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Holiday Homes in Penetanguishene

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    Travellers to Penetanguishene are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 29 Rentals in Penetanguishene
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    Vacation Home Across the Road from Georgian Bay- Penetanguishene1 / 40
    (4)Excellent
    Penetanguishene
    4 Bedrooms, 2 Bathrooms, Sleeps 11 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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    Ontario Georgian Bay Lakefront Cottage The Dacha1 / 18
    (8)Excellent
    Penetanguishene
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Diverse Rentals and Vacations Suite1 / 23
    (5)Excellent
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Air Conditioning
    • Washer
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2018
    Jill has to be the best owner I’ve ever dealt with. I had very specific requests for roses and chocolate strawberries since I was planning on proposing to my girlfriend. They...
    Reviewed 12 August 2017
    We loved our stay at the Floatel in Penetanguishene. The rooms were lovely and had everything we needed. Sitting out on the deck overlooking the water was so relaxing. We even...
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    About this property
    This is a suite in our Floating Hotel. It has a room with 2 queen beds, TV and private bath and an adjoining room with a table , chairs, mini fridge, microwave and coffee maker as well as a futon. Outside the 'Floatel' there is a floating BBQ gazebo with picnic tables. Such a unique experience!...
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    Penetanguishene, Ontario L9M 1S1
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beautiful 'Georgian Bay Classic'1 / 12
    (3)Excellent
    Penetanguishene
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Parking
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2018
    We had a wonderful week at this cottage. It was private enough yet sounds of life were all around. Granchildren loved seeing the chipmunks scurrying around.The pictures...
    Reviewed 24 August 2018
    We had a wonderful week at this cottage. It was private enough yet sounds of life, which I like. The pictures accurately represented the cottage. No surprises, thanks! You...
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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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    Diverse Rentals - The Captain's Room1 / 34
    (2)Excellent
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • 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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    Diverse Rentals The Skipper's Room1 / 14
    (1)Excellent
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Air Conditioning
    • Housekeeping Included
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2016
    unique experience, hotel on a floating dock. Clean, large accommodations, with staff that went over and above. Beautiful scenery, would go back again, loved 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 L9M 1S1
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Take over the Whole Floatel1 / 18
    (2)Excellent
    Penetanguishene
    5 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2018
    We came up for a long weekend to celebrate a birthday and just to enjoy time away from the city. We chose the Floatel because the idea of a hotel right on the water intrigued us...
    Reviewed 19 June 2018
    Jill was an extremely welcoming and helpful host and our room was delightful. The seats out on the dock were perfectly arranged and we had an exceptional stay.
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    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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    Penetanguishene, Ontario L9M 1R5
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 20
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    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • 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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    Location Information
    Penetanguishene, Ontario L9M 1S1
    Holiday Rental House - 1 Bedroom, 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 or one King , satellite TV, air conditioning, mini fridge, microwave and coffeemaker . Outside the building there...
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    Location Information
    Penetanguishene, Ontario L9M 1S1
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The following rentals are within 15 kilometres of Penetanguishene.
    Water Front Cottage 1 1/2 hours North of Toronto1 / 10
    (21)Very good
    Port McNicoll
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Parking
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2018
    This location is amazing; waterfront which my husband and I wanted. The owner Connie and Roy are very friendly and hospitable also and they even visited us just to make sure we...
    Reviewed 13 August 2018
    Connie and Roy were lovely and made sure we had everything we needed for a relaxing vacation. The waterfront is amazing, clean and you can walked out a long distance as it...
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    About this property
    This comfy clean cottage is on the shores of Georgiann Bay. The cottage is equipped with cooking utensils microwave regular stove frig BBQ picnic table and chairs. The beach has a gentle slope which makes it safe for children.Great area for walking biking. All conveniences are located within a...
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    Port McNicoll, Ontario L0K1R0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Georgian Bay Cottage Vacations1 / 16
    (8)Excellent
    Victoria Harbour
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • DVD Player
    • Waterfront
    • Parking
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2018
    This place was the most peaceful atmosphere. Extremely private and a great space to clear my head and reconnect with my family and self. Sunrises each morning was the such a...
    Reviewed 5 September 2017
    We had a great time here, taking day trips to local attractions and visiting Midland's quaint downtown. The cottage had all the touches of home and Arthur was so responsive and...
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    About this property
    Located only 90 min from downtown Toronto, our 3 bedroom year round waterfront home overlooks peaceful and scenic Georgian Bay and offers a spacious living area for family fun and games, with a walk out to a 50' deck. Accommodates up to 6 people. Amenities include BBQ, stove, fridge, microwave,...
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    Victoria Harbour, Ontario L0K 2A0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Doorian Gray cottage (#597)1 / 28
    (8)Average
    Midland
    3 Bedrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    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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    Midland, Ontario L9M 0H3
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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    Balm beach cottage1 / 19
    (1)Excellent
    Balm Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Parking
    • Grill
    • Patio
    • Waterfront
    • DVD Player
    • Balcony
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2017
    The cozy balm beach cottage in a quiet area was amazing for our family getaway from the busy city of toronto.Just minutes from the clear water beach, mini golf and go karts...
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    About this property
    Lovely wood cottage with bright porch ,hard wood flooring and carpet , Nicely treed backyard , open kitchen/dining/living peacefully relaxing place 'seven min walk to beautiful sand beach Great area for walking ,cycling ,canoeing. ,swimming, boat rental , restaurant , arcade , convenient store...
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    Balm Beach, Tiny L0L 2J0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The Nest At Robin's Point cottage (#1058)1 / 20
    (2)Very good
    Victoria Harbour
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2018
    Cottage was immaculate, grounds were spectacular and the view was breath taking. We were close to stores so never took long to get groceries and get back to the cottage to enjoy...
    Reviewed 3 October 2017
    It is an very nice place to be! We have enjoy the cottage on the lake ! it's complete and the kitchen is so nice!
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    About this property
    A beautiful waterfront cottage with spectacular Georgian Bay views. Just 1 1/2 hours from the Greater Toronto Area (GTA), this updated all-season vacation home offers panoramic views of Georgian Bay and the serenity of cottage life yet only minutes away from area shopping, dining, entertainment and...
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    Victoria Harbour, Ontario L0K 2A0
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Georgian Bay Getaway1 / 9
    (4)Very good
    Big Trout Lake
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Grill
    • Balcony
    • DVD Player
    • Outdoor Dining Area
    • Terrace
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 February 2017
    We spent 3 nights at this cottage over a February long weekend, 2 couples and three small children. The location is perfect, close to the water, and surrounded by woods, lots of...
    Reviewed 31 August 2016
    I would recommend this cottage to anyone who loves piece and quite in a clean updated cottage. Also the owner communicates promptly. This is a great value for the money.
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    About this property
    Enjoy a week away with friends and family in this wonderful family cottage. This cottage is great for cross country skiing, snow mobiling and tobogganing. Trails and snowy roads for the winter sports fanatic. For beach lovers, it is a 2 minute walk to the beach, close to all shops and stores....
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    Big Trout Lake, Ontario L9M 1R3
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    The Captain's House, heritage bed and breakfast1 / 38
    (7)Very good
    Midland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Washer
    • Housekeeping Included
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    The Captain's House is like a gem: many faceted and full of continuing delight and pleasure! Leaving after a wonderful breakfast and returning to our hosts' warm, attentive and...
    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...
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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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    Midland, Ontario L4R 1V2
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Victoria Harbour
    2 Bedrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This well maintained, cozy waterfront cottage is located on Georgian Bay at Victoria Harbour just a short drive from downtown Midland, Penetanguishene and Waubashene. The 660 sq ft, two bedroom, one bathroom traditional Georgian Bay waterfront cottage offers panoramic water views and provides you...
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    Victoria Harbour, Ontario L0K 2A0
    Holiday Rental House - 2 Bedrooms, Sleeps 6
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    Georgian Bay/Cawaja Beach weeHouse Modern Cottage1 / 12
    (25)Excellent
    Balm Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Grill
    • Waterfront
    • Outdoor Dining Area
    • Patio
    • Porch
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2018
    Wonderful layout however for very small children the separation of bedrooms may be an issue. We loved the setting and appreciated the many windows that looked out into the...
    Reviewed 18 September 2018
    Highly recommended...and thankfully it’s not on Airbnb so it remains a (somewhat) hidden gem.I’d definitely consider renting again and/or having Geoffrey redesign my house...
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    About this property
    One of the first 'weeHouses' designed by Geoffrey Warner of Alchemy Architects, this modern cottage has been featured often in the design press, including the Toronto Star in 2006. Nestled in 70’ mature red pines, with both good daylight and privacy, this modern cottage is only about 100 yards...
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    Balm Beach, Tiny L0L2J0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Balm Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cottage Life at Balm Beach, Georgian Bay. Our cottage is a 5 minute walk to the lovely public sand beach at Balm Beach where there is an arcade, water sports shop, convenience store and a couple of restaurants. Go-kart track and hiking/biking/walking trails, drive-in and theatres near by. Public...
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    Balm Beach, Tiny L0L 2J0
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Balm Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WELCOME TO APPLETON COTTAGE My summer Place -( Appleton Cottage) - is located along the shores of Southern Georgian Bay only 1.5 hours north of Toronto Available for rent May - October 2018 Our home away from home is a cozy family cottage that is 3 bedrooms, 1 full bathroom , full kitchen...
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    Balm Beach, Tiny L0L 2J0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Balm Beach
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sky House is a very basic 4 BR cabin nestled in the woods. 2 BR are on the upper floor and 2 in basement (with walkout). There's a large kitchen, living room/dining area, and a basic bathroom with tub. Large deck has a table + deck chairs ( and a barbecue) Please note that it is not suitable...
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    Balm Beach, Tiny L0L 2J0
    Cabin Holiday Rental - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Honey Harbour
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just a few mins by boat from Honey Harbour and you're at the cottage. You'll love all the smooth Canadian Shield rock and the small stand of windswept pine trees near the shore. Smaller kids will enjoy the shallow spot in front of the cottage with smooth rock and a little sand. The cottage features...
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    Honey Harbour, Muskoka District P0E 0A2
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
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    Balm Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This a very basic 2 bedroom cabin with a double bed in each room. There is a three-piece bathroom with toilet, vanity sink, and a basic aluminum shower The cabin is not suitable for anyone with mobility issues. The cabin is up on a hill, the ground is uneven and the walk to the beach is down a...
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    Balm Beach, Tiny L0L 2J0
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Balm Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This a very basic 2 BR cabin with a double bed in one room, 2 twins in the other, pull-out couch in the living room, eat-in kitchen, private deck There is a three-piece bathroom with toilet, vanity sink, and a basic aluminum shower The cabin is not suitable for anyone with mobility issues. The...
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    Balm Beach, Tiny L0L 2J0
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Balm Beach
    4 Bedrooms, 1 Bathroom, Sleeps 12 Quick View
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    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Family Cottage Bedroom 1: queen memory foam bed Bedroom 2: queen memory foam bed Bedroom 3: double bed Bedroom 4: bunk bed (two twins) Living room: queen pull out bed Great room: double pull out bed Our Family Cottage is WATERFRONT and located on Georgian Bay. We have thousands of square...
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    Balm Beach, Tiny L9M 0J2
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 12
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    Honey Harbour
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Terrace
    • Washer
    • Wi-Fi
    • Patio
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a pet-friendly accommodation 30 min north of Barrie? Check out this gorgeous Deer Island house suitable for 8 people. The property features 3 spacious bedrooms, 1 bathroom, a full kitchen and other amenities. For outdoor lovers, the location is just awesome. You get to find a...
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    Honey Harbour, Muskoka District L0K
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Balm Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This a very basic 2 bedroom cabin with a double bed in one room, 2 twins in the other, pull-out couch in the living room, eat-in kitchen, private deck There is a three-piece bathroom with toilet, vanity sink, and a basic aluminum shower The cabin is not suitable for anyone with mobility issues....
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    Balm Beach, Tiny L0L 2J0
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Perkinsfield
    6 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Housekeeping Included
    • Central Heating
    • Terrace
    • Balcony
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing Cottage Chalet with Open Concept 6 Bedrooms and 2 Family Rooms and steps from Georgian Bay. Not backing on Water but 200 ft from Beach entrance. Property is deeded beach ownership. Cottage has Full Amenities like a Fully Equipped Home with Wood Burning Fireplace, Outdoor Firepit, Sand...
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    Location Information
    Perkinsfield, Tiny L9M 0H5
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 16
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