Holiday rentals with a pool in Lake Ontario

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Popular amenities for Lake Ontario rentals with a pool

House rentals with a pool

Superhost
Home in Eden
5 out of 5 average rating, 3 reviews

Citrus! Heated pool sleeps 14

TeresaRating, 5 stars19 months ago
We rented both orange and clementine houses and was a great space for our large family in town for a wedding in Orchard Park. The host was quick to respond and flexible with check-in and out times and kept the pool open for us for our later September visit and we got to really enjoy it!
Guest favourite
Home in Port Perry
4.93 out of 5 average rating, 217 reviews

Home away from home with a hot tub and pool

KristinaRating, 5 stars4 months ago
We had the most wonderful stay in such a clean and beautiful home. Perfectly equipped with everything we needed for a family of 6 to have a comfortable stay. A bedroom full of toys kept our little kids very entertained. Instructions were very clear and the hosts were very quick to respond to questions. The property was very close to everything we needed: walmart, restaurants, shopping. Felt like a safe and peaceful area. We would love to stay here again when visiting family.
Superhost
Home in Skaneateles
5 out of 5 average rating, 4 reviews

Skaneateles:3bd/2bath:Pool*HouseLakeView*Gym*Sauna

TinaRating, 5 stars3 months ago
We had a wonderful stay at Aaron’s place! The house is beautiful and spotless, the beds and furniture are comfy and cozy, and it is filled with great amenities. The view is absolutely stunning! It is a quiet and peaceful location, but close enough to the quaint town of Skaneateles. Aaron was a fantastic host! Communication was always super fast, and Aaron did everything he could to ensure we had a great stay. We would definitely return to this beautiful property!
Guest favourite
Home in Pittsford
4.86 out of 5 average rating, 109 reviews

Charming Pittsford Home-Indoor Pool-4 bedrooms

AndriaRating, 5 stars4 days ago
5/5 – A Perfect Family Getaway We had an incredible stay and truly didn’t want to leave. The home was ideal for a family vacation—comfortable, well-equipped, and full of thoughtful touches. My children were devastated to go! We had planned a few small adventures in the surrounding area, but they were so happy in the pool that we barely left the property. We came during spring break from upstate New York, where it was still snowing, so the warm weather and sunshine were a much-needed reprieve. The house had everything we needed: Netflix, Alexa, a garage full of pool noodles and floaties, and a lovely selection of children’s books that my toddlers adored. One of the most heartwarming moments was when Neil kindly gifted my daughter a stuffed cat she had fallen in love with—it meant so much to her and to us. This was the kind of stay that creates lasting memories. We can’t wait to come back.
Superhost
Home in East Gwillimbury
5 out of 5 average rating, 3 reviews

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths

PaulRating, 5 stars3 months ago
This place was absolutley spotless and communication was amazing even though nothing was needed til checkout. Would love to have enjoyed pool but tough in January. Minimal amount of snow fell and they had someone come shovel and salt.
Superhost
Home in Peterborough
4.91 out of 5 average rating, 66 reviews

New Adventures Edinburgh House/large heated pool

TerriRating, 5 stars7 months ago
Sarah’s property is one of the most dreamiest places for families. It ticks off so many boxes for everyone in your party. Communication with the host very timely and much appreciated.
Guest favourite
Home in Pulaski
4.91 out of 5 average rating, 11 reviews

The place of possibilities

JohnRating, 5 stars1 month ago
This place was awesome. The indoor pool was amazing. The local village is only two miles away for any necessities. We stayed during a massive snowstorm and had no issues whatsoever. Davit was extremely pleasant to deal with. Can’t wait to come back!
Top Guest favourite
Home in Marion
5 out of 5 average rating, 67 reviews

Spacious Updated Country Home

JennyRating, 5 stars2 weeks ago
Loved our time here. It was a great space to stretch out after spending time in NYC. Lots of fun extras for the kids like the toys and games in the shanty. Great proximity to church historical sites if that is of interest. Would recommend to anyone!

Condo rentals with a pool

Top Guest favourite
Condo in Toronto
4.98 out of 5 average rating, 186 reviews

Stylish Downtown Toronto Condo: Walk to Everything

DavidRating, 5 stars1 month ago
stayed here a few times, always a pleasure. host is so nice and place is just as pictured.
Guest favourite
Condo in Innisfil
4.89 out of 5 average rating, 139 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

DaveRating, 5 stars6 months ago
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!
Superhost
Condo in Innisfil
4.91 out of 5 average rating, 139 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

LoriRating, 5 stars1 month ago
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).
Guest favourite
Condo in Toronto
4.9 out of 5 average rating, 31 reviews

Entire 2BR Condo Downtown + Skyline View + Parking

JordanRating, 5 stars2 weeks ago
Great condo in a great location. Lovely view of Toronto. Walking distance to all amenities.
Guest favourite
Condo in Innisfil
4.93 out of 5 average rating, 109 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

ZoyaRating, 5 stars3 months ago
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.
Guest favourite
Condo in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

SoniaRating, 5 stars7 months ago
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive
Top Guest favourite
Condo in Toronto
5 out of 5 average rating, 125 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

LauraRating, 5 stars1 day ago
Clean, very conveniently located, and always quick communication before and during the trip from Bri and Mike! Great set up for our family (2 adults and 2 kids). Would definitely stay here again if returning to Toronto.
Guest favourite
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

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

Joanna LRating, 5 stars10 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!

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