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 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!
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, 225 reviews

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

PamelaRating, 5 stars2 weeks ago
Visited with 4 couples for a few nights away. Beautiful location. Would recommend
Guest favorite
Home in Badjeros
4.94 out of 5 average rating, 109 reviews

JJ’s small town country retreat

RebeccaRating, 5 stars3 weeks ago
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...
Top guest favorite
Home in Port McNicoll
4.96 out of 5 average rating, 25 reviews

Paradise Point Steps from Georgian Bay Great WIFI

SidRating, 5 stars9 months ago
Very cozy and well equipped home. Had an awesome time staying at Angela’s place
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”!
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, 41 reviews

Tiny Beaches Getaway

DavideRating, 5 stars1 month ago
Very comfortable place with a very unique layout. Vanya and Peter have been really helpful with any questions we had.
Guest favorite
A serene lake view is captured from a grassy area, showcasing a private dock extending into calm waters. A white mug is held in the foreground, signaling a peaceful moment. Lush greenery frames the scene, adding to the tranquil atmosphere.
Home in Little Lake
4.88 out of 5 average rating, 104 reviews

Lakefront detached house on the little lake

OrrebRating, 5 stars1 week ago
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.
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, 116 reviews

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

BradRating, 5 stars2 weeks ago
Thank you for being a great Host to our group.

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 modern farmhouse with a spacious wrap-around porch is set against a clear blue sky. In the foreground, a rectangular salt-water pool is surrounded by paved patio and loungers, while green trees frame the serene backyard landscape.
Guest suite in Minesing
4.85 out of 5 average rating, 133 reviews

Farmhouse GUEST SUITE- Pool, hot tub

KeriRating, 5 stars1 week ago
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. ☺️
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!
Superhost
A modern kitchen area features blue cabinetry with open shelves displaying neatly arranged dishes. A central island with seating for two is complemented by sleek bar stools. Stainless steel appliances are integrated into the kitchen layout, providing a functional and inviting cooking space.
Condo in The Blue Mountains
4.86 out of 5 average rating, 444 reviews

Base of Blue Mountain, Modern Studio

HollyRating, 5 stars4 days ago
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.
Guest favorite
Cottage in Innisfil
4.9 out of 5 average rating, 217 reviews

Utopia Villa and Spa

Syed,Qumber RazaRating, 5 stars1 day 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
4.95 out of 5 average rating, 355 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

SamanthaRating, 5 stars3 days 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!

Private, pet-friendly home rentals

Top guest favorite
A small, wooden bunkie stands among tall trees, featuring a welcoming front porch with two chairs and a table. Decorative elements, including tiki torches and a floral wreath, add charm to the natural setting. The ground is covered with soft pine needles.
Cabin in Oro-Medonte
5 out of 5 average rating, 51 reviews

Bunkie in the Pines

KristineRating, 5 stars3 months ago
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.
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.
Guest favorite
A tranquil private beach area is shown, featuring soft sand and smooth stones along the water's edge. Two boats are docked on a wooden platform adjacent to the beach, surrounded by calm lake waters and lush greenery in the background.
Cottage in Port Severn
5 out of 5 average rating, 35 reviews

Relax at Lakefront Follie’s Cove Cottage

MeghRating, 5 stars10 months ago
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!
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 stars3 days 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 stars3 days 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 stars1 week 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
4.97 out of 5 average rating, 39 reviews

The 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!

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

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