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

Superhost
The backyard features a generous lawn bordered by trees displaying autumn foliage. A patio area includes a fire pit and picnic-style seating, while a gated entrance leads to surrounding trails. The exterior of the two-story home displays dark blue siding and multiple windows.
Home in Midland
4.8 out of 5 average rating, 5 reviews

Sunnyside Stay-3bdrm w/ Gym!

JaydenRating, 5 stars2 weeks ago
We had a wonderful stay here in Midland. The house is very clean and spacious and the master bedroom is a great space to unwind and relax. The house did not disappoint and I would book again for our next trip to Midland. Nicole is a great host, and excellent communicator and was very helpful.
Guest favorite
A welcoming outdoor deck features wooden railing and a shaded seating area with a patio umbrella. The deck is surrounded by lush greenery, providing a serene setting. The home’s exterior showcases a blue facade with large windows allowing natural light to enter.
Home in Penetanguishene
4.96 out of 5 average rating, 185 reviews

Tiny House in Penetanguishene

StefanieRating, 5 stars1 month ago
This cottage was exactly what we were looking for. It was so nice. The location was perfect there were lots of different restaurants to choose from. In the cottage there was DVDs and board games which was amazing. Overall it was a great stay. Highly recommend. We really enjoyed our stay :)
Top guest favorite
The exterior of a cozy bungalow showcases a dark blue facade complemented by natural wood accents. Flowering plants and shrubs create a welcoming garden. Two small windows allow natural light into the space, while a decorative swan adds a charming touch to the pathway.
Home in Innisfil
5 out of 5 average rating, 27 reviews

Simcoe Retreat

KellyRating, 5 stars1 day ago
From the moment I opened the door I was in love with Alison's place! It was bright, warm and welcoming (not to mentioned beautifully decorated). There were too many amenities to mention and so many thoughtful touches. Alison was an excellent host, allowing me to check in early and always responding in a timely manner. Alison's place has definitely raised the bar for me when it comes to Airbnb stays. I would 100% recommend Alison....you will not be disappointed!
Top guest favorite
Home in Collingwood
4.95 out of 5 average rating, 108 reviews

Driftwood on 6th Heritage Downtown Collingwood

Kris & AnnaliseRating, 5 stars1 week ago
Wow! This place was outstanding. It was a beautifully decorated, quaint home with a lovely backyard and great location. It is walkable to the Main Street with many great local shops and restaurants. Seema was very responsive with detailed instructions and answered any questions we had very quickly. She was very friendly and kind. The home was immaculate, clean and cozy. Check in was a breeze, and we would highly recommend staying here! We had a fantastic girls weekend away and plan to make it an annual thing!
Superhost
Home in Orillia
4.83 out of 5 average rating, 252 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

ChandniRating, 5 stars4 weeks ago
amazing location on the waterfront. So relaxing to be away from the city. was great for travelling with kids. thank you for letting us stay
Superhost
The exterior of a contemporary two-story brick home is shown, featuring large front windows and a garage. A clearly marked entrance leads to the front door, while flower pots with colorful blooms are positioned along the pathway. Well-maintained grass completes the inviting outside view.
Home in Southgate
4.9 out of 5 average rating, 30 reviews

Brand New Entire Home in Southgate ( Dundalk)

RocchinaRating, 5 stars2 months ago
Ruth was an amazing hosts, beautiful house and friendly positive person to deal with. Thank you!
Guest favorite
Home in Collingwood
4.9 out of 5 average rating, 192 reviews

JJ’s Collingwood bar & games house.

PrabhkaranRating, 5 stars4 days ago
Jer was a very good host, the place was beautiful, bunch of games to play, had a lot of fun. The surroundings are beautiful 10 min walk to park and beach. 10 minutes drive to blue mountain. The place was really good.
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
4.86 out of 5 average rating, 92 reviews

Lakefront detached house on the little lake

AlbertRating, 5 stars2 weeks ago
We had a peaceful and pleasant stay! The place was clean, quiet, and just what we needed for a short getaway. The host was amazing—very kind, responsive, and helpful throughout. Would definitely recommend this place to anyone looking for a calm and comfortable experience.

Pet-friendly home rentals with a pool

Guest favorite
An outdoor area features a circular arrangement of wooden chairs surrounding a stone fire pit. A pergola with open beams provides shade, while a patio set is visible in the background. Lush green grass enhances the spacious, inviting landscape.
Guest suite in Minesing
4.84 out of 5 average rating, 128 reviews

Farmhouse GUEST SUITE- Pool, hot tub, horses

RenuRating, 5 stars4 days ago
Very cozy space, as soon we entered, the place looked cleaned and just like the pictures. Amanda is easy to communicate with as well.
Superhost
Home in The Blue Mountains
4.89 out of 5 average rating, 218 reviews

Large 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd

AliceRating, 5 stars2 days ago
It is a wonderful house, furnished in every detail, it offers many entertainments to have fun with your family. My children had a great time. The house is in a quiet and relaxing location surrounded by nature.
Guest favorite
Home in The Blue Mountains
4.95 out of 5 average rating, 192 reviews

Serene mountainside home View/Shuttle Bus/Pool

LisaRating, 5 stars2 weeks ago
We had a wonderful stay - Brendan's place was clean, organized and in a great area (close to village). Brendan was responsive and helpful and I would recommend this place to relax and enjoy Collingwood.
Superhost
Chalet in The Blue Mountains
4.75 out of 5 average rating, 124 reviews

*Haven on Blue*- Hot Tub, Heated Pool & Sauna

SuzanneRating, 5 stars1 month ago
Great place - cozy and so close to the hill. Didn’t have a chance to use the sauna so hopefully next time :)
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, 204 reviews

Mackenzie Cottage

MarieRating, 5 stars1 week ago
This was our second stay and once again, we had a lovely stay. It has everything you need and is very clean. Looks exactly like the photos. Would definitely recommend and will likely stay again.
Top guest favorite
A dining area features a wooden table set with a red-striped runner and natural decorations. In the background, the kitchen is visible, showcasing modern appliances and cabinetry. The living space is bright and welcoming, adorned with comfortable seating, including a grey couch and decorative accents.
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 328 reviews

Great kitchen, comfy beds, games, walk 2 village +

MeganneRating, 5 stars1 month ago
Jason and Tanya saved our trip after the first Airbnb we checked into was dirty and had mice! They had a last minute cancellation and allowed us to check in right away! They were super helpful in getting us moved over to their place. When we got inside it was beyond clean and comfortable. The kitchen was the best of any airbnb I've stayed in with spotless dishes and useable pots/pans and appliances. The unit is spacious and the beds & linens were extremely comfortable. A million thanks for saving our trip for us! Would highly recommend to anyone.
Top guest favorite
Townhouse in The Blue Mountains
5 out of 5 average rating, 123 reviews

Blue Mountain Escape! Pool&HotTub. Walk to Village

MylesRating, 5 stars1 week ago
One of the best staycation. My siblings and I are really feel grateful especially the host are very cooperative. Everything in the house are good and the place is perfect! Will recommend it 💯%. Thank you very much!
Guest favorite
A bright balcony is shown with a red umbrella providing shade over a small table surrounded by chairs. Potted plants are positioned along the railing, and modern buildings are visible in the background under a clear blue sky.
Condo in Innisfil
4.88 out of 5 average rating, 200 reviews

Lake Simco penthouse at Friday Harbour resort

HeatherRating, 5 stars2 weeks ago
I absolutely loved staying at Anna’s place. It’s very beautiful & very cozy. It was one of my favourite Airbnb’s. Even the art was a conversation piece. Thank’s a bunch Anna!

Private, pet-friendly home rentals

Guest favorite
A cozy seating area features a beige plaid sofa and an ottoman, positioned in front of a sleek gas fireplace. A wall-mounted TV is visible, and a wooden coffee table holds decorative bowls, creating a relaxed ambiance.
Guest suite in Collingwood
4.89 out of 5 average rating, 38 reviews

Blue Mountain Studio, 2 Queen Beds, Lake Huron

GregoryRating, 5 stars4 months ago
Great place with a wonderful host. Can’t wait to stay here again
Guest favorite
A cozy dining area is presented with a round table surrounded by four wooden chairs. Light-colored cabinetry is visible in the kitchen corner, complemented by a gas stovetop. A rug adds warmth to the wooden floor, and a softly lit lamp creates a welcoming atmosphere.
Apartment in Bala
5 out of 5 average rating, 43 reviews

Hidden Retreat North - # 1

AnnaRating, 5 stars8 months ago
What a weekend we had!!! We were guests but felt like family. The welcome and hospitality were extremely warm and friendly. Everything was as it was described. We will be back!
Guest favorite
The cottage exterior features a large wrap-around deck furnished with outdoor tables and umbrellas. Lush greenery surrounds the area, contributing to a peaceful atmosphere. A stone pathway leads to the entrance, and firewood is neatly stacked underneath the deck.
Cottage in Tiny
4.95 out of 5 average rating, 147 reviews

Cozy 4 Season Family Cottage

JaewookRating, 5 stars4 days ago
The stay was very safe and cozy. The well-cleaned and maintained building created a great atmosphere. It is one of the best B&Bs I have ever stayed in. Anthony's responses were very quick and straightforward, making everything go smoothly. I asked for an hour early check-in, and it was approved. I will definitely come back again later.
Superhost
A serene view of a frozen pond includes patches of snow and tall grasses along the shoreline. Homes with varied colors are set in the background, surrounded by evergreen trees, contributing to a peaceful natural setting.
Cottage in Wasaga Beach
4.73 out of 5 average rating, 11 reviews

Memories Are Made Here

AnthonyRating, 5 stars57 months ago
Great place in such a beautiful cozy community! Communication with Ali was fast and easy and his cottage was clean and bunch of useful amenities. 10 min walk from beach, overall great experience!
Superhost
A sun sets gently over a calm lake, casting warm colors across the sky. Two red loungers are positioned on sandy beach, offering a serene spot for relaxation. Verdant greenery borders the shoreline, creating a peaceful natural backdrop.
Cottage in Penetanguishene
4.83 out of 5 average rating, 29 reviews

3 Bdrm Family Cottage Private Beach, Thunder Beach

ElaineRating, 5 stars9 months ago
We absolutely loved the cottage it was perfect for our week at the beach. The beach itself was just steps away and was absolutely beautiful with calm,clear water and friendly neighbours. There is a strong sense of community in the area. We really loved the outdoor shower which was a family favourite. We will defiantly come back to this cottage again and again if we can.
Superhost
A comfortable living room features dark leather sofas arranged around a wooden coffee table. A decorative area rug adds color to the space. The stone fireplace, positioned in the center, is complemented by flanking white cabinetry and a flat-screen television mounted above.
Bungalow in Stayner
4.8 out of 5 average rating, 60 reviews

Quaint and Cozy -your home away from home!

DeAnnaRating, 5 stars1 week ago
Cathy's place is wonderful. The home is open and spacious with a great layout. Everything was comfortable and just right. The home is in an ideal location to get to both Wasaga and Collingwood and also right in town if need anything. I would definitely book here again next time I am in town. Thank you Cathy!
Guest favorite
A cozy living area features two brown sofas adorned with colorful cushions. Soft lighting is provided by two lamps flanking the seating. A vibrant artwork hangs on the wall, and light-colored curtains frame the window, contributing to the welcoming atmosphere.
Farm stay in Whitchurch-Stouffville
4.82 out of 5 average rating, 230 reviews

Orchard cottage, experience the farm in the city

ErinRating, 5 stars5 days ago
I had an excellent stay with my dog. It was the perfect location and peaceful. The hosts were very accommodating, kind, and welcoming. The apartment was the perfect size, clean, with all the amenities that I needed so I could get settled in. I loved having their dogs on the property as they loved getting pats and cuddles which I could have dished out all day. I even booked an extra night.
Guest favorite
A serene lakefront view showcases calm waters reflecting colorful autumn foliage. A wooden dock extends into the water, surrounded by several outdoor chairs. The vibrant blue sky and fluffy clouds complete the tranquil scene.
Cottage in Bracebridge
4.91 out of 5 average rating, 35 reviews

Muskoka Lakefront Family Paradise *Hot Tub*

JacquelineRating, 5 stars3 months ago
My husband, 3&1/2 year old daughter, two dogs and I just returned from the most incredible cottage stay in Bracebridge, Muskoka, and we’re already counting down the days until we can go back! The host, James, was truly exceptional - responsive, organized, and went above and beyond to make our stay feel like a home away from home. From the moment we walked in, we were blown away by the thoughtful touches and extra details that made our stay so special. The Christmas tree was beautifully decorated with different lighting options, and the abundance of board games and video games kept us entertained for hours, regardless of the weather outside. The hot tub was immaculately clean and the perfect spot to relax and unwind, and the home itself was spotless and tidy. It's clear that James takes great pride in his property and goes to great lengths to ensure guests have an unforgettable stay. I'm so grateful to have found this little slice of heaven in Muskoka! Highly recommend!

Quick stats about vacation rentals that are pet-friendly in Midland

  • Total rentals

    80 properties

  • Nightly prices starting at

    $50 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