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Holiday Homes in Penetanguishene

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    Travellers to Penetanguishene are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 15 Rentals in Penetanguishene
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    Vacation Home Across the Road from Georgian Bay- Penetanguishene1 / 39
    (1)Excellent
    Penetanguishene
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Diverse Rentals The Skipper's Room1 / 14
    (1)Excellent
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Diverse Rentals and Vacations Suite1 / 23
    (4)Excellent
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Luxurious Georgian Bay Waterfront Home1 / 25
    (2)Excellent
    Penetanguishene
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Balcony
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2016
    We had an amazing time at Ron's cottage! Booking and arranging everything was very easy, Ron was very responsive and very accommodating. The property was beautiful (even better...
    Reviewed 14 August 2016
    This property is incredible! Even better than the pictures! Large spacious house is great for groups. The property itself is beautiful and on an amazing water front - the lake...
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    About this property
    My place is close to Midland, Barrie, family-friendly activities. You’ll love my place because of the cosiness, the high ceilings, the views, and the location. My place is good for couples, families (with kids), and furry friends (pets). Beautiful white sand beach that is shallow and excellent for...
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    Location Information
    Penetanguishene, Ontario L9M 1X1
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a unique building that floats on pontoons that are anchored down ( no swaying or rocking motion) It houses 5 separate rooms each with there own private bath, 2 queen size beds, satellite TV, air conditioning, mini fridge, microwave and coffeemaker . Outside the building there is a floating...
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    Penetanguishene, Ontario L9M 1S1
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Diverse Rentals - The Captain's Room1 / 29
    (2)Excellent
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Patio
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2015
    It is hard to say enough about the Flotel. Literally on the water, gorgeous scenery, EXTREMELY quiet. The rooms are spacious and well-appointed. My brother and I were returning...
    Reviewed 26 June 2015
    This was booked for us as we were visiting friends with a yacht, it was simply the nicest friendliest place we have stayed at. The room contains everything you would need, it...
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    About this property
    This is a unique building that floats on pontoons that are anchored down ( no swaying or rocking motion) It houses 5 separate rooms each with there own private bath, 2 queen size beds, satellite TV, air conditioning, mini fridge, microwave and coffeemaker . Outside the building there is a floating...
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    Penetanguishene, Ontario L9M1S3
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beautiful 'Georgian Bay Classic'1 / 12
    (1)Excellent
    Penetanguishene
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2017
    Stayed a week at this very spacious beautiful cottage with my kids. Wish it was longer!A stone throw away from a beautiful and private beach. Will definitely return, and would...
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    About this property
    Midland Cottage Rental, Georgian Bay, Tiny Beaches. If you love playing on the beach this is the cottage for you. Only 1.5 hours away from Toronto. Beautiful 'Georgian Bay Classic' with 3 bedrooms, with a queen or double beds in each room, very high ceilings and large living room, and a large...
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    Penetanguishene, Ontario L9M 0H7
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ontario Georgian Bay Lakefront Cottage The Dacha1 / 18
    (8)Excellent
    Penetanguishene
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Central Heating
    • Grill
    • Washer
    • Waterfront
    • Outdoor Dining Area
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 November 2016
    Relaxing stay. Cottage was clean, cute and all essential where available. Perfect weather to enjoy the sun. Aside from the rocky beach and mosquitoes the cottage was perfect.
    Reviewed 20 February 2016
    My family, along with 2 other families (6 adults and 5 kids), rented this lovely cottage on the edge of Georgian Bay. It was the perfect holiday weekend and we all agreed that...
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    About this property
    Get away from it all in style - A gorgeous, artistic home on waterfront property available to discerning holidaymakers. Five bedroom house with private grounds, on beautiful Georgian Bay, 2 hours' drive north of Toronto. We have 10 years experience renting to discrete, comfort seeking...
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    Penetanguishene, Ontario L9M 1R3
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Summer Cottage for rent near Midland Ontario1 / 11
    (3)Very good
    Penetanguishene
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Outdoor Dining Area
    • Porch
    • Grill
    • Parking
    • Cable/satellite TV
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2015
    A lovely cottage in a great setting - just a short 1 minute walk to the lakeshore. The cottage had everything you needed though could have done with a good spring clean before...
    Reviewed 25 September 2014
    The cottage is cozy and the kitchen very well equipped. Interior could use some TLC but overall good value. We really appreciated the cottage being pet-friendly and had a...
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    About this property
    2 Bedroom quiet and relaxing summer cottage. Backs onto large wooded forest. Full eat-in kitchen or eat outside on the deck.. Big deck with BBQ for a weekend or weekly summer getaway. Walking distance to beach across the road, short drive to Georgian Bay and local small towns. TV for the kids and...
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    Penetanguishene, Ontario L9M0B4
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Outdoor Dining Area
    • Waterfront
    • Ocean Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a unique building that floats on pontoons that are anchored down ( no swaying or rocking motion) It houses 5 separate rooms each with there own private bath, 2 queen size beds, satellite TV, air conditioning, mini fridge, microwave and coffeemaker . Outside the building there is a floating...
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    Location Information
    Penetanguishene, Ontario L9M 1S1
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Chateau Champlain cottage (#553)1 / 20
    (15)Very good
    Penetanguishene
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 2017
    Beautiful cottage with all the amenities of home. Our three children (aged 2-11), loved the private beach area and swimming in the lake. Entry into the water was sandy and...
    Reviewed 22 July 2017
    The location is great - far enough from the city but close to awesome amenities! This is a good family-friendly cottage with an amazing beach waterfront (perfect for the little...
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    About this property
    Explore, discover and experience any of the four seasons at this lovely cottage on 120 feet of sandy shores of beautiful Penetanguishene Bay! This is an opulent 2500 sq ft, 3 bedroom cottage, on a 1 acre lot which comes with plenty of green space and is located just 1.5 hours from the bustle of...
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    Penetanguishene, Ontario L9M 1S4
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Penetanguishene
    5 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Floatel is A building that is floating on pontoons on Georgian Bay. It is anchored securely at our dock and does not sway or move in anyway even though you are right on the water. Each room is beautifully decorated with it's own private bathroom, TV, mini fridge, coffee maker and microwave....
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    Location Information
    Penetanguishene, Ontario L9M 1R5
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 20
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    The following rentals are within 10 kilometres of Penetanguishene.
    The Captain's House, heritage bed and breakfast1 / 38
    (6)Very good
    Midland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Housekeeping Included
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    Stayed one night in queen room. The house has lots of character and was in a very convenient location to walk downtown. But despite it being windy and cool outside, our room was...
    Reviewed 13 February 2017
    This property is perfect. We are not normally B&B people but being the middle of winter in Midland, we didn't want to end up at a hotel full of either hockey players or...
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    About this property
    The Captain's House Bed and Breakfast is a lovingly restored century home in the middle of historic Midland, Ontario. It boasts original detail throughout with Victorian light fixtures, wall treatments and woodwork. Breakfasts can feature local farm-fresh eggs, house-made muffins and preserves...
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    Location Information
    Midland, Ontario L4R 1V2
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Midland
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Washer
    • Waterfront
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and enjoy the serenity of a waterfront cottage situated in Midland, overlooking Georgian Bay with all the amenities of home. This 3 deck cottage comes fully equipped with all appliances, pot & pans, dishes, dishwashers & barbeque. Also includes the internet, TV and Stereo. Complete with 5...
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    Location Information
    Midland, Ontario L4R 5H1
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Doorian Gray cottage (#597)1 / 12
    (8)Average
    Midland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 2016
    We were grandparents, my daughter, her husband, 2 year old grandson and 2 month old granddaughter.3 bedrooms sparsely furnished, no table lamps, bed comfort passableKitchen...
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    About this property
    Hop, skip and a jump to a beautiful sandy beach! ‘DoorianGray’ is located north of Wasaga Beach and close to Balm Beach, and is an all-season rental property close to skiing at Blue Mountain. This 1200 sq ft, 3 bedroom home, sleeps up to 6 people on one level. It is located in relaxing Simcoe...
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    Location Information
    Midland, Ontario L9M 0H3
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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