Holiday rentals in Hammondsport

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

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

2br Chalet with Hot Tub on a 30+ acre vineyard

Welcome to Whispering Pines, an immaculate 2 bedroom, 1.5 bath chalet on a vineyard overlooking Keuka Lake. Relax on a large, private deck equipped with a year-round hot tub while taking in the beauty of the surrounding vistas. At night, you will be treated to breathtaking panoramas of the celestial bodies above. Located within 10 miles from many wineries, breweries, restaurants, wedding & event venues and local attractions. Truly a unique place to enjoy all that the Finger Lakes has to offer.

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 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.

Tiny Vineyard Mirror House with Sauna & Hot Tub

Introducing Le Petit Miroir, a mirrored tiny house in the heart of Finger Lakes Wine Country on 20 scenic private acres. House features a sauna, hot tub, queen size bed, cozy living space and chic shower. Dine al fresco outside under the stars with bbq grill and fire pit. The mirror house interiors are not visible from the outside during day, only from inside can you view out to adjacent vineyard. 5 min drive to Keuka Lake. 4 day minimum July/August

Hubbs Cellar

Keep it simple at this peaceful and centrally-located getaway. Hubbs Cellar is a cozy, stylish one-bedroom retreat just steps from Keuka Lake and Hammondsport’s Village Square. Part of the historic J.S. Hubbs Guest House, it features a fireplace, Roku TVs, a bistro area with wine fridge, and a handcrafted dining space. Includes Lovesac furniture that converts to a full bed and off-street parking. A perfect blend of comfort, charm, and history.

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!