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.

%{current} / %{total}1 / 1
Top 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, 193 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 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, 126 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
A custom-built three-story home is set against a backdrop of autumn foliage. The exterior features large windows, a stone chimney, and a spacious deck. A paved driveway curves around the property, leading to a parked vehicle, adding to the tranquil environment.
Home in Beaver Dams
4.96 out of 5 average rating, 151 reviews

Hot Tub. Pool table. Pickleball. Sleeps 10

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 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.
Apartment 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!"

Guest favourite
Guesthouse in Burdett
4.95 out of 5 average rating, 203 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 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
4.94 out of 5 average rating, 152 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 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, 134 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, 174 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, 171 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.
Apartment in Ithaca
4.89 out of 5 average rating, 240 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.

Top guest favourite
The exterior of a two-story white house is framed by lush green trees and manicured lawns. The front porch features white railings, while large windows reflect the sunlight, enhancing the inviting appearance of the home. A sense of spaciousness is conveyed by the surrounding open area.
Home in Fairport
4.99 out of 5 average rating, 189 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.

Popular amenities for Canandaigua rentals with a pool

Quick stats about vacation rentals with a pool in Canandaigua

  • Nightly prices starting at

    Canandaigua vacation rentals start at $280 CAD 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!

Destinations to explore