
Condo vacation rentals in Grey Highlands
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Top-rated condo rentals in Grey Highlands
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Grey Highlands condo rentals
Weekly condo rentals

Spacious 1-br w jacuzzi at Horseshoe Valley
Great place to stay for a week….all the amenities, very quiet and quick access to The 400. Recommended highly

Happy Valley Hideaway: Ski In/Out Near BM Village
Stayed here for a dance competition weekend at the inn next door…it was absolutely perfect for what we needed!! 1 minute walk 😊 Super clean and spacious! Wonderful communication. Would absolutely be back again and again!

Beautiful Studio Condo in Blue Mountains Sleeps 4
The place was great. Clean and organized. Everything you need. Good location, quiet, beautiful surroundings. close to Everything.

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!!!!

The Fairway Chalet
From the initial booking confirmation to the final checkout, the hosts were absolutely outstanding! They provided clear and detailed directions to the property, and the space was impeccably clean upon our arrival. The rooms were cozy and well-maintained, and the kids especially loved their room. Overall, it was a delightful and memorable stay at Blue Mountain.

Clearview Chalet - Modern 3BR / Outdoor Pool
Great places to stay if you plan on visiting the Blue Mountains area. Very close to the village with parking. Lots of spaces and cozy vibes.

3 Peaks at Blue Mountains, your luxury staycation!
We had an amazing 2-day stay at this Blue Mountain gem! The apartment was spotlessly clean, tastefully decorated, and felt both grand (thanks to high ceilings) and cozy, especially with the inviting fireplace. The amazing views of the ski slopes on one side and the golf course on the other were unforgettable. The thoughtful touches—like popcorn, laundry pods, and a fantastic collection of books, magazines, and board games for every age (even young readers)—made it extra special. Whether you're here for adventure or relaxation, this place has it all. Highly recommend and can’t wait to return!

Out of the Blue - Outdoor Pool / Shuttle to Blue
We lived our visit to this condo! It was warm and cozy and exactly as advertised. My daughter loved the loft area and chilling out on the pull-out sofa. We even went for a swim - the pool facilities are lovely! Thanks for a great stay - we will be back!
Pet-friendly condo rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ
I rented unit for my parents and they absolutely loved their stay! The place was clean, nicely decorated, and had everything they needed for a comfortable visit. The host was incredibly welcoming and responsive, making check-in was nice and easy. The location was perfect—quiet, yet close to everything. Would definitely stay here again and highly recommend to anyone visiting the area!

Designer Condo with beautiful harbour view.
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had

Charming Condo w Parking, CN Tower View & Pool
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.

Resort Condo in Friday Harbour
Great place to stay! Close to everything!

Lake Simco penthouse at Friday Harbour resort
great location, lots to do in the area. Anastasia was very communicative and a great host. highly recommend

4-Bed Country Club Haven with Pool, BBQs, and More
Justin was very accommodating and helpful when we had questions! The responses were so fast and informative. We loved everything about this place, it was peaceful, nice location and the pool was clean and very nice! Definitely will be back!!

FREE Parking! CN Tower Views! Amazing Condo
Peter was great. He is one of the best hosts we have had. The place is right next to the CN tower. Amazing location. The pool was great, my daughter wanted to stay in it all day. Things that could have been better and are easy fixes? Knowing where to park and having clear directions. Needing another key. The key we did have was faulty and had to be reprogrammed, and only having one is really inconvenient because you can’t go anywhere in the building without it. Place needs to have a new cleaner. Basic food essentials would be nice like salt and pepper, coffee pods, (to actually use the coffee maker). Need body towels and more of them. (Pool towels would be awesome also) An extra blanket. Extra hangers. And communication about the amenities. What’s shown in the picture is not what you get. I wanted to use the theater room but that is not available to guest only residents.

Elora Grandeur: The Pinnacle Retreat"
Fantastic place, all comforts of home, John was a great host,communication was quick and easy. Over all it was good value and a great location.
Condo rentals with a pool

Blue Mountain Escape, WIFI, Base of North lift
If you’re looking for a ski in/out location with access to a hot tub and very close to the village action, then this is the place! The unit was clean and tidy, very easy to access, and was exactly as described. We’ll definitely be back!

Still Winds - Outdoor Pool / Shuttle to Blue
My team members all thought then place was great.

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom
Everything was as described. It was great to have a guest sweet so the teenagers had a place to hang out. Had fun in the pool and with the ping pong table. Great value.

Enjoy your stay at a cozy One bedroom apartment!
"Peaceful and Convenient Stay!" I had a great stay at this Airbnb! The place was very peaceful, making it perfect for relaxation. The location is incredibly convenient—just a 2-minute walk to Starbucks, FH Finefood grocery store, and plenty of restaurants. It made everything super easy, whether I needed coffee, groceries, or a nice meal. The host was also responsive and helpful. I’d definitely recommend this place and would love to stay again.

Exceptional 2+1 ground floor condo @Friday Harbour
Loved this place so much! Shai was amazing. Definitely will be coming back!

Marina view at Friday Harbour 2bd/2bth Pool option
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!

Private Backyard/Shuttle/Pool/10min walk 2 village
Great space for our family - had everything we needed. The unit is on the corner so feels very private and lots of green space for kids to play in. Easy shuttle ride to the village, and quick drive to Collingwood for groceries.

The Bears Den - Outdoor Pool / Walk to the Village
It was an excellent stay - this was conveniently located near the blue mountain village (within walking distance) and the parking was plentiful. We were in the area during a cold spell so chose to spend a lot of time indoors - with a beautiful view of a golf course, we never felt like we missed out on the natural beauty of the area. Thank you to the hosts for the quick responsiveness and their periodic check ins to make sure everything was to our liking. We will be back!
Quick stats about condo rentals in Grey Highlands
Total rentals
310 properties
Nightly prices starting at
G$4,183 GYD before taxes and fees
Total number of reviews
30K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
200 properties have a pool
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- Blue Mountain Village
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