Holiday rentals in Grey Highlands

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Popular amenities for Grey Highlands holiday rentals

Other great holiday rentals in Grey Highlands

Guest favourite
Loft in Grey Highlands
4.88 out of 5 average rating, 110 reviews

The Carriage House @ Trillium Shores, Lake Eugenia

NarminRating, 5 stars4 weeks ago
Lilla and Elmer were so great to us, my family and I had a great time, can’t wait to go back! Thank you guys so much for all your help!
Guest favourite
Chalet in Flesherton
4.97 out of 5 average rating, 63 reviews

Cozy cottage in the woods near trails & waterfalls

HannahRating, 5 stars3 days ago
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!
Guest favourite
Home in Kimberley
4.82 out of 5 average rating, 11 reviews

Beaver Valley Vintage A-Frame

HimalayRating, 5 stars4 weeks ago
Beautiful A-frame house in Kimberley, and it was an incredible experience! The home itself was stunning—thoughtfully designed, fully equipped with all the amenities you could need, and offered breathtaking views of the surrounding mountains. It was the perfect getaway spot for a trip with friends. We spent our days relaxing in the cozy space and exploring the area, which had some great hiking trails nearby. The peaceful mountain setting made it feel like a true escape. We’re already planning to return in the winter to take advantage of the nearby skiing. Highly recommend this place to anyone looking for a mix of comfort, nature, and adventure!
Guest favourite
Home in Kimberley
4.95 out of 5 average rating, 21 reviews

Paradise in the Valley

JackieRating, 5 stars1 week ago
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.
Guest favourite
Cabin in Tiny
5 out of 5 average rating, 12 reviews

The Beach House, Georgian Bay, Beach View w/ Sauna

SamRating, 5 stars1 day ago
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!
Top guest favourite
Cabin in Markdale
5 out of 5 average rating, 16 reviews

Pond View

LynnRating, 5 stars1 week ago
Andrea was an amazing host, meeting us at the road and showing us around. The grounds are beautiful, well kept with plenty of varied seating to enjoy the sun and shade. Inside, the cabin was clean and well stocked. It was newly renovated it seemed and the appliance were new and clean. There is a remote control heating and cooling system so we didn’t have to use the wood stove. There was plenty of firewood to have a nice fire outside. The TV had Netflix, Amazon Prime etc without having to sign into your own account. And the Alexa sound bar cued to music on demand. The wifi was excellent, I had to do a bit of work while there. The shower had a large overhead rain shower and a hand held and the bathroom was very clean. The beds were very comfortable, the pillows and linen smelled fresh. We brought our dog, who has knee & hip issues and the terrain was perfect for her. She easily got in and out of the water. Lots of bunnies to keep her busy! Can’t wait to come back! Thanks Andrea
Superhost
Chalet in Kimberley
4.93 out of 5 average rating, 15 reviews

3BR Cabin with a View

StankoRating, 5 stars7 months ago
Everything went flawlessly and had no issues at all. The instructions and details were all provided.
Top guest favourite
Loft in Ayton
5 out of 5 average rating, 37 reviews

Hilltop View Farm

AmeliaRating, 5 stars1 day ago
Wow, what a beautiful property! The loft was very cozy and private. A perfect place for a little get away if you love nature. Heidi was lovely. Very communicative and responded fast.

Quick stats about holiday rentals in Grey Highlands

  • Total rentals

    1.3K properties

  • Total number of reviews

    83K reviews

  • Family-friendly rentals

    1K properties are a good fit for families

  • Pet-friendly rentals

    530 properties allow pets

  • Rentals with a pool

    490 properties have a pool

  • Rentals with dedicated workspaces

    740 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Grey County
  5. Grey Highlands