km from Toronto, 59 minutes of drive. The cozy, 3 bedroom, 2 washroom cottage is 2000 sq ft of a private setting bungalow. It is located right on the South shore of Simcoe Lake, Jacksons Point. The beach is 3 min walk from cottage, sandy and shallow, safe for...
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    Jackson's Point, Georgina L0E 1L0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 2
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    Shanty Bay, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Waterfront
    • Wi-Fi
    • Secure Parking
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Executive family cottage, Extra clean , Professionally landscaped , Outdoor patio furniture ,Gazebo with mosquito netting & lighting, Water treatment system, Backup electricity generator, All brand new furniture , Sleeps 8 people Boat house at shoreline, Security system, Wifi high speed internet...
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    Shanty Bay, Oro Station L0L1T0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sutton
    4 Bedrooms, 2 Bathrooms, Sleeps 18 Quick View
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    • Secure Parking
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This place resides in a quiet area near Franklin Beach which is 5 minutes walking distance. There is a huge playground by the beach. It is a very convenient place, as there are many stores nearby such as No Frills, Tim Hortons, LCBO etc. There is also a bus stop 1 minute away from this house. It is...
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    Sutton, Georgina L0E 1S0
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 18
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    Sutton
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Grill
    • Central Heating
    • Balcony
    • Patio
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2014
    Nice house a bit messy, adorable dogs. No soap no towel in the bathroom. When we ask what time the breakfast she states if you want breakfast they have lots of nice places around!
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    About this property
    Charming turn of the Century cottage on the shores of Lake Simcoe. 45 Min from Toronto, yet like a world away. 1 Room is a semi-detached with en-suite and private gardens and deck. Like a Motel Room. This would be the room you would book for $130.00 for two people. 2nd room in the Master...
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    Sutton, Georgina L0E 1L0
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Newmarket, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Balcony
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely, clean, quiet, central, 2 story 4 bedroom house is in a quiet, safe, established, well-treed neighbourhood. It is within walking distance of shopping, banks, restaurants, parks, Fairy Lake and public transit. This adult-only room or house rental includes hi-speed wifi, cable, all...
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    Newmarket, Ontario L3Y 5L6
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 8
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    Newmarket, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Patio
    • Balcony
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean lines but a cozy feel. Electric fireplace is a feature that guests seem to love especially set against the backdrop of falling snow that can be seen through the french doors. This apt has a private fenced in yard with deck reserved completely for the guests . In the summer it's filled with...
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    Newmarket, Ontario L3X 2B1
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Carriage Hills Resort Two-Bedroom Suite1 / 14
    (1)Excellent
    Shanty Bay, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 March 2018
    We came here for the 2nd year in a row, but this time with more people. This place is great for families. Close to Moonstone to ski, and 20 mins to Barrie. The rooms are large...
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    About this property
    Two-Bedroom Suite (one bedroom and a separate studio) sleeps up to 8 people. Approximately 1,200 square feet. One bedroom includes a bedroom with a king size bed with a Jacuzzi bathroom, separate shower, living room with a queen size pull out sofa bed, dining area, fully equipped kitchen, fireplace...
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    Shanty Bay, Oro Station L0L 2L0
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sutton
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is a private residence on the shore Lake Simcoe mid-way between Jackson's Point and Sibbald Point Provincial Park. We have two newly decorated rooms - The Birch Room and the Forest Room - and, have recently started providing winter B & B services for ice fishing parties. If you need an...
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    Sutton, Georgina L0E
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Aurora, Canada
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    this is a 2 year new 2 story detached house with double car garage, the house is very clean and well equipped. the modern kitchen has everything that you will need. it features high efficiency (fridge,stove,dishwasher and microwave) and have lots of cabinets and pantry stocked with many...
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    Aurora, Ontario L4G 0T6
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Lakeview cottage (#959)1 / 25
    (5)Very good
    Aurora, Canada
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2017
    It's a large cottage with lots of rooms, beds and space for 9 people. The deck and yard are also spacious and the new swing was a huge hit for our grandchildren. We appreciate...
    Reviewed 11 August 2017
    The beach is perfect-steps from the porch. Campfire also, just steps away. Fun fishing off the great, wide dock. Large yard for Frisbee and games for the kids. Bad weather...
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    About this property
    This waterfront cottage is located 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 attractions. The...
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    Aurora, Ontario L0G
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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    Carriage Hills Resort Fabulous 2 br sleep81 / 9
    (1)Excellent
    Shanty Bay, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Patio
    • DVD Player
    • Shared Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2016
    The staff were very pleasant and helpful. The unit itself was amazing, clean, wonderful atmosphere, and everything you will need for a weekend or a week was included and in...
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    About this property
    Surrounded by Canada's scenic Horseshoe Valley, Carriage Hills Resort is an all season retreat into a world where nature's beauty provides the perfect backdrop for relaxation and recreation. Enjoy the recreational abundance offered in the area. Go for a swim in our indoor/outdoor pool or play...
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    Shanty Bay, Oro Station L0L 2L0
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Zephyr, Canada
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 bedroom log cabin located in a rural setting, surrounded by an area of horse ranches, nature forest, Golf course and ski resorts. This cottage is best suited for adults looking for a private retreat. The log cabin is hidden in 10 acres heavy woods. It's a perfect place for people who want their...
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    Zephyr, Uxbridge L9P 1R4
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Shanty Bay, Canada
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two-Bedroom Suite (one bedroom and a separate studio) sleeps up to 8 people. Approximately 1,200 square feet. One bedroom includes a bedroom with a king size bed with a Jacuzzi bathroom, separate shower, living room with a queen size pull out sofa bed, dining area, fully equipped kitchen,...
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    Shanty Bay, Oro Station L0L 2L0
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sutton
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Patio
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is a private residence on the shore Lake Simcoe mid-way between Jackson's Point and Sibbald Point Provincial Park. We provide bed and breakfast year round. We have two newly decorated rooms - The Birch Room and the Forest Room - - and, have recently started providing winter B & B services...
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    Location Information
    Sutton, Georgina L0E
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Shanty Bay, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom with A/C, heating, Alarm clock, kitchenette, including refrigerator, stove, microwave,Hair dryer.Sofa beds for extra guests,TV,Washer and dryer,Wireless internet access.family escape into Ontario's Lake Country, with endless activities, ongoing events and limitless opportunities to have...
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    Shanty Bay, Oro Station L0L 2L0
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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