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

4.88 out of 5 average rating, 146 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. Deck replaced in Fall 2025.

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Top guest favorite

Home in Canandaigua

5 out of 5 average rating, 15 reviews

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

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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

4.94 out of 5 average rating, 48 reviews

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

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Guest favorite

Home in Geneva

5 out of 5 average rating, 7 reviews

Private FLX Retreat | 200' Seneca Lakefront | Pool

Charming lakefront retreat on Seneca Lake’s northwest shore, ideal for families or friends. The main home offers five bedrooms, 2.5 baths, a spacious living area, and a fully equipped kitchen. Enjoy stunning lake views from the deck, an outdoor kitchen with grill, a seasonal pool, and a private shale beach. Minutes from downtown Geneva, wineries, breweries, and restaurants. A second SEASONAL cottage (Mid May-October) sleeps two and includes a full bathroom—perfect for added privacy.

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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

4.96 out of 5 average rating, 47 reviews

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!

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Guest favorite

Apartment in Canandaigua

4.93 out of 5 average rating, 15 reviews

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.

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Guest favorite

A clear swimming pool reflects sunlight, with gentle ripples across the water's surface. Surrounding the pool are lounge chairs and a shaded area with an umbrella. A rustic house stands in the background, framed by greenery and flowers.

Chalet in Canandaigua

5 out of 5 average rating, 11 reviews

Finger Lakes Chalets Farmhouse Annex

Take it easy at this unique and tranquil getaway. A super spacious FOUR room comfortable and cozy getaway with swimming pool (seasonal) awaits at this characterful 1880’s Homestead on 14 peaceful acres. Close to an array of amenities/attractions in Canandaigua and Naples, lake access just down the hill. Thoughtfully apportioned annex to provide an ENTIRELY DEDICATED 2- Person fully functioning stay. Complete with a Kitchenette, dedicated fire pit,& barbeque picnic area.

LocationParksNearby

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

4.96 out of 5 average rating, 110 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.

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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

4.96 out of 5 average rating, 206 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.

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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

5 out of 5 average rating, 24 reviews

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.

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Home in Naples

5 out of 5 average rating, 3 reviews

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.

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Guest favorite

Home in Geneva

4.91 out of 5 average rating, 44 reviews

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.

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