Photo by Matthew Jay

Hammondsport Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Hammondsport

THE GRAPE ESCAPE - Wine Trail & Lake View Cabin - Pet Friendly! 4 Season Rental
9.8 out of 10, Exceptional, (36)
"Great location, host was very communicative and assisting, view is amazing! My boyfriend and I stayed with our two doggies!!"
THE GRAPE ESCAPE - Wine Trail & Lake View Cabin - Pet Friendly! 4 Season Rental
Lazy Loon Cottage is a Charming KEUKA LAKE cottage with amazing views!
10.0 out of 10, Exceptional, (79)
"This lake house was absolutely beautiful! The moment you walk in you are greeted with a fantastic view of the lake. The interior was so inviting and exactly like pictured and the fully stocked kitchen enabled us to create fantastic meals. The beds are so comfortable we slept great. The only request would be to add a second umbrella to the deck seating area for sun protection. Loved everything about this rental and would definitely consider a future stay!"
Lazy Loon Cottage is a Charming KEUKA LAKE cottage with amazing views!
STARWOOD - Romantic WINE TRAIL Cabin - Pet Friendly! 4 Season Rental
10.0 out of 10, Exceptional, (10)
"My husband and I stayed here for a weekend getaway and to celebrate our anniversary. Such a beautiful spot, surrounded by nature, yet close to food/shops. Dave and his wife were the best hosts, making sure we had everything we needed. We will definitely stay up here again!"
STARWOOD - Romantic WINE TRAIL Cabin - Pet Friendly! 4 Season Rental
Charming Hammondsport Home w/ Lake Views & Pool!
10.0 out of 10, Exceptional, (30)
"Great place every thing you need is there"
Charming Hammondsport Home w/ Lake Views & Pool!
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
8.6 out of 10, Excellent, (167)
"House was perfect for 2 people. Hot tub was great."
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
10.0 out of 10, Exceptional, (224)
"My wife and I had a great time exploring the finger lakes region. Staying in this cabin was a great locatiin to the two of the larger lakes. I wanted to stay away from people and this cabin fit that perfrctly. The cabin had everything we needed to enjoy our stay at the lakes. Everything was clean and a fully stocked kitchen. Would absolutely recommend this place to stay to anyone wanting peace and quiet. Thank you so much for offering this hidden gem."
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
9.8 out of 10, Exceptional, (114)
"Todd the owner is super nice and helpful to find nearby attractions. We checked in little early as well checked our early. Had a nice time relax and it was a kind of get away from the crowded and bustling city life."
The price is ¥20,305
¥20,305 total
includes taxes & fees
Jun 19 - Jun 20
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Secluded Oasis: Luxurious Retreat with Stunning Views
10.0 out of 10, Exceptional, (16)
"This property was a perfect getaway for my wife and I. Was a great spot to relax and detach from reality for a weekend. Everything was clean, the amenities were great, and Shanisha was available and easy to communicate with through the entire process. Will definitely consider booking again in the future!"
Secluded Oasis: Luxurious Retreat with Stunning Views
Lakefront home with private hot tub, dock, boat lift & firepit - 2 dogs welcome
8.2 out of 10, Very Good, (30)
"This property is in a perfect location. The house was clean and had all the stuff you could need to enjoy your stay. Silverware, cups, plates towels, blankets, bedding ect. Just beware the low ceilings down stairs, they got my husband a few times. The lake and docks are stunning. The hot tub was very clean. All around a great stay."
Lakefront home with private hot tub, dock, boat lift & firepit - 2 dogs welcome
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
10.0 out of 10, Exceptional, (107)
"We had a great time at this property. Less than 10 minutes to Watkins Glen and the Gorge Trail. Multiple wineries with 10 minutes. Also a bunch of markers markets and local farm stores within 20 minutes. We really enjoyed exploring the area and then winding down on the back porch at night after a day out. Would recommend this location to anyone looking to explore the Watkins Glen or Seneca Lake Wine Trail."
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
Secluded Dog-Friendly Studio w/Deck, Private Pond, Fireplace, Fast WiFi, Views
9.8 out of 10, Exceptional, (27)
"Had a great stay. Very peaceful"
Secluded Dog-Friendly Studio w/Deck, Private Pond, Fireplace, Fast WiFi, Views
Retreat of falling waters
9.0 out of 10, Wonderful, (185)
"Awesome place a lot of dates from the time we were there in Oct 2023. It’s a lovely and cozy place with hot tub and waterfalls. We will be back again"
Retreat of falling waters
Cozy new England style cottage Right on Wine and Beer Trail
9.8 out of 10, Exceptional, (238)
"Cottage is clean, in a good location. Love sitting on the deck or in the yard just looking at the lake. Plants on the property are beautiful. A great place to stay and would stay here again!"
The price is ¥43,285
¥67,115 total
includes taxes & fees
Jun 19 - Jun 20
Cozy new England style cottage Right on Wine and Beer Trail
Poppy’s Cabin on Pond in Finger Lakes Region
10.0 out of 10, Exceptional, (73)
"From the quiet, peaceful, private cabin to the frogs, fish and bunnies the place was clean and beautiful. Lighting was available as well as WiFi, easily attainable wood for fire, nearby attractions and waterfalls to explore. The porta potty was clean and the shower was easy to utilize. Clean up was a breeze with the directions and the lake right out front had its own canoes with oars to sit on the water and enjoy the private wooded area. It was amazing and I will recommend it to friends and...
Poppy’s Cabin on Pond in Finger Lakes Region
Pet-Friendly New York Escape w/ Deck & Lake Views!
3.0 out of 10, (2)
"Would not recommend to stay here"
Pet-Friendly New York Escape w/ Deck & Lake Views!
Cozy Bungalow right on the Lake wine and brewery trail.
9.6 out of 10, Exceptional, (17)
"We enjoyed the beautiful views of the lake, it was a perfect place to relax."
Cozy Bungalow right on the Lake wine and brewery trail.
Hidden gem of the fingerlakes
9.8 out of 10, Exceptional, (9)
"Everything was more than expected. Water quality is not the best."
Hidden gem of the fingerlakes
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
9.6 out of 10, Exceptional, (121)
"Very relaxing and clean cabin. We enjoyed our time here. The back porch was amazing!"
The price is ¥27,545
¥32,267 total
includes taxes & fees
Jun 18 - Jun 19
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
Newly Renovated Rustic Cabin w/WiFi in the Heart of the Finger Lakes
9.6 out of 10, Exceptional, (107)
"The listing is exactly as advertised. This home is located in a beautiful city and comes with all your basic needs. The owners provide more than enough detail to help you navigate the property and the area. They are also very responsive and helpful. I did not have any issues during my stay and expect to return again next year. The kids (6, 9, 11, 12) had a great time as well. There was plenty of yard for them to run around in and throw the ball. They also really enjoyed the fire pit and a...
Newly Renovated Rustic Cabin w/WiFi in the Heart of the Finger Lakes
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
9.6 out of 10, Exceptional, (185)
"The cottage was very clean and well-equipped. It was cozy and tastefully decorated. We really enjoyed the dock with the seating area on the end. Gorgeous views of the lake from the dock and the house. Would definitely come back."
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
Don't see what you're looking for?
See all available properties in Hammondsport
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.

Other types of properties in Hammondsport you may be interested in

THE GRAPE ESCAPE - Wine Trail & Lake View Cabin - Pet Friendly! 4 Season Rental
9.8 out of 10, Exceptional, (36)
"Great location, host was very communicative and assisting, view is amazing! My boyfriend and I stayed with our two doggies!!"
THE GRAPE ESCAPE - Wine Trail & Lake View Cabin - Pet Friendly! 4 Season Rental
Best Western Plus The Hammondsport Hotel
2.5 star property
9.6 out of 10, Exceptional, (868)
"Desk people were friendly and helpful. Enjoyed our stay. "
The price is ¥21,816
¥24,435 total
includes taxes & fees
Jul 7 - Jul 8
Best Western Plus The Hammondsport Hotel
STARWOOD - Romantic WINE TRAIL Cabin - Pet Friendly! 4 Season Rental
10.0 out of 10, Exceptional, (10)
"My husband and I stayed here for a weekend getaway and to celebrate our anniversary. Such a beautiful spot, surrounded by nature, yet close to food/shops. Dave and his wife were the best hosts, making sure we had everything we needed. We will definitely stay up here again!"
STARWOOD - Romantic WINE TRAIL Cabin - Pet Friendly! 4 Season Rental
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.

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
  • Use the map to find apartments and other holiday homes in the Hammondsport neighbourhood you prefer
  • 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 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?

Lakefront home with private hot tub, dock, boat lift & firepit - 2 dogs welcome: This vacation home near Hammondsport is located on a lake and has a fireplace, a patio, 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 spa tub.

How many vacation rentals are there in Hammondsport?

Choose from 80 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.

Recent reviews of Hammondsport properties
Expedia verified reviews