
Holiday rentals with a pool in Grey County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Grey County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Grey County rentals with a pool
House rentals with a pool

Nature Retreat in The Pretty River Valley for 6
Our group of three couples stayed with Nonie and Armand for a little staycation, and we couldn't be happier with our experience. As fellow Airbnb hosts, it was a delight to be on the receiving end of such exceptional hospitality. Nonie and Armond truly go above and beyond to ensure their guests feel welcome and cared for. Although it rained for much of our stay, having the covered outdoor gazebo allowed us to continue enjoying the peaceful surroundings. You can tell how much thought and love goes into their home, making it a special place. The photos simply don’t capture how amazing it truly is. Our group frequently rents Airbnbs, and while we were initially hesitant about this type of stay, we are so glad we chose it. Nonie and Armand are wonderful people who made us feel right at home. We wholeheartedly recommend their place for anyone looking for a relaxing and enjoyable stay.

Heated Pool Chalet Near BM Village – Pet Friendly!
Our large group had a great time at Tuan's place! From incredibly clear instructions and proactive communication, to the amenities of a heated pool and hot tub, to how close it is to the village and spa, it was a great spot for a weekend away!

Cozy Lookout - Outdoor Pool - Shuttle to Blue
Great spot - comfortable, spacious, and relaxing. Thoroughly enjoyed our stay here for the week. Andrew was a friendly and considerate host. We really hope to return here again in the future.

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King
Visited with 4 couples for a few nights away. Beautiful location. Would recommend

Blue Mountain Retreat w/ Pool + Village Shuttle
We really enjoyed our stay! The home was large and very clean, and in a great location for going to the spa and into the village.

Pool Open / Serene mountainside home View/Shuttle
We had a wonderful stay with a family of four including 18 year old teen boys and two dogs. The boys enjoyed the pool table and great tv's while my wife and I enjoyed the great walking and quiet surroundings. It was also easy to have our well trained dogs with us in this location which was wonderful. Thank you Brendan for the terrific stay and allowing us to change our reservation when our plans changed with ease.

Large 4 br and 3 full bathroom/Sauna by Village
We had a great time here! Very close to the Blue Mountain Inn, which is where we wanted to be. The host was easy to deal with and very helpful! We forgot an item at the house and they made sure to get it for us and ship it back! Great spacious house and clean. We would go again :)

Jasper Stuart House in the heart of the Valley
Our large group enjoyed our stay at the Jasper Stuart House. Melissa was responsive to a few hiccups in the beginning of the trip and helped us figure things out a bit. The rooms and baths were well-appointed and have everything our group could need. The beds were comfortable and each family got their own bathroom, which was really nice! A user manual would’ve been helpful to figure out how to use things easier, such as the warming drawer & TV, but eventually we got it. Also a blender would be a nice addition to the kitchen appliances. It rained for most of our stay so the pool was only used a bit, but the children with us enjoyed it. There is a hot tub on property but was out of use - that would’ve been perfect for this trip and we would’ve paid more to use it. Something to consider in the future. The village of Kimberley was adorable with a few restaurants and a general store to get the necessities. Overall, not many negatives - this house was lovely and had everything we nee
Condo rentals with a pool

Blue Mountain Getaway at North Creek Resort
Neil’s place was perfect. Very clean and cozy. Just as described. Neil’s was very helpful and responsive in terms of directions and rules and things to do in the area. The area was very peaceful and not too far from the village if you’re driving. Would stay again

Close to Village, 2 Bedrooms , Rivergrass
Bruce was super helpful and has a great place. Would highly recommend!

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

Base of Blue Mountain, Modern Studio
Kate was a responsive host and the suite was comfortable. The king sized bed was a dream. The kitchen had everything we needed and there were ice cubes in the freezer upon our arrival.

Hidden Haven - Shuttle to Blue / Outdoor Pool
We had a wonderful stay at Steph and Joseph’s place! The home was spotless—very clean and well-kept, with extra towels, pillows, and blankets thoughtfully provided. It felt private, peaceful, and perfect for a family stay. My family absolutely loved it. Steph and Joseph were amazing hosts—always responsive, no matter the time. We truly felt taken care of. Highly recommend this place for anyone looking for comfort and great hospitality!

The Highlands - Outdoor Pool / Shuttle to Blue
We had a great stay! The place was beautiful and clean, and so spacious! Would definitely return. Was a great location, about a 4 minute drive from where we needed to be and had the weather been nicer could have walked! We were very happy with our stay!

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!
Destinations to explore
- Rentals with lake access Grey County
- Kid-friendly rentals Grey County
- Farmstay rentals Grey County
- Rentals with a washing machine and dryer Grey County
- Rentals with outdoor seating Grey County
- House rentals Grey County
- Rentals with a kayak Grey County
- Cottage rentals Grey County
- Cabin rentals Grey County
- Guesthouse rentals Grey County
- Tiny house rentals Grey County
- Rentals with a hot tub Grey County
- Rentals with a patio Grey County
- Rentals with a home theatre Grey County
- Private suite rentals Grey County
- Fitness-friendly rentals Grey County
- Waterfront rentals Grey County
- Pet-friendly rentals Grey County
- Rentals with breakfast Grey County
- Rentals with beach access Grey County
- Family-friendly rentals Grey County
- Beachfront rentals Grey County
- Townhouse rentals Grey County
- Chalet rentals Grey County
- Rentals with a fireplace Grey County
- Apartment rentals Grey County
- Ski-in/ski-out rentals Grey County
- Rentals with a fire pit Grey County
- Condo rentals Grey County
- Loft rentals Grey County
- Rentals with pools Ontario
- Rentals with pools Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Blue Mountain Village
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Hockley Valley Resort - Golf, Spa and Ski
- Cobble Beach Golf Resort Community
- The Georgian Peaks Club
- Alpine Ski Club
- Barrie Country Club
- National Pines Golf Club
- Inglis Falls
- Craigleith Ski Club
- The Georgian Bay Club
- Legacy Ridge Golf Club
- Mansfield Ski Club
- Mad River Golf Club
- Shanty Bay Golf Club
- Toronto Ski Club
- Horseshoe Adventure Park
- Cedar Links Golf Centre