Holiday houses in Hammondsport

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)

A Mighty Vine View! New Remodel 4BR 3 Full Baths

Major remodel is COMPLETE! All new furnishings, added a third full bathroom on the 2nd floor, fourth bedroom on the 1st floor, kitchen renovation, central heating and cooling and much more. ‘A Mighty Vine View’ is a rare gem for the area. A great location, vineyard views, fiber optic internet, newly remodeled, 4 private bedrooms, and 3 full bathrooms. Nestled at the base of Bully Hill Vineyards, A Mighty Vine View is in the perfect location to Keuka Lakes best offerings.

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.

Family Thyme

Holiday Stay at Family Thyme Seasonal savings included in the price 🔥 Inviting fireplace for cozy evenings 🏡 Well-equipped home with a welcoming feel 🎿 Conveniently located a short drive from Swain Ski Resort 🛏️ Ideal for families and extended stays Perfect for holiday travel and seasonal visits ✨ Special seasonal rates are already applied to select holiday dates. ✨ Simply choose your dates to see the discounted price reflected automatically.

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.

Bed n' fix your own damn Breakfast

Come and sit on the Veranda with a glass of wine and some cheese. You will be one block from restaurants and shops and 2 blocks from a public beach for swimming and fishing on Beautiful Keuka Lake. Many wineries, breweries and distilleries within close driving distance. There are also a handful seasonal restaurants right on the water. This is a place to slow down and recharge.

Cottage on the Square in the Heart of Hammondsport

The Cottage offers the best of both worlds – the Village Square with fine shops, pubs & restaurants – and Keuka Lake for boating, fishing & natural beauty . . . all within a short walk! And for wine enthusiasts, a better location could not be found.