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!

Champlin House at Keuka Lake

Bring the whole gang to this beautiful restored 6 bd/5 ba historic mansion with easy access to Keuka Lake & village square. Stroll 2 minutes to the beach, shop the grocery next door, or make a short drive to many wineries, distilleries & breweries. You get the best of both- lake life & walkability to the village nightlife and conveniences. See why Hammondsport was named America's Coolest Small Town by Budget Travel Magazine and why this home is listed on the National Register of Historic Places.

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.

*New* Keuka View/No Steps to lake*Sleeps 8/ kayaks

Delightful 4 bedroom, 3.5 bath lake house located on the Keuka Wine Trail. This comfortable home *SLEEPS 8 people and is just the right size for that perfect week or weekend on the lake. Enjoy gorgeous lake views from the many windows inside the home and outside on the newly built deck. This year round get-a-away sits on 75 feet of walk in level lake front. “Due Time” is the perfect home close to top-notch wineries, restaurants and all that this region has to offer. Strict *No Pets Policy.

Your Keuka Lake Fall Getaway starts here!

The perfect Keuka Lake get away! Enjoy a relaxed and rejuvenating stay at our private lake front cottage. Located approx. 1/2 mile from the charming town of Hammondsport, August Dream has something for everyone to enjoy. This 1,800 square foot home boasts 81 feet of walk-in shale beach a new permanent dock and deck and a renovated kitchen. Our home features 3 bedrooms and 2 full bathrooms with two open living spaces. Enjoy amazing views of Keuka lake from our large double decks. A true oasis!

Amity Rose, 5 bed home, free WiFi, close to town

The home has formally been know as Amity Rose Bed and Breakfast. It consists of 5 ensuite rooms and a half bath in the main common room downstairs. Your whole group will enjoy easy access to everything from this centrally located home, just a 10 minute walk to town, restaurants and waterfront, and wineries in driving distance. The outdoor space consists of a new large side porch, a grill and a fire pit for night time gatherings after a day of wine tours from the many wineries in the area.

The Manor House Estate

The Manor House Estate is a premier 5,000 sf lake-view estate located directly on the Keuka Lake Wine Trail within proximity of over 100 Finger Lakes wineries, breweries and distilleries and a few miles from some amazing dining establishments, retail shops, museums and more. Nowhere can you find an affordable place this large and amazing! Boat, kayak and other rentals available within two miles! Perfect for weddings and other events! Inquire within for more details. 16 person maximum

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)

Historic Village Home 1 Bedroom Newly Renovated

Historic Hammondsport Home formerly "Motts Boarding House" Circa 1901. Stay in this Unique (1) Bedroom Suite, Guests Such as Glenn Curtiss, Alexander Graham Bell and Theodore Roosevelt once stayed! Newly renovated, open kitchen, open patio, a/c. Private Entrance. Walking distance to the Village Square, where you can enjoy local eateries like the Timber Stone Grill and the Park Inn. Two Blocks from Beautiful Keuka Lake. Private off street parking, Quiet Neighborhood.

Modern Lakeside Villa with Pool and Hot Tub

Introducing Esprit Bleu, a newly built and designed lakeside villa vacation home in the heart of Keuka Lake Finger Lakes wine country, situated on 20 private acres of uncut meadow. 5 day minimum July/Aug The home features 3 bedrooms downstairs and an open floor plan upstairs with views of the adjacent vineyard and just a 5 minute drive to Keuka Lake. Pet friendly An inground heated pool May-Oct and hot tub highlight this home that stuns all year. Pets permitted.

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.