
Pet-friendly vacation rentals in Midland
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Top-rated pet-friendly home rentals in Midland
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Popular amenities for Midland pet-friendly home rentals
Pet-friendly house rentals

A-Frame in the Woods of GeorgianBay, Muskoka
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!

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King
Visited with 4 couples for a few nights away. Beautiful location. Would recommend

JJ’s small town country retreat
the house has been in the family since 1934, however has been updated and additions built that adds to the charm. Super cool sauna lay out and the bedrooms were spacious and clean...we had a great stay and even managed a few cider tours in the surrounding area. so fun...

Paradise Point Steps from Georgian Bay Great WIFI
Very cozy and well equipped home. Had an awesome time staying at Angela’s place

Waterfront Cottage Over-the-Water view w fast Wifi
Chelsea’s place was absolutely beautiful ! Upon walking in the house, the view of the water is breathtaking and did not get old each morning while sipping our coffees. The home itself was very homey, and a great wide open space for gathering with friends. Chelsea was super helpful when booking, made recommendations and was super responsive during our stay with any questions we had. I would highly recommend a stay here - can’t get much closer to being “on the lake”!

Tiny Beaches Getaway
Very comfortable place with a very unique layout. Vanya and Peter have been really helpful with any questions we had.

Lakefront detached house on the little lake
Shiyu was a great host. What an amazing and peaceful cottage. We made some great memories there. Shiyu was very responsive and helpful. The place looks exactly, even better than pictures in real life. Shiyu accommodated us in best way possible. Totally worth getting this place for the weekend and spending time with family. Definitely booking it again soon. I would recommend 100% this property if you want to spend quality time with your loved ones.

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong
Thank you for being a great Host to our group.
Pet-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course
We had a wonderful stay at this Airbnb! The place was very comfortable, spotlessly clean, and the temperature inside was just perfect. We really enjoyed our time here and felt right at home. The only small downside was that the Wi-Fi was a bit slow, but everything else was great. We would definitely love to come back. Highly recommended!

Farmhouse GUEST SUITE- Pool, hot tub
A beautiful little piece of paradise. Amanda and Mike were extremely helpful and friendly. The little cottage was super cute and clean with everything you could possibly need. And the back yard amazing! My husband and I had a wonderful little get away and cannot wait to go again. We would definitely recommend this place. ☺️

Treehouse on private, isolated forest (300 acres)
Ollie and Frank were tremendous hosts. We loved the log cabin and all their recommendations were exceptional. We will be back!!!

The White Cedar Chalet! pool + free shuttle
We had such an amazing weekend stay at Heather’s! The beds were cozy and the views were stunning. Loved the walking distance to the village and used the option to use the shuttle as well. Heather had everything we needed for a comfortable stay and more! I feel she anticipated every need and we felt so taken care of. Will definitely stay again!

Base of Blue Mountain, Modern Studio
Kate was a responsive host and the suite was comfortable. The king sized bed was a dream. The kitchen had everything we needed and there were ice cubes in the freezer upon our arrival.

Utopia Villa and Spa
We had a wonderful stay at Shahrzad’s cottage in Innisfil! The place was cozy, clean, and exactly as described. It had everything we needed for a relaxing getaway. Shahrzad was a fantastic host—very responsive and thoughtful. The location was peaceful and close to the lake, which made it perfect for a weekend escape. We would definitely stay here again. Highly recommended!

Mackenzie Cottage
Beautiful place to stay! Can’t wait to go back again soon! Highly recommend!!!

Sunny Pines Farm Studio Tennis Court/Bruce Trail
This property is absolutely beautiful! We had the best time playing tennis and basketball, going in the pool and sauna. The pool is cool which was so nice after getting super hot in the sauna. 10/10 recommend. The inside was beautiful and relaxing, felt like a perfect getaway and we will be back for sure! Thank you for sharing your home!
Private, pet-friendly home rentals

Bunkie in the Pines
Jennifer and Nigel were so friendly and accommodating. We came up after a huge snowfall and they spent a lot of time clearing it so it was easy to drive our car in and walk to the bunkie. They even took the time to set up a fire in the pit outside and pre-warmed the bunkie (it was -23 the night we stayed!) we were cozy and comfortable for the night we stayed. Would definitely recommend Jennifer and Nigel’s bunkie in the pines.

A modern retreat on Georgian Bay STRTT-2025-062
Beautiful home! We absolutely loved the living area. It felt cozy with all the natural light coming in through the ceiling windows. The dining area was great on a snowy day. We played the games and enjoyed the views of the snow-covered pine trees! Loved the location and the house. Would recommend!

Georgian Bay retreat - apartment in Midland
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.

Relax at Lakefront Follie’s Cove Cottage
This cottage is perfection. Liane & James are just SO lovely. If you're reading this, don't look any further. Just book it. We couldn't have had a better week at Follie's Cove. The cottage was the perfect mix of modern and rustic. Clean, comfortable, and thoughtfully equipped. We felt at home instantly. The sunroom was the perfect chill spot for us and our two big dogs to get out of the sun/rain without feeling cooped up indoors. The beach was heaven for our dogs, and on a quiet end of the lake, so we saw few other people all week. The quintessential Muskoka experience! Liane and James were *beyond* wonderful. They set us up with a ton of breakfast food and desserts. Even offered to return the day after check-in to drop off more coffee. It truly felt like renting from friends. Highly recommend renting the pontoon boat from them and puttering around the lake. Wish I had more space to gush about the space and their incredible hospitality. We would book again in a heartbeat!

Cozy Comfort by the Bay w/Jacuzzi
We were 7 adults., Us 2 from Australia visiting sister and her 2 daughters of which one lives with my sister in Kitchener and one who lives in Toronto. The 2 daughters were joined by their partners we hadn’t met so everyone was on their best behaviour and made a great impression on us. We hadn’t met the nieces partners so a fantastic time was enjoyed sitting around chatting, having some wine and whisky. The nieces and their partners used the hot tub the last evening and thoroughly enjoyed the experience. This townhouse was fantastic with everything one needs and more. We can definitely recommend this to any future guests.

The Beach House, Georgian Bay, Beach View w/ Sauna
My family and I had a great time at Adam’s cottage! Incredible view of the lake, the lake water was crystal-clear. Beach house was well maintained and very clean, the interior decor was stunning! Beach house/garage had all the amenities you will need! The 2 paddle boards and 2 bikes were a great edition! we enjoyed walks/bike rides through the trails in the neighbourhood. We will definitely come back, HIGHLY recommend! Adam was very helpful, insightful, and gave fast replies! Great host!

Boho Hideaway w/ Hot Tub, Sauna & Games
I had a fantastic experience staying here! The place was exactly as described—clean, cozy, and well-decorated. The host was friendly and responsive, and check-in was a breeze. The location is super convenient and close to everything, although it is right near a busy road, so it can get a bit noisy at times. That said, everything else more than made up for it. I’d absolutely stay here again and highly recommend it. Thank you for the lovely stay!

The Secret Garden - Dome Escape
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!
Quick stats about vacation rentals that are pet-friendly in Midland
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- Grand River Vacation rentals
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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
- National Pines Golf Club
- Barrie Country 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