We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Midland

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    €183 Average
    |||
    |||
    €0€1,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Midland area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 15 Rentals in Midland
    Sort by:
    Default
    The Captain's House, heritage bed and breakfast1 / 38
    (7)Very good
    Midland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    The following rentals are within 10 kilometers of Midland.
    Water Front Cottage 1 1/2 hours North of Toronto1 / 10
    (21)Very good
    Port McNicoll
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Georgian Bay Cottage Vacations1 / 16
    (8)Excellent
    Victoria Harbour
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Vacation Home Across the Road from Georgian Bay- Penetanguishene1 / 40
    (4)Excellent
    Penetanguishene
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Washer
    • DVD Player
    • Patio
    • Grill
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2018
    We had a wonderful stay at the place. It was beautiful, clean, and cozy. It had lots of board games and many outdoor toys. Our kids were happily occupied all the time (without...
    Reviewed 7 July 2018
    We had an excellent vacation! Access to a canoe, badminton, bonfire, and birdwatching in the birdhouses. So many little corners around the house to sit and just enjoy breakfast...
    See all reviews
    About this property
    Vacation Home Across the Road from Georgian Bay- Penetanguishene. The 'Paddle Inn' is a quaint vacation home on 1 1/2 Acres of private yard and mature trees, less than 2 hours north of Toronto. We offer 4 bedrooms......1 Queen, 2 Double Bedrooms, Single Bed and Bunkbeds and a Pullout Double Couch...
    View all property information
    Location Information
    Penetanguishene, Ontario L9M 0C2
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
    Make Enquiry
    Ontario Georgian Bay Lakefront Cottage The Dacha1 / 18
    (9)Excellent
    Penetanguishene
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Central Heating
    • Grill
    • Washer
    • Waterfront
    • Outdoor Dining Area
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 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 19 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...
    See all reviews
    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...
    View all property information
    Location Information
    Penetanguishene, Ontario L9M 1R3
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Luxurious Georgian Bay Waterfront Home1 / 25
    (2)Excellent
    Penetanguishene
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    See all reviews
    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...
    View all property information
    Location Information
    Penetanguishene, Ontario L9M 1X1
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Diverse Rentals and Vacations Suite1 / 23
    (5)Excellent
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Washer
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 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...
    See all reviews
    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!...
    View all property information
    Location Information
    Penetanguishene, Ontario L9M 1S1
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Beautiful 'Georgian Bay Classic'1 / 12
    (3)Excellent
    Penetanguishene
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 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 23 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...
    See all reviews
    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...
    View all property information
    Location Information
    Penetanguishene, Ontario L9M 0H7
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Diverse Rentals - The Captain's Room1 / 34
    (2)Excellent
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Patio
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 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 25 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...
    See all reviews
    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...
    View all property information
    Location Information
    Penetanguishene, Ontario L9M1S3
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Diverse Rentals The Skipper's Room1 / 14
    (1)Excellent
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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.
    See all reviews
    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...
    View all property information
    Location Information
    Penetanguishene, Ontario L9M 1S1
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Save time - get the best Midland rentals sent straight to your email!
    Get the List
    Take over the Whole Floatel1 / 18
    (2)Excellent
    Penetanguishene
    5 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 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.
    See all reviews
    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....
    View all property information
    Location Information
    Penetanguishene, Ontario L9M 1R5
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 20
    Make Enquiry
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Penetanguishene, Ontario L9M 1S1
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Penetanguishene
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Penetanguishene, Ontario L9M 1S1
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Perkinsfield
    6 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    Perkinsfield, Tiny L9M 0H5
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 16
    Make Enquiry
    Port McNicoll
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy our newly renovated four season 2 bedroom apt in Port McNicoll, beside Midland. This summer enjoy our neighbourhood on Georgian Bay with countless daytrips in the area at St Marie Among the Hurons, Wye Marshlands trails, Tay Trail, Martyr's Shrine, Discovery Harbour ... and of course enjoy...
    View all property information
    Location Information
    Port McNicoll, Ontario L0K 1R0
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    List your property
    Owner log in