Keuka Lake Wine Trail Vacation Rentals
The Keuka Lake Wine Trail features a variety of award-winning wineries and tasting rooms, along with some savory events year-round.
Be sure to explore some of the experiences off the beaten path. Including the 1886 Food and Wine Experience of the historic Dr. Konstantin Frank Winery, also voted the 2023 Winery of the Year by USA Today.
Year-round you'll be creating memorable moments through wine country. The winter and spring offer slower, quieter tasting experiences. While spring and summer are filled with festive events and live music, followed by the celebratory harvest around September.
90 properties available
Searching for a peaceful lakeside escape with comfort, style, and unforgettable sunsets? Welcome to Chateau Esperanza—a beautifully decorated 3-bedroom, 2-bath home tucked beneath a scenic overlook on the western shores of Keuka Lake. Just minutes from downtown Penn Yan, New York, this serene Finger Lakes vacation rental offers the perfect bl
Welcome to Fairhaven, a cozy yet spacious Finger Lakes vacation rental located just minutes from Hammondsport, New York—affectionately known as “The Coolest Small Town in America.” Nestled along 54 feet of private Keuka Lake shoreline, this inviting vacation home offers guests the perfect balance of tranquility, comfort, and acces
Perfectly positioned in the highly sought-after Brandy Bay on Keuka Lake, Brandy Bay Serenity offers luxurious lakeside living with comfort, space, and breathtaking Finger Lakes scenery. With over 120 feet of level private lakefront, this spacious three-bedroom three-level vacation home provides a serene and stylish retreat ideal for family gatheri
Welcome to Babe-A-Lew, a spacious and charming Finger Lakes retreat designed for families and groups looking to relax, play, and make lifelong memories together. Nestled in the heart of Hammondsport, New York—voted "Coolest Small Town in America"—this classic 4-bedroom lakefront vacation rental on Keuka Lake offers a perfect b
Located midway between Geneva and Watkins Glen on the peaceful west side of Seneca Lake, Phil’s Paradise at Perry Point offers the ideal Finger Lakes getaway for families, friends, and couples looking to relax, recharge, and enjoy the beauty of lake life. Whether you’re visiting for a Hobart and William Smith Colleges graduation, a wedd
Welcome to The Cedar Lodge, a stunning log cabin vacation home nestled on the tranquil shores of Keuka Lake. This beautiful lakefront retreat combines rustic charm with modern luxury, offering guests a perfect Finger Lakes vacation rental where comfort meets nature. With nearly 100 feet of private lake frontage, The Cedar Lodge boasts breathtaking
Nestled along the peaceful East Lake Road, just minutes from the charming Village of Hammondsport, New York—voted "Coolest Small Town in America"—Golden Retreat offers the perfect setting for a memorable Finger Lakes getaway. This private, wooded, pet-friendly lake home features a spacious three-bedroom main house and a separa
Welcome to Captain Jack’s II, a cheerful and inviting lakefront vacation home nestled on the northern tip of Keuka Lake’s western branch. Perfectly positioned for watching both sunrise and sunset, this 4-bedroom pet-friendly Finger Lakes vacation rental with space for up to 12 guests offers one of the most peaceful and picturesque setti
Welcome to Serenity Cove, a charming and cozy Finger Lakes vacation rental tucked along the peaceful west branch of Keuka Lake. This inviting lakefront vacation home captures the essence of lakeside living — where time slows down, mornings begin with the gentle sound of lapping water, and evenings end with brilliant sunsets reflecting across
Welcome to Willow Landing, a charming ranch-style Finger Lakes vacation rental perfectly perched on a quiet bluff overlooking Keuka Lake. Surrounded by flowering trees, manicured landscaping, and a graceful stone wall, this spacious vacation home offers breathtaking lake views, thoughtful amenities, and plenty of room for families and friends to re
Experience the ultimate Finger Lakes getaway at Sunset Point, a stunning lakefront home on Keuka Lake offering the perfect combination of relaxation, recreation, and scenic beauty. Surrounded by a park-like setting with mature shade trees and a long, private driveway off East Lake Road, this contemporary 2-bedroom lake home with space for up to 6 g
Welcome to Memory Lane, a grand eight-bedroom, five-and-a-half-bath pet-friendly lakefront vacation rental on beautiful Keuka Lake, designed for unforgettable family reunions, milestone celebrations, or group getaways. With three spacious levels of living space, sweeping lake views, and easy access to the Keuka Lake Wine Trail and Penn Yan’s
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