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Compare 392 Vacation Homes in Hammondsport with updated reviews, rates, and availability.

Lakefront gem with game room and dock - the house that almost floated away

9.4 out of 10, Exceptional, (53)
"Thank you for sharing your beautiful home with our party. Enjoyed our time, all amenities were as described in listing. Would return in the future."
Lakefront gem with game room and dock - the house that almost floated away

3 Bdrm Home w Game Room. Just minutes from WGI & Wine Trail.

10.0 out of 10, Exceptional, (24)
"It was all we hoped it would be. Comfortable bedsAll you need in that kitchen We’re from the south and it was a winter visit. I was afraid of being cold but we didn’t have to adjust the heat at all it was perfect the entire time. Thank you for letting us stay.,Well done!"
3 Bdrm Home w Game Room. Just minutes from WGI & Wine Trail.

Fully Renovated rural cottage in the perfect spot!

10.0 out of 10, Exceptional, (115)
"House was exactly as described. Location was great. Near hiking trails, wineries and places to eat. Drew was great to work with. Will definitely be back!"
Fully Renovated rural cottage in the perfect spot!

Fall Brook: Modern, woodsy home beside waterfalls and hiking trails

10.0 out of 10, Exceptional, (12)
"Had everything we needed. Pots, Pans, Spices, etc. and located on a great hiking trail."
Fall Brook: Modern, woodsy home beside waterfalls and hiking trails

Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!

9.8 out of 10, Exceptional, (127)
"Pet friendly weekend get away. Our dog loved the fenced in backyard. This cottage was perfect. It was close to restauraunts, wineries, and breweries. Some hiking trails within 30 minutes that our dog loved as well. Such as the Finger Lakes National Forest. It had all items for cooking a meal at home too. Cleanest vacation rental we have ever stayed in!!! Thank you for a wonderful stay. "
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!

Large Lakeview Lodge on Canandaigua Lake

9.6 out of 10, Exceptional, (59)
"Family reunion, we rented a boat, excellent accommodations !"
Large Lakeview Lodge on Canandaigua Lake

Cedar Lane Cabin: Authentic log cabin in wooded setting overlooking rural farmland

9.4 out of 10, Exceptional, (46)
"We so enjoyed our stay, especially given there were no near barking dogs or misbehaving children (we are empty nesters). The property though, needs to have the addition of a TV and DVD movie selections. We brought a portable DVD player with us. This could be easily added to the lower level room. There were a number of items that needed repair, but did not interfere with our stay. The intensity of "house rules" being frequently deluvered via text and email, felt overwhelming and somewhat...
Cedar Lane Cabin: Authentic log cabin in wooded setting overlooking rural farmland

4 BR Home w/ Game Room. 3 Min from WGI & minutes from Wine Trail.

9.8 out of 10, Exceptional, (14)
"Beautiful home, located in a rural area outside of Watkins Glen. More than enough room for 4 people. Enough dishes, glasses, etc. Peter always answered when I had a question. Would recommend."
4 BR Home w/ Game Room. 3 Min from WGI & minutes from Wine Trail.

Penn Yan House Rental - Close to Wineries!

9.6 out of 10, Exceptional, (4)
"This was a lovely little home for our weekend getaway. It is walking distance to multiple restaurants and shops in Penn Yann and the owner's were kind enough to recommend wineries for us."
Penn Yan House Rental - Close to Wineries!

Stunning 4-bedroom house with AC and WiFi in the quaint town of Hammondsport

Stunning 4-bedroom house with AC and WiFi in the quaint town of Hammondsport

Retreat of falling waters

9.0 out of 10, Wonderful, (199)
"I’ve been staying here every time I need to get away. It’s better than the pictures show. I highly recommend."
Retreat of falling waters

Pet-Friendly Ovid Home Near Seneca Lake & Wineries

9.0 out of 10, Wonderful, (31)
"The property was adequate for our needs and we did enjoy our time there together with our family from Canada and it's a convenient location to hit the wineries and breweries in the area. However, even though the house is cute, it is in need of a deep cleaning as the windows and screens were dirty, the stove was greasy and the floors need scrubbing. There's really not enough kitchen equipment to be able to properly cook meals. Like, pots, pans, plates, silverware, utensils. You couldn't have the...
Pet-Friendly Ovid Home Near Seneca Lake & Wineries

Classic country retreat with a game room, bar, expansive outdoor space, & grill

8.8 out of 10, Excellent, (8)
"The family gathered for Christmas/New Years and had plenty of room for puzzles, games and watching tv. Close to activities and sites. Enjoyed the area and quiet country. "
Classic country retreat with a game room, bar, expansive outdoor space, & grill

Chalet: modern cozy cabin on Seneca lake wine trail with outdoor firepit

10.0 out of 10, Exceptional, (34)
"Very clean, sparse amenities, kitchen could use updated towels, potholders had to buy a scrubber to clean stainless steel pans Neighbors facing property across the street not shown in pictures, no access to lake from property. All privately owned."
Chalet: modern cozy cabin on Seneca lake wine trail with outdoor firepit

Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck

9.2 out of 10, Wonderful, (204)
"Highly recommend. We enjoyed the remote location right on the lake. "
Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck

Wine and Dine Haven: Luxury Rental with Stunning Views of Keuka Lake

10.0 out of 10, Exceptional, (59)
"Great spot. Took six girl friends for a mom’s weekend off. This house has everything and more! Fire pit, hot tub, deck with amazing views, games and everything you could want in a kitchen. We had coffee and wine on repeat. Would be a great spot in warm months but we enjoyed toasty fireplaces and several sitting areas to hang out and unwind. Did wine tour of the lake and was gorgeous. Margaret was responsive and wonderful. We can’t wait to come back!"
Wine and Dine Haven: Luxury Rental with Stunning Views of Keuka Lake

144 S. Monroe St., Watkins Glen

9.4 out of 10, Exceptional, (41)
"This was a business trip for racing. GPS took us to street below location so I could see the house, but took a few minutes to figure out how to get to the actual street. The street is on a one way road. Great place with the necessary basics. Will continue to rent there in the future for the racing events!"
144 S. Monroe St., Watkins Glen

Among the Oaks: Newly built Luxury home with game room, wooded setting overlooking Seneca lake

10.0 out of 10, Exceptional, (5)
"We stayed over the weekend for the deck the halls event. Property was excellent and we would definitely stay again. I have no complaints."
Among the Oaks: Newly built Luxury home with game room, wooded setting overlooking Seneca lake

Call of the Bluff: Pet friendly, rural home with amazing views of Keuka Lake!

9.6 out of 10, Exceptional, (31)
"The view was fabulous, as was the outdoor living space. The property is not well suited for 2 couples with one bath upstairs with bedrooms and the other bath on the main level. The kitchen was great, well stocked but the sink was pretty disgusting. Nothing that a little Soft Scrub with bleach or Mr Eraser wouldn’t take care of. All in all a nice property, just better suited for a family with kids. "
Call of the Bluff: Pet friendly, rural home with amazing views of Keuka Lake!

Castello: modern cabin with hot tub, pool table and Seneca lake view, along wine trail

10.0 out of 10, Exceptional, (81)
"Perfect location for our wine tour. House and hot tub were very clean. Fireplaces work great for heat. Overall amazing property "
Castello: modern cabin with hot tub, pool table and Seneca lake view, along wine trail
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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Other property types in Hammondsport

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

9.8 out of 10, Exceptional, (46)
"My girlfriend and I had a great glamping experience hosted by Dave and his wife. Not only was Dave incredibly attentive during our stay but also gave us recommendations on where to explore around the town and hikes near by. The cabin was equipped with cooking material and wood for the fire (which we really enioyed). For anyone looking for sometime to disconnect and enjoy with a loved one - We recommend this cabin for you!"
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

10.0 out of 10, Exceptional, (22)
"Thank you Dave and JoAnne for sharing beautiful property with us! It was peaceful, beautiful view, the cabin was clean and cozy, and so many little details and thought you put into things did not go unnoticed! You were responsive when we needed you, and so very friendly! Thank you again for a much needed getaway for my husband, our pup, and me ☺️"
STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

Lazy Loon Cottage is a Charming KEUKA LAKE cottage with amazing views!

10.0 out of 10, Exceptional, (93)
"House was just what we needed to be together for Thanksgiving. Clean, well equipped and water views were peaceful. Owner was incredibly responsive and everything was just as stated on the listing. Thank you so much for a wonderful few days. We hope to be back in summer! "
Lazy Loon Cottage is a Charming KEUKA LAKE cottage with amazing views!
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.