A snow-covered pier extending into a body of water, surrounded by hills and a clear sky.

Hammondsport Vacation Rentals

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Our top choices for Hammondsport vacation rentals

1. Hammondsport Hideaway

Hammondsport Hideaway
Hammondsport
9.8 out of 10, Exceptional, (70 reviews)
"Great location.small but met our needs."
United States
Helen
The price is CA $177
CA $364 total
includes taxes & fees
Oct 6 - Oct 7
Hammondsport Hideaway

2. The Nautilus at JS Hubbs Guest House

The Nautilus at JS Hubbs Guest House
Hammondsport
9.8 out of 10, Exceptional, (7 reviews)
"Walter was fantastic! We had a wonderful stay and will be back!!"
United States
Katherine F.
The price is CA $256
CA $544 total
includes taxes & fees
Oct 1 - Oct 2
The Nautilus at JS Hubbs Guest House

3. Gulf Stream House - Unit 10

Gulf Stream House - Unit 10
Hammondsport
10.0 out of 10, Exceptional, (7 reviews)
"Everything was great. Very clean and cute place. Perfect for 4 people. We will be back!"
United States
Brenda
The price is CA $263
CA $425 total
includes taxes & fees
Oct 1 - Oct 2
Gulf Stream House - Unit 10

4. Hubbs Cellar at JS Hubbs Guest House

Hubbs Cellar at JS Hubbs Guest House
Hammondsport
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, quiet and convenient. Host was very nice and easy to work with as was the check-in, check-out process."
United States
Todd B.
The price is CA $119
CA $367 total
includes taxes & fees
Oct 27 - Oct 28
Hubbs Cellar at JS Hubbs Guest House

5. Gulf Stream House - Unit 12

Gulf Stream House - Unit 12
Hammondsport
10.0 out of 10, Exceptional, (2 reviews)
"Easy walk to everything Hammondsport has to offer!"
United States
Mike B.
The price is CA $232
CA $389 total
includes taxes & fees
Oct 6 - Oct 7
Gulf Stream House - Unit 12

6. Private oasis on 12acre estate 15min to Keuka Lake

Private oasis on 12acre estate 15min to Keuka Lake
Bath
10.0 out of 10, Exceptional, (17 reviews)
"The home is absolutely beautiful and the hosts were wonderful."
United States
JoAnn M.
The price is CA $511
CA $1,191 total
includes taxes & fees
Oct 1 - Oct 2
Private oasis on 12acre estate 15min to Keuka Lake

7. Wine Country Finger Lakes Escape - Waneta Lake

Wine Country Finger Lakes Escape - Waneta Lake
Hammondsport
9.6 out of 10, Exceptional, (14 reviews)
"My children and I had a great stay!So close to Watkins Glen and Hammondsport!"
United States
Lisa D.
Wine Country Finger Lakes Escape - Waneta Lake

8. Leaf Peeping, Lakefront, Nordic Sauna, Wine Trail

Leaf Peeping, Lakefront, Nordic Sauna, Wine Trail
Hammondsport
10.0 out of 10, Exceptional, (4 reviews)
"House was perfectly located on the lake and the patios attached to the house were just phenomenal. Interior looks like it has all recently been remodeled. Really a great house if you’re looking for something on Lake Waneta or near Keuka Lake."
United States
Michael S.
The price is CA $308
CA $808 total
includes taxes & fees
Oct 6 - Oct 7
Leaf Peeping, Lakefront, Nordic Sauna, Wine Trail

9. Junior`s Suite at JS Hubbs Guest House

Junior`s Suite at JS Hubbs Guest House
Hammondsport
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay in this beautiful property!"
United States
Kim C.
The price is CA $215
CA $494 total
includes taxes & fees
Oct 6 - Oct 7
Junior`s Suite at JS Hubbs Guest House

10. Poppy’s Cabin on Pond in Finger Lakes Region

Poppy’s Cabin on Pond in Finger Lakes Region
Savona
10.0 out of 10, Exceptional, (93 reviews)
"Great location peaceful property."
United States
John B.
The price is CA $135
CA $254 total
includes taxes & fees
Oct 5 - Oct 6
Poppy’s Cabin on Pond in Finger Lakes Region

11. Tranquil Airstream Nature Escape

Tranquil Airstream Nature Escape
Bath
9.8 out of 10, Exceptional, (8 reviews)
"Was a wonderful getaway. Cozy and perfect and exactly what we were looking for!"
United States
Melinda L.
The price is CA $248
CA $453 total
includes taxes & fees
Oct 1 - Oct 2
Tranquil Airstream Nature Escape

12. Casita: Near Wineries & Keuka Lake: 100"Projector

Casita: Near Wineries & Keuka Lake: 100"Projector
Bath
10.0 out of 10, Exceptional, (16 reviews)
"Fantastic getaway! The property was exactly as listed and provided the perfect backdrop for our escape. It was secluded but conveniently located to Keuka Lake, wineries and restaurants! Communication was prompt and helpful. We are already planning a return visit!"
United States
Michael G.
The price is CA $224
CA $511 total
includes taxes & fees
Oct 1 - Oct 2
Casita: Near Wineries & Keuka Lake: 100"Projector

13. Finger Lakes Cottage

Finger Lakes Cottage
Prattsburgh
9.8 out of 10, Exceptional, (102 reviews)
"Cute place!"
United States
Jessica W.
The price is CA $109
CA $233 total
includes taxes & fees
Oct 12 - Oct 13
Finger Lakes Cottage

14. Kermit’s Cabin in Finger Lakes Region

Kermit’s Cabin in Finger Lakes Region
Savona
9.8 out of 10, Exceptional, (32 reviews)
"Very nice and quiet little cabin, nice getaway"
United States
Arta R.
The price is CA $248
CA $482 total
includes taxes & fees
Oct 5 - Oct 6
Kermit’s Cabin in Finger Lakes Region

15. Stay Together, Sleep Separate-Tiny Casita+Airstream

Stay Together, Sleep Separate-Tiny Casita+Airstream
Bath
The price is CA $505
CA $919 total
includes taxes & fees
Oct 1 - Oct 2
Stay Together, Sleep Separate-Tiny Casita+Airstream

16. Sunny Trails Getaway Cabin

Sunny Trails Getaway Cabin
Cohocton
10.0 out of 10, Exceptional, (18 reviews)
"Really enjoyed our weekend in this cozy cabin."
United States
Jeff D.
The price is CA $244
CA $367 total
includes taxes & fees
Oct 5 - Oct 6
Sunny Trails Getaway Cabin

17. Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
PennYan
9.6 out of 10, Exceptional, (171 reviews)
"Quiet, clean, and peaceful. We thoroughly enjoyed a chance to relax and enjoy the beauty of Penn-Yan. Mary is a kind and responsive host who contacted me prior to our arrival to ensure all of our needs would be met. We definitely hope to return in the future."
United States
Karen H.
The price is CA $248
CA $316 total
includes taxes & fees
Oct 26 - Oct 27
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

18. This 13 Acre Retreat is Central to Finger Lakes Activities!

This 13 Acre Retreat is Central to Finger Lakes Activities!
Watkins Glen
9.6 out of 10, Exceptional, (50 reviews)
"Really cool secluded place to visit, hike, have a campfire and enjoy the quiet of the woods"
United States
Herbert S.
The price is CA $511
CA $990 total
includes taxes & fees
Oct 5 - Oct 6
This 13 Acre Retreat is Central to Finger Lakes Activities!

19. Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt
Penn Yan
9.6 out of 10, Exceptional, (30 reviews)
"Such a fun yurt and a peaceful location! We loved the proximity to activities and then relaxing with a glass of wine on the little balcony!"
United States
Sharon
The price is CA $184
CA $308 total
includes taxes & fees
Oct 1 - Oct 2
Pet Friendly Keuka Yurt

20. Timber Haven - Serene getaway-Fireplace, air conditioning, fire pit, grill, WiFi

Timber Haven - Serene getaway-Fireplace, air conditioning, fire pit, grill, WiFi
Cohocton
10.0 out of 10, Exceptional, (63 reviews)
"Quiet and secluded cottage, perfect for our weekend family stay!"
United States
Mike F.
The price is CA $272
CA $343 total
includes taxes & fees
Oct 12 - Oct 13
Timber Haven - Serene getaway-Fireplace, air conditioning, fire pit, grill, WiFi
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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Top Hammondsport Hotel Reviews

Find out more about Hammondsport

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hammondsport. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there vacation rentals in Hammondsport?

Yes, we offer vacation rentals in Hammondsport near Finger Lakes Boating Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Hammondsport speak positively about the lakeside and wineries in this destination. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best vacation rentals in Hammondsport?

Romantic Cottage-Breathtakng View-Beach Fire Pit!-Aval Sep-Oct'26-Now Booking'27: Visitors like this Hammondsport vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Hammondsport?

Choose from 106 Expedia vacation rentals in Hammondsport for a memorable vacation.

What’s there to see and do in Hammondsport?

Cultural attractions include Glenn H. Curtiss Museum and Finger Lakes Boating Museum, whereas Waneta Lake and Keuka Lake are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Bully Hill Vineyards and Keuka Lake Vineyards.

What are vacation rentals like in Hammondsport?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Hammondsport. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family getaway.