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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.

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.

Secluded Cabin, Hot Tub, Fire Pit, Pets, Grill

Escape to the Black Birch Cabin – a stylish, romantic hideaway designed for couples. Tucked away in the heart of the woods, this cozy cabin offers ultimate seclusion w/ a private hot tub, a crackling fire pit, and serene forest surroundings. Perfect for unwinding together, whether stargazing by the fire, playing board games, enjoying the peaceful ambiance, or simply reconnecting. The Black Birch cabin invites you to relax, recharge, and create unforgettable memories in a truly magical setting.

Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets

Discover Creekside Hideaway – the perfect romantic getaway. Nestled by a tranquil creek, this cozy retreat features a private hot tub, a crackling fire pit, and a gas fireplace for ultimate relaxation. Surrounded by nature, it’s ideal for unwinding together, exploring nearby trails, or simply savoring peaceful moments. Whether reconnecting over a fire or soaking under the stars, Creekside Hideaway offers a serene escape to create lasting memories in a secluded, scenic setting.

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)

A-Frame on Keuka Lake

This house has a suite with a king bed, mini-kitchen, and a full bath (shower). There is a second bedroom with a queen bed and a separate bath (tub/shower). There is a large living room, a full eat-in kitchen and an outdoor grill. Extra seating including a dining table and picnic table is available on the deck overlooking the lake. There is a separate rental unit (Keuka Beach House) along the lake that shares the beach and dock, just a one-minute walk down the hill.

Family & Dog Friendly Retreat | 2mi to Keuka Lake

Private 3-acre retreat minutes from Hammondsport and Keuka Lake. Perfect for families and dog lovers, featuring a large yard, fire pit (wood included), covered deck, and outdoor games like disc golf and cornhole. Sleeps 5 with a king bedroom, bunk room, and futon. Enjoy a full kitchen, laundry, and dedicated office space. Peaceful and secluded, yet close to wineries, breweries, museums, and the Finger Lakes Trail. 30 minutes to Watkins Glen, Naples, Corning, & Penn Yan.

Hawks Landing - Your Romantic Getaway! New Pricing

Welcome to Hawks Landing Cabin… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cabin!

The Cabin

Experience true relaxation at this updated cabin just up the hill from the beautiful small town of Hammondsport, NY and the head of Keuka Lake. Explore the countless wineries nearby making up the Keuka lake wine trail, along with several breweries and distilleries. Surrounded by picturesque wooded landscape and open fields, enjoy cooking on the grill, over a campfire, or chose one of the unique restaurants in downtown Hammondsport or others nearby.

Seasoned Valley Homestead

Nestled in a quiet farming valley, our cozy rustic homestead offers the perfect countryside retreat. Escape the hustle of everyday life and slow down with fresh country air, wide open spaces, and plenty of room to relax. Whether you’re looking for a peaceful getaway or a taste of simple farm living, our homestead is the perfect place to unplug, unwind, and make lasting memories—whether for a weekend or a longer stay.

Keuka's Wine Barrel

Escape to a truly unique getaway a custom-built Wine Barrel tucked along the Keuka Lake Wine Trail. This cozy, pet-friendly retreat comes with all the hotel comforts plus Wi-Fi for modern convenience. Spend your days wine tasting, hiking scenic trails, or exploring the Finger Lakes, then unwind by the fire under a canopy of stars. A one-of-a-kind stay designed to be as memorable as the setting itself.