Holiday rentals in Hammondsport

Keuka Lake View Farmhouse • Walk to Weis Vineyards

Wake up to beautiful views of Keuka Lake, spend the day exploring the Wine Trail, and unwind on the porch with a glass of local wine. This beautifully restored 1800s farmhouse sits directly across from Weis Vineyards, a three-time New York Winery of the Year, and is just minutes from four additional wineries, a brewery, a distillery, and a lakeside restaurant. Just 8 miles away, the charming village of Hammondsport offers unique shops, restaurants, public lake access, and kayak and boat rentals!

Point of View at Keuka Lake, NY

Nestled in the trees on the banks of Keuka Lake, this newly decorated cozy cottage awaits your arrival. Located 1/2 mile from Champlain Beach where you will relax, swim and picnic, and one mile from the Village Square in Hammondsport where you will enjoy boutique and antique shops, as well as amazing local restaurants for the foodie in you. There are plenty of award winning wineries, breweries and distilleries within a 10 mile radius. Come and visit us in the "Coolest Small Town in America".

Keuka Beach House - Glamping at its best!

My place is right on the lake and great for summer activities. The deck hangs out over the water overlooking the beach and dock. Outdoor opportunities include your own hiking trail on five acres of land behind the house, cycling, swimming, kayaking and canoeing. It's a great place for couples, solo adventurers, and pets who like to swim. Currently, New York State charges 8% sales tax and Yates County charges 4% Occupancy Tax which is added to the amount you pay when booking the space. Sorry.

Heard It View The Grapevine

Walking distance to Dr. Frank's Winery, Barrelhouse 6 Distillery, & Divided Sky Winery. A 6 minute or less drive to Point of the Bluff Winery & Concert venue, Keuka Brewing, Krooked Tusker Distillery, Steuben Brewing, Heron Hill Winery & Bully Hill Winery. Panoramic clear views boast from this hilltop hideaway. Perfect family vacation or couples getaway spot for the ultimate Finger Lakes retreat. Fiber Optic internet at the house. Rare for this area - better speeds and more reliable service.

Keuka Lake View Wine Trail Suite & Private FirePit

The perfect spot for Keuka Lake and vineyard views in this beautifully designed home for up to 6 guests. Enjoy an open-concept living space, fully equipped kitchen, spacious dining area, cozy lounge, and modern bath. Outside, relax by your private fire pit with panoramic lake and hillside scenery. Minutes to award-winning wineries, craft breweries, swimming, boating, and sunsets. Ideal for wine tours at neighboring vineyards, lake adventures, or simply unwinding in the Finger Lakes.

Hammy on a Rye 2 Hammondsport NY

There have been professional photos done by the Airbnb photographer, and they are finally here! This is the 2nd Hammy on a Rye right next door to the original Hammy on a Rye started almost 4 yrs ago. This is similar in size and layout as the other home. It has two king-size bedrooms, 2 full baths, a kitchen, a dining room, a living room, laundry, and central air. There is also plenty of off-street parking available. We are putting together the gas firepit and seating now

Visions on Keuka Lake-Waterfront!

VISIONS ON KEUKA -NEW DOCK, Outdoor shower -Waterfront cottage -1/2 mile from Downtown Hammondsport -3 bed/2 bath (Sleeps 8 W/ 1 King, 1 Queen, Twin Bunks & Loft with Twin/Full) -12 wineries/breweries in 10 mile radius & great restaurants! -40+ stairs from the road to the house. -Parking is limited. -There is a $325 cleaning/septic fee. If you have more then 6 people and pets you must contact host first b/c there are additional fees ($50/person per day & $50 dog/per-day)

Junior's Suite

Enjoy a bright and inviting stay in this charming upstairs unit of the historic Carriage House at J.S. Hubbs Guest House. Junior’s Suite features two bedrooms, one bathroom (with tub), and a spacious living area — perfect for families or friends exploring Keuka Lake and Hammondsport’s Village Square, just steps away. With Roku TVs, comfortable furnishings, and off-street parking, it’s a welcoming home base filled with character, comfort, and a touch of family history.

Unit 6-Studio apartment @ The Champagne House

**Exciting News: The Champagne House is Under New Ownership!** Unit 6 is situated on the first floor of this charming four-unit apartment house. Featuring a comfortable king-sized bed, two cozy chairs, a fireplace, and efficient AC/heat via a mini-split system. Enjoy your morning coffee with a Keurig coffee maker, and take advantage of the spacious bathroom equipped with a walk-in shower, mini fridge, ample counter space, and a hair dryer.

Cozy Cottage in the village of Hammondsport

Escape to this newly renovated 2 bedroom 2 bath home, just an 8-minute stroll to the heart of Hammondsport. Sip your morning coffee on the porch and enjoy the morning sun and the charm of the hills of Pleasant Valley. After a day of exploring the Finger Lakes' area, soak your cares away in the hot tub or relax in front of the outside gas fireplace. This home is ideal for a single couple or two couples seeking a refreshing getaway.

Keuka Lake Views, Pool, Fenced yard for everyone

Located along the Keuka Wine Trail, this home offers convenience, views and so much more. This 2 bedroom, 2 bath home, 2 bed cots is ideal for a family retreat to the Finger Lakes. Swimming pool will possibly available by June 16. Just 2 miles to Depot Park where you can enjoy swimming, kayaking or taking a boat tour on Keuka Lake

Slalom Run (Lakefront Cottage)

The beautiful lakefront home sits directly across the road from one of our residential vineyards on gorgeous Keuka Lake. It is a little slice of heaven, perfect for a couples getaway or small family! This charming cottage is complete with recent exterior improvements and all of the comforts of home inside!