
Vacation rentals with a pool in Wasaga Beach
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Top-rated rentals with a pool in Wasaga Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Wasaga Beach rentals with a pool
House rentals with a pool

Cute and Cozy House
Anzhelika was a great host. She was very responsive and easy to communicate with. Her place was very nice and convenient for us as we were going to a show at Casino Rama. Would love to come back in the summer to enjoy the pool.

Spacious Chalet close to Ski resort. Pet friendly!
Our stay at Tuan’s place was as expected! It was great having so many things to do all in one place. The hot tub and pool table were a huge hit for our group! Tuan and his family were very responsive, which made our check in and check out very easy. The only constructive feedback is the basement could be cleaned more thoroughly, and information on the shuttle bus would have been helpful. We ended up walking to the village for dinner on Saturday night, which was about a 20 minute walk. Overall, Happy Home was the perfect place to stay for our friend’s getaway weekend!

Nice retreat pool, sauna, hottub
Beautiful home. Outside was stunning. Pool stones are wobbly (be extremely careful sitting on the side)

Serene Escape: A Nature Getaway
We had a lovely stay, everything was great. Kitchen was well equipped. Only issue is that there were no towels at all. Which was communicated but we were expecting at least a kitchen rag or hand towels in the washroom.

King Bed, Pool, Gym, Ravine View, Your Getaway!
My boyfriend and I had a wonderful stay at Candace and Montu’s townhome. The unit was clean and as described. The hosts were super responsive and proactive with providing instructions for check in and check out. Perfect distance to the Vetta Nordic spa which we enjoyed. 10/10 recommend staying here.

Our vacation home. Fully equipped. Pool. Fire Pit.
We were so satisfied for being the first time we booked a AIRBNB. We like the clean airy atmosphere when we walked in. Kitchen was fully equipped for our needs. ( I do a lot of cooking ). We were there for 6 weeks. Our hosts were always in contact to make sure our needs were met. We so enjoyed Midland and everyone was so friendly. We highly recommend this AIRBNB👍💗

Spacious 4BR Snowbridge Home with Shuttle Access
Very nice and spacious home with plenty of room for a large group to spread out. Loved the open concept kitchen and dining area and felt plenty close to Blue Mountain village and skiing.

Serene mountainside home View/Shuttle Bus/Pool
We had a wonderful stay - Brendan's place was clean, organized and in a great area (close to village). Brendan was responsive and helpful and I would recommend this place to relax and enjoy Collingwood.
Condo rentals with a pool

Large, luxury, upper floor condo, steps to Village
Excellent place by a fantastic host. The place was clean, well located and has everything you would need such as kitchen utensils, games + TV, and plenty of clean quality towels. Ulana and Amir were also very friendly and responsive. We enjoyed our stay a lot.

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.

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft
We enjoyed our stay. Walking distance to the ski lift, lots of parking space, good price for the apartment. Would definitely stay again!

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
Kevin was a responsive and friendly host, and his place is clean and comfortable and very close to Friday Harbour. We loved the balcony for breakfast and coffee, and the condo itself was full of friendly folks. We can't wait to go back sometime!

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
Shahed's place at Friday Harbour is beautiful and well appointed. He gave very clear instructions for entry and parking, including photos. The condo was clean and had all the amenities needed, even extra charging cables for devices! The space was comfortable and uncluttered. Shahed was great at communicating and always responded quickly to any questions. Friday Harbour has activities and restaurants available on weekends in the winter and is a fun engaging place by the harbour in the spring, summer and early fall. We were there in the early part of the week in February so the harbourfront was quiet but still nice for a stroll. We spent time in both Barrie (20 minutes away) and Orillia (about 50 minutes away).

2 Bedroom, 2 Level Condo on Blue Mountain!
The property was as advertised. It was clean and functional. We asked for help a couple of times and were given prompt and immediate answers. Highly recommended!

Exceptional 2+1 ground floor condo @Friday Harbour
Apartment was even beyond our expectations. It was the most amazing place we have ever rented on New Year holidays. There were 6 people and the place was big and comfortable enough for everybody. Moreover, the apartment was extremely clean and had everything in it to live for short or long terms without any issues. The apartment is located in Friday Harbour which is the perfect place to live in. There are lots of shops, restaurants, a beautiful marina, pool , beach club nearby. We also went for skiing to Horseshoe resort, which took us approx 30 minutes to get there. Shai is a wonderful host, he was in touch during the entire period of our stay in his apartment. He left us a bottle of wine and chocolates as a present, it was so cute. Thank you so much for your attention and care. We will definitely rent your apartment again.

Marina view at Friday Harbour 2bd/2bth Pool option
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!
Quick stats about vacation rentals with a pool in Wasaga Beach
Total rentals
30 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Blue Mountain Village
- Horseshoe Resort
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