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. 


Properties Available 99 properties available
Located minutes away from "The Coolest Small Town in America," Hammondsport, NY, and award winning wineries, take a relaxing break from every day hustle and bustle and enjoy a cozy retreat on Keuka Lake when you stay at Fairhaven.Fairhaven will welcome you “home” to the lake the minute you pull into the driveway.  Whether
Fairhaven
Keuka Lake
Bedrooms 5 bedrooms
Full Bathrooms 3 Full baths
Half Bathrooms 1 Half baths
Guests 10 guests
Nestled on the north west tip of ‘Y’ shaped Keuka Lake, Lady of the Lakes Suites 4 is one of a 5 apartment lodging facility, perfect for couples or small families. Inquiries can be made to rent all five units for small weddings, family reunions or area events.Beautifully decorated with a "Flight Over Keuka" theme, the color sc
Lady of the Lakes Suites 4
Keuka Lake
Bedrooms 2 bedrooms
Full Bathrooms 1 Full baths
Guests 4 guests
One of the most cozy and convenient cottages on Keuka's east side!You can enter the home from the first or second floor. First floor features an updated kitchen, spacious living room, a dining nook overlooking the lakefront, and a screen porch for dining or enjoying the view. Two bedrooms are located on the first floor as well as a full bathroo
Lake Haven
Keuka Lake
Bedrooms 5 bedrooms
Full Bathrooms 3 Full baths
Half Bathrooms 1 Half baths
Guests 14 guests
Take your dream vacation at the luxurious Stargazer, located on the southeast side of Keuka Lake. During your stay you will enjoy the spacious layout with high-end furnishings with a beautiful deck just steps away from the gradual beachfront.Park in the circular drive and with the virtual tour option, enter the upper level where you will first noti
Stargazer
Keuka Lake Pet Friendly
Bedrooms 4 bedrooms
Full Bathrooms 3 Full baths
Half Bathrooms 1 Half baths
Guests 6 guests
Are you looking for the ultimate vacation destination? This gorgeous contemporary home offers elegant and modern accommodations, located right in the heart of the Seneca Lake Wine Trail.Situated on a quiet, dead end road, makes this location excellent for walking and biking. There is parking above the house for 3 vehicles, and the driveway features
The Grape Escape
Seneca Lake
Bedrooms 4 bedrooms
Full Bathrooms 3 Full baths
Half Bathrooms 1 Half baths
Guests 12 guests
Nested just south of the Basin Marina, The Kove is the perfect Keuka Lake retreat! This 4-bedroom, 3 bath home is an ideal Finger Lakes getaway for friends and family to gather under one roof. Ample wineries, wedding event centers and the Keuka Lake State Park are all just minutes away.Inside, knotty pine accents can be discovered throughout this l
The Kove
Keuka Lake
Bedrooms 4 bedrooms
Full Bathrooms 3 Full baths
Guests 12 guests
Located just five miles from downtown Penn Yan, this property is tucked away in a beautiful neighborhood on East Lake Road. Privacy is afforded by the ample space between neighboring homes.The cottage sits on the water’s edge and has a gorgeous view of Keuka Lake. The French doors in the living room open to a glass enclosed porch where guests
Lucky Catch
Keuka Lake Pet Friendly
Bedrooms 1 bedrooms
Full Bathrooms 1 Full baths
Guests 5 guests
Memory Lane, ideal whether you’re coming for an annual family reunion or your first Keuka Lake wine tour getaway.  This three-story, eight bedroom, five-and-a-half bathroom home is spacious enough to allow for all your vacationing family and friends to enjoy the wonderful benefits of lakeside living.  Make yourself right at home in
Memory Lane
Keuka Lake Pet Friendly
Bedrooms 8 bedrooms
Full Bathrooms 5 Full baths
Half Bathrooms 1 Half baths
Guests 20 guests
Nestled along the Seneca Lake Wine Trail not far from Watkins Glen International you'll find Stugan Seneca Lake House.  Perfect for a couple's retreat or family vacation, this 4-bedroom home is an ideal combination of Sweden meets the Finger Lakes to join in a quintessential cabin getaway.Lake views greet you as you pull down the drive
Stugan Seneca Lake House
Seneca Lake
Bedrooms 4 bedrooms
Full Bathrooms 2 Full baths
Guests 8 guests
Looking for a relaxing vacation, in a beautiful lakeside home? Look no further than Chateau Esperanza! This tastefully decorated, 3 bedroom, 2 bath home is nestled below a scenic overlook, faces west for you to enjoy fabulous Keuka sunsets, yet still minutes away from Penn Yan! Enter through the rear of the house into the open hallway. To your
Chateau Esperanza
Keuka Lake
Bedrooms 3 bedrooms
Full Bathrooms 2 Full baths
Guests 10 guests
Nestled where rustic charm meets modern convenience, Keuka Pines offers the ideal retreat for large families seeking a memorable getaway on the shores of Keuka Lake.Step into the main house's entry level, where you'll find a brand-new kitchen featuring stylish two-tone wood cabinets and a spacious island—perfect for family gatherings
Keuka Pines Compound
Keuka Lake
Bedrooms 6 bedrooms
Full Bathrooms 4 Full baths
Guests 23 guests
Nestled along a quiet, private road just off the Keuka Lake Wine Trail, and midway between Penn Yan and Hammondsport you’ll find recently remodeled; Dozens of Cousins.  Perfectly designed for large families, this lake house is the perfect “home away from home.”A white picket fence provides a country farmhouse feel, but offers
Dozens of Cousins Estate
Keuka Lake Pet Friendly
Bedrooms 6 bedrooms
Full Bathrooms 3 Full baths
Guests 12 guests

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