Condo vacation rentals in Grey Highlands

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Popular amenities for Grey Highlands condo rentals

Weekly condo rentals

Guest favorite
Condo in Oro
4.89 out of 5 average rating, 245 reviews

Spacious 1-br w jacuzzi at Horseshoe Valley

VarleyRating, 5 stars2 weeks ago
Great place to stay for a week….all the amenities, very quiet and quick access to The 400. Recommended highly
Superhost
A spacious living area features a grey sectional sofa with plush cushions, complemented by a wooden coffee table. A dining table with wooden chairs is visible in the background, along with a well-equipped kitchen. Natural light fills the space, illuminating the rustic fireplace beneath a mounted television.
Condo in The Blue Mountains
4.84 out of 5 average rating, 131 reviews

Happy Valley Hideaway: Ski In/Out Near BM Village

KimRating, 5 stars1 month ago
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!
Superhost
Condo in The Blue Mountains
4.53 out of 5 average rating, 434 reviews

Beautiful Studio Condo in Blue Mountains Sleeps 4

JavierRating, 5 stars4 weeks ago
The place was great. Clean and organized. Everything you need. Good location, quiet, beautiful surroundings. close to Everything.
Guest favorite
Condo in The Blue Mountains
4.9 out of 5 average rating, 443 reviews

Spring Sneak Away | Blue Mountain

NancyRating, 5 stars2 weeks ago
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!!!!
Guest favorite
Condo in The Blue Mountains
4.91 out of 5 average rating, 111 reviews

The Fairway Chalet

SathishRating, 5 stars3 months ago
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.
Superhost
Condo in The Blue Mountains
4.85 out of 5 average rating, 86 reviews

Clearview Chalet - Modern 3BR / Outdoor Pool

ZeyuRating, 5 stars4 weeks ago
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.
Top guest favorite
The image showcases a charming multi-level condo building surrounded by lush green grass and trees. Rolling hills extend in the background, highlighting the natural landscape of the Blue Mountains. A clear blue sky adds to the serene ambiance of the area.
Condo in The Blue Mountains
4.97 out of 5 average rating, 92 reviews

3 Peaks at Blue Mountains, your luxury staycation!

RichaRating, 5 stars5 months ago
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!
Guest favorite
Condo in The Blue Mountains
4.91 out of 5 average rating, 128 reviews

Out of the Blue - Outdoor Pool / Shuttle to Blue

MandyRating, 5 stars2 weeks ago
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

Guest favorite
A modern living area is showcased, featuring a spacious lounge with a stylish sectional couch, accent chairs, and a flat-screen TV. A dining table with white chairs is positioned alongside a sleek kitchen island, illuminated by pendant lights, with natural light coming through large windows.
Condo in Barrie
4.94 out of 5 average rating, 130 reviews

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

WoojaeRating, 5 stars3 days ago
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!
Guest favorite
A wide wooden boardwalk is shown alongside a marina, with modern buildings lining the waterfront. Soft sunlight reflects off the water and the boats docked. Comfortable blue chairs are placed on the green lawn, inviting relaxation while enjoying the serene harbor view.
Condo in Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars4 weeks ago
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had
Guest favorite
A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.
Condo in Downtown Toronto
4.94 out of 5 average rating, 102 reviews

Charming Condo w Parking, CN Tower View & Pool

SeanRating, 5 stars1 week ago
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.
Guest favorite
A modern living space features a dark gray sofa with accent pillows, positioned adjacent to a round glass coffee table. Soft lighting is provided by two lamps on side tables. A flat-screen television is mounted on the wall, and large windows offer a view of the outdoor greenery.
Condo in Innisfil
4.88 out of 5 average rating, 281 reviews

Resort Condo in Friday Harbour

MadelineRating, 5 stars4 weeks ago
Great place to stay! Close to everything!
Guest favorite
A serene bedroom is presented, featuring a spacious bed adorned with a floral patterned blanket. Elegant lamps provide soft lighting on either side of the bed, while large windows allow natural light to fill the room, offering views of the surrounding landscape.
Condo in Innisfil
4.88 out of 5 average rating, 214 reviews

Lake Simco penthouse at Friday Harbour resort

JonRating, 5 stars2 weeks ago
great location, lots to do in the area. Anastasia was very communicative and a great host. highly recommend
Guest favorite
The exterior showcases a striking building with a red-and-white color scheme, surrounded by lush greenery. An indoor pool area is visible through large glass windows. An inviting fireplace is framed by stone, while a spacious dining area features a wooden table accompanied by six chairs.
Condo in Oro
4.88 out of 5 average rating, 171 reviews

4-Bed Country Club Haven with Pool, BBQs, and More

KrystalRating, 5 stars1 week ago
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!!
Guest favorite
A private balcony is shown with a white sofa set against green turf. Floor-to-ceiling glass doors provide views of the cityscape, featuring modern buildings with reflective glass exteriors. A large potted plant adds a touch of greenery to the outdoor space.
Condo in Downtown Toronto
4.97 out of 5 average rating, 114 reviews

FREE Parking! CN Tower Views! Amazing Condo

LeeannaRating, 5 stars1 week ago
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.
Guest favorite
A bright living area features a modern fireplace surrounded by decorative plants. A dark wooden coffee table and a light-colored sofa are highlighted in the cozy space. Large windows allow natural light, offering views of the outdoors complemented by artwork on the walls.
Condo in Elora
4.87 out of 5 average rating, 120 reviews

Elora Grandeur: The Pinnacle Retreat"

DanielRating, 5 stars2 days ago
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

Guest favorite
The kitchen displays modern appliances, including a refrigerator, microwave, and stove, set against a stylish backsplash. A granite countertop extends into a small dining area with two black stools, while light fixtures offer bright illumination in the space.
Condo in The Blue Mountains
4.8 out of 5 average rating, 203 reviews

Blue Mountain Escape, WIFI, Base of North lift

JessicaRating, 5 stars3 months ago
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!
Guest favorite
An outdoor swimming pool is surrounded by lounge chairs and umbrellas, creating a relaxed environment. A clubhouse is visible in the background, complemented by colorful flower beds and lush greenery. The clear blue sky reflects in the water, inviting guests for a refreshing dip.
Condo in The Blue Mountains
4.87 out of 5 average rating, 188 reviews

Still Winds - Outdoor Pool / Shuttle to Blue

HiepRating, 5 stars1 week ago
My team members all thought then place was great.
Top guest favorite
Condo in Shanty Bay
5 out of 5 average rating, 27 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

JohnRating, 5 stars1 week ago
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.
Guest favorite
A modern living space features a cozy sectional sofa and a small coffee table on a patterned area rug. A minimalist dining area is visible with a bowl of fresh fruit and simple seating, while large windows allow natural light to brighten the room.
Condo in Innisfil
4.89 out of 5 average rating, 19 reviews

Enjoy your stay at a cozy One bedroom apartment!

YugrajRating, 5 stars3 months ago
"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.
Guest favorite
An outdoor pool area features a modern design with lounge chairs positioned along the water's edge. A wooden pergola provides shaded seating. Surrounding greenery and contemporary building façades enhance the space, creating a relaxing setting for guests.
Condo in Innisfil
4.93 out of 5 average rating, 115 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

VictoriaRating, 5 stars1 week ago
Loved this place so much! Shai was amazing. Definitely will be coming back!
Guest favorite
An aerial view captures the layout of Friday Harbour, featuring an expansive marina surrounded by lush greenery and residential buildings. The coastline, with a sandy beach and ample water access, provides recreational opportunities. The serene water reflects the natural beauty of the surrounding landscape.
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars12 months ago
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!
Guest favorite
A spacious bedroom features a large bed with a light floral-patterned coverlet. Two bedside tables with lamps are positioned on either side, while soft light filters through a window adorned with light curtains. A framed artwork hangs above the bed, contributing to a calming atmosphere.
Condo in Blue Mountains
4.83 out of 5 average rating, 271 reviews

Private Backyard/Shuttle/Pool/10min walk 2 village

SarahRating, 5 stars1 month ago
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.
Superhost
Condo in The Blue Mountains
4.81 out of 5 average rating, 131 reviews

The Bears Den - Outdoor Pool / Walk to the Village

AkshayaRating, 5 stars2 weeks ago
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

Destinations to explore

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  4. Grey County
  5. Grey Highlands
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