
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

Sunnyside Stay-3bdrm w/ Gym!
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.

Tiny House in Penetanguishene
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 :)

Simcoe Retreat
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!

Driftwood on 6th Heritage Downtown Collingwood
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!

Waterfront Cottage Over-the-Water view w fast Wifi
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

Brand New Entire Home in Southgate ( Dundalk)
Ruth was an amazing hosts, beautiful house and friendly positive person to deal with. Thank you!

JJ’s Collingwood bar & games house.
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.

Lakefront detached house on the little lake
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

Farmhouse GUEST SUITE- Pool, hot tub, horses
Very cozy space, as soon we entered, the place looked cleaned and just like the pictures. Amanda is easy to communicate with as well.

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

Serene mountainside home View/Shuttle Bus/Pool
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.

*Haven on Blue*- Hot Tub, Heated Pool & Sauna
Great place - cozy and so close to the hill. Didn’t have a chance to use the sauna so hopefully next time :)

Mackenzie Cottage
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.

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

Blue Mountain Escape! Pool&HotTub. Walk to Village
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!

Lake Simco penthouse at Friday Harbour resort
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

Blue Mountain Studio, 2 Queen Beds, Lake Huron
Great place with a wonderful host. Can’t wait to stay here again

Hidden Retreat North - # 1
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!

Cozy 4 Season Family Cottage
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.

Memories Are Made Here
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!

3 Bdrm Family Cottage Private Beach, Thunder Beach
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.

Quaint and Cozy -your home away from home!
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!

Orchard cottage, experience the farm in the city
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.

Muskoka Lakefront Family Paradise *Hot Tub*
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
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- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Muskoka Lakes Golf and Country Club
- Devil's Glen Country Club
- Lake Joseph Golf Club
- Muskoka Bay Resort
- Alpine Ski Club
- South Muskoka Curling and Golf Club
- Toronto Ski Club
- Rocky Crest Golf Club
- The Georgian Peaks Club
- National Pines Golf Club
- Shanty Bay Golf Club
- Muskoka Highlands Golf Links
- Windermere Golf & Country Club
- The Georgian Bay Club
- Craigleith Ski Club
- Barrie Country Club
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