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Featured Holiday Homes in Hammondsport

From wine tours to family gatherings, this quaint cape has something for all!

From wine tours to family gatherings, this quaint cape has something for all!

Burdett
The price is AU$270 per night from 17 Nov to 18 Nov
AU$270
includes taxes & fees
17 Nov - 18 Nov
With a stay at this vacation home in Burdett, you'll be within a 10-minute drive of Watkins Glen State Park and Catharine Valley Winery.
From wine tours to family gatherings, this quaint cape has something for all!
Naples Valley Getaway!  Private home with hot tub.

Naples Valley Getaway! Private home with hot tub.

Naples
Located in Naples, this vacation home is in a rural location, within a 5-minute drive of Reservoir Creek Golf Course and Bristol Valley Theater.
Naples Valley Getaway! Private home with hot tub.
Vineyard Farmhouse w/ Hot Tub + Lake Views

Vineyard Farmhouse w/ Hot Tub + Lake Views

Hammondsport
Located in Hammondsport, this vacation home is in a rural location, a 2-minute drive from Keuka Lake and 7 minutes from Glenn H. Curtiss Museum.
Vineyard Farmhouse w/ Hot Tub + Lake Views
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On Cloud Wine | 5 Bed, 3 Bath

On Cloud Wine | 5 Bed, 3 Bath

Penn Yan
Located in Penn Yan, this vacation home is on the waterfront, a 1-minute drive from Keuka Lake and 10 minutes from Arts Center of Yates County.
On Cloud Wine | 5 Bed, 3 Bath
New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!

New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!

2 out of 5
Naples
Located in Naples, this vacation home is within a 5-minute drive of Arbor Hill Grapery & Winery and Canandaigua Lake.
New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!
"Thyme Away" - A quiet home in the country

"Thyme Away" - A quiet home in the country

Prattsburgh
Located in Hammondsport, this vacation home is in a rural location, within a 10-minute drive of Keuka Lake and Narcissa Prentiss House.
"Thyme Away" - A quiet home in the country
Serenity Place | 5 Bed, 3 Bath

Serenity Place | 5 Bed, 3 Bath

Penn Yan
Located in Penn Yan, this vacation home is on the waterfront, within a 15-minute drive of Prejean Winery and Torrey Ridge Winery.
Serenity Place | 5 Bed, 3 Bath
Relaxing Lakeview Retreat! Perfect for Groups, Pool, Hot Tub, Firepit, Gameroom

Relaxing Lakeview Retreat! Perfect for Groups, Pool, Hot Tub, Firepit, Gameroom

Penn Yan
With a stay at this vacation home in Penn Yan, you'll be on the waterfront, just steps from Keuka Lake and a 3-minute drive from Arts Center of Yates ...
Relaxing Lakeview Retreat! Perfect for Groups, Pool, Hot Tub, Firepit, Gameroom
Peaceful and private renovated barn right off the winery and brewery trail

Peaceful and private renovated barn right off the winery and brewery trail

Hector
With a stay at this vacation home in Hector, you'll be within a 5-minute drive of Bloomer Creek Vineyard and Hector Wine Company.
Peaceful and private renovated barn right off the winery and brewery trail
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hammondsport Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Hammondsport vacation homes are the perfect way for you to wing it.

Holiday houses in Hammondsport let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Hammondsport in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Hammondsport adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Hammondsport with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Hammondsport vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Hammondsport Holiday Homes essential information

Accommodation
398 Holiday Homes
Lowest Price
AU$186
Highest Price
AU$270
Popular accommodation
From wine tours to family gatherings, this quaint cape has something for all!, Naples Valley Getaway! Private home with hot tub. , Vineyard Farmhouse w/ Hot Tub + Lake Views, On Cloud Wine | 5 Bed, 3 Bath, New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!, "Thyme Away" - A quiet home in the country, Serenity Place | 5 Bed, 3 Bath, Relaxing Lakeview Retreat! Perfect for Groups, Pool, Hot Tub, Firepit, Gameroom, Peaceful and private renovated barn right off the winery and brewery trail

Top trending hotels in Hammondsport

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

Hammondsport
When you stay at this cabin in Hammondsport, you'll be on a lake, within a 5-minute drive of Keuka Lake and Glenn H. Curtiss Museum.
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel

2.5 out of 5
8440 State Route 54, Hammondsport, NY
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 24 Nov to 25 Nov
AU$186
includes taxes & fees
24 Nov - 25 Nov
Located in Hammondsport, Best Western Plus The Hammondsport Hotel is in a rural location, within a 15-minute walk of Glenn H. Curtiss Museum and Keuka Lake.
Best Western Plus The Hammondsport Hotel
STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

Hammondsport
Located in Hammondsport, this cabin is on a lake, within a 5-minute drive of Keuka Lake and Bully Hill Vineyards.
STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons
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Lazy Loon Cottage is a Charming KEUKA LAKE cottage with amazing views!

Lazy Loon Cottage is a Charming KEUKA LAKE cottage with amazing views!

Hammondsport
With a stay at this cabin in Hammondsport, you'll be on the beach, just a 1-minute walk from Keuka Lake and 14 minutes by foot from Ravines Wine Cellars.
Lazy Loon Cottage is a Charming KEUKA LAKE cottage with amazing views!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.