Vacation rentals in Hammondsport

4.91 out of 5 average rating, 408 reviews

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

4.99 out of 5 average rating, 371 reviews

A charming lakeside house is positioned above the water, surrounded by lush greenery. A spacious deck extends over the lake, providing views through large windows. The exterior is painted in soft yellow, complemented by a blue awning, enhancing the cozy lakeside ambiance.

Guesthouse in Keuka Park

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.

A spacious great room featuring gleaming hardwood floors and large picture windows that provide panoramic views of the surrounding hills. A kitchen island stands prominently in the center, accompanied by a dining table with multiple chairs, creating an inviting space for gathering.

4.97 out of 5 average rating, 286 reviews

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.

4.94 out of 5 average rating, 290 reviews

A tranquil lakeside view during fall showcases vibrant foliage, with trees in shades of orange, red, and yellow. Crisp leaves blanket the ground, while the calm water reflects the colorful landscape. A wooden dock is visible in the background, inviting relaxation by the lake.

Home in Keuka Park

Mutual Fun Keuka Memories

If you are going to just hang out, do it at this beautiful setting on Keuka Lake. Child-Friendly. Wonderful swimming area! Scenic drives around the vineyards. Spacious, comfortable home along a very quiet road. Cozy All-Season getaway! Enjoy your own private beach and dock. Swim/float/kayak in pristine waters. Walk along the lake. Stargaze. Campfires on the shore. Wintertime retreat. Brand new leather sofa, chair and ottoman. Nice, warm fireplace. Snuggle inside and let it snow!

An outdoor seating area features a round fire pit surrounded by colorful chairs in shades of blue, red, and white. A floral umbrella provides shade, and flower planter boxes add a touch of greenery. The space is designed for relaxation and enjoyment.

4.97 out of 5 average rating, 347 reviews

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.

A spacious outdoor deck offers serene views of the calm lake, framed by lush green hills in the distance. Comfortable seating arrangements and a glass table invite relaxation, while a newly installed dock extends into the water, providing additional access to the waterfront.

4.87 out of 5 average rating, 104 reviews

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)

4.93 out of 5 average rating, 308 reviews

A cozy dining area features a round table surrounded by four wooden chairs. Two windows allow natural light to illuminate the space, accented by indoor plants and a small bookshelf in the corner. Warm wood flooring adds a welcoming touch.

Apartment in Pulteney

Pulteney Pleasure

Beautiful renovated apartment. Fully equipped kitchen for those who love to cook. Located on Keuka Wine Trail, on the west side of Keuka Lake, 3 min. from Point of Bluff Concert Venue. Close to Dr. Konstantin Frank Winery, 1886 Tasting Room, 3 distilleries and Steuben Brewing Co. 10 min. to Hammondsport and 15 min. to Penn Yan. Host is next door and offers farm to table dining options for guests. EV charger new in 2024. Also Pulteney Garden Escape for second option.

A welcome sign for Hammondsport is framed by vibrant autumn foliage. The sign features bold lettering against a backdrop of seasonal plants and landscaping, with a clear blue sky overhead. The setting emphasizes the natural beauty of the area.

4.91 out of 5 average rating, 105 reviews

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.

A lakefront cottage features a spacious deck with several lounge chairs arranged around a central table. An American flag is displayed prominently, and stairs lead to the upper level. A white fence encloses the patio area, enhancing the outdoor space.

4.99 out of 5 average rating, 100 reviews

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!

A two-story home features a blue exterior with white trim and large front windows allowing for ample light. A welcoming entrance is enhanced by a set of black railings leading up a concrete staircase. Surrounding greenery adds a natural touch to the property.

4.92 out of 5 average rating, 155 reviews

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!

A charming two-story cottage with a light siding exterior is surrounded by lush greenery. The inviting front porch features large windows for natural light, while the upper balcony adds a cozy dimension. A well-maintained garden borders the pathway leading to the entrance.

4.88 out of 5 average rating, 146 reviews

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.

5 out of 5 average rating, 115 reviews

A spacious loft-style living area features vaulted wood-paneled ceilings and ample natural light. Comfortable seating is arranged around a central coffee table, complemented by a large area rug. A kitchenette is visible in the background, along with a dining space, enhancing the open layout.

Barn in Hammondsport

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.

Popular amenities for Hammondsport vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Hammondsport

4.89 out of 5 average rating, 72 reviews

Cute Bungalow looking for TLC

4.88 out of 5 average rating, 33 reviews

Experience breathtaking views of Keuka Lake

4.92 out of 5 average rating, 25 reviews

Private Lakefront Cottage on Keuka Lake

A cozy family room is furnished with two leather sofas accented by decorative pillows. A wooden coffee table is centrally positioned, and a television is mounted against the wall. Natural light floods the space through large windows, with soft drapes partially drawn.

4.74 out of 5 average rating, 27 reviews

Charming 3 bedroom cottage on Keuka lake

Superhost

The tiny cabin features a rustic wooden porch with two black chairs positioned beside the entrance. A white door with glass paneling provides a welcoming entry. Surrounding gravel creates a natural setting, with outdoor seating and a campfire area visible nearby, framed by trees.

Tiny home in Hammondsport

4.93 out of 5 average rating, 27 reviews

40 Acre Silsbee Falls Tiny Cabin

5 out of 5 average rating, 40 reviews

Tiny home in Penn Yan

Keuka's Wine Barrel

The image captures a two-story cottage positioned along a tranquil waterfront, surrounded by lush green trees. A new dock extends into the water, while several kayaks and paddle boards rest on the sandy beach. Steps lead up to the home, with outdoor decks visible.

5 out of 5 average rating, 54 reviews

Your Keuka Lake Getaway starts here!

A charming outdoor space features a wooden deck leading to a tranquil lake. Two comfortable chairs are positioned near the water, offering a serene view. The cottage's entrance is framed by large windows, allowing natural light into the living area.