Vacation rentals with a pool in Ontario County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ontario County

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

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Superhost

Home in Penn Yan

5 out of 5 average rating, 3 reviews

Lakeview w/HotTub - Firepit - Gameroom - Putt Putt

Cozy one-level 3 BR/2 BA home (sleeps 6) located on the Keuka Lake Wine Trail & offering views of Keuka Lake. A short drive to Penn Yan Village & public lake access. • Hot Tub (year-round) + In-ground Pool (seasonal - currently closed until Memorial Day 2025) • Deck w/gas grill • Firepit and Seating w/lake views • Gameroom • Putt Putt Golf • Fireplace • EV Charging • Dogs OK (max 2) The perfect place for friends & family to unwind & enjoy the Finger Lakes! <3 us to find us easily next time!

Guest favorite

Home in Canandaigua

4.92 out of 5 average rating, 98 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 favorite

Home in Canandaigua

4.99 out of 5 average rating, 82 reviews

Lake house with jacuzzi and enclosed pool

Vacation on the west side of Canandaigua Lake with your own lake frontage, glass enclosed heated pool and steamy jacuzzi on the deck overlooking the lake, 3 gas and 1 wood burning fireplace, 6 bedrooms, 4 full baths and one 1/2 bath, super Fast Internet1000mbps, 4 TV's, dock boat bumpers. The house is a 12 min drive to Bristol Ski Resort, 15 minutes Canandaigua shopping/ restaurants, 30 minutes to Eastview mall. Pets fee of $60/night/pet (min $200) and Xtra people $60/night/person after 14.

Guest favorite

Home in Canandaigua

4.95 out of 5 average rating, 21 reviews

Alpine Retreat: Luxury Chalet in Finger Lakes!

Welcome to Alpine Retreat, your ultimate dream destination nestled in the heart of the picturesque Finger Lakes region! This charming mountain side chalet offers the perfect blend of luxury, comfort, and breathtaking views, making it an ideal getaway for families and friends alike. Get ready for an unforgettable Finger Lakes vacation where every moment is filled with beauty, comfort, and cherished memories. Book your stay now and embrace the true essence of mountain side living!

Guest favorite

Barn in Bloomfield

4.97 out of 5 average rating, 35 reviews

The Green House

Get away from it all when you stay under the stars at this beautiful farm situated on 80 acres of rolling farmland, hills and forests, with horses, chickens and Nigerian Dwarf goats. Walk out the sliding glass door to a fully fenced pool and hot tub overlooking the beautiful rolling hills and woods. We live right next to the Green House. The Famous Finger Lake Wineries and Breweries are a short drive away. We are also 20 minutes away from Bristol Mountain Ski Resort.

Guest favorite

Villa in Keuka Park

4.9 out of 5 average rating, 105 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.

Superhost

Home in Naples

4.88 out of 5 average rating, 8 reviews

Mountain Top Manor | Pool | Hot Tub | Sleeps 16

Welcome to Mountain Top Manor, your ultimate getaway nestled in the serene Mountains of Naples, NY. Experience dramatic 360-degree views from the very top of a Mountain. This spacious retreat on 30 private acres sleeps 16 comfortably across 6 bedrooms and features 5 full bathrooms and 2 half bathrooms. Dive into relaxation with a large pool and unwind in the hot tub. Enjoy modern comforts like WiFi, space for your entire family, and a fully equipped kitchen.

Guest favorite

Home in Lima

4.96 out of 5 average rating, 140 reviews

Theater room, fireplace, & pool

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

Home in Canandaigua

5 out of 5 average rating, 71 reviews

The Fitz Farmhouse on West Lake!

Pumpkins and all things Fall !!! Complete with fall decor and a professionally managed clean home. The Fitz Farmhouse offers 5 bedrooms, 2.5 baths and a NEW spacious family room. A great classic wrap-around large front porch; with views of Canandaigua lake and surrounding hills, a heated pool and Minutes from Downtown Canandaigua. Take a look at my guidebook! Or, give me a shout!!! I can help plan the perfect stay! 🎃🍁

Guest favorite

Condo in Canandaigua

4.97 out of 5 average rating, 32 reviews

Luxury Condo | Hot Tub | Pool | Lake Front | FLX

Luxurious condo at Hotel Canandaigua: Enjoy pool, hot tub, complimentary docking, and proximity to Kershaw Park. Features modern kitchen, cozy sitting area, plush bedrooms with balcony, spa-like bathroom, and high-speed internet. Near breweries, wineries, and live music. Perfect Finger Lakes getaway! 🌟🏊🛥️🍷🎵📺 1 Min Walk - Kershaw Park 🏖️ 2 Min Drive - CMAC Preforming Arts Center🎵 5 Min Drive - Canandaigua Strip 🍴

Guest favorite

Home in Naples

5 out of 5 average rating, 33 reviews

Lakeview house with hot tub and fireplace

An amenity packed retreat style vacation home serenely located on 40 acres with sweeping views of Canandaigua lake. If you’re coming to the Finger Lakes area for a winery or brewery tour feel free to reach out. An event planner by trade I’m more than happy to help plan your tour with you. From transportation to tasting reservations, I’m happy to help!

Guest favorite

Chalet in Canandaigua

4.92 out of 5 average rating, 60 reviews

Inspiring A-FRAME:Panoramic Lake Views & Hot Tub!

The Serene, Peaceful setting is a perfect getaway for a couple, a Family or Friends to meet up and reconnect. Enjoy beautiful panoramic Sunrise or Sunset views from the multiple decks, take a dip in the pool or brand NEW Hot tub, go exploring in the wooded back drop or create a cozy night around the fire pit! This is a place where memories are made!