Holiday houses in Hammondsport

Private Forest View Suite: Deer&Scenic Lake Views

Comfortable private suite attached to the main house: own entrance + parking. Big windows with peaceful forest views; super private (no neighbors). Queen bed in a private room + pullout couch. Bauhaus + wabi-sabi modern decor with European art + local antique finds. Overlooks Keuka Lake as you pull up. In the hills of Hammondsport, NY (once named a top US place to live). 5‑min walk to Bully Hill Winery; 10‑min drive to 10+ wineries + distilleries/breweries. Wildlife: deer, foxes, rabbits, birds.

A Wise Getaway / Farm Cottage Near Keuka Lake

Welcome to A Wise Getaway Amish-Built 800 Sq Ft Cottage on 50-Acre Farm No Cleaning Fee Upfront - All-In Pricing *One-time $50 pet fee A peaceful retreat for couples, families & your four-legged friends 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $50 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

Lake View with Balcony- Private 2 bedroom chalet

Hidden and what a view! Private 1900' drive leads to custom built private chalet overlooking Keuka Lake. Forget your worries in this serene space while enjoying the indoor great rooms' panoramic views or outdoor wrap around balcony. Paths meander the acreage for you to explore. Located in the heart of wine country. Keuka boat/jet ski rentals within minutes. Bristol mountain and Watkins Glen State Park 35 minutes away. 8 min drive to town for restaurants & shopping. Keuka State Park 22 min away

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.

Hammy on a Rye I Hammondsport Village

Enjoy a relaxing stay in this beautifully remodeled Hammondsport home, just 1½ blocks from the Village Square and 4½ blocks from Keuka Lake. The home features a king bedroom, queen bedroom, 1½ baths, laundry, Smart TVs, Wi-Fi, private outdoor seating, and off-street parking. Walk to restaurants, shops, parks, and the lake. Minutes from award-winning wineries, breweries, museums, and Keuka Water Sports. Dog-friendly and ideal for couples, families, and Finger Lakes adventures.

Private and plentiful in Hammondsport NY

Hammondsport NY Easy walking just outside village. Spacious full downstairs. 1 queen bedroom and 1 queen pull out sofa full bathroom, kitchen, livingroom and seasonal front room . Walking distance to beautiful Keuka Lake beaches, parks , boat/jet ski rental, restaurants, bars and many attractions. 5 minute drive to several Wineries,Breweries, Antiques, Glen H.Curtiss Museum , Boat Museum and Fingerlakes trail. Beautiful senic overlooks along both sides of the lake.

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.

The Nautilus

Relax at The Nautilus, a spacious 2BR/2BA lower-level unit in the historic Carriage House at J.S. Hubbs Guest House—just steps from Keuka Lake and Hammondsport’s Village Square. Perfect for two couples or friends, it features a full kitchen, cozy living area, Roku TVs, and off-street parking. Named for our mom’s link to Admiral Rickover and the USS Nautilus, this retreat blends history, comfort, and privacy.

Shalestone Landing (Lakeside Tiny House)

As the name suggests, Shalestone Landing sits nestled in at the bottom of our home vineyard, atop layers and layers of hidden shale.....perfect for growing grapes! This quaint and comfortable tiny house is located on the west side of Keuka Lake offering lakeside views of gorgeous Keuka Lake. Shalestone Landing is perfect for a couple or small family (up to 4) looking to get away!

Luxury Forest Retreat: Outdoor Sauna & Plunge Tubs

Escape to The Hideaway, a private spa-inspired cabin on 30 acres in the Finger Lakes. Perfect for 8 guests, this 4-bed, 2-bath retreat offers a barrel sauna, outdoor soaking tubs, and serene forest views. Located on the Keuka Lake Wine Trail, it's the ultimate blend of seclusion and luxury. Enjoy fast Starlink Wi-Fi and a fully equipped kitchen for a relaxing getaway.

Family Fun in the Village

Enjoy your own little home away from home in downtown Hammondsport. This sweet home is recently remodeled and located just a short walk from downtown Hammondsport and Keuka Lake. We are also just a short drive from some of the best wineries and breweries in the area!

The Barn at Graystones

The Barn at Graystones is a private spacious loft-style rental with a tennis-pickleball court and brand new amenities. Enjoy a relaxing stay with lake views, conveniently located in the heart of the Finger Lakes region. A perfect getaway for two.