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

Hammondsport Holiday Rentals

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Our top choices for Hammondsport holiday 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 NZ$442
includes taxes & fees
27 Sept - 28 Sept
Hammondsport Hideaway

2. Hubbs Cellar at JS Hubbs Guest House

Hubbs Cellar at JS Hubbs Guest House
Hammondsport
10.0 out of 10, Exceptional, (9 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 NZ$468
includes taxes & fees
20 Oct - 21 Oct
Hubbs Cellar at JS Hubbs Guest House

3. Gulf Stream House - Unit 10

Gulf Stream House - Unit 10
Hammondsport
10.0 out of 10, Exceptional, (6 reviews)
"The place was cozy and very clean. Kitchen was well equipped and the room and beds were very comfortable"
United States
Timothy F.
The price is NZ$519
includes taxes & fees
27 Sept - 28 Sept
Gulf Stream House - Unit 10

4. 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 NZ$569
includes taxes & fees
28 Sept - 29 Sept
Junior`s Suite 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 NZ$463
includes taxes & fees
6 Oct - 7 Oct
Gulf Stream House - Unit 12

6. The Nautilus at JS Hubbs Guest House

The Nautilus at JS Hubbs Guest House
Hammondsport
10.0 out of 10, Exceptional, (6 reviews)
"Walter was fantastic! We had a wonderful stay and will be back!!"
United States
Katherine F.
The price is NZ$629
includes taxes & fees
27 Sept - 28 Sept
The Nautilus at JS Hubbs Guest House

7. Wine Country Finger Lakes Escape - Waneta Lake

Wine Country Finger Lakes Escape - Waneta Lake
Hammondsport
9.6 out of 10, Exceptional, (13 reviews)
"My children and I had a great stay!So close to Watkins Glen and Hammondsport!"
United States
Lisa D.
The price is NZ$789
includes taxes & fees
27 Sept - 28 Sept
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, (3 reviews)
"We had an amazing time! The host was very communicative and helpful. The house was gorgeous inside and out. It was our first time at the finger lakes and we loved it. The area is amazing, we visited Watkins Glen and sampled a dozen wineries. All incredible. We will definitely be back. This house was absolutely perfect. "
United States
Emily H.
The price is NZ$1,014
includes taxes & fees
30 Sept - 1 Oct
Leaf Peeping, Lakefront, Nordic Sauna, Wine Trail

9. 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 NZ$1,418
includes taxes & fees
30 Sept - 1 Oct
Private oasis on 12acre estate 15min to Keuka Lake

10. 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 NZ$552
includes taxes & fees
27 Sept - 28 Sept
Tranquil Airstream Nature Escape

11. Tempest Ranch Camp is perfect for nature lovers. Close to Watkins Glen.

Tempest Ranch Camp is perfect for nature lovers. Close to Watkins Glen.
Beaver Dams
9.4 out of 10, Exceptional, (3 reviews)
"The property was absolutely beautiful and so quiet and peaceful. Dwayne was nearby and extremely accommodating, friendly, and a great communicator. I will definitely return if I have the chance."
United States
Amy R.
The price is NZ$118
includes taxes & fees
26 Sept - 27 Sept
Tempest Ranch Camp is perfect for nature lovers. Close to Watkins Glen.

12. 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, (92 reviews)
"Great location peaceful property."
United States
John B.
The price is NZ$316
includes taxes & fees
5 Oct - 6 Oct
Poppy’s Cabin on Pond in Finger Lakes Region

13. 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 NZ$624
includes taxes & fees
27 Sept - 28 Sept
Casita: Near Wineries & Keuka Lake: 100"Projector

14. Finger Lakes Cottage

Finger Lakes Cottage
Prattsburgh
9.8 out of 10, Exceptional, (102 reviews)
"Cute place!"
United States
Jessica W.
The price is NZ$306
includes taxes & fees
12 Oct - 13 Oct
Finger Lakes Cottage

15. 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 NZ$590
includes taxes & fees
28 Sept - 29 Sept
Kermit’s Cabin in Finger Lakes Region

16. Deer Path Off Grid Cabin

Deer Path Off Grid Cabin
Rock Stream
10.0 out of 10, Exceptional, (1 review)
"Everything was much better than expected. The whole experience was outstanding. The Host was Great to work with and very friendly. We have already told several people about our experience. I will definitely be back again. Thank you for a great weekend!"
United States
Steve P.
The price is NZ$305
includes taxes & fees
27 Sept - 28 Sept
Deer Path Off Grid 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, (170 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 NZ$393
includes taxes & fees
28 Sept - 29 Sept
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

18. Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Penn Yan
8.6 out of 10, Excellent, (10 reviews)
"Very peaceful 3 days. Amenities were as expected."
United States
alan
The price is NZ$378
includes taxes & fees
27 Sept - 28 Sept
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

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 NZ$382
includes taxes & fees
27 Sept - 28 Sept
Pet Friendly Keuka Yurt

20. Sunny Trails Getaway Cabin

Sunny Trails Getaway Cabin
Cohocton
10.0 out of 10, Exceptional, (17 reviews)
"Really enjoyed our weekend in this cozy cabin."
United States
Jeff D.
The price is NZ$454
includes taxes & fees
28 Sept - 29 Sept
Sunny Trails Getaway Cabin
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

Everything you need to know about Hammondsport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hammondsport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hammondsport holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hammondsport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hammondsport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hammondsport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hammondsport holiday rentals we have selected for you start as low as NZ$118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hammondsport rentals

At Expedia, we put the best Hammondsport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hammondsport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hammondsport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hammondsport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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Frequently asked questions

Are there holiday rentals in Hammondsport?

Yes, there are holiday rentals in Hammondsport close to 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 holiday rentals that Hammondsport has to offer?

Romantic Cottage-Breathtakng View-Beach Fire Pit!-Aval Sep-Oct'26-Now Booking'27: This highly rated holiday home rental in Hammondsport is located on the beach, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Hammondsport?

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

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 holiday rentals like in Hammondsport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hammondsport. Holiday rentals feature extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip.