Vacation rentals with a pool in Ontario County

Pool + HotTub, Game room, Fire pit | Dogs+EV OK

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 2026) • 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!

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.

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

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.

Peaceful cottage with pool, hot tub, and deck

Forget your worries in this cozy and serene space. Nestled in a walnut grove, surrounded by fields, this cottage is only 13 minutes from Canandaigua Lake. It is convenient to downtown shops, restaurants, wineries and breweries. Sit and read or float and play in the non-heated pool then hop in the hot tub for a relaxing soak. Enjoy grilling and eating on our large deck. This two floor cottage has a huge air-conditioned loft bedroom with two beds (one queen, one double), and a futon.

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!

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.

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.

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.

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.

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.

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.