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Holiday Homes in Keswick

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    All 32 Rentals in Keswick
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    Charlotte's Cottage-Lake Simcoe1 / 35
    (3)Excellent
    Keswick
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Exquisite Executive Cottage on Lake Simcoe1 / 23
    (5)Excellent
    Keswick
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Keswick
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Keswick
    4 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    About this property
    This stunning, modern house is located in a quiet neighbourhood by Lake Simcoe with direct access to the waterfront. The house sleeps 10 and is perfect for large group wanting a relaxing vacation by the lake. There are tons of restaurants and shops nearby. Also, you can enjoy water sports Canoe,...
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    Keswick, Georgina L4P 1L5
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 14
    Keswick
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Recently renovated 3 bedroom cottage with lake access for street residents, 2 minutes away. The cottage is suitable for small groups, it has a large backyard and a meshed patio for an enjoyable mosquito less experience. Bring your beach towels, fishing rods inflatable toys, boat or canoe!Enjoy...
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    Keswick, Georgina L4P 3E9
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
    Keswick
    6 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This is one of Ontario’s biggest Lake Simcoe. A quick 35 mins drive from Toronto, Beautiful four season waterfront open concept cottage Appox 4500 Sf living space offers accommodation UP to 22 People. Incredible outdoor space perfect for fishing, boating, camping, tv/ film production, wedding,...
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    Keswick, Georgina L4P 1L8
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 22
    The following rentals are within 25 kilometres of Keswick.
    NEWMARKET - 30 minutes north of Toronto near Ontario's vacationland!1 / 23
    (6)Very good
    Newmarket, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 9 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
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    Pet friendly
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    Smoking allowed
    Reviewed 24 January 2019
    Patricia's place was a wonderful quiet escape from my hectic life in the city. Her home was spotless, tastefully decorated, and had all the amenities I could ask for. Patricia...
    Reviewed 23 January 2019
    We stayed at Patricia’s Place after a work Christmas party. House was quiet, beds were comfy and Host was greatWould stay again
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    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 9
    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
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    • Shared Indoor Pool
    • Cable/satellite TV
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    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
    Cedar Stone Cottage/Vacation Rental1 / 12
    (2)Excellent
    Cookstown, Canada
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    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
    Shanty Bay, Canada
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    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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    Zephyr, Canada
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
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    Pet friendly
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    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
    Shanty Bay, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Waterfront
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    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
    Newmarket, Canada
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Smoking allowed
    About this property
    Fabulous newly renovated 1 bedroom in lower level of house, walk-out and equipped Beautifully in Prestigious Neighborhood. Would suit a couple. Completely renovated, new modern 5 pieces kitchen, new bathroom. Parking for one car, ensuite laundry, deck, TV w/Netflix, Huge cottage like backyard. -...
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    Newmarket, Ontario L3Y 1S2
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Jacksons Point
    4 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to nature's paradise! Enjoy the outdoors from the comfort of this spacious, luxurious cottage. Cool off on a hot summer's day at the private beach or make a delicious BBQ-ed meal out on the deck. With four bedrooms, four bathrooms and seven beds, this artfully-decorated cottage has enough...
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    Jacksons Point, Georgina L0E
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 13
    Lake Simcoe-- Jacksons Pt1 / 13
    (1)Excellent
    Jacksons Point
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    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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    Jacksons Point, Georgina L0E 1L0
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
    Carriage Hills Resort Two-Bedroom Suite1 / 14
    (1)Excellent
    Shanty Bay, Canada
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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
    Newmarket, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Balcony
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    • Patio
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    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PLEASE NOTE THE LAST WEEK OF JUNE THE APARTMENT WILL BE UNDERGOING COSMETIC RENOVATIONS AND THE PHOTOS WILL NOT ACCURATELY REFLECT THE UNIT UNTIL THE PHOTOS ARE UPDATED . 20-35 min from Toronto .This space is a completely separate self contained walk out basement apartment with its own...
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    Newmarket, Ontario L3X2B1
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Jacksons Point
    3 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
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    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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    Jacksons Point, Georgina L0E 1L0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 2
    Guest House by Franklin Beach1 / 10
    (1)Very good
    Sutton
    4 Bedrooms, 2 Bathrooms, Sleeps 18 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2018
    The pictures do not do it justice, the house is in great condition. The only reason I didn't give it 5 stars is because the beach isn't walking distance, we had to drive to the...
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    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
    Newmarket, Canada
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a home away from home.This quaint Bungalow has 4 private Bedrooms(4 Queen beds)All brand news.Shared bathrooms, living/dinning room and kitchen-Fast Wifi&Smart TV-Quality Linen, free parking in the driveway. Coffee/tea. 5 minutes wallking to Madsen's Garden's, 5 minutes walking to South Lake...
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    Newmarket, Ontario L3Y 2X4
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Newmarket, Canada
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Fabulous 3 bedroom furnished and equipped Beautifully in Prestigious Neighborhood. Would suit small family. Entire main floor of a bungalow (basement not included). Completely renovated: new modern kitchen w/stone countertop, new bathroom. Parking for two regular cars or one pick up truck,...
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    Newmarket, Ontario L3Y 1S2
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Aurora, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Welcome! Come and enjoy our 4,000sq/ft ++ house! High speed Wifi Brand new two connected private rooms with private bath room. Great bedroom suite for families, couples or group travellers. Fridge/Microwave in suite Private Tassimo Machine Queen size bed Hairdryer All toiletries -...
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    Aurora, Ontario L4G3H8
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Aurora, Canada
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
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    About this property
    Welcome! Come and enjoy our 4,000sq/ft ++ house! High speed Wifi Brand new private room with private bath room Fridge/Microwave in suite Private Tassimo Machine Queen size bed Hairdryer All toiletries - shampoo, conditioner, body wash Parking - Two vehicles Please note: We list the...
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    Aurora, Ontario L3X
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Shanty Bay, Canada
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
    • Hot Tub
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    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
    Newmarket, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Smoking allowed
    About this property
    Enjoy a home away from home. This cozy yet quaint bungalow has 4 private Bedrooms (4 Queen mattresses), 2 shared bathrooms, living/dinning room and kitchen - Fast Wifi & TV - Quality Linen -Free Parking in front of house - Coffee is provided - Located just about a 5 minute walk from South Lake...
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    Newmarket, Ontario L3Y 2X4
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Sutton
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    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
    Newmarket, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a home away from home. This cozy yet quaint bungalow has 4 private Bedrooms (4 Queen mattresses), 2 shared bathrooms, living/dinning room and kitchen - Fast Wifi & TV - Quality Linen -Free Parking in front of house - Coffee /tea - Located just about a 5 minute walk from South Lake Hospital -...
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    Newmarket, Ontario L3Y 2X4
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Newmarket, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a home away from home. This cozy yet quaint bungalow has 4 private Bedrooms (4 Queen mattresses), 2 shared bathrooms, living/dinning room and kitchen - Fast Wifi & TV - Quality Linen -Free Parking - Coffee/tea - Located just 5 minute walk from South Lake Hospital - 2 minute drive to GO...
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    Newmarket, Ontario L3Y 2X4
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Newmarket, Canada
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy a home away from home.This quaint Bungalow has 4 private Bedrooms(4 Queen beds)All brand news.Shared bathrooms, living/dinning room and kitchen-Fast Wifi&Smart TV-Quality Linen, free parking in the driveway-Coffee/tea. 5 minutes wallking to Madsen's Garden's, 5 minutes walking to South Lake...
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    Newmarket, Ontario L3Y 2X4
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Newmarket, Canada
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    Recently renovated 2 bedroom apartment on a quiet street, with full kitchen equipped with all that you need to make a satisfying meal. 3 piece bathroom with walk in shower. Main bed is zero gravity adjustable bed with a remote control and foot and head massage options. Parking spot on driveway....
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    Newmarket, Ontario L3Z 1T6
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Cookstown, Canada
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
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    About this property
    Welcome to this amazing Guest house! It has a separate entrance with parking a fully functional kitchen and a closed off bedroom. Most importantly it has a beautiful view of duck lake! This is the perfect place for someone to get away from it all and just relax! If you would like Breakfast as well...
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    Cookstown, Innisfil L0L 1L0
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Jacksons Point
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    About this property
    The Poplar Hill 'Guesthouse' is situated on a beautiful equestrian property just north of Toronto. Located in Udora, a small peaceful Hamlet, this country house is perfectly nestled in Ontario's farm country. In less than five minutes you can be at the several local farms picking strawberries or...
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    Jacksons Point, Georgina L0E 1N0
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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