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.
89 properties available
Welcome to Little Piece of Haven, your charming and cozy lakeside retreat on beautiful Keuka Lake! Just minutes from Hammondsport, New York—voted "Coolest Small Town in America"—this two-bedroom Finger Lakes vacation rental is perfect for a couples’ romantic getaway, small families, or a peaceful getaway with friends.Wit
Welcome to Country Charm, a spacious and inviting 6-bedroom vacation home that blends the ease of modern amenities with the timeless beauty of Keuka Lake. Perfect for family reunions, multi-family vacations, or getaways with close friends, this welcoming pet-friendly retreat with space for up to 14 guests offers the perfect setting for relaxation,
Welcome to your perfect Finger Lakes vacation rental—a charming cottage nestled right on the water’s edge of beautiful Keuka Lake. Located just five miles from the vibrant downtown of Penn Yan, this vacation home offers the best of both worlds: peaceful lakeside living with stunning views, yet close enough to enjoy the area’s loca
Set on the serene shores of Keuka Lake, Maya’s Palace offers a tranquil and spacious lakeside retreat perfect for families or groups seeking a mix of luxury, comfort, and unforgettable Finger Lakes experiences. Named for the owner’s oldest daughter, this 4-bedroom pet-friendly vacation home exudes a summer-palace charm with nearly 200 f
Tucked away on the tranquil shores of Seneca Lake, Twin Oaks Lake Estate stands as a rare gem in the heart of New York’s Finger Lakes region—a stunning, private estate offering the perfect blend of upscale comfort and natural serenity. Designed for families and small groups seeking a peaceful and elegant lakeside experience, this 4-bedr
Nestled along a quiet, private road just off the famous Keuka Lake Wine Trail, midway between the charming towns of Penn Yan and Hammondsport, you’ll find the Dozens of Cousins Compound. This stunning lakefront vacation home is perfectly designed to accommodate large families and groups of friends seeking a welcoming, comfortable “home
Welcome to Crystal Palace, a stunning Finger Lakes vacation rental located on the scenic east side of Keuka Lake, where panoramic views of the lake’s iconic bluff meet the quiet charm of lakeside living. This spacious three-bedroom, two-bath vacation home offers the perfect combination of indoor comfort and outdoor beauty, making it an except
Crystal Waters is a serene retreat perfectly set along the central branch of Keuka Lake, where the lake’s unique “Y” shape creates some of the most breathtaking scenery in the Finger Lakes. This spacious vacation rental offers the perfect combination of comfort and convenience, making it an excellent choice for families and groups
Perched right on the shores of Glass Factory Bay on Seneca Lake, this delightful lakefront cottage offers one of the most stunning views in the Finger Lakes. Whether you’re seeking a peaceful retreat for a romantic getaway, a fun family vacation, or a small group adventure, this 2-bedroom pet-friendly vacation rental with space for up to 4 gu
Tucked along the Seneca Lake Wine Trail, just a short drive from Watkins Glen International, Stugan Seneca Lake House is a peaceful Finger Lakes vacation rental where Scandinavian charm meets lakeside serenity. Designed for both couples and families, this four-bedroom vacation home blends clean modern comfort with rustic coziness, creating the perf
Keuka Sunrise Retreat offers a stunning lakeside escape on the west side of Keuka Lake, combining modern comfort with breathtaking natural beauty. This four-bedroom pet-friendly lake home with space for up to nine guests is designed to provide an unforgettable vacation experience for families, friends, or anyone seeking a peaceful lakeside getaway.
Nestled along a peaceful, private road just off the renowned Keuka Lake Wine Trail, midway between the charming towns of Penn Yan and Hammondsport, you’ll find Dozens of Cousins — a beautifully remodeled Finger Lakes vacation rental designed with large families and friend groups in mind. This spacious lakefront vacation home offers the
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