Vacation rentals with a pool in Grey County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Grey County rentals with a pool

House rentals with a pool

Top guest favorite
An outdoor salt water pool is visible, featuring clear turquoise water reflecting sunlight. Surrounding the pool is a spacious deck and a wooden shed in the background, with greenery enhancing the natural setting.
Home in Nottawa
4.94 out of 5 average rating, 17 reviews

Nature Retreat in The Pretty River Valley for 6

ElizabethRating, 5 stars11 months ago
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.
Superhost
Home in The Blue Mountains
4.83 out of 5 average rating, 54 reviews

Heated Pool Chalet Near BM Village – Pet Friendly!

CelineRating, 5 stars3 weeks ago
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!
A charming country house is framed by vibrant autumn foliage. The structure features multiple levels with a spacious deck that offers views of the surrounding nature. A gentle sloped pathway leads up to the entrance, highlighted by scattered fallen leaves.
Home in Meaford
4.75 out of 5 average rating, 4 reviews

Rest and Repeat Retreat w/ pool,trails,creek+more

MahinRating, 5 stars7 months ago
We had an absolutely wonderful stay at this cottage! Thomas is incredibly friendly and responsive, always ready to assist with anything we needed. He went above and beyond by keeping the house warm before our arrival and even left us some snacks—such thoughtful touches really made a difference. The cottage itself is amazing, fully equipped with all the amenities you could need. It's clear that a lot of care has gone into making it a cozy and enjoyable place. We felt like we were treated like family throughout our stay, which made the experience even more special. The location is perfect, surrounded by plenty of attractions, and the cottage has so much to offer in terms of fun and entertainment—it’s truly a great place to unwind and explore. Honestly, this was one of the best Airbnb experiences we’ve ever had, and we can’t wait to return in the summer to spend even more time here! Thanks again for being an amazing host Thomas.
Superhost
Home in The Blue Mountains
4.87 out of 5 average rating, 106 reviews

Blue Mountain Retreat w/ Pool + Village Shuttle

AlanaRating, 5 stars1 month ago
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.
Guest favorite
Home in The Blue Mountains
4.95 out of 5 average rating, 195 reviews

Pool Open / Serene mountainside home View/Shuttle

KimberleyRating, 5 stars1 month ago
Thank you Brendan for a wonderful stay in your beautifully decorated and very clean townhouse in Blue Mountain!! We had a wonderful time celebrating my Mom’s 80th birthday! It felt very comfortable and spacious for our small group. The shuttle to and from the village was on time and friendly - we also walked there too during the day. Excellent customer service and amenities. I highly recommend. Thanks again!
Guest favorite
A game room is depicted, featuring a pool table at the center. The walls display framed car-themed artwork. A sitting area is present with a small couch and a TV against the wall. Bar stools line a counter, providing additional seating.
Home in The Blue Mountains
4.96 out of 5 average rating, 26 reviews

Large 4 br and 3 full bathroom/Sauna by Village

CelineRating, 5 stars1 month ago
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 :)
Guest favorite
Home in Chatsworth
4.91 out of 5 average rating, 11 reviews

Elegant & Spacious Country Home

AshwiniRating, 5 stars1 month ago
Usman’s listing was a wonderful getaway for us. We enjoyed the stocked kitchen and the house. It was perfect for us and the kids. Had a perfect long weekend with a little hike. It’s private and has a massive yard. Couldn’t use the pool in this weather but would love to go back in summer!
Guest favorite
Home in Chatsworth
4.89 out of 5 average rating, 146 reviews

Stonehaven - large country retreat, with pool*

TawnyaRating, 5 stars3 months ago
We struggled to find a place for our group of 17 and Stonehaven was an amazing find! The beds were comfortable, we loved being able to have meals all together in one spot, and there was lots of space for people to do different activities inside since it was winter. Outside, we enjoyed tobogganing, snowshoeing and cross country skiing on the property. Steve was quick to communicate and provided clear instructions and maps. We were already talking about going back so we can enjoy the property in the summer! Thank you for a memorable and fun weekend!

Condo rentals with a pool

Guest favorite
Condo in The Blue Mountains
4.88 out of 5 average rating, 126 reviews

Blue Mountain Getaway at North Creek Resort

AbbyRating, 5 stars1 day ago
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
Guest favorite
A bright living area features a plush beige sofa, a stylish green accent chair, and a dark coffee table atop a soft area rug. Natural light streams through the multi-paned windows, with cozy curtains partially drawn, while a stone fireplace adds a touch of warmth.
Condo in The Blue Mountains
4.93 out of 5 average rating, 253 reviews

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

VictoriaRating, 5 stars1 week ago
Great location, easy walk to the village and short drive into town, the spa and surrounding places. Stayed for 4 nights and it worked out perfectly
Guest favorite
An outdoor heated swimming pool is featured, surrounded by a wood deck with several lounge chairs. A small pool house is visible, along with a fence enclosing the area. Lush greenery and trees provide a natural backdrop for this relaxing space.
Condo in The Blue Mountains
4.9 out of 5 average rating, 443 reviews

Spring Sneak Away | Blue Mountain

NancyRating, 5 stars1 week 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
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.
Guest favorite
An open-concept living area features a large sectional sofa and a coffee table centered on a textured rug. A cozy fireplace is flanked by windows, allowing natural light to fill the space. Decorative wall paddles add a subtle touch of charm.
Condo in The Blue Mountains
4.91 out of 5 average rating, 111 reviews

The Fairway Chalet

SathishRating, 5 stars2 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.
Guest favorite
An outdoor swimming pool is surrounded by lounge chairs and umbrellas, inviting relaxation on a sunny day. A nearby building offers amenities, and landscaped greenery enhances the pleasant atmosphere. The pool features distinct areas, including a shallow entry point, creating a welcoming space for guests to enjoy.
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 stars1 week 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!
Superhost
An outdoor swimming pool is surrounded by lounge chairs and umbrellas, set against a backdrop of vibrant greenery and seasonal flowers. The clear blue water reflects the sunny sky, creating a refreshing atmosphere for relaxation and leisure.
Condo in The Blue Mountains
4.91 out of 5 average rating, 114 reviews

The Highlands - Outdoor Pool / Shuttle to Blue

Sue AnnRating, 5 stars1 month ago
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!
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, 270 reviews

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

AliceRating, 5 stars3 months ago
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!

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