
Pet-friendly holiday rentals in Grey Highlands
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Top-rated pet-friendly home rentals in Grey Highlands
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Pet-friendly house rentals

Close to Beach & Trails with Large Fenced in Yard
Jesse was a very helpful, responsive host. This house was perfect for our family with all the amenities as described in the listing. It is next door to a community centre which had a dance on the Saturday night, but the music was not that loud and it was over at midnight. Each bedroom had a sound machine you could use to fall asleep to waves or birds or other soothing sounds. The whole house was very clean and the pantry was well stocked and every kind of utensil and dish and glass and cup you could need was provided. The narrow fairly steep stairs to bedrooms on the second floor might be a challenge for some if you have knee issues. For us it was really a great place to stay and exactly as pictured and described.

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King
Visited with 4 couples for a few nights away. Beautiful location. Would recommend

Pool Open / Serene mountainside home View/Shuttle
We had a wonderful stay with a family of four including 18 year old teen boys and two dogs. The boys enjoyed the pool table and great tv's while my wife and I enjoyed the great walking and quiet surroundings. It was also easy to have our well trained dogs with us in this location which was wonderful. Thank you Brendan for the terrific stay and allowing us to change our reservation when our plans changed with ease.

Tiny House in Penetanguishene
Clean , cozy place with all the amenities you'll need. Short walk to a public little beach. Even our Molly enjoyed exploring the fenced in yard and local trails. Cheryl R.

Elora Heritage House
We really enjoyed our stay at Jacquelyn’s. The location is so close to Elora Mill, walking trails and right in the heart of all the amenities in Elora. The place was very clean, the bed was very egg comfortable and the house aesthetic is very cute and relaxing. We had everything we needed during our stay and Jacquelyn was very responsive to any questions and made sure we knew all the important details about our stay. We would love to stay here again next time we are in the area! Thanks for a great stay Jacquelyn 😊

Luxury Guest House with Private Hot Tub and Trails
We had a lovely stay. The place was even nicer than we expected. This is the best air bnb we’ve ever had. It was really private and really clean, which was exactly what we were looking for. They provided so many little things which just added to the overall experience. Its the small things that go a long way. The place was really open concept and just really well furnished. Gave a fantastic vibe. The hot stub was clean, private and lovely. You wont be disappointed whatsoever here. Thank you for being a fantastic host Rebecca.

Charming 3 bed house, your gateway to Georgian Bay
Lovely spot to stay with the family. We had such a nice weekend. Meaford is great place and close to both Owen sound and Collingwood to explore further. The house was comfortable and a great place for our family and dog to relax. It had everything we needed

Waterfront Cottage Over-the-Water view w fast Wifi
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”!
Pet-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course
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!

Luxury Oasis!! Heated Pool☆Sauna ☆Hot tub☆4Patios
We really love this property! This was our second time staying here, and we enjoyed it so much that we ended up extending our visit by a couple of nights. The space is large and offers plenty of cozy spots to relax in different areas of the home. The kids had an amazing time playing in the pool and hanging out in the spacious living room. We’re already looking forward to coming back again. It’s the perfect private and local getaway for our large family!

Blue Mountain Condo. The perfect staycation!
Rosa was very responsive amidst the busy Mother’s Day weekend. She was able to accommodate us with a late checkout which helped us plenty with enjoying our experience at the Scandinavian spa nearby. The place was very cozy and tidy and served its purpose for our weekend stay. Thank you Rosa for everything!

Large 3BR Modern Luxury Escape | Walk to Blue
It was great staying at Karim’s place. The location is ideal for visiting Blue Mountain with restaurants and grocery stores near by. Also, Karim was very responsive and made sure we had everything we needed.

Spring Sneak Away | Blue Mountain
Loved our stay at the moose cabin even though it was short. We just needed a place to break a long drive up. Unfortunately we arrived late and left early because the location was awesome!! Cabin very comfortable. The communications were fast host was very helpful. Wish we could have stayed for a week!!!!

Base of Blue Mountain, Modern Studio
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.

Utopia Villa and Spa
We stay for 2 nights it was a perfect getaway for us. Lots to do inside and outside our little ones really enjoyed. The host was super nice and responsive. The house was very clean and the detail of the house was very homey. We really enjoyed our stay. Most recommended to book this it was very worth it.

Your Peaceful Santuary in Nature
Would highly recommend! A very spacious spot with lots of activities and lovely surroundings. The place is very cozy with the wood burning stove and plethora of candles. Annette was very pleasant, responsive and accommodating! We had a great time playing with her dogs in the snow. We will be back!
Private, pet-friendly home rentals

Cozy cottage in the woods near trails & waterfalls
Absolutely prestine cottage that was so comfortable! With so many thoughtful touches, we felt right at home. Rob and Dana had everything we needed for our toddler and our dog - we couldn’t have asked for better. We hope to visit again in the winter!

Cozy 3 Bedroom Cottage Retreat
Our second stay at Sydney's cottage was great! Sydney was very responsive to any questions and we enjoyed our stay. It is a good mix of rustic cottage but with everything you need to be comfortable and relaxing. It's right on the main road but the trees out front help it feel more secluded. With beautiful fall trees around the yard's pond and a quick walk to the lake to enjoy the view it was a lovely fall getaway.

Four Season Waterfront Cottage on Lake Eugenia
Our family had a fantastic vacation at Paula and Chris’s cottage on Lake Eugenia. This beautifully rustic and well-loved cottage is perfectly equipped for guests of all ages and interests. Although the weather started off cold and rainy, and not good for swimming at first, we took the opportunity to explore the nearby Bruce Trails, just a short 5-10 minute drive away, where we enjoyed spectacular views. Back at the cottage, the fire pit made our evenings cozy and memorable, and the hot tub was an amazing bonus while we waited for the weather to improve. Once the sun came out, the kids couldn’t wait to jump into the lake, and they had an absolute blast! The Lily pad was amazing- hours and hours of uninterrupted fun. Lake Eugenia is a stunning spot perfect for swimming and just the right size for exploring by canoe or kayak. A big thank you to Chris and Paula for being such wonderful hosts!

Blue Mesa Mountain River Lodge
My husband and I just got back from a much needed relaxing weekend away and the place was perfect! We loved the hot tub and the privacy, including the water fall you can hear. My husband made great use of the sauna. The place was clean and updated. We stayed the whole weekend and found it the perfect place to unwind.

Hawthorn Cottages - Bunkie #1
We had a great time at Brian's place! The amenities were excellent and the lake was gorgeous, especially at sunrise and sunset. If you walk out a bit at night you can also get a great view of the stars. Everyone was friendly and helpful, and we really appreciated being able to buy propane and wood at the shop. The bathroom was also really clean and it was nice that there was hot water.

Paradise in the Valley
Great place in a scenic location. Good layout and comfy beds with lovely linens and towels. Lots of the basic amenities provided. Larissa is a responsive host.

Charming Pioneer Cabin in the Woods
We had cold rainy weather the whole time and still we enjoyed our stay. I brought lots of wood and we enjoyed the stove and the sauna. All appliances and shower worked well. Great place to sit back and chill.

The Beach House, Georgian Bay, Beach View w/ Sauna
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!
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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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Hockley Valley Resort - Golf, Spa and Ski
- Cobble Beach Golf Resort Community
- The Club At Bond Head
- The Georgian Peaks Club
- Caledon Country Club
- Alpine Ski Club
- National Pines Golf Club
- Barrie Country Club
- Inglis Falls
- The Georgian Bay Club
- Legacy Ridge Golf Club
- Craigleith Ski Club
- Mansfield Ski Club
- The Pulpit Club
- Mad River Golf Club
- Toronto Ski Club