Vacation rentals with a pool in Collingwood

Find and book unique homes with a pool on Airbnb

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Popular amenities for Collingwood 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 stars12 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
4.87 out of 5 average rating, 107 reviews

Blue Mountain Retreat w/ Pool + Village Shuttle

LeaRating, 5 stars6 days ago
My family and I really enjoyed our stay here. The house is very comfortable. Spacious, clean and very private. Close to Blue Mountain and all it has to offer. The Property Valet team was very quick to respond to communication and attentive. I would definitely stay here again.
Guest favorite
Home in The Blue Mountains
4.95 out of 5 average rating, 196 reviews

Pool Open / Serene mountainside home View/Shuttle

TimRating, 5 stars1 month ago
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.
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
An above-ground pool with a wooden deck is positioned in a grassy area, bordered by reeds and a tranquil body of water. Two metal ladders are attached to the pool, and multiple chairs and storage items are visible nearby, suggesting a relaxed outdoor setting.
Home in Elmvale
4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

KreenaRating, 5 stars9 months ago
We went to this cottage for a beautiful romantic weekend getaway and we were happy we got that. The owner of the cottage Necker was very kind and helpful, absolutely loved the place and there was plenty of water activities to do. It was easy to check in, communicate and plenty of peaceful vibes. Recommended 100%, please go visit this cottage it is very well worth it. P.S: we loved the character of the cottage with little artpieces and wall art from all over the globe 🌎.
Guest favorite
Home in Kimberley
4.88 out of 5 average rating, 201 reviews

Heart of Kimberley - with views and a hot tub

JoelsonRating, 5 stars2 weeks ago
We had an amazing experience. It’s a beautiful home with modern amenities and a beautiful outdoor area. We arrived in a cozy town with nearby restaurants and general store. It was a very clean and well prepped home. Our host was amazing. She was accommodating and very kind, always responsive and very welcoming. We highly recommend this stay. 10/10 experience.
Superhost
Home in Elmvale
4.88 out of 5 average rating, 76 reviews

Ski, Swim, Soak, Boat & Golf

JessicaRating, 5 stars3 days ago
Had a great time at the cottage. Everything as pictured, beds were comfy, bathrooms clean, and lots to do including games, kayaking, paddle boarding, plunge pool, and hot tub. The lake isn’t great for swimming but we were never at a loss of things to do because of it. Wasaga is also just a drive away if you want something more lively for a night. Herb was a great host and very responsive, friendly and accommodating :)
Guest favorite
A modern living area features a comfortable sectional sofa and a sleek coffee table, with a fireplace and TV mounted on the wall. A spacious bedroom showcases a king-sized bed and contemporary decor. A private indoor sauna adds a unique wellness element to the condo.
Home in Innisfil
4.92 out of 5 average rating, 106 reviews

Sauna*King Bed*Fireplace*SmartTV

RileyRating, 5 stars3 weeks ago
Great host, great location, we enjoyed our stay

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 stars2 weeks 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
Top guest favorite
Condo in The Blue Mountains
4.93 out of 5 average rating, 523 reviews

*Blue Mountain Village* Walk To Blue, Pool, HotTub

ChristineRating, 5 stars4 weeks ago
Great location, really close to the village, golf, trails and the Scandinave Spa. Condo unit is exactly as advertised with a comfy sofa to lunge on. Beds are comfortable and all linens and needed amenities were easy to find and use.
Guest favorite
An aerial view reveals a sprawling community of low-rise condos, interspersed with patches of green including a golf course. A swimming pool is visible within the complex, surrounded by a landscaped area. The surrounding hills are dotted with trees, showcasing a range of natural colors.
Condo in The Blue Mountains
4.89 out of 5 average rating, 167 reviews

Close to Village, 2 Bedrooms , Rivergrass

AnikaRating, 5 stars3 days ago
Such an amazing place! So tastefully decorated and super close to the blue mountain village. Well stocked kitchen, the place was spotless and the host was very kind and friendly. We had a wonderful family weekend there and we are already excited to come back! Thanks so much again.
Guest favorite
A spacious living area features a dark leather sofa complemented by blue accent pillows. A wooden coffee table holds magazines, while a decorative rug covers the floor. The open layout connects to a modern kitchen with white cabinetry, bar seating, and large windows allowing natural light.
Condo in The Blue Mountains
4.93 out of 5 average rating, 149 reviews

Large 3BR Modern Luxury Escape | Walk to Blue

DipalRating, 5 stars3 months ago
It was great staying at Karim’s place. The location is ideal for visiting Blue Mountain with restaurants and grocery stores near by. Also, Karim was very responsive and made sure we had everything we needed.
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, 190 reviews

Still Winds - Outdoor Pool / Shuttle to Blue

RyanRating, 5 stars5 days ago
Great place to stay looking forward to another visit.
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 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.
Guest favorite
A modern living area is featured, showcasing a grey sofa and two armchairs. A coffee table sits in front of the seating arrangement, and a wall-mounted television is positioned above a linear fireplace. Natural light streams through large windows, illuminating the space.
Condo in Blue Mountains
4.92 out of 5 average rating, 345 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

MaggieRating, 5 stars3 days ago
Richard was an extremely gracious and helpful host who responded immediately upon my reservation request. He answered every question I had in a very timely manner and helped me to get in contact with Airbnb when I had a separate issue that had nothing to do with his booking. When we arrived at the bnb, there was a complimentary bottle of white wine waiting in the fridge for us. Shortly after we checked out, he reached out to let me know that I had left one of my belongings in the closet and offered to return it to me. He also gave me a discount for our stay due to an unforeseen circumstance that was beyond his control. He was very generous and helpful and went above and beyond to accommodate us! Our stay was quiet, clean, comfortable and cozy! We will stay there again when we visit Collingwood and highly recommend it!
Superhost
A heated swimming pool is surrounded by comfortable lounge chairs. Bright yellow and purple flowers are displayed in the foreground, adding a splash of color. The property buildings are visible in the background, under a clear blue sky.
Condo in The Blue Mountains
4.84 out of 5 average rating, 630 reviews

Creekside Smart Studio at Blue Mountain

TristanRating, 5 stars2 weeks ago
Dave was probably one of the best hosts I’ve had to date. Very kind and helpful, and the places was a quick and easy stay with no stress involved. I was there to work remote while also begin a trip away from life in general and I’m glad I picked Dave’s place first.

Quick stats about vacation rentals with a pool in Collingwood

  • Total rentals

    110 properties

  • Nightly prices starting at

    G$4,182 GYD before taxes and fees

  • Total number of reviews

    880 reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Collingwood
  6. Rentals with pools