Pet-friendly vacation rentals in Midland

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Midland pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
A spacious interior is visible, featuring large glass doors that open to a snow-covered deck. Natural wooden beams line the ceiling, complementing the wooden dining chairs and soft area rug. The serene winter landscape can be seen through the unobstructed views, inviting nature inside.
Home in Georgian Bay
4.99 out of 5 average rating, 86 reviews

A-Frame in the Woods of GeorgianBay, Muskoka

BecciRating, 5 stars3 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!
Superhost
A community heated outdoor swimming pool is surrounded by lush greenery and a variety of seating options, including blue umbrellas. The clear blue water reflects the sky, creating a serene setting for relaxation. Lounge chairs are positioned along the poolside for guest use.
Home in The Blue Mountains
4.89 out of 5 average rating, 227 reviews

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

KayeeRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Badjeros
4.94 out of 5 average rating, 110 reviews

JJ’s small town country retreat

ArvinRating, 5 stars4 days ago
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.
Top guest favorite
A light-filled living area features a soft sectional sofa adorned with various cushions. A unique, sculptural black piece resembling a cow is placed on a textured area rug. A dining table is visible in the background, surrounded by chairs, with large windows bringing in natural light.
Home in Port McNicoll
5 out of 5 average rating, 22 reviews

Steps From the Beach and Hiking Trails!

AmyRating, 5 stars3 weeks ago
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.
Superhost
A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.
Home in Orillia
4.82 out of 5 average rating, 259 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

EmilyRating, 5 stars1 month ago
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”!
Guest favorite
A spacious bedroom features a large bed with a light-colored comforter and decorative pillows. A living area boasts modern furniture, including a sofa and seating around a fire pit. The outdoor pool area is highlighted, alongside the exterior view of the building, showcasing multiple levels.
Home in Innisfil
4.88 out of 5 average rating, 184 reviews

King Bed*Pool*Fireplace*BBQ*Smart TV

Braeden.Rating, 5 stars1 month ago
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!
Top guest favorite
A bright living area features large windows that offer views of the surrounding woods. Soft seating options are arranged around a neutral rug, with a central fireplace enhancing the cozy setting. A dining table is visible in the background, accompanied by decorative artwork on the walls.
Home in Tiny
5 out of 5 average rating, 42 reviews

Tiny Beaches Getaway

ValterRating, 5 stars4 days ago
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!
Superhost
A spacious living room features a large sectional couch and a round coffee table. Natural light floods the space through multiple windows, illuminating a cozy bay window seating area. A decorative plant and a mounted flat-screen TV add to the welcoming ambiance.
Home in Barrie
4.86 out of 5 average rating, 117 reviews

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong

MegRating, 5 stars2 weeks ago
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

Guest favorite
Townhouse in The Blue Mountains
4.9 out of 5 average rating, 156 reviews

The Snowbridge Lookout on Monterra Golf Course

T TRating, 5 stars1 month ago
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!
Guest favorite
A serene pond is visible, with a person kayaking on calm waters. A wooden dock is in the foreground, featuring two white lounge chairs and a blue float. Lush greenery surrounds the pond, complementing the tranquil atmosphere.
Treehouse in Port Perry
4.98 out of 5 average rating, 555 reviews

Treehouse on private, isolated forest (300 acres)

DanielaRating, 5 stars4 months ago
Ollie and Frank were tremendous hosts. We loved the log cabin and all their recommendations were exceptional. We will be back!!!
Top guest favorite
A bright, spacious dining area is illuminated by natural light from large windows. A long, rustic table is accompanied by white, spindle-back chairs. A vase with greenery is centered on the table, enhancing the inviting atmosphere of the space.
Chalet in The Blue Mountains
4.97 out of 5 average rating, 225 reviews

The White Cedar Chalet! pool + free shuttle

AlessiaRating, 5 stars1 month ago
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!
Guest favorite
Cottage in Innisfil
4.9 out of 5 average rating, 218 reviews

Utopia Villa and Spa

Syed,Qumber RazaRating, 5 stars6 days ago
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!
Guest favorite
The backyard features a spacious pool surrounded by lush greenery. A stone patio is visible, with several lounge chairs and a dining area nearby. The home, with a dark exterior, has large windows and a deck that connects to the serene forest backdrop.
Guest suite in Uxbridge
4.96 out of 5 average rating, 209 reviews

Mackenzie Cottage

LornaRating, 5 stars1 week ago
Beautiful place to stay! Can’t wait to go back again soon! Highly recommend!!!
Guest favorite
An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.
Guesthouse in Orangeville
4.96 out of 5 average rating, 357 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

SamanthaRating, 5 stars1 week ago
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 guest favorite
A custom dog house is positioned under the stairs, featuring a wooden entrance framed by a decorative plant. Two pet bowls for food and water are placed on woven mats nearby, enhancing the pet-friendly environment of the home.
Townhouse in Port Severn
5 out of 5 average rating, 194 reviews

Top 1% Guest Favourite EV Charger, Golf, Hot Tub

HongjinRating, 5 stars2 weeks ago
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 :)
Guest favorite
The exterior showcases a striking building with a red-and-white color scheme, surrounded by lush greenery. An indoor pool area is visible through large glass windows. An inviting fireplace is framed by stone, while a spacious dining area features a wooden table accompanied by six chairs.
Condo in Oro
4.88 out of 5 average rating, 172 reviews

Horseshoe 2BR | 4 Beds+Pool+BBQs+Resort Access

KrystalRating, 5 stars2 weeks ago
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

Superhost
Cottage in Tiny
4.9 out of 5 average rating, 52 reviews

A modern retreat on Georgian Bay STRTT-2025-062

KaterynaRating, 5 stars5 months ago
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!
Guest favorite
A spacious living area is illuminated by natural light streaming through the windows. Two comfortable sofas and an armchair are arranged around a wooden coffee table. A flat-screen TV is positioned on a light stone wall, complemented by decorative plants and warm lighting.
Vacation home in Midland
4.88 out of 5 average rating, 42 reviews

Georgian 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.
Top guest favorite
A hot tub is set within a private yard, surrounded by lush greenery and a manicured pathway. A small shed can be seen in the background, with a charming design and double doors. Soft curtains frame the hot tub area, enhancing privacy and comfort.
Townhouse in Midland
5 out of 5 average rating, 13 reviews

Cozy Comfort by the Bay w/Jacuzzi

IetjeRating, 5 stars1 week ago
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.
Guest favorite
A spacious common area features a large, light-colored sectional sofa arranged around a warm fireplace built into a stone wall. Large glass doors provide access to a serene outdoor space, while natural light enhances the wood-beamed ceiling. Decorative elements include woven wall art and a wooden side table.
Cabin in Tiny
5 out of 5 average rating, 12 reviews

The Beach House, Georgian Bay, Beach View w/ Sauna

SamRating, 5 stars1 week ago
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!
Guest favorite
A spacious living room is depicted, featuring a large sectional sofa with various decorative pillows and throws. A round wicker coffee table sits at the center, surrounded by two textured poufs. Natural light fills the room through wide windows adorned with wooden shades.
Bungalow in Midland
4.95 out of 5 average rating, 39 reviews

Boho Hideaway w/ Hot Tub, Sauna & Games

TianaRating, 5 stars2 weeks ago
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!
Top guest favorite
Two red Adirondack chairs are positioned in the foreground, facing a geodesic dome surrounded by lush greenery. A clear blue sky with scattered clouds adds to the serene atmosphere of the secluded garden setting.
Dome in Tay
4.98 out of 5 average rating, 41 reviews

The Secret Garden - Dome Escape

IsabellaRating, 5 stars1 day ago
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.
Guest favorite
A deck area is furnished with several red Adirondack chairs and a fire pit, inviting relaxation by the waterfront. Lush greenery borders the space, while a wooden dock extends into the calm bay, offering scenic water vistas and a tranquil ambiance.
Apartment in Port McNicoll
4.97 out of 5 average rating, 35 reviews

Welcome to waterfront paradise on Georgian Bay

AniketRating, 5 stars9 months ago
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!
Top guest favorite
The exterior of a custom-built log cabin is framed by trees under a clear blue sky. A spacious porch features two Adirondack chairs and a fire pit, providing a welcoming outdoor space. Natural stone accents enhance the cabin's rustic charm.
Chalet in Gravenhurst
4.94 out of 5 average rating, 237 reviews

Log Cabin on the Lake Bed and Breakfast

CharleneRating, 5 stars1 week ago
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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Midland
  6. Pet-friendly rentals