
House holiday rentals in Hammondsport
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Top-rated house rentals in Hammondsport
Guests agree: these houses are highly rated for location, cleanliness and more.

Bristol Creekside Cottage
Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

Heard It View The Grapevine
Walking distance to Dr. Frank's Winery, Barrelhouse 6 Distillery, & Divided Sky Winery. A 6 minute or less drive to Point of the Bluff Winery & Concert venue, Keuka Brewing, Krooked Tusker Distillery, Steuben Brewing, Heron Hill Winery & Bully Hill Winery. Panoramic clear views boast from this hilltop hideaway. Perfect family vacation or couples getaway spot for the ultimate Finger Lakes retreat. Fiber Optic internet at the house. Rare for this area - better speeds and more reliable service.

*New* Keuka View/No Steps to lake*Sleeps 8/ kayaks
Delightful 4 bedroom, 3.5 bath lake house located on the Keuka Wine Trail. This comfortable home *SLEEPS 8 people and is just the right size for that perfect week or weekend on the lake. Enjoy gorgeous lake views from the many windows inside the home and outside on the newly built deck. This year round get-a-away sits on 75 feet of walk in level lake front. “Due Time” is the perfect home close to top-notch wineries, restaurants and all that this region has to offer. Strict *No Pets Policy.

2Mn From WGI Racetrack & Central to FLX Wine Trail
Quiet country home 2 min. from Watkins Glen Race Track with ample parking for truck/trailer makes it perfect for track days! 10 min. to Watkins. Also in the Finger Lakes Wine Trail region. Visit the village of Watkins for the excellent bars, eateries, and shops. Watkins Glen State park offers the Gorge to hike and sight see. Sugar Hill State Forest has miles of hiking trails, hunting, horseback riding, etc. Watkins is at the south end of Seneca lake where you can kayak, swim, boat, and fish.

Finger Lakes Winery Farmhouse
Experience the heart of Hector's wine country in our large, charming 3 bed, 2 bath farmhouse adjacent to Damiani Wine vineyards and an active wine production barn. This historic, 100+ year old home features a renovated kitchen and 2 full baths, with thoughtfully curated, eclectic modern farmhouse decor. Great for families or groups of friends, this cozy, well stocked home lets you catch a glimpse of the wine-making and grape growing process next door. Easy lake access is just down the road.

Lakeview Crossing Vacation Rental
Lakeview Crossing is an 1800s farmhouse that has been completely renovated. The house sits on a hill overlooking Keuka Lake with vineyards below. Located along the wine trail, guests are short trips away from many local wineries, breweries, a distillery and antique shops. The town of Hammondsport is 6 miles away and has 2 local beaches for swimming and lake activity, restaurants, gift shops, antique shops, groceries, ect. There is a large deck overlooking the lake and the vineyards.

Mutual Fun Keuka Memories
If you are going to just hang out, do it at this beautiful setting on Keuka Lake. Child-Friendly. Wonderful swimming area! Scenic drives around the vineyards. Spacious, comfortable home along a very quiet road. Cozy All-Season getaway! Enjoy your own private beach and dock. Swim/float/kayak in pristine waters. Walk along the lake. Stargaze. Campfires on the shore. Wintertime retreat. Brand new leather sofa, chair and ottoman. Nice, warm fireplace. Snuggle inside and let it snow!

Hammy on a Rye 2 Hammondsport NY
There have been professional photos done by the Airbnb photographer, and they are finally here! This is the 2nd Hammy on a Rye right next door to the original Hammy on a Rye started almost 4 yrs ago. This is similar in size and layout as the other home. It has two king-size bedrooms, 2 full baths, a kitchen, a dining room, a living room, laundry, and central air. There is also plenty of off-street parking available. We are putting together the gas firepit and seating now

Private and plentiful in Hammondsport NY
Hammondsport NY Easy walking just outside village. Spacious full downstairs. 1 queen bedroom and 1 queen pull out sofa full bathroom, kitchen, livingroom and seasonal front room . Walking distance to beautiful Keuka Lake beaches, parks , boat/jet ski rental, restaurants, bars and many attractions. 5 minute drive to several Wineries,Breweries, Antiques, Glen H.Curtiss Museum , Boat Museum and Fingerlakes trail. Beautiful senic overlooks along both sides of the lake.

Luxury on Seneca Wine Trail, 3 King Beds and View
Welcome to Wineview Acres! This 24 acre former Christmas tree farm is complete with a newer 2000 sq. ft 3 bedroom home with amazing views and private waterfalls. Located at the start of the Seneca Wine Trail and just a short drive to the village of Watkins Glen, we are in the perfect location to enjoy the best of what the Finger Lakes can offer. If you prefer wine tasting, hiking, fishing, or a day at the race track you will be perfectly positioned to enjoy it all.

Pleasant Valley Farmhouse
This recently remodeled farm house is located in Pleasant Valley, 5 minutes from downtown Hammondsport and Keuka lake. Originally built in 1920, this house now boasts a brand new open concept kitchen with high end utilities, up dated bathrooms with built in tile showers, three bedrooms, a dedicated laundry room, outdoor patio with picnic table and a fire pit. The property is secluded and private offering a quiet and relaxing atmosphere for your Keuka lake get away.

The Onyx Chalet by Keuka Lake
Keep it simple at this peaceful and centrally-located place. Our Chalet is a newly remodeled house on the edge of Penn Yan within sight of Keuka Lake. Seasonal lake views and beautiful sunset skies. A stones throw from Morgan Marine and Red Jacket park. Walking distance from restaurants and a public beach. Master bedroom on main floor with queen bed and access to bathroom. Two bedrooms upstairs and large bathroom. Comfortably sleeps 6-8 people.
Popular amenities for house rentals in Hammondsport
House rentals with a pool

Hazlitt Winery Poolhouse

FLX Watkins Glen, Hiking, Wine Country, Waterfalls

Fireplace, theater room, & fully equipped kitchen

Camp S’mores- Modern A-Frame with Pool

Lakeview House near Wineries & Wedding Venue

2 Bedroom pool house with Garage

Comfy Ranch House 3BR/2BA

Modern Lakeside Villa with Pool and Hot Tub
Weekly house rentals

Cute Bungalow looking for TLC

Cozy Cottage in the village of Hammondsport

More Lake, Less Work

Waneta Way Cottage

Beautiful Keuka Lake Views, Fire pit & Wineries

Cozy 2 bed 2 bath single wide near highway

Cottage at Waneta Lake-hot tub, fire pit

Wine down near Keuka lake
Private house rentals

A-Frame on Seneca

Spring Wine Trail Escape - Family & Pet Friendly

The Cork Cottage | On Seneca Wine Trail | Fire Pit

Groovy Getaway Keuka

Amazing Lake House with hot tub on protected cove!

Keuka Wine Trail Farmhouse

Luxury Winter Escape • Watkins Glen • Wine Trail

Serene wine trail escape | Mins to town & lake
Quick stats about house rentals in Hammondsport

Total holiday rentals
Explore 10 holiday rentals in Hammondsport

Nightly prices starting at
Hammondsport holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 1,000 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Hammondsport holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hammondsport rentals

4.9 Average rating
Hammondsport stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Rentals with lake access Hammondsport
- Rentals with a fireplace Hammondsport
- Family-friendly rentals Hammondsport
- Rentals with a patio Hammondsport
- Rentals with a washing machine and dryer Hammondsport
- Rentals with outdoor seating Hammondsport
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- Cornell University
- Letchworth State Park
- Watkins Glen State Park
- Bristol Mountain
- Taughannock Falls State Park
- Stony Brook State Park
- State Theatre of Ithaca
- Keuka Lake State Park
- Watkins Glen International
- Cascadilla Gorge Trail
- Women's Rights National Historical Park
- Sciencenter
- Hunt Hollow Ski Club
- Keuka Spring Vineyards
- Three Brothers Wineries and Estates
- Fox Run Vineyards
- Finger Lakes
- Six Mile Creek Vineyard
- Ithaca Farmers Market
- Glenn H Curtiss Museum
- Seneca Lake State Park
- Montezuma National Wildlife Refuge
- Buttermilk Falls State Park
- Robert H Treman State park




