Vacation rentals in Hammondsport

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Top-rated vacation rentals in Hammondsport

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Top guest favourite
A modern single-room cabin is nestled among trees, featuring large windows that offer natural light and views of the surrounding woods. A covered porch with seating invites relaxation, while a wooden railing adds to the cabin's rustic charm.
Cabin in Dundee
5 out of 5 average rating, 136 reviews

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

Top guest favourite
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
4.91 out of 5 average rating, 404 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

Top guest favourite
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
4.99 out of 5 average rating, 367 reviews

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.

Top 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, 285 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 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, 200 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
A bright living area features light orange walls and a mix of modern and traditional furnishings. A comfortable brown couch and an ornate patterned loveseat provide ample seating. A round wooden coffee table sits in the center, surrounded by natural light from windows dressed with sheer curtains.
Home in Hammondsport
4.97 out of 5 average rating, 346 reviews

Hammy on a Rye I Hammondsport Village

The décor of the house is modern with a lake flare. The home has been completely remodeled over the past 10 years with updated appliances and comforts this affords. It is 1 1/2 blocks from the village of Hammondsport and all of its wonderfulness!! It is also 4 1/2 blocks from the edge of Keuka lake. The community park and swimming area are only 1 1/2 blocks away. There is off street parking behind the house with 3 spots. There is outside seating on the front and back porches.

Top guest favourite
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.
Cottage in Hammondsport
4.86 out of 5 average rating, 103 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)

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, 144 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 favourite
The view showcases the charming cottages along Keuka Lake, with a gravel driveway leading to a landscaped front yard. Cars are parked in front of the house, while distant views of the lake are framed by clear blue skies.
Cottage in Hammondsport
4.99 out of 5 average rating, 111 reviews

Finger Lakes with a lake view, walk to Wineries!

Keuka Lake view cottage located half way between Hammondsport and Penn Yan on the East side of the lake. This is a year round guest house that was rebuilt in 2019-2020. It has a beautiful lake view from inside the house and from the front porch, we do not provide direct lake access. Location to launch your boat 1/2 mile away, walk to 2 wineries & 1 distillery, 1/2 mile to The Switzerland Inn & Keg & Barrell. We are also close to Watkins Glen and Seneca Lake.

Top guest favourite
A serene view of Lamoka Lake is framed by tall trees, showcasing a manicured lawn and a circular arrangement of rustic wooden chairs around a fire pit. The calm water reflects the surrounding greenery and distant hills under a clear blue sky.
Cottage in Bradford
4.98 out of 5 average rating, 132 reviews

Riesling Retreat - Waterfront Cottage, Lamoka Lake

Riesling Retreat is situated on scenic Lamoka Lake, in NY’s Finger Lakes Region, between Keuka and Seneca lakes. Our cottage is professionally cleaned after each visit and boasts an expansive covered porch, full kitchen with gas stove and island for cooking, manicured lawn with fire pit, dock, and launch for the kayaks or canoe. It is central to Watkins Glen, Hammondsport, and more than 250 wineries; you can’t go wrong!

Top guest favourite
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.
Tiny homes in Hammondsport
4.97 out of 5 average rating, 216 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!

Top guest favourite
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, 153 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 vacation rentals

When is the best time to visit Hammondsport?

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Frequently Asked Questions

  • Are there family-friendly house rentals in Hammondsport?

    Hammondsport has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Hammondsport?

    Experience the best of Hammondsport with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Hammondsport?

    Four-legged friends are welcome in Hammondsport. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Hammondsport?

    Yes! Work meets play with ease at over 10 vacation rentals in Hammondsport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Hammondsport have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Hammondsport. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hammondsport have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Hammondsport. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Hammondsport have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Hammondsport. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Hammondsport have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Hammondsport. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Hammondsport

  • Total vacation rentals

    Explore 40 vacation rentals in Hammondsport

  • Nightly prices starting at

    Hammondsport vacation rentals start at $96 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,280 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Hammondsport vacation rentals include wifi 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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