Vacation rentals with a pool in Canandaigua

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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, 173 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

Top guest favorite

Home in Ithaca

4.96 out of 5 average rating, 189 reviews

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

"Haven Woods", Quiet country remodeled home on 36 acres, 10 minutes from Cornell University and 12 Minutes from downtown Ithaca and Ithaca College. 5 minutes from Ithaca airport. Many restaurants nearby. 3 bedroom, 2 bath remodeled home, fully equipped kitchen, game room, fields and woods & pond. No neighbors nearby, very quiet and peaceful. Close to nature. Wild turkey, deer, coyotes, fox. Close to state parks and numerous falls and gorges. Finger Lakes Wine Trails. Many hiking trails nearby.

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

4.86 out of 5 average rating, 110 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 a small guest house is shown, featuring a light blue siding with a welcoming front porch. Two black chairs and a small table sit on the wooden deck, surrounded by green grass. A play structure is visible in the background.

Guesthouse in Burdett

4.99 out of 5 average rating, 146 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

4.95 out of 5 average rating, 132 reviews

Pool• Hot tub• Pickleball•Sleeps 10 Copper Ridge

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, 113 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

Home in Rochester

4.92 out of 5 average rating, 12 reviews

Gorgeous 3BDRM w/inground Pool!

This beautiful home is the perfect place for you and your family to unwind. Take a refreshing dip in the inground pool or simply relax in the sun. The spacious dining area is ideal for gathering and making memories over a delicious meal. The master suite has huge walk-in closet and private full bathroom is the epitome of luxury and comfort. Comfy beds and ample space for everyone, this oasis is the ideal choice for your next getaway. Pets welcome if approved - $20/night/pet. Please enquire.

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, 213 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

An outdoor seating area features comfortable wicker furniture with soft cushions, positioned under a shaded canopy. A lush green plant adds a natural touch, while an above-ground pool glistens nearby, surrounded by a wooden railing and tranquil greenery in the background.

Home in Rochester

4.97 out of 5 average rating, 58 reviews

4 bed ranch w/pool in Henrietta

Your family will be close to everything when you stay at this centrally-located peaceful residential neighborhood where you can stroll down a trail just across the street and in summer time splash in the above-ground pool while cooking dinner on grill. Fire pit at night with your favorite beverage. Spacious ranch with open floor plan. One master bedroom w/bathroom and 3 other bedrooms, hallway full bathroom , living room, dining area, fully equipped kitchen. Laundry in basement.

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, 14 reviews

Poolside Paradise

Escape to your own private haven at our exquisite 4-bedroom cottage, where modern comfort meets lakeside serenity. Nestled on the shores of Port Bay, this inviting retreat promises a perfect blend of relaxation and recreation for you and your guests. This lakeside cottage isn't just a place to stay; it's an experience waiting to be embraced. Whether you're seeking a tranquil retreat, a lively gathering spot, or a bit of both, our property caters to your every desire.

Guest favorite

A refreshing in-ground pool is surrounded by a spacious patio, featuring comfortable seating areas and stone pillars. A two-story home is visible in the background, displaying a charming blue railing. Lush greenery is present nearby, enhancing the serene outdoor setting.

Villa in Keuka Park

4.89 out of 5 average rating, 114 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.

Guest favorite

Home in Lima

4.96 out of 5 average rating, 153 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.