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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Guest favorite

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

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. Deck replaced in Fall 2025.

LocationValueComfort

4.89 out of 5 average rating, 149 reviews

Guest favorite

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

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!"

ValueFamilyBathroom

4.92 out of 5 average rating, 120 reviews

Top guest favorite

Home in Canandaigua

Historic Finger Lakes Estate | 5BR/5BA | Game Room

Welcome to your private Finger Lakes estate — a beautifully restored historic home designed for unforgettable group getaways. With 5 spacious bedrooms, 5 full bathrooms, multiple gathering areas, and a game room, this property is perfect for wine weekends, wedding groups, family reunions, and celebratory escapes. High ceilings, original hardwood floors and thoughtfully styled interiors create the charm of a classic estate with the comfort today’s travelers expect. **POOL COMING SPRING 2026

LocationFamilyCleanliness

5.0 out of 5 average rating, 21 reviews

Guest favorite

An aerial view captures a spacious property with a large grassy yard, featuring an in-ground pool. Keuka Lake and lush greenery are visible in the background, with various home structures along the lakeside. The surrounding area is bordered by trees and showcases a peaceful landscape.

Home in Penn Yan

Pool+Hot Tub, Gameroom, Movieroom, Firepit+Dogs OK

Bring the whole family to Keuka Playhouse, our 5BR/3BA 2-story home on the Keuka Wine Trail w/views of the lake. 💦 Hot Tub (year-round) + In-ground Pool (seasonal - open Memorial - Labor Day) 👨‍🍳 Gas grill 🔥 Outdoor Fire pit + Indoor Fireplace ⛳️ Putt Putt Golf + Gameroom 🎬 Theater Room ⚡️ EV Charging 🐶 Dogs OK (max 2) 🍷 Short drive to Penn Yan Village, public lake access & wineries The perfect place for large groups to unwind & enjoy the Finger Lakes ❤️ us to find us next time

FamilyValueHiking

4.94 out of 5 average rating, 50 reviews

Guest favorite

An aerial view showcases the spacious layout of the chalet surrounded by lush greenery. The property features a unique curved stone wall, a large backyard, and a wraparound driveway, leading to the inviting entrance of the home. A private pool area can be seen on the side.

Home in Canandaigua

Mountain Views, Hot Tub, Spa, Fire Pit, Game Room

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!

FamilyLocationAccuracy

4.94 out of 5 average rating, 51 reviews

Guest favorite

Apartment in Canandaigua

Condo on Canandaigua Lake #420

Renting this 2-bedroom condo on the lake is not just about securing a place to enjoy a vacation;it's about embracing a lifestyle that seamlessly integrates modern comforts with the tranquility of nature. From the well-appointed interior to the breathtaking views, every aspect of this lakeside retreat is crafted to provide a haven of relaxation and inspiration. It's more than a home; it's a retreat where the beauty of the lake becomes an integral part of your everyday life.

ValueFamilyIndoor spaces

4.95 out of 5 average rating, 19 reviews

Top guest favorite

A vast, open landscape features rolling hills and fields of green, under a clear blue sky. Sparse trees line the edges of the property, with a distant view of a white farm structure nestled among the greenery.

Barn in Bloomfield

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.

FamilyLocationPool

4.97 out of 5 average rating, 120 reviews

Top guest favorite

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

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.

ValueLocationBackyard

4.96 out of 5 average rating, 211 reviews

Guest favorite

An inviting outdoor space features a sparkling pool surrounded by a well-maintained patio. Lounge chairs are positioned nearby, offering relaxation options. A large umbrella provides shade, while a fenced perimeter ensures safety. The lush greenery adds to the serene atmosphere.

Home in Geneva

Historic Home w/ Pool, Hot Tub, Fire Pit

Step into timeless charm at Lakeview on Main—your private escape in the heart of historic downtown. This grand home features a pool, fire pit, and partial lake views, plus four bedrooms, 2.5 baths, and a private office for work or creativity. With stylish outdoor living spaces, original architectural details, and modern updates throughout, it’s the perfect setting for family vacations, friend getaways, or a mix of productivity and play.

ValueLocationHospitality

5.0 out of 5 average rating, 26 reviews

Home in Naples

Panorama Lakeview Place - Near Skiing & Lake

Escape to luxury and tranquility at this serene hillside retreat between Naples and Canandaigua. Enjoy stunning lake views, multiple fireplaces, and a spacious game room. Relax by the shimmering pool, unwind by the fire pit, or visit nearby wineries, ski slopes, golf courses, and hiking trails. Designed for year-round comfort and style, this unforgettable getaway offers the perfect blend of relaxation and adventure.

FamilyValuePool

5.0 out of 5 average rating, 4 reviews

Guest favorite

Home in Geneva

Private FLX Retreat | 200' Seneca Lakefront | Pool

Gather along Seneca Lake’s northwest shore in a five-bedroom, 2.5-bath waterfront home with expansive living space, a full kitchen, lake-view deck, outdoor kitchen, grill, seasonal pool, and private shale beach. A separate cottage, available from mid-May through October, sleeps two and includes a full bathroom for added privacy. Downtown Geneva, wineries, breweries, and restaurants are only minutes away.

FamilyValueCleanliness

5.0 out of 5 average rating, 11 reviews

Top guest favorite

Home in Geneva

South West Cottage: Cozy Getaway, King Beds, Pool

South West Vineyard Cottage — a bright, farmhouse-style 1912 home in Geneva’s Founders Square, steps from Hobart & William Smith. Relax in 4 king bedrooms, enjoy central air, a full kitchen, fast Wi-Fi, and a private in-ground pool (open Apr 15–Oct 1). Close to Seneca Lake, downtown, and Finger Lakes wineries. Dog-friendly — perfect for families, groups, and wine-country getaways.

ValueLocationGetting around

4.92 out of 5 average rating, 53 reviews