Vacation 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 favorite

The interior of the A-frame features high wooden ceilings and an open layout. A spacious seating area is arranged with a large sofa and matching chairs, while a dining table sits beneath decorative wall art. A staircase leads to a lofted sleeping area with a railing.

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 favorite

An indoor swimming pool area is seen, featuring a clear blue pool with tile borders. Lounge chairs are arranged along the sides, and windows allow natural light to brighten the space. Beams of dark wood support the vaulted ceiling, contributing to a spacious feel.

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 favorite

The exterior of the guest house is displayed, featuring a light gray wood siding. A welcoming entrance with a white door is flanked by a small wooden deck. Two black metal chairs and a round table are positioned on the deck, inviting relaxation outdoors.

Guesthouse in Burdett

4.99 out of 5 average rating, 157 reviews

Kline's Cottage

Welcome to your private retreat with partial views of Seneca Lake! Our 1-bedroom guest house offers a haven of relaxation and elegance. Sleep soundly on a queen size bed, plus a pull out queen sofa in the living room. Enjoy the convenience of a full kitchen with coffee bar, and make use of the washer dryer at your leisure. Take in the beautiful scenery and immerse yourself in the renowned wine trail right at your fingertips. Don't miss the chance to elevate your getaway. Reserve this now!!

Guest favorite

A spacious heated pool is surrounded by a well-maintained patio, featuring a diving board and a poolside gazebo. The multilevel house with large windows overlooks the serene landscape, presenting a perfect outdoor space for relaxation and gathering.

Home in Beaver Dams

4.96 out of 5 average rating, 136 reviews

Pool w/diving board• Hot tub• Pickleball• sleeps10

Enjoy the Finger Lakes @ our custom built 3 story, 3 bedroom, 3 bath, open concept home! Built in 2015 by your Host, David. Relax in the 8 person hot tub & splash in the oversized heated pool w/diving board & bball hoop! Explore 70+ local wineries, state parks w/ waterfalls & trails. Only 6 miles from Watkins Glenn racetrack. About an Hour from 2 large Ski Resorts. Explore onsite the 70+ acres, sit around the campfire, play pick ball, pool, fooseball, arcade games, basketball & frisbee golf

Top guest favorite

A spacious wooden deck is presented, featuring a circular above-ground pool surrounded by greenery. A shaded area is provided by a red umbrella over a dining table. Soft evening light filters through the trees, enhancing the serene outdoor space.

Apartment in Seneca Falls

5 out of 5 average rating, 122 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 favorite

An in-ground pool is seen with clear blue water, surrounded by a stone patio. White lounge chairs are positioned along the edge, inviting relaxation. The pool features a shallow entry area with steps leading into the water, enhancing access for all guests.

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!"

Top guest favorite

A hot tub is centrally placed in a softly lit space, surrounded by tropical-themed decorations. Calm blue lighting enhances the atmosphere, while large plants add a touch of nature. Soft robes hang on the wall, and a small candle casts a gentle glow nearby.

Guest suite in Rochester

4.98 out of 5 average rating, 224 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.

Top guest favorite

A spacious bedroom features a large window providing natural light and a view of greenery. A cozy bed is positioned near a decorative fireplace, with calming white walls and minimal decor. A vintage-style dresser sits against the wall, enhancing the room's serene atmosphere.

Apartment in Auburn

4.95 out of 5 average rating, 130 reviews

Heart of Historic Finger Lakes! Fireplace, balcony

Kick back and relax in this calm, stylish space. Perfect for a romantic getaway or work retreat, this recently renovated apartment embodies a fresh boho feel with vintage soul. Enjoy the beautiful view out the large picture window, cooking in the adorable and functional kitchenette, or relaxing in bed by the gas fireplace. Located in Auburn's historic district and a 1-min. drive from Wegmans. From here you can easily access downtown shops, restaurants, and attractions by foot.

Guest favorite

An aerial view of Villa Vino reveals a spacious property with a large house featuring a wide porch. The backyard includes a fenced seasonal pool covered for the off-season, surrounded by landscaped gardens and expansive green lawns, bordered by trees in autumn colors.

Villa in Keuka Park

4.89 out of 5 average rating, 119 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 favorite

An above-ground pool is surrounded by a concrete patio, bordered by lush greenery. A staircase leads up to the pool area, which features lounge chairs in bright colors. The pool is covered partially, indicating seasonal use.

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 favorite

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.

Guest favorite

A serene swimming pool is surrounded by a stone patio, with lounge chairs positioned nearby. Lush greenery provides a natural border around the pool area. A pot of red flowers adds a touch of color to the scene, completing the inviting outdoor space.

Apartment in Ithaca

4.9 out of 5 average rating, 217 reviews

Private apartment with full kitchen (dog friendly)

This apartment is located in the basement of a family home. It is a self-contained private unit with a separate entrance, full kitchen, bathroom with shower and washer/dryer and a living space. The property is fenced and has a pool for use in the summer and a pond with fish to feed. Friendly dogs are welcome (the owners have a friendly beagle-basset who loves to meet other dogs). Please note that we have ducks who free range in the yard.