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Windermere Vacation Rentals

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    All 23 Rentals in Windermere
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    Million Dollar Lake Views Every Level 10+ Location1 / 56
    (8)Very good
    Windermere
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    The Roost Cottage, Windermere, Muskoka, Ontario1 / 19
    (8)Excellent
    Windermere
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    4 Bedroom on Three Mile Lake1 / 25
    (1)Excellent
    Windermere
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Executive Boathouse1 / 4
    (4)Excellent
    Windermere
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Reviewed August 9, 2018
    We couldn’t have asked for a better vacation destination! The view, the accommodations, and our fantastic hosts Don and Cindy, could not have been better!! It is close to both...
    Reviewed October 13, 2017
    Wonderfully tranquil setting for the ideal getaway. The views of the sunset over the lake were truly outstanding. Don and Cindy were the perfect hosts and made our stay so very...
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    About this property
    This beautiful open concept, 650 square foot executive suite epitomizes 'on the water' living. Second storey boathouse accommodation with spectacular westerly vista views over Three Mile Lake. Warm, pine-lined interior with wall of windows allowing all day sunshine and unparalleled open-water...
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    Windermere, Muskoka Lakes P0B 1M0
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Three Bedroom Cottage - 3 Mile Lake1 / 22
    (1)Very good
    Windermere
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Muskoka Dreamers Cottage Rentals Three Bedroom Cottage 3 bedroom cottage situated on an exceptional point of land. Sunrise exposure with wide open lake views. Level lot, great for the family. Waterfront features sandy cove with shallow water for smaller children and deep water for...
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    Windermere, Muskoka Lakes P0B 1M0
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The following rentals are within 5 miles of Windermere.
    MUSKOKAN CLUB RESORT -  YEAR-ROUND LUXURY1 / 29
    (3)Very good
    Port Carling
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Internet Access
    • Washer
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2018
    Great place to relax. Lots of stuff for the kids, 11, 9, 6 and adults to be kept busy with. Very clean and well maintained units. Good for our senior member as bathroom and...
    Reviewed April 2, 2017
    We are in our third day of a seven day stay. Our villa is beautiful and very well furnished. The kitchen is one of the best outfitted I have encountered thus far. It is still...
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    About this property
    The luxury villas at this five-star resort are a rare find on beautiful Lake Joseph. For those who prefer to enjoy their vacations in high style, with almost every amenity on site, the all-season Muskokan Club Resort offers you the perfect place to enjoy Ontario's magnificent Muskoka area at any...
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    Port Carling, Muskoka Lakes P0B 1J0
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Port Carling
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Balcony
    • Waterfront
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandy Shores is a classic Muskoka cottage absolutely perfect for your family vacation! Located on sheltered Townsend Bay, Lake Joseph, this cottage boasts clear waters, sandy shores, sunset exposure and lots of gently sloped land for kids to play and roam. Situated on 6 acres of land near the end...
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    Port Carling, Muskoka Lakes P0B1J0
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    Minett
    7 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Central Heating
    • Wi-Fi
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A classic and updated Muskoka family compound on 700 feet of shoreline, Sunny Skies is a beautiful property located on the north end of Lake Joseph in a quiet enclave across from Blueberry Island. The property enjoys southwest exposure for sun all day at the waterfront and the perfect vantage point...
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    Minett, Muskoka Lakes P2A 2W8
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 12
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    Minett
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Washer
    • Patio
    • Wi-Fi
    • Waterfront
    • Balcony
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous family-friendly vacation home is the ultimate Muskoka retreat for creating summer memories that will last a lifetime! Situated on a secluded bay on pristine, naturally spring-fed Stewart Lake, this expansive 5+ bedroom 4.5 bathroom home has a huge wrap around deck with spectacular...
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    Minett, Muskoka Lakes P0C 1H0
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Port Carling
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Hot Tub
    • Balcony
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located minutes from Port Carling, the hub of the lakes, where there are boutiques, art galleries, shops, plus several great local restaurants, this location is for those who want a value holiday in the hub of Muskoka! This is a classic 6 bedroom viceroy cottage with a massive stone fireplace that...
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    Location Information
    Port Carling, Muskoka Lakes P0B 1J0
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Port Carling
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning recently built lake house on the shores of prestigious Lake Rosseau just minutes from Port Carling and Port Sandfield. Located on a lovely sheltered bay surrounded by trees and a short pitch to Muskoka Lakes Golf and Country Club. SW and SE views, sun all day!  Situated on Lake...
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    Port Carling, Muskoka Lakes P0B 1J0
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Minett
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Washer
    • Parking
    • Cable/satellite TV
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    South west exposure, hard sand beach, on shore and off shore for 150 feet. All level table land with childrens playground, slide and swings. Minutes from red leaves-JW Marriott, THE ROCK public golf course and Clevlends House with tennis, water ski school and gigantic inflatable in water kids...
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    Minett, Muskoka Lakes P0B 1J0
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Minett
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Waterfront
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the perfect spot if you are looking for a getaway on the much sought after Muskoka region. Situated on 305 feet of south west facing shoreline with sunset views and perched on a piece of classic Canadian shield where the granite slopes gently to the lake, this self contained 2 bedroom...
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    Minett, Muskoka Lakes P0C 1H0
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Port Carling
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Waterfront
    • Housekeeping Included
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand new riverfront cottage is literally steps to Turtle Jacks and Grand Electric in Port Carling. On the Lake Muskoka side of the Indian River, with calm river views of the sculling boats and the Muskoka Steamship boats as they cruise by on their way to the locks. There is a 52 foot dock on...
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    Port Carling, Muskoka Lakes P0B 1J0
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Port Carling
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Terrace
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    • Waterfront
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming family cottage is newly renovated and upgraded to a very high standard. Nothing was left untouched in this renovation and the results are stunning! With a boathouse at the shoreline and an upper deck there are plenty of places to catch the sun in the day.  Located on the Indian...
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    Port Carling, Muskoka Lakes P0B1J0
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Port Carling
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Balcony
    • DVD Player
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on prestigious Peninsula Road, this gorgeous 6 bedroom 4 bath cottage is the perfect respite from the hectic pace of city life. Escape to the private deck off the master bedroom, entertain in the great room and for the chef in your family the kitchen is a state of the art dream! Built in...
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    Port Carling, Muskoka Lakes P0B 1J0
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Minett
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on a Majestic Point with a panoramic view of Lake Stewart, this historic Log Home goes beyond the cottage experience. Hand hewed tamarack beams, set the backdrop for a rustic Muskokan experience.Loaded with modern conveniences.
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    Minett, Muskoka Lakes P0C 1H0
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Port Carling
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular cottage & boathouse on south end of Lake Joseph. Private 2BR boathouse available together (boathouse is extra) or separate (boathouse is generally half the rent of the cottage). Serious inquiry only. Cottage and boathouse offer the best rentals & location in Muskoka. Prefer multi-week...
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    Port Carling, Muskoka Lakes P0B 1J0
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    Minett
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Grill
    • Parking
    • Washer
    • Private Yard
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One week rental in high-season only: Sat, 2 pm entry to Sat, 10 am departure - unless a request is made 2 weeks prior and it is available. 8 persons maximum at any one time. Children 2 & under are not part of the 8. No Pets. No Internet: Tether to your phone like the owners do. The Location:...
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    Minett, Muskoka Lakes P0B 1J0
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    Minett
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Waterfront
    • Terrace
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on a Majestic Point with a panoramic view of Lake Stewart, this historic Log Home goes beyond the cottage experience. Hand hewed tamarack beams, set the backdrop for a rustic Muskokan experience.Loaded with modern conveniences....
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    Minett, Muskoka Lakes P0C 1H0
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Port Carling
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Washer
    • Patio
    • Cable/satellite TV
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    • Balcony
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walking distance to Port Carling yet completely private, this gorgeous six bedroom three and a half bath cottage is the perfect spot for your family to escape the city! Elegantly decorated with a  large dreamy kitchen perfect for hosting family and friends. Located on 4.4 acres of  beautifully...
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    Port Carling, Muskoka Lakes P0B 1J0
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Port Carling
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Central Heating
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Housekeeping Included
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully renovated timber frame Lake Rosseau cottage on a wooded rocky point facing North West, offering privacy, sun, open lake vistas, large deep water dock for boat moorage/excellent clear deep water swimming and wonderful sunny dock plus boathouse with accommodations overlooking the lake. The...
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    Port Carling, Muskoka Lakes P0B 1J0
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Minett
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on a Majestic Point with a panoramic view of Lake Stewart, this historic Log Home goes beyond the cottage experience. Hand hewed tamarack beams, set the backdrop for a rustic Muskokan experience.Loaded with modern conveniences....
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    Location Information
    Minett, Muskoka Lakes P0C 1H0
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Local time: 05:33 PM (EDT)
    • Exchange rate: 1 Canadian Dollars = 0.77 U.S. Dollars
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