
Condo vacation rentals in Grey Highlands
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Top-rated condo rentals in Grey Highlands
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Popular amenities for Grey Highlands condo rentals
Weekly condo rentals

Blue Mountain Getaway at North Creek Resort
We really enjoyed our stay. The bed was really comfortable! Everything we needed was provided including an early check in. Will be coming back for sure!

FH Aquarius Bldg: Modern 2BR/2B Condo
Beautiful unit with fully equipped kitchen & everything you need to feel right at home. Beds are comfortable, we were 2 people but it would fit 4 comfortably. Would definitely be back.

Your Dream Escape at Friday Harbour - 2Bdrm 2Bath
The stay was exactly as pictured and host was extremely flexible with us as well as responsive. The apartment was very clean and kitchen well equipped as well!

Mountainside Retreat - Ski in/out - Endless Coffee
This was our second time staying here. We loved it just as much the second time. Great location, clean and like a home away from home. The hosts were very friendly and had great communications with us. We will definitely be back!!

Spectacular 2 BDRM Penthouse at Friday Harbour
Ali's place was great and exactly what you see. It was our very first AirbNb booking. It was very very clean, super cozy and relaxing atmosphere. Everything was just steps away. We brought own food for breakfast, lunch and things BBQ. we brought are own condiments and Nespresso machine/frother. We didn't know about a market, so if you need anything thet have it all. Prices are reasonable. We purchased alot of water as there was no filter system. (Personal preference) everything they had, we used & was great! The pool wasn't open and that was the main part of our booking, as we have 1 son, 6 years old. we did have an opportunity to go to the resort pool at a cost for only 2 hours ($95 reimbursement- thank you!) but we made the best of it and spent 1 day at the beach. also the seating is only for home owners, so we weren't able to use the lawn chairs. The trip turned out to be a little different then we planned. But overall great experience, lovely location and would def return back!

Private Backyard/Shuttle/Pool/10min walk 2 village
Elyse’s place is lovely! It looks just like the pictures. It was cozy and comfortable during a huge snowstorm. The kitchen is very well quipped. Neighborhood is very pretty and security was visible. Snow was cleared very quickly. Nice proximity to both Blue Mountain and Collingwood. Elyse is a welcoming and very responsive host. Would definitely stay again!

Mountain Side One Bedroom
Connor was great to work with and highly responsive! He sent a very detailed listing of amenities in the area along with locally too like taxis, shuttle services, etc. The place was exactly as advertised. Would stay again!

Rustic Chic Renovated 2Bd Condo by Village
I recently stayed here for the weekend for a girls trip. Michael & Nancy were very communicative and accommodating for our stay! This is a beautiful home with about a 5 min drive to blue mountain. Not to mention the shuttle busses came right outside the home, with awesome drivers. This is a really great home to stay at, definitely recommend.
Pet-friendly condo rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ
My husband and I, along with our cat, were displaced due to the ice storm in our city. We had no power at home, and were struggling to find accommodation that would take a cat. Lisa was helpful, very responsive, and allowed us to check in early since we were between hotels. The place was amazing. Great location, clean, quiet, and had everything we needed - fully stocked kitchen, very comfortable living and dining room, and quiet/comfortable bedrooms. Our cat loved his stay too, and settled in quickly. The location was great, and was close to everything we needed.

Lovely Toronto entire Condo!Renovated!Amazing view
A beautiful place to stay and Jessica was very good and attentive to every detail

Loft Condo Resort Style Living in FRidAy HarBOUR
Ashley was quick to respond to messages and the room was very clean. It is somewhat far from surrounding towns. This is the ideal place for a quiet and cozy stay.

Spring Sneak Away | Blue Mountain
Wonderful place, great host. Close to the slopes if you are going for that - we walked to Blue Mountain directly and only took 15-20 minutes. The shuttle is only for the winter season!! Don't make the same mistake we did and wait for a bus that doesn't show up - however, you can contact them directly to acquire a pick-up/drop off I believe. The place was amazing - excellent amenities, I've seen reviews complain about the couch but honestly if it's only one person sleeping on the couch and you don't unfold it into a futon we found it cozier than the bed. The tub is so deep that even tall people can get a good soak in it. Shower pressure and heat leaves something to be desired if your goal is HOT shower. 5/5 will be going back in any season

Base of Blue Mountain, Modern Studio
Great place to stay! Very nice atmosphere for a getaway and great location, 5 minute drive from the village and great communication throughout

Convenient Garden Walkout to Pier, 2BR+2bath Condo
This has been one of our best Airbnb experiences ever. The Ice Storm knocked us out of our house and Kin was kind enough to allow us to check in the evening prior to our reservation so that we could get out of our cold and dark home. The Condo was absolutely beautiful and Kin was simply the best Host we have ever encountered and we have stayed at a lot of airbnb's over the years. The repairs on our home were scheduled to take 10 days so we booked and paid for that length of time. By some miracle the work was completed in half that time and Kin was kind enough to allow us to shorten our booking without penalty. Just an incredibly nice gesture and one we really appreciated. Thank you Kin once again for all you did for us. We can't recommend staying with Kin enough. An incredible Host and an incredible Condo!

Mountainside Studio w/Kitchen - Beside Blue
Just as described and pictures. A quiet unit at the back on the building, which is as nice. Check in and accessibility was easy. Just as pictured and you can’t beat the price! Uber was under $7 to the mountain, we did not look at free shuttle but know it was available. Hot tub was great, pool looks like it would be too in the summer months. Extra toilet paper would be appreciated, but we did bring back up so was not a problem. Ottoman/coffee table could use an upgrade, something easier to clean. Overall great experience, would book again. Dave and his team were on the ball and in communication often. Appreciated the instructions for check in/ check out. He had the unit ready 3+ hours before planned check in which was amazing! Lots of extra linens and pillows were available. Fireplace was a nice touch. Wifi was easy to access and worked well. Did not use the jacuzzi tub, but definitely a nice added feature to have. Deck out front and on the side we’re more spacious than expected.

Resort Living with Amazing Water Views, Balcony
We really enjoyed our stay, the place was as described and matched the pictures. I'd definitely recommend this place. However, we'd appreciate if the instructions were a bit more clear about the parking, and if the hosts were more responsive, there was some delay in hearing back from them, so we had to figure out where the parking was located ourselves. this detail could be added in the instructions for more clarity.
Condo rentals with a pool

Mountainside Escape - Shuttle to the Village
Great place to stay! The location was very convenient and the host was very easy to communicate with, would recommend this place to any guest.

Close to Village, 2 Bedrooms , Rivergrass
We had a great girls weekend away at Bruce’s place! It was very cute and homey, well stocked and very comfortable. Great location too - the shuttle service was a bonus! Unfortunately we had to deal with a wide spread power outage while there but the place was equipped with emergency lights and we made the most out of it. Will definitely be back.

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.

Luxury Beach Spa w/ Hot Tub & Sauna!
I recently had the pleasure of staying at this beautiful condo, and I couldn’t be more pleased with the experience. From the moment I arrived, everything was seamless — check-in was easy, the space was spotless, and the amenities were top-notch. The condo was not only stylish and cozy, but also thoughtfully equipped with everything I needed for a comfortable and relaxing stay. The location was perfect — close to everything I wanted to explore, yet peaceful and quiet for downtime. I especially appreciated the small touches like the welcome basket, extra linens, and local recommendations. A huge thank you to the host for being so responsive, kind, and accommodating throughout my stay. Your hospitality truly made this a memorable visit, and I’m so grateful. Warmest thanxx..

Large 1 Bedroom Condo Near Horseshoe
We enjoyed our stay. Tim was responsive, provided clear instructions. The unit was clean and nice. We also liked the pool and the sauna located at the recreational building in the complex. Overall, good experience.

Wasaga Beach/WaterFront BeachHouse/ BBQ/AC/parking
We had a wonderful and pleasant stay! The host was very responsive and made sure we had everything we needed. The place was clean, comfortable, and welcoming. We’re already planning to come back again. Highly recommend!

Stunning Two Bedroom Condo in Horseshoe Valley
Beautiful home, everything was just as described in the listing. Check in and check out were easy. Stephanie was great with communication and very helpful. Thanks so much, will definitely return if we need a place in the area again.

Hillside Haven: Serene Studio Retreat for 4
This was the perfect place to stay when visiting Vetta Nordic Spa. Place is clean and bed is very comfortable.
Quick stats about condo rentals in Grey Highlands
Total rentals
310 properties
Nightly prices starting at
$28 CAD 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
- Horseshoe Resort
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- TPC Toronto at Osprey Valley
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