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
Escape to Stargazer, an elegant four-bedroom pet-friendly lakefront home perched on the southeast side of Keuka Lake! With 110 feet of private waterfront, multiple decks, space for up to 6 guests, a private hot tub, and high-end furnishings throughout, this retreat is designed for relaxation, entertainment, and making lasting memories. Whether you&
What’s the best part of renting a classic lake home? The view—and at Bolton Landing on the Bluff, you’ll enjoy some of the most breathtaking scenery on Keuka Lake, from sunrise to sunset. Nestled along East Bluff, this spacious getaway is just minutes from award-winning wineries and the charming town of Penn Yan, giving you endles
Escape to Summer Haven, a stunning two-story lakefront vacation rental in the heart of the Finger Lakes Wine Country. With 80 feet of private waterfront, multiple outdoor living spaces, and expansive interiors designed for comfort and relaxation, this 5-bedroom retreat with space for up to 8 guests is perfect for families or groups seeking both lux
Situated along the glistening shoreline of Seneca Lake, Schoolhouse Cottage offers guests a truly one-of-a-kind Finger Lakes escape! Once a functioning schoolhouse, this remarkable three-bedroom home with space for up to ten guests has been carefully restored and renovated to create a vacation rental that combines the history and character of its p
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
Sapphire Shores Retreat is a stunning lakeside haven designed for families and groups seeking a memorable getaway in the heart of New York’s Finger Lakes region. Nestled along the west side of Keuka Lake, this five-bedroom, three-bathroom home with space for up to 10 guests blends comfort, style, and breathtaking lake views to create the ulti
Coming in 2026! An additional bathroom and a half will be added to Hook Wine and Sinker! The bedroom to the north will gain a full bathroom and the game room to the south will gain a half bathroom. The description below reflects the property updates with the addition of the new bathrooms.Escape to the beauty of Seneca Lake and ind
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
Maison Du Lac is a stunning 4-bedroom lakeside retreat on Keuka Lake, offering the perfect combination of relaxation, comfort, and style. Whether you’re planning a romantic escape or a family vacation, this beautiful vacation home provides a memorable lakeside experience. With three levels of living space, breathtaking views of the water, and
Keuka Pines Compound offers an unparalleled lakeside retreat for families and groups seeking a combination of comfort, charm, and natural beauty on Keuka Lake. Nestled along 50 feet of waterfront, this expansive property with 6 total bedrooms features a main house and two cozy bungalows, providing plenty of space for everyone while maintaining the
Experience lakeside living at its best with Fun in the Sun—a beautifully maintained Keuka Lake 3-bedroom retreat with space for up to 8 guests that combines comfort, convenience, and classic Finger Lakes charm. Perfectly situated within walking distance of Penn Yan’s local shops and restaurants, Red Jacket Park and Playground, and Morga
Nestled along the peaceful shores of Seneca Lake, Lake Reflections is a welcoming three-bedroom vacation rental that perfectly blends comfort, character, and classic Finger Lakes charm. Located between Hobart and William Smith Colleges and the Watkins Glen International Race Track, this inviting lakefront home places you right in the heart of the r
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