Vacation rentals in Hammondsport

4.9 out of 5 average rating, 357 reviews

A cozy cottage is set amidst greenery, featuring a wheelchair-accessible ramp leading to a wooden deck. A round table with an umbrella is positioned beside the deck, surrounded by a manicured lawn and tall trees in the background.

Cottage in Hammondsport

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! A peaceful retreat for couples, families & your four-legged friends Just 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $40 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill 📺 Premium DIRECTV + Sports Packages Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

Guesthouse in Hammondsport

A deck area is shown, featuring several outdoor chairs arranged around a small table. Natural light is visible through large windows of the cottage, while a serene view of trees and sky enhances the space.

4.96 out of 5 average rating, 113 reviews

Waterfront Cottage with moorage on Keuka Lake

Charming cottage on the waterfront with a beautiful view of the lake. Direct access that’s mere steps to the water with large dock/mooring for swimming/watersport fun. Fully furnished with a great kitchen, outdoor grill and a comfy queen sized bed. It's only 5 miles to the town square with lots of cute shops & quaint restaurants. Close to a variety of wineries, craft breweries & hiking/biking trails. A short drive to the Glenn H. Curtiss Museum and just over the hill from Watkins Glenn raceway!

4.99 out of 5 average rating, 360 reviews

A single-story lake house is pictured, featuring a light yellow exterior with large windows and a spacious deck. The deck extends toward the water with a railing and seating area visible. Surrounding greenery enhances the natural ambiance of the lakeside setting.

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, cycling, swimming, kayaking and canoeing. It's a great place for couples, solo adventurers, and pets who like to swim. Please note: a local occupancy tax of 4% is already included in the price you pay. As of 2025, New York State charges sales tax which is added to the amount you pay when booking the space.

The exterior of a two-story farmhouse is showcased, featuring white siding and several windows. A porch is visible on the right side, and a charcoal grill is located on the left. A grassy lawn surrounds the house, enhancing the open space.

4.96 out of 5 average rating, 138 reviews

The House At the Y - A quaint stay in wine country

Enjoy a stay in the heart of the Finger Lakes overlooking Keuka Lake, minutes from the historic Village of Hammondsport. Take in the many local attractions and world renown wineries, craft breweries and distilleries with Steuben Brewery and Point of the Bluff Winery being your next-door neighbors. Within a short drive you can find local restaurants, museums, amusement parks, golf courses, hiking trails, boat/kayak rentals along with fishing and swimming areas at the head of Keuka Lake.

4.93 out of 5 average rating, 272 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 is shown with a black circular table surrounded by four light-colored Adirondack chairs. The home features a welcoming entry with a white porch, and the gray exterior includes two windows flanked by dark shutters.

4.99 out of 5 average rating, 122 reviews

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

4.93 out of 5 average rating, 298 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.

Superhost

A modern kitchen features light gray cabinetry and stainless steel appliances, including a refrigerator and microwave. A large wooden island serves as a central workspace and eating area. Exposed wooden beams enhance the ceiling, while ample natural light brightens the space.

4.89 out of 5 average rating, 134 reviews

Pleasant Valley Farmhouse

This recently remodeled farm house is located in Pleasant Valley, 5 minutes from downtown Hammondsport and Keuka lake. Originally built in 1920, this house now boasts a brand new open concept kitchen with high end utilities, up dated bathrooms with built in tile showers, three bedrooms, a dedicated laundry room, outdoor patio with picnic table and a fire pit. The property is secluded and private offering a quiet and relaxing atmosphere for your Keuka lake get away.

Tiny home in Hammondsport

The tiny house features charming architecture with a combination of wooden accents and white siding. A cozy front porch is accessible from the exterior, surrounded by greenery, while a decorative American flag adds a touch of character.

4.97 out of 5 average rating, 210 reviews

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!

Guest suite in Hammondsport

A welcoming veranda features white wicker chairs arranged around a small table. Bright yellow flowers are positioned near the steps, complementing the grey siding of the house. Natural light filters through the nearby windows, enhancing the inviting outdoor space.

4.88 out of 5 average rating, 194 reviews

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.

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.

4.9 out of 5 average rating, 143 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.

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Popular amenities for Hammondsport vacation rentals

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Pool

Free parking on premises

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Other great vacation rentals in Hammondsport

4.95 out of 5 average rating, 20 reviews

A cozy cabin is set amidst a forested area, featuring a large glass door that allows natural light to illuminate the interior. Outdoor seating is arranged on a patio, accompanied by a grill and a fire pit. An American flag gently flutters in the breeze.

Cabin in Hammondsport

Cow Valley Cabin

Guesthouse in Hammondsport

A welcoming entrance opens to a spacious living area, featuring a comfortable sofa and a wooden table. A large bed is visible at the back, framed by neutral-toned walls. Decorative elements include a sailing motif and star, enhancing the room's character.

5 out of 5 average rating, 17 reviews

The Champlin Carriage House at Keuka Lake

Superhost

The image captures the serene view of Waneta Lake, framed by colorful autumn foliage across the water. The calm surface of the lake reflects the surrounding trees, while a stretch of greenery with a low stone border is visible in the foreground.

Home in Dundee

5 out of 5 average rating, 4 reviews

The View

Apartment in Hammondsport

A charming studio apartment features a red exterior, complemented by a well-maintained wooden deck leading to the entrance. A large window allows natural light to fill the space, while hanging flower baskets add a touch of color. The view highlights proximity to the water.

4.99 out of 5 average rating, 75 reviews

Keuka Gem

Camper/RV in Hammondsport

The outdoor area showcases a gravel patio with a retro Airstream and a tiny home in the background. Lounge chairs and woven seating provide options for relaxation, while bistro lights hang above, enhancing the atmosphere amidst the greenery of surrounding trees.

4.94 out of 5 average rating, 17 reviews

70's Airstream Glamping

A spacious living area features a large, light teal sectional sofa arranged for comfort. A glass coffee table is centered on a geometric-patterned rug. Numerous windows allow natural light to illuminate the space, highlighting views of the lake and surrounding hills.

4.91 out of 5 average rating, 23 reviews

Private Lakefront Cottage on Keuka Lake

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.

4.91 out of 5 average rating, 137 reviews

Family Fun in the Village

An aerial view of the property reveals a two-story house surrounded by lush greenery. A private pool is located adjacent to the house, while a circular fire pit area with seating is positioned on the spacious, open yard.