Holiday rentals in Hammondsport

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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
Cottage in Hammondsport
4.91 out of 5 average rating, 407 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 charming lakeside house is positioned above the water, surrounded by lush greenery. A spacious deck extends over the lake, providing views through large windows. The exterior is painted in soft yellow, complemented by a blue awning, enhancing the cozy lakeside ambiance.
Guest house in Keuka Park
4.99 out of 5 average rating, 370 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 spacious great room featuring gleaming hardwood floors and large picture windows that provide panoramic views of the surrounding hills. A kitchen island stands prominently in the center, accompanied by a dining table with multiple chairs, creating an inviting space for gathering.
Home in Hammondsport
4.97 out of 5 average rating, 286 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, 202 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.

Guest favourite
A spacious deck is shown, featuring a hot tub surrounded by greenery. Picnic-style tables are positioned for outdoor dining, while colorful flowers are planted along the railing, contributing to the serene and natural environment.
Home in Hammondsport
4.9 out of 5 average rating, 100 reviews

"Spacious Serenity: Keuka Hillside Retreat"

Discover serenity in this charming 2-story home on Keuka's eastern hillside, nestled between Hammondsport and Penn Yan. With an open floor plan, a hot tub, propane fire table, and a spacious deck, it's your ideal Finger Lakes retreat. Set on 29 acres, enjoy proximity to boat launches, wineries, distilleries, and delightful restaurants just 1-2 miles away. Consider additional ground floor space for an even more indulgent stay. Your perfect escape to relaxation and natural beauty awaits!

Top guest favourite
An outdoor seating area features a round fire pit surrounded by colorful chairs in shades of blue, red, and white. A floral umbrella provides shade, and flower planter boxes add a touch of greenery. The space is designed for relaxation and enjoyment.
Home in Hammondsport
4.97 out of 5 average rating, 347 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.

Guest favourite
A cozy dining area features a round table surrounded by four wooden chairs. Two windows allow natural light to illuminate the space, accented by indoor plants and a small bookshelf in the corner. Warm wood flooring adds a welcoming touch.
Flat in Pulteney
4.93 out of 5 average rating, 308 reviews

Pulteney Pleasure

Beautiful renovated apartment. Fully equipped kitchen for those who love to cook. Located on Keuka Wine Trail, on the west side of Keuka Lake, 3 min. from Point of Bluff Concert Venue. Close to Dr. Konstantin Frank Winery, 1886 Tasting Room, 3 distilleries and Steuben Brewing Co. 10 min. to Hammondsport and 15 min. to Penn Yan. Host is next door and offers farm to table dining options for guests. EV charger new in 2024. Also Pulteney Garden Escape for second option.

Guest favourite
A welcome sign for Hammondsport is framed by vibrant autumn foliage. The sign features bold lettering against a backdrop of seasonal plants and landscaping, with a clear blue sky overhead. The setting emphasizes the natural beauty of the area.
Home in Hammondsport
4.91 out of 5 average rating, 104 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.

Top guest favourite
A welcoming front porch features two blue chairs and a small white table, set against a gray exterior. The yellow front door adds a pop of color, while potted flowers and a decorative planter enhance the inviting appearance. Steps lead up to the porch, providing access.
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 scenic lakeside view features a wooden dock extending into Keuka Lake, surrounded by gentle waves and distant hills. The image highlights the clear blue sky and partly cloudy backdrop, offering a tranquil atmosphere. A small structure is visible in the foreground, providing access to the lake.
Tiny home 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, 155 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!

Guest favourite
A charming two-story cottage with a light siding exterior is surrounded by lush greenery. The inviting front porch features large windows for natural light, while the upper balcony adds a cozy dimension. A well-maintained garden borders the pathway leading to the entrance.
Home in Hammondsport
4.88 out of 5 average rating, 146 reviews

Cottage on the Square in the Heart of Hammondsport

The Cottage offers the best of both worlds – the Village Square with fine shops, pubs & restaurants – and Keuka Lake for boating, fishing & natural beauty . . . all within a short walk! And for wine enthusiasts, a better location could not be found.

Popular amenities for Hammondsport holiday 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 holiday rentals in Hammondsport

  • Total holiday rentals

    Explore 40 holiday rentals in Hammondsport

  • Nightly prices starting at

    Hammondsport holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 2,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Hammondsport holiday 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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