Apartment holiday rentals in Grey Highlands

Such a beautiful place and nice host. We really loved the place. Fantastic

Great place. Peaceful surroundings. Beautiful views all around.

Hands down the best Airbnb we’ve ever stayed in After almost three years of Airbnbs around the world, this one in Canada tops them all. We stayed in both the Lookout (the little house) and the Pine Lodge (above the store)—and didn’t want to leave. The Lookout felt like a cozy sanctuary: garden, sauna, spotless, fully equipped. The Pine Lodge had a steam room (huge bonus!), comfy couches, a big dining table, and a fire always going. But what made it truly special were Krystal and Madison—the kindest, most caring hosts we’ve ever had. It felt like arriving at friends’, not strangers’. During a freak ice storm, they moved us to a backup-powered house and even brought us food. Just wow. Local tips: • Cawaja Store: best coffee, insane ice cream, and local broths, pies, soups. • Mums Restaurant: old-school diner, fresh, cooked-to-order food. • The Friendly Corner: lovely for sunny outdoor meals.

Dom and Christine's condo was lovely. My son stayed there for the weekend. Pull out couch was fine for one night. Hot tub was great to meet other guests. Firehouse Pizza at Blue Mountain was enjoyable. Appreciate the opportunity to stay in their home. Oleg

⭐️⭐️⭐️⭐️⭐️ One of the Best Airbnb Stays Ever! This was truly one of the best experiences I've ever had with Airbnb. From the moment we walked in, everything felt special — the apartment was beautifully designed, warm, and welcoming, with softly lit scented candles already creating a cozy atmosphere. We were also greeted with thoughtful touches like a complimentary bottle of wine, cookies, and yogurts for breakfast — such a kind and generous gesture! The place itself is quiet and peaceful, and enjoying morning coffee by the little lake with the fish was simply magical. This stay made our weekend unforgettable. Huge thanks to Adele, our wonderful host — your hospitality and attention to detail were incredible. I wish you continued success with your business, and I’d return in a heartbeat. Hands down, the best Airbnb experience I’ve ever had! 💫

Ana was an amazing host. She was very responsive and helpful. My friends and I loved the location and space. It is even better in person. The unit is private with a beautiful view of the grounds and ponds. We enjoyed walking the property and being close to town for dinner. Ana also left us some delicious Portuguese tarts, which was a lovely, unexpected touch. We highly recommend her place and are already planning our next visit. Thank you, Ana, for a fantastic stay!

This was our second stay. The Snug is a lovely place. The hosts are very accommodating. Perfect, comfortable location in downtown Orangeville. Very clean and has all the amenities you could need. The shower is fabulous. We've already booked our next stay! 😊😍

Great place just minutes away from the village! Super clean space and had everything needed for a one night stay in the city. Jeff was great at giving us all the information required to make the stay easy and enjoyable. Totally recommend if you are looking for a place to stay for the night or two! Thanks Jeff. 🙂

This has been hands down the best Airbnb we have ever stayed at. Dawn and Rob have truly thought of everything to make the space feel like home! They were very quick to respond to questions and had great recommendations for the area. The entire place was well stocked with everything you could think of including board games, cookware and much more. We will definitely be back!

We were very comfortable at the loft. Updated throughout and had just about every amenity in kitchen and bathroom that one would need. The shower pressure was really good. We did not use the jacuzzi part of the bathtub. The hot water in bath and kitchen is very hot which I really like. I would definitely recommend if you want to be central and be able to walk downtown Midland. Lots of bath towels and kitchen supplies. Good Wifi and TV options. Welcome binder was really well done with lots of useful information. All appliances were new, clean and full sized. One thing to note though, there are outdoor stairs to access the unit. Might be challenging for some. We had no issues. We have family living a few blocks away from the loft and would consider booking this convenient, comfortable apartment for our next visit. We were a week too early to take part in the famous Butter Tart Festival but there’s always next year !

Just what I was looking for. A peaceful stay close to nature. The train tracks right beside us was powerful. Caused me to stop and take it in. My wife said it was a reminder to stay present in the moment when a train passed. A lot of fun!

Me and my four friends had the best time here! It was a perfect ski in ski out, the kitchen had any tool we needed and it was so clean and cozy! Would recommend this place

It’s a great unit, clean, has everything you need and walkable to downtown. Thank you!

Great place to stay for the night. Very comfortable and easy access to the village! Balcony was perfect, my dogs loved it too!

love the location, very cozy felt at home. lots of amenities. Love the rain showers. washer and dryer a plus

Ali was incredibly responsive and helpful throughout our entire stay. He answered all our questions promptly and went above and beyond to ensure we had a comfortable and enjoyable experience. Highly recommended.

We had a great time at Randy and Sheila’s place. Both were extremely helpful before, and after, arrival. It was a nice, quiet spot to escape the city. The lake was beautiful, and the space was extremely clean. Would definitely return!

Great place! Very clean and comfortable home. In a great location as well. The hosts were very accommodating and helpful.

Nice property, great location, Huong is a very responsive

Sean is very Friendly and Professional. He responds to messages quickly. He is an amazing host where he is checking in on us ensuring if we needed anything he is only a phone call away. We have been going to the Resort for years. Easy to get too, very peaceful and the Units are so simple but nice. Not many places take pets but Sean's does which helped us alot. The beds are super comfortable, probably the best sleep I have had in a long time. Kitchen was equipped with everything we needed for our Stay. The Kids loved the gym to work out and then we spend quite a few hours at the pool. The fire pit was nice to sit at especially with the chilly weekend we just had. We will be back for sure to be Sean's Guest.

Sandra’s place is just like the pictures super cute, clean and private. The place has everything you need for a great stay. She’s very responsive to messages. It was our 2nd time enjoying her place and we’d look forward to booking with her again!

Had a great stay place was beautiful. Great communication with host would def recommend. Both me and my wife can’t wait to come back again in the future.

This Air B&B is great for a get away it's exactly as posted would definitely stay again.

Amazing place, location and julie was very prompt to reply to my questions! Would definitely stay again cheers!🥂 DW