Vacation rentals with a pool in Canandaigua

Find and book unique homes with a pool on Airbnb

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Popular amenities for Canandaigua rentals with a pool

House rentals with a pool

Top guest favorite
An indoor pool area features wood-paneled walls and large glass doors that provide natural light and views of the outdoor space. Comfortable seating is arranged nearby, and a pool ladder offers access to the water. Fresh greenery decorates the corners, enhancing the ambiance.
Home in Hector
5 out of 5 average rating, 7 reviews

Hazlitt Winery Poolhouse

MattRating, 5 stars1 week ago
This place was the perfect getaway. If you are looking for a place to stay and enjoy the wineries this is the place. Highly recommended. Would definitely come back if we come down this way again!
Top guest favorite
Home in Ithaca
4.96 out of 5 average rating, 194 reviews

Haven Woods, quiet house, minutes to Ithaca w/ AC

AndyRating, 5 stars3 weeks ago
This was a terrific stay. The hosts communication from beginning to end was as good as can be expected. The home was cozy and well appointed. The property was beautiful and peaceful. 5 stars, will recommend and return again. Thank you!
Superhost
An open living area features a stone fireplace with a flat-screen television above it. A colorful coffee table is surrounded by wooden chairs, while bar stools line the kitchen island in the background. Natural light floods the space from large windows that lead to a sunroom.
Home in Naples
4.81 out of 5 average rating, 16 reviews

Lake View w/Pool, HotTub, & Fast Wi-Fi

KatRating, 5 stars2 months ago
I loved this place so much! We are definitely going back at some point in the summer for that pool! But everything was perfect and everyone had a great time! The house was so cozy but huge! It felt like we’ve been there forever when we got there, the hot tub was so relaxing especially with the view! I love this place and the driveway isn’t that bad but you will definitely need 4WD! It’s like a fun slow roller coaster lol😂! We also saw a group of turkeys every morning and they were so cute!
Top guest favorite
A clean swimming pool is enclosed by a black fence and features a slide on one side. Seating areas with dark chairs are placed along the poolside. Lush green trees surround the area, contributing to a serene environment.
Home in Bloomfield
5 out of 5 average rating, 26 reviews

2 Bedroom pool house with Garage

SusanRating, 5 stars1 week ago
We were looking for a quiet place to enjoy a weekend with friends while we attended an outdoor concert at Wayne County Fairgrounds. This definitely hit the mark! Four adults and dog were very comfortable. Spacious bedrooms, great kitchen so we didn’t have to eat out, and comfortable house overall. Even saw two deer and a fox in the backyard one night! Highly recommend because Kenneth was more than accommodating.
Guest favorite
The property is showcased from an elevated perspective, featuring a spacious deck with seating areas and umbrellas surrounded by greenery. A large pool glistens under sunlight, with a charming cottage and an additional building visible in the background.
Home in Wolcott
5 out of 5 average rating, 17 reviews

Poolside Paradise

AdrianaRating, 5 stars1 week ago
Great summer getaway! Beautiful pool and hot tub which the girls loved. The boys on the other hand loved being right on the water and able to fish right off the dock. The house was beautiful, comfortable rooms and a huge kitchen. Plenty of outdoor space and seating. Also loved the fire pit. Mike was an excellent host and very responsive to questions!
Guest favorite
An aerial view captures the enchanting log cabin set amid lush greenery. A sparkling pool is surrounded by a stone patio and seating, while a cozy fire pit area is visible nearby. The expansive lawn and natural wooded surroundings create a peaceful outdoor retreat.
Home in Springwater
4.92 out of 5 average rating, 52 reviews

Cabin Retreat | Hot Tub | Pool | Game Room | FLX

SheniquaRating, 5 stars2 days ago
Beautiful, spacious house with plenty of household items provided like pool towels, Kcups, and plenty of trash bags, paper towels, etc. Pool, hot tub, and game room kept kids and adults entertained the entire week. WiFi/cell service isn’t great, especially on the pool deck/porch/patio areas which wasn’t necessarily a bad thing to disconnect during our stay. TV in upstairs master bedroom didn’t work enough to actually watch it (turns on but freezes repeatedly, remote worked off and on etc) We definitely WANT to book this house again but would need confirmation that the A/C is more dependable/consistent as the downstairs bedroom/bathroom were FREEZING COLD while all the other bedrooms were hot and uncomfortable (and the weather was only in the 60s/70s during our stay). Vibe was very responsive and came to assist with pool the next day when there was a concern. Staff was very friendly and proactive overall. ⭐️⭐️⭐️⭐️
Guest favorite
Home in Ontario
5 out of 5 average rating, 7 reviews

Modern Farmhouse, Pool House, Pool, Pickleball

MeganRating, 5 stars3 days ago
We (my parents, siblings, and nieces and nephews) had an incredible time on this wonderful property. It's far enough from other homes that we didn't have to worry about the kids being too loud as they played together outside, but also close enough to major stores and other attractions that it doesn't feel too much in the middle of nowhere. This was the prefect setting for our large family to all be together without being on top of each other. The kids ping-ponged between the pool and the barn each day, and headed up to the game room for a little wii or tv at night. The pool house and main house are conveniently just steps from each other, so we didn't feel too divided, but it was also nice to have two separate spaces to accommodate different dietary restrictions and nap schedules. Highlights of the stay: several of the younger kids learned to swim in the lovely pool's big shallow end, and when the owners' 13-year-old facilitated a visit for the kids with her adorable ducks and chicks.
Guest favorite
Home in Hammondsport
4.92 out of 5 average rating, 50 reviews

Modern Lakeside Villa with Pool and Hot Tub

ElbridgeRating, 5 stars1 month ago
The Villa and its host, Nicki, were excellent and exceeded our expectations. The Villa is set in the middle of a beautiful wine grape vineyard with mountain views -- very memorable. The inside is beautifully decorated with luxury amenities throughout. Nicki was incredibly proactive in her communication and extended our stay to ensure that we were able to maximize our enjoyment. This was one of the most comfortable and relaxing stays we've ever experienced. I highly recommend the Villa and Nicki to anyone, thank you!

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