Pet-friendly holiday 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
Home in Midland
4.8 out of 5 average rating, 5 reviews

Sunnyside Stay-3bdrm w/ Gym!

JaydenRating, 5 stars4 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 favourite
Home in Penetanguishene
4.96 out of 5 average rating, 188 reviews

Tiny House in Penetanguishene

AoifeRating, 5 stars2 weeks ago
Lovely tiny home in Penetanguishene. Very clean and the host was very helpful. Fully equipped house with everything we required. Love that it was dog friendly. Unfortunately there’s not much within walking distance of the home so a car is needed to get to the local towns.
Top guest favourite
Home in Innisfil
5 out of 5 average rating, 27 reviews

Simcoe Retreat

KellyRating, 5 stars1 week 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 favourite
Home in Collingwood
4.95 out of 5 average rating, 109 reviews

Driftwood on 6th Heritage Downtown Collingwood

ChristineRating, 5 stars1 week ago
We thoroughly enjoyed our time here. Seema's home is even more lovely than in pictures. The kitchen was fully stocked with everything you could possibly need. The beds were very comfortable and linens were high quality. This is always a make or break deal for me. The living room with big screen TV and comfy furniture was the perfect spot for us girls to relax and catch up. One thing to note is that both bathrooms are on the main floor. If you are one to get up through the night, she has installed 3 motion lights that come on as you go down the stairs. We really appreciated this safety measure. The backyard looked gorgeous. Unfortunately, we didn't have the best weather so we could not enjoy it. We'll look forward to using it the next time we book Seema's lovely home as we will most definitely be back!
Superhost
Home in Orillia
4.83 out of 5 average rating, 252 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

ChandniRating, 5 stars1 month 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
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 favourite
Home in Collingwood
4.9 out of 5 average rating, 193 reviews

JJ’s Collingwood bar & games house.

PrabhkaranRating, 5 stars2 weeks 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 favourite
Home in Little Lake
4.86 out of 5 average rating, 95 reviews

Lakefront detached house on the little lake

AvtarRating, 5 stars1 day ago
It was really a wonderful experience. We didn’t face any problem and we enjoyed a lot with beautiful view of lake. I recommend all of you to must stay here.

Pet-friendly home rentals with a pool

Guest favourite
Guest suite in Minesing
4.85 out of 5 average rating, 130 reviews

Farmhouse GUEST SUITE- Pool, hot tub, horses

ManalRating, 5 stars1 week ago
We stayed at Amanda and Mike’s Airbnb in Minesing for a 3-day cottage vacation and had an amazing time! The farmhouse was the perfect size for the two of us. The place was very clean. The kitchen was fully stocked with everything we needed, and the hot tub very nice and the instructions given for operating were easy to follow. It was very quiet, peaceful, and the perfect relaxing getaway from the city. We would definitely recommend this place to friends and family and would love to come back again!
Superhost
Home in The Blue Mountains
4.89 out of 5 average rating, 220 reviews

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

KimberlyRating, 5 stars2 weeks ago
This was a great home with lots to do inside. We enjoyed all of the games and pool table. Shuttle service was easy to use and only a short ride away to the village. The beds were comfortable and lots of space inside for our family. Brendan was friendly and responsive!
Guest favourite
Home in The Blue Mountains
4.95 out of 5 average rating, 192 reviews

Serene mountainside home View/Shuttle Bus/Pool

LisaRating, 5 stars4 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 favourite
Guest suite in Uxbridge
4.96 out of 5 average rating, 205 reviews

Mackenzie Cottage

Mary-LouRating, 5 stars2 weeks ago
A really lovely character-filled home. Look forward to another stay one day!
Top guest favourite
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 favourite
Townhouse in The Blue Mountains
5 out of 5 average rating, 124 reviews

Blue Mountain Escape! Pool&HotTub. Walk to Village

MylesRating, 5 stars3 weeks 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 favourite
Home in Innisfil
4.88 out of 5 average rating, 180 reviews

King Bed*Pool*Fireplace*BBQ*Smart TV

DanicaRating, 5 stars1 week ago
Tristan’s unit was exactly as described, clean bathroom, spacious living room, lots of boardgames for entertainment. Nice boardwalk and views! Would love to be back again!

Private, pet-friendly home rentals

Superhost
Cottage in Meaford
4.95 out of 5 average rating, 96 reviews

Woodski Mountain Retreat w/Pool & 3+ Private Acres

OdetteRating, 5 stars2 months ago
We had an amazing stay at this cozy cottage for the weekend! It was beautifully decorated, super clean, and had everything we needed. The peaceful location was perfect for relaxing, yet close to nearby attractions. Our host was thoughtful and communicative, making sure we had a great experience. We can’t wait to return!
Guest favourite
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 favourite
Cottage in Tiny
4.95 out of 5 average rating, 149 reviews

Cozy 4 Season Family Cottage

DanielRating, 5 stars1 week ago
Anthony’s place was the perfect spot for a nice weekend! We really enjoy having a relaxing fire in the backyard with plenty of wood. We would definitely consider staying here in the future!
Superhost
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
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
Bungalow in Stayner
4.8 out of 5 average rating, 60 reviews

Quaint and Cozy -your home away from home!

DeAnnaRating, 5 stars3 weeks 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 favourite
Cottage in Bracebridge
4.91 out of 5 average rating, 35 reviews

Muskoka Lakefront Family Paradise *Hot Tub*

JacquelineRating, 5 stars4 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!
Top guest favourite
Cabin in Severn
5 out of 5 average rating, 129 reviews

Romantic Cabin Getaway with Hot Tub

ShavonRating, 5 stars3 weeks ago
“Hostess with the mostest” is an understatement for Sandra. When she says all you need to bring is your overnight bag and groceries, she means it! Her and Dejay are lovely people, offering an incredible getaway. The attention to detail and commitment to their guests is unmatched. 10/10 would recommend and return!

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

  • Total rentals

    80 properties

  • Nightly prices starting at

    £38 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