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

Hammondsport Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Hammondsport holiday rentals

A bedroom with a bed, a nightstand, a bedside table with a lamp, a chair, a wooden floor, and a ceiling fan.

1. Hammondsport Hideaway

Hammondsport Hideaway
Hammondsport
9.8 out of 10, Exceptional, (69 reviews)
"Great location.small but met our needs."
United States
Helen
The price is HK$980
HK$2,002 total
includes taxes & fees
8 Sept - 9 Sept
Hammondsport Hideaway
A cozy room with a brown sofa, a blue bed, and a fireplace.

2. Hubbs Cellar at JS Hubbs Guest House

Hubbs Cellar at JS Hubbs Guest House
Hammondsport
10.0 out of 10, Exceptional, (8 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 HK$647
HK$2,015 total
includes taxes & fees
9 Sept - 10 Sept
Hubbs Cellar at JS Hubbs Guest House
A dining area with a wooden table, metal railings, and a decorative butterfly wall piece.

3. Junior`s Suite at JS Hubbs Guest House

Junior`s Suite at JS Hubbs Guest House
Hammondsport
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay in this beautiful property!"
United States
Kim C.
The price is HK$1,078
HK$2,586 total
includes taxes & fees
15 Sept - 16 Sept
Junior`s Suite at JS Hubbs Guest House
A round glass table with four wicker chairs, a wooden deck, and a white house in the background.

4. 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 HK$1,453
HK$2,338 total
includes taxes & fees
7 Sept - 8 Sept
Gulf Stream House - Unit 10
A narrow hallway with white doors, each marked with a number.

5. Gulf Stream House - Unit 11

Gulf Stream House - Unit 11
Hammondsport
10.0 out of 10, Exceptional, (1 review)
"Great location. Perfect for a weekend getaway."
United States
Kimberly S.
The price is HK$1,196
HK$2,016 total
includes taxes & fees
7 Sept - 8 Sept
Gulf Stream House - Unit 11
A residential area with houses, a tree, and a pathway.

6. Wine Country Finger Lakes Escape - Waneta Lake

Wine Country Finger Lakes Escape - Waneta Lake
Hammondsport
9.8 out of 10, Exceptional, (12 reviews)
"My children and I had a great stay!So close to Watkins Glen and Hammondsport!"
United States
Lisa D.
The price is HK$1,599
HK$3,556 total
includes taxes & fees
8 Sept - 9 Sept
Wine Country Finger Lakes Escape - Waneta Lake
A wooden deck with a table and chairs, overlooking a body of water with trees and a distant shoreline.

7. 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 HK$2,116
HK$4,987 total
includes taxes & fees
30 Sept - 1 Oct
Leaf Peeping, Lakefront, Nordic Sauna, Wine Trail
A pathway leading to a small cabin surrounded by lush greenery and trees.

8. 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 HK$2,822
HK$6,577 total
includes taxes & fees
10 Sept - 11 Sept
Private oasis on 12acre estate 15min to Keuka Lake
A wooden dock with three white Adirondack chairs facing a calm lake with a forested hill in the background.

9. OnTheWater Romantic Cabin-Breathtakng View-Beach Fire Pit!-Still Aval Sep-Oct'26

OnTheWater Romantic Cabin-Breathtakng View-Beach Fire Pit!-Still Aval Sep-Oct'26
Hammondsport
9.4 out of 10, Exceptional, (195 reviews)
"The place was wonderful, views beautiful. Very clean. We enjoyed it very much, very relaxing. Thank you!"
United States
Jessica A.
The price is HK$3,128
HK$6,269 total
includes taxes & fees
12 Sept - 13 Sept
OnTheWater Romantic Cabin-Breathtakng View-Beach Fire Pit!-Still Aval Sep-Oct'26
A hallway with a wooden floor, a couch, a TV mounted on the wall, and a sign that reads "Life is better at the lake".

10. 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 HK$1,328
HK$2,910 total
includes taxes & fees
15 Sept - 16 Sept
The Nautilus at JS Hubbs Guest House

11. 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 HK$1,453
HK$2,338 total
includes taxes & fees
7 Sept - 8 Sept
Gulf Stream House - Unit 12
A cozy cabin interior with a sectional sofa, wooden ceiling, white cabinets, and a kitchenette.

12. Finger Lakes Cottage

Finger Lakes Cottage
Prattsburgh
9.8 out of 10, Exceptional, (102 reviews)
"Cute place!"
United States
Jessica W.
The price is HK$600
HK$1,286 total
includes taxes & fees
10 Sept - 11 Sept
Finger Lakes Cottage
A serene lakeside scene with a wooden cabin, surrounded by lush greenery and trees reflecting in the calm water.

13. 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, (91 reviews)
"Great location peaceful property."
United States
John B.
The price is HK$855
HK$1,537 total
includes taxes & fees
16 Sept - 17 Sept
Poppy’s Cabin on Pond in Finger Lakes Region
An outdoor seating area with two chairs facing a stone fire pit.

14. 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 HK$1,372
HK$2,511 total
includes taxes & fees
7 Sept - 8 Sept
Tranquil Airstream Nature Escape
A picnic table in a forested area with tall trees.

15. 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 HK$314
HK$527 total
includes taxes & fees
7 Sept - 8 Sept
Tempest Ranch Camp is perfect for nature lovers. Close to Watkins Glen.
A modern building with large windows, a table, and an umbrella.

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

Casita: Near Wineries & Keuka Lake: 100"Projector
Bath
10.0 out of 10, Exceptional, (16 reviews)
"Excellent place to stay if you are looking for a secluded getaway with someone you love. Perfect for two people with enough amenities to make your stay relaxing. Communication with the host was fast and helpful. Would definitely recommend and stay here again. "
United States
Donald M.
The price is HK$1,235
HK$2,823 total
includes taxes & fees
8 Sept - 9 Sept
Casita: Near Wineries & Keuka Lake: 100"Projector
A grassy area with two white Adirondack chairs and a black pot, surrounded by trees and a field.

17. 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 HK$670
HK$1,409 total
includes taxes & fees
7 Sept - 8 Sept
Deer Path Off Grid Cabin
A wooden cabin with a porch, two bedrooms, and a large front window.

18. Kermit’s Cabin in Finger Lakes Region

Kermit’s Cabin in Finger Lakes Region
Savona
9.8 out of 10, Exceptional, (30 reviews)
"Very nice and quiet little cabin, nice getaway"
United States
Arta R.
The price is HK$1,450
HK$2,757 total
includes taxes & fees
28 Sept - 29 Sept
Kermit’s Cabin in Finger Lakes Region
A dining room with a table set for four, wooden chairs, a vase with flowers, and a window with curtains.

19. 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, (167 reviews)
"Nice cottage, nice outdoor area, quiet. could use updated frying pans"
United States
Ralph D.
The price is HK$1,372
HK$1,756 total
includes taxes & fees
9 Sept - 10 Sept
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
A log cabin with a snow-covered roof, surrounded by trees.

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, (60 reviews)
"This cabin is amazing, very comfortable relaxing. "
United States
Nikki F.
The price is HK$1,299
HK$1,666 total
includes taxes & fees
7 Sept - 8 Sept
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

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

8/10 Good
"Great location, close to lakes/stores/bars/restaurants. Good breakfast. Nice staff. Not the most clean, specifically the bathrooms/showers. Ice machine on our floor was broken too. Great room size and clean bedding/living area. Pet friendly and we brought 2 dogs that were well treated by staff and guests. Would go again, just clean it up a bit."
Jonathon 2-night trip
Posted 12 hours ago
Microtel by Wyndham Penn Yan Finger Lakes Region

Find out more about Hammondsport

Search for holiday rentals in Hammondsport on Expedia! You can easily find your home rentals, villas, holiday apartments in Hammondsport using one of the methods below:

  • View our selection of featured holiday rentals in Hammondsport
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  • Enter your travel dates to view the best deals on holiday rentals in Hammondsport while they last

Look no further and take a look at our great range of rental properties in Hammondsport!

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?

OnTheWater Romantic Cabin-Breathtakng View-Beach Fire Pit!-Still Aval Sep-Oct'26: 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. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Hammondsport?

Choose from 107 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.