Pet-friendly holiday rentals in Grey Highlands

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Grey Highlands pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Meaford
4.96 out of 5 average rating, 138 reviews

Close to Beach & Trails with Large Fenced in Yard

CindyRating, 5 stars4 months ago
This is our second year staying over Christmas and using this place to host our families. It has everything we need to put on a dinner and enjoy the holiday. The place is clean and comfortable and has plenty of room to meet our needs. Jesse is very responsive and is eager to help if they can. We can't wait for our next stay.
Superhost
Home in Midland
4.8 out of 5 average rating, 5 reviews

Sunnyside Stay-3bdrm w/ Gym!

JaydenRating, 5 stars3 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, 186 reviews

Tiny House in Penetanguishene

KinesaRating, 5 stars1 month ago
We had a great staycation! It was pet friendly and we would definitely come again. Carla was extremely responsive with our questions. We loved the endless movie options and various game boards.
Guest favourite
Home in Meaford
4.92 out of 5 average rating, 109 reviews

Charming 3 bed house, your gateway to Georgian Bay

JocelyneRating, 5 stars1 month ago
The place was very clean and the location it’s amazing, you are close to a lot of trails and to Blue Mountain Village. Jennifer and Keith were very responsive and friendly. It was a great experience!
Top guest favourite
Home in Innisfil
5 out of 5 average rating, 27 reviews

Simcoe Retreat

KellyRating, 5 stars6 days 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!
Superhost
Home in Owen Sound
4.93 out of 5 average rating, 117 reviews

Century Home in downtown Owen Sound - Hot Tub

KevinRating, 5 stars4 months ago
Excellent place to stay. Very clean. Very accommodating.
Top guest favourite
Home in Collingwood
4.95 out of 5 average rating, 109 reviews

Driftwood on 6th Heritage Downtown Collingwood

ChristineRating, 5 stars2 days 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!
Top guest favourite
Home in Alton
4.97 out of 5 average rating, 92 reviews

Cheerful 3 bedroom home with outdoor pool & hottub

KelliRating, 5 stars3 weeks ago
We loved our time at Paige's beautiful home. Such a comfortable, cozy, unique home. The stone fireplace with the wrapping stairs is so pretty. You feel you are staying somewhere special. With being out of our home for a renovation Paige provided many staples to make day to day comfortable. We definitely will recommend staying here to our friends and family.

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 stars3 days 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, 219 reviews

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

AliceRating, 5 stars1 week 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 favourite
Hut in Owen Sound
4.83 out of 5 average rating, 183 reviews

Harper Cabin

JodieRating, 5 stars8 months ago
wonderful atmosphere! Great amenities, close to beaches and lots of local attractions. The people were great, staff was excellent. Wood deliveries and all! I will be back!
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 stars3 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 :)
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, 123 reviews

Blue Mountain Escape! Pool&HotTub. Walk to Village

MylesRating, 5 stars2 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!
Superhost
Home in Chatsworth
4.89 out of 5 average rating, 145 reviews

Stonehaven - large country retreat, with pool*

TawnyaRating, 5 stars1 month ago
We struggled to find a place for our group of 17 and Stonehaven was an amazing find! The beds were comfortable, we loved being able to have meals all together in one spot, and there was lots of space for people to do different activities inside since it was winter. Outside, we enjoyed tobogganing, snowshoeing and cross country skiing on the property. Steve was quick to communicate and provided clear instructions and maps. We were already talking about going back so we can enjoy the property in the summer! Thank you for a memorable and fun weekend!

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
Flat in Oro-Medonte
4.94 out of 5 average rating, 17 reviews

Two units in Horseshoe Valley

PatriciaRating, 5 stars2 months ago
Great spot, very clean wonderful communication
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, 148 reviews

Cozy 4 Season Family Cottage

JaewookRating, 5 stars1 week 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
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
Flat in The Blue Mountains
4.78 out of 5 average rating, 213 reviews

1BR Boutique Suite #5 - The Lake at Blue Mountains

DonRating, 5 stars1 month ago
clean and cozy. free parking. need to bring your own cooking oil tho!
Guest favourite
Chalet in Priceville
4.91 out of 5 average rating, 469 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

AndrewRating, 5 stars1 month ago
We had a great stay in this cabin on a GORGEOUS wooded property. Awesome to watch the snow fall against the old pines. I took my dog on the snowshoe trails. Very cozy and it was great to get out of the city.
Top guest favourite
Chalet in Coldwater
4.95 out of 5 average rating, 458 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

MaryseRating, 5 stars1 week ago
We met Patricia upon check-in and she had prepared the place for us in the most welcoming way. The house has such a warm cabin feeling, is super spacious and the surroundings are beautiful. The place has everything families need in terms of spaces, linens, activities, etc… We were lucky enough to enjoy the presence of a deer coming in the garden on our first night and so many other animals. Highly recommend for a quiet stay in nature in a big cottage!

Quick stats about holiday rentals that are pet-friendly in Grey Highlands

  • Total rentals

    530 properties

  • Total number of reviews

    30K reviews

  • Family-friendly rentals

    450 properties are a good fit for families

  • Rentals with a pool

    150 properties have a pool

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wifi availability

    500 properties include access to wifi

Destinations to explore

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  5. Grey Highlands
  6. Pet-friendly rentals