
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
Great stay at Blue Mountain. The kiddos really enjoyed the game room and the pool table. it was also super convenient to be able to schedule free shuttle to pick up and drop off to and from the village. Even if couldn't catch the shuttle it's only 20 min walk.

JJ’s small town country retreat
I recently stayed at Jer’s Airbnb with a group of seven friends, and we had an incredible experience. The amenities truly made the stay unforgettable. We spent hours enjoying the pool table, foosball, darts, and old-school arcade machines. The private sauna and jacuzzi were perfect for unwinding, and the outdoor BBQ and fire pit setup created the ideal space for evening hangouts. Everything was spotless, well-organized, and located in a quiet, safe neighborhood. Jer was an excellent host, very responsive and clearly committed to providing a top-tier experience. I highly recommend this property to anyone planning a getaway with friends or family. We had an amazing time and would absolutely stay here again. Thanks, Jer! One thing worth highlighting is that the pictures don’t do this place justice. As great as it looks online, the property is 100 times better in person — more spacious, more comfortable, and filled with thoughtful touches that aren’t fully captured in photos.

Steps From the Beach and Hiking Trails!
Best mom and daughter getaway for a three day weekend! Lovely accommodations, cozy, clean and comfy beds. Great location close to drive to great shopping and restaurants in Midland. Nearby beach area 2 mins away and beautiful. Highly recommend this spot, good value.

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”!

King Bed*Pool*Fireplace*BBQ*Smart TV
Absolutely amazing stay, Tristan’s place truly went above what our expectations were and blew us away, amazing balcony that was private and quiet, clean rooms, lots to do in the area. I cannot recommend this place enough!

Tiny Beaches Getaway
We had an absolutely wonderful stay at Vanya and Peter’s place! The cottage was spotless, stylishly decorated, and equipped with everything my family needed for a comfortable stay. We appreciated the thoughtful touches like fresh coffee and a guidebook of local spots. Most importantly, Vanya and Peter were amazing hosts: communicative, welcoming, and respectful of my privacy. I truly felt at home here, and I’d happily to come back and stay again!

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong
Thanks so much, Nikole! We appreciate your help with everything and how proactive you were with all communication. :)
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!

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!

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!

Top 1% Guest Favourite EV Charger, Golf, Hot Tub
Had an amazing weekend. Definitely top 1% home — place looks even better than photo. Very well decorated and maintained. Jennifer is such a great host, super helpful and accommodating. We all wanted to come back :)

Horseshoe 2BR | 4 Beds+Pool+BBQs+Resort Access
Justin was very accommodating and helpful when we had questions! The responses were so fast and informative. We loved everything about this place, it was peaceful, nice location and the pool was clean and very nice! Definitely will be back!!
Private, pet-friendly home rentals

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.

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 boyfriend and I decided to have a 1 night get away at the secret dome and it was absolutely amazing. Deborah was the best Airbnb host I have ever met, she was so sweet and responsive. She went above and beyond with getting us gifts, snack basket, and decorations for our anniversary and my birthday coming up. It was a pleasure being able to spend the weekend there and I would absolutely do it again. Her animals are also so adorable and we got to feed them! 100% recommend for a nice private and peaceful getaway and the photos don’t do it justice with how nice it is there.

Welcome to waterfront paradise on Georgian Bay
We had a fantastic weekend staying at Gerard’s place! It was just as described from the pics and Gerard provided very clear instructions which made checking in seamless. The place was very clean, spacious, and right on the water! There was also a ton of things to do including kayaking, stand up paddle boarding, board games, a gym with weights as well as a fully stocked kitchen. We had a great time and would definitely come back again in the future!

Log Cabin on the Lake Bed and Breakfast
My boyfriend and I rented Steve’s cabin for a birthday weekend and loved our stay. It was both recharging and relaxing. Being surrounded by nature all weekend felt grounding and the quiet was just what we were looking for. The bed was so comfortable and the whole cabin was so clean. Communication with Steve was great and he was so nice to chat with when we arrived. Although his home is just next door you’d never know he was even on the property unless you needed him. We did quite a bit of fishing during our stay and caught a pike on the first night! Thanks for a great stay!
Quick stats about vacation rentals that are pet-friendly in Midland
Total rentals
80 properties
Nightly prices starting at
R891 ZAR 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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- Muskoka Lakes Vacation rentals
- Vaughan Vacation rentals
- Georgian Bay Vacation rentals
- Markham Vacation rentals
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- Rentals with outdoor seating 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 Georgian Peaks Club
- The Club At Bond Head
- Muskoka Bay Resort
- Rocky Crest Golf Club
- Alpine Ski Club
- National Pines Golf Club
- Barrie Country Club
- Windermere Golf & Country Club
- The Georgian Bay Club
- Craigleith Ski Club
- Muskoka Highlands Golf Links
- South Muskoka Curling and Golf Club
- Mansfield Ski Club