Holiday rentals with a pool in Canandaigua

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Canandaigua

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Newfield

4.97 out of 5 average rating, 177 reviews

Camp S’mores- Modern A-Frame with Pool

Welcome to Camp S’mores- this revitalized luxury A-frame has all the modern amenities you need for your Finger Lakes adventure. We just brought new life into this house from top to bottom. The home features three bedrooms and a Murphy bed in the game room on the lower level. EV charger. It wouldn't be camp without a pool so our home has a large HEATED in-ground pool is open May 15th - Oct 1st. The house is located outside of town on 2+ private acres. Dog friendly, sorry no cats or other pets

Guest favourite

Home in Pittsford

4.85 out of 5 average rating, 116 reviews

Charming Pittsford Home-Indoor Pool-4 bedrooms

My home is in the Bushnell's Basin/Perinton part of Pittsford. .5 miles to 490, 4 mi to I-90 and 15 minutes to U of R. Erie Canal is a short walk away. The 17 mi Crescent Trail head is 100 yards away. Fantastic restaurants. The large indoor pool is open year round with new filter and pool heater. A stream is in the fenced backyard. 50 trees provide privacy and shade. The 4 bedrooms are spacious and 21/2 baths ensure no waiting! 2 decks. Golf, Finger Lakes, wineries, & breweries are close.

Top guest favourite

Flat in Seneca Falls

5 out of 5 average rating, 123 reviews

Luxury lakefront apartment - and a pool!

This new apartment on Cayuga Lake is in the middle of New York's famous Finger Lakes. Seneca Falls is a quaint, quiet community surrounded by dozens of wineries, trails, parks, boating, fishing and more - a vacation paradise, and home to the National Women's Hall of Fame. Your private deck overlooks the lake, plus there's a private pool, deck and grill. 2 bedrooms, full tiled bath, huge modern kitchen, and hi-def TVs in the living room and bedrooms w/free Netflix, Prime Video, Hulu & Disney+.

Guest favourite

Home in Canandaigua

4.92 out of 5 average rating, 101 reviews

Perfect secluded ski house, lake views, hot tub

Secluded, spacious home, overlooking Canandaigua Lake on 6 wooded and park-like acres. Breath-taking Panoramic views. Surrounded by forest and bordering a winding gully for year-round hiking. In-ground pool, 4-season hot tub on enormous deck; lovely glamping tent in woods with natural fire-pit. Gas grill and chef's kitchen for after a long day of skiing at Bristol Mountain, 12 miles away. Full gym. Wine / beer-tours, boating, golf, nature, right outside. Relax and enjoy this "Chosen Spot!"

Guest favourite

Flat in Auburn

4.95 out of 5 average rating, 109 reviews

Contemporary and cozy flat, w/ fireplace & balcony

This contemporary 1-bedroom is located in an 1880 Victorian in the historic district of Auburn, NY. From here, you can walk to the Seward House Museum, the beautiful Seymour Library, the NYS Heritage Center, and the Harriet Tubman Home. A 5-minute walk to Wegmans grocery store, downtown shops, cafes, and great restaurants. Whether you're coming to enjoy the historic charm of Auburn, or using this as a base for exploring the Finger Lakes and all they have to offer, you won't be disappointed.

Top guest favourite

Guest suite in Rochester

4.98 out of 5 average rating, 225 reviews

Relaxing/Romantic Suite

This place has been designed for relaxing,if you want to have a romantic escape or just a relaxing time this is the place.Located in a quiet neighborhood at the end of the street,close to many places of interest in the Rochester area, Greece Mall is 3 min away. You will get total privacy and that includes private entrance,as soon as you open the door, you will fall in love with the combination of tropical theme with a modern style,the hot tub is the protagonist of the room with an 75"tv.

Guest favourite

Villa in Keuka Park

4.89 out of 5 average rating, 120 reviews

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

Welcome to Villa Vino. Family fun and adventure await at this outstanding home located in a quiet neighborhood perched atop the hills above Keuka Lake. This beautiful and tastefully decorated sanctuary provides the ideal location for your next vacation. Complete with a year-round Hot Tub & seasonal in-ground pool, billiard table and firepit. The whole group will be comfortable in this spacious and unique space. Conveniently located next door to Esperanza Mansion.

Top guest favourite

Guest suite in Rochester

4.99 out of 5 average rating, 343 reviews

Private Guest Suite/RIT-UofR-airport

Well equipped charming guest suite with a private entrance on the ground level with pool access. Conveniently located to many locale attractions. Our place is in a small neighborhood ( 72 homes) with side walks. The Rochester airport is East of us and about three miles away, Robert Wesleyan, RIT, and U of R are about five miles away. WE DO NOT HOST GUEST THAT LIVE LOCALLY. You can always inquire for special request or situations for exceptions.

Guest favourite

Home in Lima

4.96 out of 5 average rating, 154 reviews

pool, theater room, & fully equipped kitchen

Enjoy this newly renovated home nestled in a private cul-de-sac with the town park with playground and walking trails literally in your back yard. Lots to do to have fun—swim in the in-ground pool, make teams for a foosball tournament, gather around the table to play board games, watch a movie in the theater room, or snuggle up by the fire and enjoy a quiet night in. Cook meals in the fully equipped kitchen or on the grill on the back patio.

Top guest favourite

Home in Fairport

4.99 out of 5 average rating, 170 reviews

Esten-Wahl Farm - Historic Landmark Victorian Home

The farm is 30 acres of pasture, woods and a stream - peaceful, yet within a bike ride to the village of Fairport and the Erie Canal. There is a small cottage hidden behind the historic barn where we live and care for the animals on the farm. Our guests' privacy is paramount and the farm is yours to wander and enjoy (including the pool and tennis court) as you wish! The pool is open mid-May through Mid-September.

Top guest favourite

Guest suite in Burdett

4.97 out of 5 average rating, 120 reviews

kline's Luxury Suite

Enjoy easy access to all the local Winery's, brewing companies, and yummy food, that the finger lakes have to offer. All just seconds to minutes away from this perfectly located home base. Also a close convenient short 5 minute adventure to watkins glen. There you will find even more great food, winery and breweries and many more places to explore.

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Convenient locations with everyday essentials

Popular amenities for Canandaigua rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favourite

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!

Superhost

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!

Guest favourite

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 favourite

Home in Springwater

4.92 out of 5 average rating, 52 reviews

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

SheniquaRating, 5 stars4 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 favourite

Home in Ontario

5 out of 5 average rating, 7 reviews

Modern Farmhouse, Pool House, Pool, Pickleball

MeganRating, 5 stars5 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 favourite

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!

Superhost

Home in Canandaigua

5 out of 5 average rating, 4 reviews

Finger Lakes Chalets Farmhouse Annex- Pool Open!

Stephanie EliseRating, 5 stars8 months ago

Our stay was fantastic! Rebecca was an awesome host, and so easy to communicate with. Highly, highly recommend if you’re looking for a beautiful getaway.

Superhost