Holiday 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 favourite
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, 197 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 favourite
A remodeled country home is situated amidst lush greenery, featuring a gravel driveway leading up to the house. A silver metal roof covers the attached garage, while a camper is parked beside the garage. Trees provide natural shade around the property.
Home in Ithaca
4.96 out of 5 average rating, 212 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.

Top guest favourite
A welcoming seating area is presented with two soft blue armchairs positioned on a decorative rug featuring floral patterns in shades of blue and cream. A small table with a lamp is situated between the chairs, and natural light enters through a large window overlooking a grill area.
Home in Pittsford
4.87 out of 5 average rating, 129 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.

Guest favourite
A rustic lodge is set in a rural landscape, featuring a green metal roof and a welcoming front porch with several chairs. Surrounding trees exhibit autumn colors, and a small shed is visible to the side. A gravel driveway leads up to the entrance.
Cabin in Hannibal
4.99 out of 5 average rating, 118 reviews

Cozy, Rustic Lodge in the Woods

Our quiet family hunting lodge is situated on 29 picturesque acres of beautiful, rural, upstate NY farmland. The cabin is uniquely built with high ceilings and is filled with antique farm equipment & taxidermy animals. We have a pond full of fish, nature trails, wildlife, gardens and the sunsets, rises and stars are incomparable. Hot tub, volleyball court, pool table, darts, board games and MORE for you to enjoy. Ask about adding on one of our A-Frame Tiny Cabins for additional guest lodging.

Top guest favourite
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.
Flat in Seneca Falls
5 out of 5 average rating, 134 reviews

Luxury lakefront apartment - and a private 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+.

Top guest favourite
A spacious home is set within a lush, wooded landscape, showcasing rich autumn colors. The structure features large windows, providing natural light, and is framed by verdant trees and shrubs. An expansive lawn extends in front, inviting outdoor activities.
Home in Canandaigua
4.92 out of 5 average rating, 113 reviews

Foster Hideaway - lake views, pool, 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 favourite
A bright living area features an orange sectional sofa accompanied by a green armchair. A glass coffee table rests on a textured rug. Natural light filters through tall windows with wooden frames, illuminating a stylish piece of wall art and a leafy indoor plant.
Flat in Auburn
4.95 out of 5 average rating, 130 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.

Guest favourite
Guest house in Burdett
4.95 out of 5 average rating, 206 reviews

Kline's Cottage

Welcome to our Guest house.(Klines Cottage) Our Guest House is the perfect place for 2 or a family of 4. If your 2 adults looking to explore the Finger Lakes. This is the place to stay. With the wine trail at your finger tips. If your a family of 4(5 with an infant) look no futher this is the place to stay we have a Queen sofa bed that is located in the open kitchen living room.(with a prviate bathroom and laundry area) your kids won't want to leave after you check out the backyard.

Guest favourite
A spacious property is set on a green lawn, bordered by trees with autumn foliage. The house features a sloping roof and a driveway leading towards the lake, which is visible in the background. The landscape showcases a serene view of the waters and surrounding hills.
Villa in Keuka Park
4.88 out of 5 average rating, 136 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 favourite
The yellow farmhouse is set amidst lush greenery, surrounded by trees. A spacious driveway leads to the front porch, which is shaded by overhanging branches. A basketball hoop and a grill are visible near the garage, contributing to the outdoor recreational space.
Home in Penfield
4.84 out of 5 average rating, 177 reviews

Penfield-Webster Home w/Pool - Park Like Setting

Charming 19th century 2,300 sq.ft. farmhouse with 3 large bedrooms on 1 acre. Stately coffer ceiling in expansive living room. Recently update with refinished floors, paint and new kitchen appliances. Inviting breakfast room with french doors leading to side yard. Private 1+ acre yard with 18'x38' in-ground pool on park like setting directly across from Town Park. 5 minutes to shopping and entertainment and a short 15 min. drive to downtown Rochester.

Guest favourite
The living room features two comfortable leather sofas positioned across from each other, centered around a circular coffee table. A gas fireplace with a stone surround is visible, complemented by a wall-mounted TV above it. Natural light fills the space through large windows.
Home in Lima
4.96 out of 5 average rating, 173 reviews

Fireplace, 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 favourite
A serene outdoor view features two comfortable chairs positioned around a small table, overlooking a lush green lawn and a tranquil pond. Trees frame the scene, and clear blue skies provide a bright backdrop.
Flat in Ithaca
4.89 out of 5 average rating, 243 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.

Popular amenities for Canandaigua rentals with a pool

Quick stats about holiday rentals with a pool in Canandaigua

  • Nightly prices starting at

    Canandaigua holiday rentals start at £148 per night before taxes and fees

  • Verified guest reviews

    Over 140 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Canandaigua rentals

  • 4.9 Average rating

    Canandaigua stays are highly rated by guests – averaging 4.9 out of 5!

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