House vacation rentals in Hammondsport

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Top-rated house rentals in Hammondsport

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Top guest favorite
A hilltop retreat is depicted from an elevated view, showcasing a contemporary two-story home with a dark roof. Lush green fields surround the property, leading to distant hills and the shimmering waters of Keuka Lake, creating a scenic backdrop.
Home in Hammondsport
4.97 out of 5 average rating, 287 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.

Top guest favorite
The image captures a stunning lakeside view framed by large floor-to-ceiling windows. Soft pink and orange hues from the sunset reflect on the tranquil water, creating a serene ambiance. Outdoor seating is visible on the deck, allowing for enjoyment of the picturesque scenery.
Home in Rushville
4.96 out of 5 average rating, 217 reviews

Lake House-Sunset Views-HOT TUB-Couples Retreat

Escape to the private and secluded Sunset Sanctuary where you can relax and enjoy 180 degree breathtaking views of Canandaigua Lake during the day and stunning sunsets from the wrap-around deck in the evenings. Enjoy amenities such as a hot tub, a cinematic experience, a grill and a fire pit. You are minutes from all Canandaigua has to offer-from CMAC, Canandaigua Boatworks, Deep Run Beach, and all the locally owned restaurants, shops and tasting rooms that make the Finger Lakes so iconic!

Top guest favorite
An open-concept living area showcases a blend of modern and vintage styles. Stylish leather and fabric sofas are arranged on a soft area rug. A well-appointed kitchen is visible in the background, complemented by a large dining table, glowing pendant lights, and wood accents throughout.
Home in Burdett
4.98 out of 5 average rating, 263 reviews

1800s Post Office Turned Luxury Couples Getaway

Welcome to 1800 House, a post office turned modern vintage oasis, minutes from the Finger Lakes wine trail. With wide-plank floors, vintage art, a newly renovated chef's kitchen, this second floor home brims with romance and soul. Perfect for a couples getaway or vacation with friends, guests can relax in the clawfoot tub, sleep soundly in the plush, hotel-style bed, and explore the Finger Lakes wine trail. Experience old-world charm with modern luxury in this truly one-of-a-kind listing.

Top guest favorite
The estate is surrounded by lush greenery, with expansive landscaped grounds leading towards a charming two-story structure. A spacious deck can be seen at the back, offering views of the rolling hills and trees in the distance under a clear blue sky.
Home in Hammondsport
4.96 out of 5 average rating, 114 reviews

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

Top guest favorite
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
4.94 out of 5 average rating, 290 reviews

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!

Top guest favorite
A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.
Home in Naples
4.99 out of 5 average rating, 155 reviews

The Lakeview House in South Bristol

Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

Top guest favorite
A comfortable living room features a light blue color scheme and various seating options. A cozy fireplace is positioned beneath a decorative mirror. Vibrant patterned rugs add warmth to the space, which includes a wooden dining chair and a side table with a lamp.
Home in Hammondsport
4.99 out of 5 average rating, 151 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

Guest favorite
A well-equipped kitchen features light grey cabinets, a spacious countertop, and a dining table with four wooden chairs. Appliances include a refrigerator, stove, and microwave. A decorative rug lies on the floor, adding warmth. Wall art and simple decor elements enhance the inviting ambiance.
Home in Hammondsport
4.92 out of 5 average rating, 106 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.

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.
Home in Hammondsport
4.88 out of 5 average rating, 147 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.

Top guest favorite
An inviting kitchen area features a compact dining table with two chairs, a refrigerator, and a microwave. Light-colored cabinetry contrasts with the warm yellow walls. A comfortable seating area is present, and a door leads to the outdoor space, allowing natural light to fill the room.
Home in Geneva
4.98 out of 5 average rating, 109 reviews

Suite #1 - New Duplex on Seneca Lake Wine Trail

Located in the town of Geneva and on Seneca Lake Wine Trail. Across the street from Belhurst Castle where you can enjoy lunch, dinner, and wine tasting while taking in the views of Seneca Lake. Short drive to downtown and other local shopping. Great for a couple or friends get-away! You'll want to enjoy the surrounding lakes, waterfalls, vineyards & breweries, farmers markets, any many restaurants in the area.

Top guest favorite
Home in Watkins Glen
4.9 out of 5 average rating, 147 reviews

Watkins Glen Country Living

Kick back and relax in this calm, stylish space located in the country setting of Watkins Glen, NY. The whole house is dedicated to your enjoyable guest experience with 3 king bedrooms and 2 full bathrooms, of which the master bath has both a shower and jetted tub. Come enjoy the peaceful setting surrounded by fields and beautiful views. The interior of the house was completely remodeled and painted in 2024.

Top guest favorite
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.
Home in Hammondsport
4.92 out of 5 average rating, 156 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!

Popular amenities for Hammondsport house rentals

When is the best time to visit Hammondsport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$37,247 GYDG$37,247 GYDG$42,269 GYDG$43,525 GYDG$45,199 GYDG$43,106 GYDG$46,664 GYDG$48,128 GYDG$43,525 GYDG$40,805 GYDG$40,805 GYDG$33,899 GYD
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Quick stats about house rentals in Hammondsport

  • Total vacation rentals

    Explore 10 vacation rentals in Hammondsport

  • Nightly prices starting at

    Hammondsport vacation rentals start at G$25,110 GYD per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Hammondsport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hammondsport rentals

  • 4.9 Average rating

    Hammondsport stays are highly rated by guests—averaging 4.9 out of 5!

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