
Holiday houses in Midland
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Top-rated holiday rentals in Midland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Midland holiday rentals
Other great holiday rentals in Midland
Top Guest favourite

Home in Georgian Bay
4.99 out of 5 average rating, 86 reviewsA-Frame in the Woods of GeorgianBay, Muskoka
BecciRating, 5 stars2 weeks ago
We had a wonderful time celebrating our friend’s bachelorette. We’ll definitely have to come back one day when it’s a little warmer!
Guest favourite

Holiday home in Midland
4.88 out of 5 average rating, 42 reviewsGeorgian Bay retreat - apartment in Midland
TrevorRating, 5 stars1 month ago
Tatiana's place is great for a couple or singles. She is incredibly kind and accommodating. Her place is in a nice residential neighborhood. Midland is a great community with lots to do on Georgian Bay.
Guest favourite

Home in Port McNicoll
4.86 out of 5 average rating, 22 reviewsCozy Cottage with Private Beach Access
AlexandraRating, 5 stars2 weeks ago
My family and I recently stayed at Magdalena‘s. The cottage was clean and Magdalena was very friendly and accommodating. There’s beach access and a little playground for children. We enjoyed our stay.
Guest favourite

Home in Tiny
4.96 out of 5 average rating, 23 reviewsLuxury Cottage - The Lookout. Next to Balm Beach
NeilRating, 5 stars4 weeks ago
Great spot to rent...Beautiful space. Host were very friendly and had prompt communication. Perfect type of place to get away. Would have been better if the weather was nicer. I expect we will rent here again in the future.
Top Guest favourite

Apartment in Penetanguishene
4.96 out of 5 average rating, 27 reviewsGeorgian Bay Sunset
LauraRating, 5 stars4 weeks ago
We absolutely loved staying at Jessica’s place, it felt like we were cocooning in a treehouse. The location was so close to beautiful Georgian Bay. The kitchen was nicely stocked and we enjoyed the interior fireplace and exterior fire pit. Thank you for sharing your place with us.
Top Guest favourite

Apartment in Midland
5 out of 5 average rating, 29 reviewsHidden Gem
JoanneRating, 5 stars1 week ago
Truly a hidden gem! The apartment was as described and more - we immediately felt at home. Excellent bed, comfy couch, fully equipped kitchen even nice towels! Loved the outdoor space complete with BBQ. We have marked this as our landing spot when putting our boat on and out of the water in Midland - will be back for sure! Michelle was a very responsive and kind host.
Top Guest favourite

Dome in Tay
4.97 out of 5 average rating, 39 reviewsThe Secret Garden - Dome Escape
MarygraceRating, 5 stars1 week ago
My friends and I stayed at the Secret Garden Dome, and it was truly an unforgettable experience! The dome itself was cozy, stylish, and super unique — definitely a stay to remember. The property was absolutely beautiful and peaceful, set right on a lovely farm surrounded by nature. One of the highlights was getting to meet the ponies and horses — such a sweet and unexpected bonus! Deborah was incredibly friendly and welcoming, which made the stay even more enjoyable. You can really tell they put care into every detail. If you’re looking for a quiet, nature-filled getaway with some serious charm, I highly recommend this place. We had such a great time and would absolutely come back again!
Top Guest favourite

Cottage in Tiny
5 out of 5 average rating, 41 reviewsThe Hideaway Balm Beach Cottage
Kathryn Rating, 5 stars3 months ago
For my birthday last weekend, I was looking for a cottage to getaway for work and to celebrate, and I immediately fell in love with this cozy little house when I saw it. It has everything I could ask for to create a warm and welcoming atmosphere, just like home. I spent my birthday here, and I couldn't have asked for a better place. The Scandinavian interior style is my absolute favorite, and every detail of the decor and soft furnishings was perfectly chosen. It’s clear that the owner, Lina, put a lot of thought and care into making this space feel like a true home for visitors. Each room was spotless, and everything I needed for a comfortable stay was provided. Lina is incredibly understanding and accommodating. We all had an amazing time and are so grateful for this experience. Five stars aren’t enough to express how much we enjoyed our stay and how this beautiful house made our birthday weekend so memorable. Highly recommend!
Quick stats about holiday rentals in Midland
Total rentals
200 properties
Nightly prices starting at
$33 NZD before taxes and fees
Total number of reviews
7.9K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Grand River Holiday rentals
- Brampton Holiday rentals
- Muskoka Lakes Holiday rentals
- Vaughan Holiday rentals
- Georgian Bay Holiday rentals
- Markham Holiday rentals
- Tobermory Holiday rentals
- Kitchener Holiday rentals
- Waterloo Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Waterfront rentals Midland
- Cottage rentals Midland
- Rentals with a fireplace Midland
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- Rentals with pools Midland
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- Rentals with a patio Midland
- Rentals with an EV charger Midland
- Apartment rentals Midland
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- Rentals with a washing machine and dryer Midland
- Rentals with a kayak Midland
- Rentals with beach access Midland
- Rentals with lake access Midland
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- Blue Mountain Village
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
- The Club At Bond Head
- The Georgian Peaks Club
- Muskoka Bay Resort
- Alpine Ski Club
- Rocky Crest Golf Club
- Barrie Country Club
- National Pines Golf Club
- Windermere Golf & Country Club
- Craigleith Ski Club
- The Georgian Bay Club
- Muskoka Highlands Golf Links
- South Muskoka Curling and Golf Club
- Mansfield Ski Club