House vacation rentals in Hammondsport

4.92 out of 5 average rating, 204 reviews

A modern home with a circular shape is visible in the foreground, surrounded by lush green grass and trees. A gravel path leads up to the house, with expansive views of rolling hills and distant tree lines in the background under a clear blue sky.

Home in Penn Yan

Keuka Lake Hilltop Cottage

This is a unique modern home on a beautiful setting. A circular, 15 sided layout with lots of light overlooking Keuka Lake. Well furnished in a country setting. Enjoy the fresh air and quiet. Internet from TMobile 5G. No network TV included. Guests should bring their own media devices. A HDMI compatible TV is provided. No air conditioning but high airflow due to fans, circular house and bluff location. Memory foam pad is available for use with futon or fold out. Monthly discount only Nov to Mar.

4.92 out of 5 average rating, 271 reviews

Home in Canandaigua

Bristol Retreat Cottage

Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

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.

4.97 out of 5 average rating, 273 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.

Superhost

A wooden deck extends towards the lake, featuring a shaded seating area with a table and chairs. Surrounded by lush greenery, the cottage's exterior presents a blend of gray siding and large windows. Partial views of the lake are visible through the trees.

Home in Penn Yan

4.85 out of 5 average rating, 178 reviews

The Carlin Cottage on Keuka Lake

The Carlin Cottage sits on the private, beautiful, and picturesque East Bluff of Keuka Lake — it's the absolute perfect getaway for a couple, small group of friends, or a family! Our adorable cozy cottage sits right on the lake and has all you need for an amazing time — a fireplace, a sun porch overlooking the lake, a deck for lounging or outdoor meals, a bonfire pit, grill, kayak, and more! The lake also has amazing restaurants, wineries, and breweries all around, so you'll never get bored!

4.97 out of 5 average rating, 448 reviews

A spacious patio area is shown, featuring bright yellow Adirondack chairs overlooking a lush green lawn. A hot tub is positioned to the side, with expansive views of the water and trees in the background, under a clear blue sky.

Home in Burdett

Burdett Home with a View. Perfect location.

Walking distance to Grist Iron, JR Dill and Two Goats Brewing. 6 miles from downtown Watkins Glen which offers boat launches, beach, kayak rentals. Very Clean. Parking for 6 cars. Large carport. Central air. Large, well equipped kitchen including Keurig and basket filter coffee makers, ice maker, blender, toaster oven, dishwasher. Large shower and closet in master bath. Bathtub in second bath. Hot Tub and fire pit. High speed/wireless internet , DVD player. 3 TV's. Generator on site.

4.87 out of 5 average rating, 134 reviews

An outdoor patio area features a hot tub, surrounded by wooden lattice fencing. Comfortable seating is arranged nearby in a U-shape, complemented by soft cushions. Warm string lights hang above, creating an inviting atmosphere for evening relaxation.

Home in Pulteney

Thyme Away!

Welcome to "Thyme Away"! Our quiet country home conveniently located near wineries, breweries, distilleries and much, MUCH more! We are also only a short distance from Keuka Lake. Newly remodeled and updated! Large outdoor patio for you to enjoy, which includes a fire pit and gas grill for outdoor cooking! Aromatic herbs such as Thyme, Oregano, Sage, and Chives dot the landscape! Come visit us and enjoy the plethora of activities and attractions the Finger Lakes Region has to offer!

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.

4.95 out of 5 average rating, 111 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

4.94 out of 5 average rating, 282 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!

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.

4.99 out of 5 average rating, 134 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

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.

4.91 out of 5 average rating, 101 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.

4.88 out of 5 average rating, 139 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.

4.96 out of 5 average rating, 103 reviews

The exterior of a renovated 1800s schoolhouse is showcased, featuring a striking red facade and white trim. A bell tower is positioned above the entrance. The surrounding landscape is blanketed in light snowfall, complementing the serene rural setting.

Home in Canandaigua

Renovated 1800s Schoolhouse with 2 bedrooms

Make history a part of your vacation in this renovated 1800s schoolhouse. This historic house is located in the heart of the Finger Lakes. Built in 1886 and in service as a one room school until 1952, this home is truly a special place. Whether you are visiting from afar or looking to unwind on a peaceful staycation, this private two-acre space is your cozy home away from home.

Popular amenities for Hammondsport house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 34 reviews

An indoor pool area features wood-paneled walls and large glass doors that provide natural light and views of the outdoor space. Comfortable seating is arranged nearby, and a pool ladder offers access to the water. Fresh greenery decorates the corners, enhancing the ambiance.

Home in Hector

Hazlitt Winery Poolhouse

4.96 out of 5 average rating, 171 reviews

The living room features two comfortable leather sofas positioned across from each other, centered around a circular coffee table. A gas fireplace with a stone surround is visible, complemented by a wall-mounted TV above it. Natural light fills the space through large windows.

Home in Lima

Fireplace, theater room, & fully equipped kitchen

4.97 out of 5 average rating, 193 reviews

The interior of the A-frame features high wooden ceilings and an open layout. A spacious seating area is arranged with a large sofa and matching chairs, while a dining table sits beneath decorative wall art. A staircase leads to a lofted sleeping area with a railing.

Home in Newfield

Camp S’mores- Modern A-Frame with Pool

4.92 out of 5 average rating, 12 reviews

Finger Lakes Wine Trails Lakeview Entire Home

4.96 out of 5 average rating, 136 reviews

A bright living area features a spacious gray sofa paired with a comfortable armchair. A decorative coffee table sits atop a light area rug, and a wall-mounted TV is visible opposite the seating. Natural light fills the room through large windows, enhancing the wood flooring.

Home in Elmira

Comfy Ranch House 3BR/2BA

4.94 out of 5 average rating, 64 reviews

The living room showcases a rustic log cabin design with a stone fireplace and exposed wooden beams. Comfortable seating includes a leather sectional and two armchairs, while large windows frame views of the surrounding nature. A cozy area rug adds warmth to the hardwood floors.

Home in Springwater

Cabin Retreat | Hot Tub | Pool | Game Room | FLX

4.9 out of 5 average rating, 69 reviews

Modern Lakeside Villa with Pool and Hot Tub

4.92 out of 5 average rating, 113 reviews

A spacious home is set within a lush, wooded landscape, showcasing rich autumn colors. The structure features large windows, providing natural light, and is framed by verdant trees and shrubs. An expansive lawn extends in front, inviting outdoor activities.

Home in Canandaigua

Foster Hideaway - lake views, pool, hot tub.

Weekly house rentals

A spacious deck overlooks a serene lake, surrounded by lush hills. Comfortable seating made of dark wicker is arranged around a glass-top table, inviting relaxation. A canopy structure is visible off to the side, providing shade. The water sparkles under bright natural light.

5 out of 5 average rating, 12 reviews

More Lake, Less Work

5 out of 5 average rating, 53 reviews

A cozy living area features a sectional sofa arranged around a coffee table, with a door leading to the outside. Warm light is provided by recessed ceiling lights and a fireplace. Wooden paneling adds a rustic feel to the space.

Home in Prattsburgh

Finger Lakes Get-Away

4.98 out of 5 average rating, 46 reviews

Cottage at Waneta Lake-hot tub, fire pit

The exterior of the house displays a two-level structure with a covered porch and balcony. Trees surround the property, casting light shadows on the lawn. A stone pathway leads to the entrance, providing easy access to the outdoor space.

4.91 out of 5 average rating, 43 reviews

Moonlight Manor on Keuka Lake in Hammondsport

The front exterior of the farmhouse features a spacious porch adorned with railings and potted plants. The double front door, painted in a warm hue, is framed by windows, providing an inviting entrance. The symmetrical facade showcases a blend of traditional architecture and well-kept landscaping.

4.89 out of 5 average rating, 64 reviews

Keuka Wine Trail Farmhouse

The exterior of the home is shown at twilight, featuring warm lights emanating from windows. Lush greenery surrounds the property, with well-maintained shrubs and trees adding to the natural setting. A welcoming front porch is visible, enhancing the outdoor appeal.

4.87 out of 5 average rating, 69 reviews

Serene wine trail escape | Mins to town & lake

5 out of 5 average rating, 32 reviews

Wine down near Keuka lake

An aerial view showcases The Hideaway nestled among vibrant autumn foliage on 30 private acres. The dark-roofed home is surrounded by a diverse canopy of orange, yellow, and green trees, highlighting the serene wilderness that envelops the property.

4.94 out of 5 average rating, 54 reviews

Luxury Forest Retreat: Outdoor Sauna & Plunge Tubs

Private house rentals

4.95 out of 5 average rating, 19 reviews

Home in Addison

Gorgeous former country church with modern charm!

4.89 out of 5 average rating, 75 reviews

A wooden dock extends into Seneca Lake, featuring two black lounge chairs positioned for lakeside relaxation. The expansive water reflects a clear blue sky, while lush greenery lines the distant shoreline, showcasing the serene setting.

Home in Dundee

A-Frame on Seneca

4.9 out of 5 average rating, 30 reviews

A cozy fire pit area is illuminated by string lights, creating a warm ambiance at night. Four Adirondack chairs surround a circular fire pit, set on a gravel surface, with lush greenery in the background. The peaceful rural setting is enhanced by the starry night sky.

Home in Lodi

The Farmhouse | On Seneca Wine Trail | Fire Pit

Double French doors open to a scenic lakeside view, leading to a stone patio with outdoor seating. A small fire pit is positioned on the patio, while the calm water stretches out in the background, framed by lush greenery along the shoreline.

4.95 out of 5 average rating, 20 reviews

Waneta Way Cottage

The exterior of the lodge is showcased, featuring a multi-level wooden structure with large windows framed by lush greenery. A sloped yard with wooden steps leads to the entrance, flanked by neatly trimmed bushes. A deck area can be seen on the upper levels.

5 out of 5 average rating, 13 reviews

Crystal Vision

A fire pit surrounded by wooden Adirondack chairs is positioned on a stone patio. The warm glow of the flames contrasts with the red exterior of the two-story home in the background, which features large windows and a balcony, inviting evening gatherings.

4.88 out of 5 average rating, 16 reviews

Beautiful Keuka house on protected cove w/ hot tub

5 out of 5 average rating, 61 reviews

The exterior of the modern lake house is showcased, featuring a spacious deck with seating arrangements and large windows. Surrounding areas are adorned with autumn foliage, enhancing the inviting appeal of this lakeside retreat.

Home in Keuka Park

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