House holiday rentals in Hammondsport

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Top-rated house rentals in Hammondsport

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Top Guest favourite
A modern bedroom is highlighted by a wooden headboard shaped with soft curves. A large bed is adorned with a mix of neutral and earthy-toned pillows. Natural light filters through a window, illuminating a cozy wool throw and a decorative plant hung on the wall.
Home in Naples
4.95 out of 5 average rating, 112 reviews

Cozy Serene 2bd Finger Lakes home w/amazing views

Kick back and relax in this brand new, calm and stylish space after a day on the ski slopes or hiking local trails. Outdoor activities abound near this quiet, modern, 2-bedroom, one bath home. You'll have room enough for six or a cozy space for 2. Local wineries, distilleries and breweries are a short distance away along with some of the quaintest small towns you'll ever visit. Whether you choose to explore the outdoors or enjoy the serenity of the Hideaway, you'll find something you love here.

Guest favourite
Home in Canandaigua
4.93 out of 5 average rating, 268 reviews

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.

Guest favourite
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, 269 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, 176 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!

Guest favourite
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
4.95 out of 5 average rating, 110 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 favourite
The farmhouse is positioned on a grassy hill, featuring a wrap-around deck that offers expansive views. Large windows illuminate the interior, while landscaped gardens with colorful flowers enhance the outdoor space. Lush greenery surrounds the property, contributing to the serene countryside setting.
Home in Hammondsport
5 out of 5 average rating, 199 reviews

Lakeview Crossing Vacation Rental

Lakeview Crossing is an 1800s farmhouse that has been completely renovated. The house sits on a hill overlooking Keuka Lake with vineyards below. Located along the wine trail, guests are short trips away from many local wineries, breweries, a distillery and antique shops. The town of Hammondsport is 6 miles away and has 2 local beaches for swimming and lake activity, restaurants, gift shops, antique shops, groceries, ect. There is a large deck overlooking the lake and the vineyards.

Top Guest favourite
The newly renovated Lakehouse features a wooden deck with seating, inviting entry steps, and a well-maintained yard. Surrounding trees provide shade, and neighboring homes are visible, showcasing a harmonious atmosphere. The exterior is clad in a modern grey finish with white trim.
Home in Hammondsport
4.99 out of 5 average rating, 172 reviews

Keuka West Lakehouse

Enjoy your own private getaway on the west shore of beautiful Keuka Lake in our newly renovated Lakehouse. Experience picturesque morning sunrises and the moon rising over the bluff at night from our expansive deck just a few feet from the shoreline and your own private dock and beach. We are just minutes away from some of the best wineries, breweries, and restaurants in the area. Only 45 minutes from Bristol Mountain Ski Resort, we are a great location for winter activities as well!

Top Guest favourite
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, 281 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 favourite
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, 148 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 favourite
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
4.98 out of 5 average rating, 132 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 favourite
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
4.91 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.
Home in Hammondsport
4.89 out of 5 average rating, 137 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.

Popular amenities for Hammondsport house rentals

Quick stats about house rentals in Hammondsport

  • Total holiday rentals

    Explore 10 holiday rentals in Hammondsport

  • Nightly prices starting at

    Hammondsport holiday rentals start at $231 NZD per night before taxes and fees

  • Verified guest reviews

    Over 930 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Hammondsport holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Hammondsport rentals

  • 5 Average rating

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

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