Holiday houses in Hammondsport

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Quick stats about holiday rentals in Hammondsport

  • Total holiday rentals

    Explore 50 holiday rentals in Hammondsport

  • Nightly prices starting at

    Hammondsport holiday rentals start at $139 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Hammondsport holiday rentals include Wi-Fi access

  • Popular amenities for guests

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

  • 4.9 Average rating

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

Top-rated holiday rentals in Hammondsport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious two-story home is set against a lush green landscape, featuring a large deck with railing. Numerous windows allow natural light to fill the interior. The exterior showcases a blend of warm colors, with a metal roof and surrounding grassy yard, enhancing its inviting presence.
Home in Hammondsport
4.99 out of 5 average rating, 160 reviews

Keuka Lake Overlook & Dock @ Splitrock

Wonderful vacation rental for families or couples, lots of space indoor & out. Lake view with lake access (across the road-600ft, guests can walk or drive & park in the yard) there are stairs to get dock. Pontoon boat tours & rentals available for guests ! Located on the Keuka Lake Wine Trail! Close to Hammondsport, Penn Yan & Watkins Glen. Only 7 miles from the quaint village of Hammondsport, that offers a local grocery store, small shops, and restaurants. Message me for seasonal discounts!he

Top Guest favourite
Villa in Hammondsport
4.96 out of 5 average rating, 24 reviews

Champlin House at Keuka Lake

Bring the whole gang to this beautiful restored 6 bd/5 ba historic mansion with easy access to Keuka Lake & village square. Stroll 2 minutes to the beach, shop the grocery next door, or make a short drive to many wineries, distilleries & breweries. You get the best of both- lake life & walkability to the village nightlife and conveniences. See why Hammondsport was named America's Coolest Small Town by Budget Travel Magazine and why this home is listed on the National Register of Historic Places.

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, 297 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
A scenic view of Keuka Lake is captured from the deck, showcasing a spacious grassy area leading to the private lakefront dock. Boats are visible on the water, while the hillside is lined with trees under a clear blue sky.
Home in Hammondsport
4.96 out of 5 average rating, 137 reviews

*New* Keuka View/No Steps to lake*Sleeps 8/ kayaks

Delightful 4 bedroom, 3.5 bath lake house located on the Keuka Wine Trail. This comfortable home *SLEEPS 8 people and is just the right size for that perfect week or weekend on the lake. Enjoy gorgeous lake views from the many windows inside the home and outside on the newly built deck. This year round get-a-away sits on 75 feet of walk in level lake front. “Due Time” is the perfect home close to top-notch wineries, restaurants and all that this region has to offer. Strict *No Pets Policy.

Top 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
4.96 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

Superhost
Home in Hammondsport
4.75 out of 5 average rating, 12 reviews

Keuka Lakefront | Walk to Hammonsport | 10 Guest

This Charming lakefront cottage in Hammondsport on Keuka Lake is just a short walk to town and minutes from wineries and top restaurants. Enjoy Wi-Fi, central A/C, and a cozy gas fireplace, plus spa-like touches including a rainfall shower and plush bamboo sheets. The home features stunning lake views, a galley kitchen, inviting living space, and flexible sleeping with a king, queen, and daybeds. Two full baths and a peaceful setting make this the perfect Finger Lakes getaway.

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
4.99 out of 5 average rating, 164 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 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
4.85 out of 5 average rating, 116 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)

Top Guest favourite
Home in Hammondsport
4.92 out of 5 average rating, 101 reviews

Modern Lakeside Villa with Pool and Hot Tub

Introducing Esprit Bleu, a newly built and designed lakeside villa vacation home in the heart of Keuka Lake Finger Lakes wine country, situated on 20 private acres of uncut meadow. 5 day minimum July/Aug The home features 3 bedrooms downstairs and an open floor plan upstairs with views of the adjacent vineyard and just a 5 minute drive to Keuka Lake. Pet friendly An inground heated pool May-Oct and hot tub highlight this home that stuns all year. Pets permitted.

Top Guest favourite
Guest suite in Hammondsport
5.0 out of 5 average rating, 16 reviews

Junior's Suite

Enjoy a bright and inviting stay in this charming upstairs unit of the historic Carriage House at J.S. Hubbs Guest House. Junior’s Suite features two bedrooms, one bathroom (with tub), and a spacious living area — perfect for families or friends exploring Keuka Lake and Hammondsport’s Village Square, just steps away. With Roku TVs, comfortable furnishings, and off-street parking, it’s a welcoming home base filled with character, comfort, and a touch of family history.

Top Guest favourite
Home in Hammondsport
4.98 out of 5 average rating, 55 reviews

Wine down near Keuka lake

Experience tranquility in our wine country residence set on two acres of lush land, that feel endless. Situated just four minutes from the Keuka Lake wine trail and a mere nine minutes from the renowned Dr. Konstantin Frank winery. Nestled on the outskirts of Urbana State Forest, the quaint Village of Hammondsport, and the southern tip of Keuka Lake. Revel in the proximity to local attractions while relishing in the seclusion to unwind and savor your personal retreat.

Top Guest favourite
A comfortable living area is highlighted by a brown leather sofa and two soft blue armchairs. A modern electric fireplace is mounted on the wall beneath a large television. Natural light filters through sheer curtains, illuminating a textured area rug and a woven coffee table.
Home in Hammondsport
5.0 out of 5 average rating, 53 reviews

Cozy Cottage in the village of Hammondsport

Escape to this newly renovated 2 bedroom 2 bath home, just an 8-minute stroll to the heart of Hammondsport. Sip your morning coffee on the porch and enjoy the morning sun and the charm of the hills of Pleasant Valley. After a day of exploring the Finger Lakes' area, soak your cares away in the hot tub or relax in front of the outside gas fireplace. This home is ideal for a single couple or two couples seeking a refreshing getaway.

Popular amenities for Hammondsport holiday rentals

When is the best time to visit Hammondsport?

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Avg. price$219 AUD$210 AUD$181 AUD$218 AUD$236 AUD$268 AUD$219 AUD$253 AUD$240 AUD$247 AUD$208 AUD$208 AUD
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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 $100 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 house rentals in Hammondsport have air conditioning?

    Absolutely! We offer over 10 house 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 house rentals in Hammondsport have wifi?

    Absolutely! We offer over 10 house 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.