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Compare 873 Vacation Homes in Penn Yan with updated reviews, rates, and availability.

Lakefront Home in the heart of Seneca Lake Wine Trail

9.8 out of 10, Exceptional, (47)
"We had a lovely stay there. Everything was as described and is beautiful set right against the lake. Perfect location for Seneca or Keuka lake wineries. "
Lakefront Home in the heart of Seneca Lake Wine Trail

Retreat of falling waters

9.0 out of 10, Wonderful, (203)
"Our stay at the Retreat of Falling Waters was nothing short of magical. We loved exploring the waterfall, playing the board games provided, and enjoying meals at the quaint kitchen table. Just plan to bring your own drinking water because the well water connected to the property isn’t really safe to drink! Thank you so much to the incredibly communicative host! "
Retreat of falling waters

Naples Valley Getaway! Private home with hot tub.

10.0 out of 10, Exceptional, (319)
"This place is just as pictured! So clean and fresh. And even though it's very early in the season, spring landscaping was already done so even the outside looked great. Comfortable bed, plenty of towels, and the hot tub helped us make the best of the chilly weather. Thank you, Andrew and Tracey! Your place is very nice and I highly recommend."
Naples Valley Getaway! Private home with hot tub.

Pastoral Retreat

Pastoral Retreat

Peaceful, pet friendly and newly remodeled Geneva home

9.6 out of 10, Exceptional, (9)
"My husband and I, along with my parents visited my daughter at HWS. Our stay was very comfortable. The owner had made sure to have lights on as we were arriving after dark. "
The price is SAR 657
SAR 1,087 total
includes taxes & fees
24 Apr - 25 Apr
Peaceful, pet friendly and newly remodeled Geneva home

Charming Canandaigua Lake House w/ Deck & Views!

10.0 out of 10, Exceptional, (21)
"Simple, clean and wonderful spot for a winter weekend getaway."
Charming Canandaigua Lake House w/ Deck & Views!

Croft Cove: laid back home on Lamoka Lake with private lakefront

9.6 out of 10, Exceptional, (33)
"This house is such a gem. From the comfort of the beds to the view of the lake, everything was just wonderful. I would love to stay here again."
Croft Cove: laid back home on Lamoka Lake with private lakefront

Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK

9.2 out of 10, Wonderful, (292)
"Cottage was very clean had everything as advertised would definitely go back again enjoyed being so close to the lake and having the hot tub was a plus!"
Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK

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

9.8 out of 10, Exceptional, (129)
"The house was in a convenient location to several of the wineries we wanted to visit and a comfortable size for the two of us. Unfortunately, we weren’t able to use the back porch and private yard because of the cold and snow, but it would be wonderful during nice weather. Our only issue was with the road noise. The house is directly on Highway 14, which makes for noticeable road noise during the day, but better at night with less traffic. "
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!

Plum Point Villa - Stunning View In The Heart Of The Finger Lakes!

9.8 out of 10, Exceptional, (155)
"We had a great ladies weekend ! Beautiful lake view and plenty of room for our group "
Plum Point Villa - Stunning View In The Heart Of The Finger Lakes!

Remodeled Lake House 4 Bed/ 3 bath, Pet Friendly Enjoy Fall on Cayuga Lake!

10.0 out of 10, Exceptional, (6)
"The house was absolutely gorgeous. Big open floor plan plenty of room for the eight of us that were there. The host was absolutely phenomenal as far as giving advice as to what was in the area along with knowledge of his house and even sent information prior to check-in. The check-in process was a breeze as we knew exactly what was going on before hand The house was immaculately clean, and you couldn’t ask for a more pleasant environment. I highly recommend you renting this place. You won’t...
Remodeled Lake House 4 Bed/ 3 bath, Pet Friendly Enjoy Fall on Cayuga Lake!

Sunset Retreat Cayuga Cottage w/ hot tub - Cayuga Lake- Panoramic views & Yard. Pet Friendly!

2.0 star property
9.8 out of 10, Exceptional, (16)
"Everything was good except the bed mattress especially the bunk house were too hard and the pillows had no firmness. Maybe adding a foam topper and upgraded pillows would make a big difference. "
Sunset Retreat Cayuga Cottage w/ hot tub - Cayuga Lake- Panoramic views & Yard. Pet Friendly!

Townhouse with Lake views/access, 10 min to ski Bristol Mountain

9.8 out of 10, Exceptional, (51)
"There could have been some more pictures and a better description of condo. There is no lake access. I know it is winter but I would have liked to go there for a walk. Two pans and the toaster tray were dirty. Tub with shower were slippery due to liquid bath soap. Otherwise it was great. And I loved the view."
Townhouse with Lake views/access, 10 min to ski Bristol Mountain

Direct Waterfront private house, NEW 40ft dock w/power, sleeps 8 in Wine Country

10.0 out of 10, Exceptional, (30)
"The house was extremely clean and well taken care of. Attention to all the small details really made it feel like home. We would definitely stay again! Host was great! Highly recommend the property "
Direct Waterfront private house, NEW 40ft dock w/power, sleeps 8 in Wine Country

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

TreeTops, modern luxury overlooking Keuka Lake - luxury Treehouse new for 2025!

9.8 out of 10, Exceptional, (8)
"We thoroughly enjoyed staying at TreeTops! The property is beautiful, clean and has an awesome view. We would stay again without hesitation!"
TreeTops, modern luxury overlooking Keuka Lake - luxury Treehouse new for 2025!

Spacious ‘GEM’ of the city

9.8 out of 10, Exceptional, (32)
"House was well stocked and clean. House was walkable to all restaurants and shops. Easy drive to many wineries. The beds were very comfortable and plenty of towels for the group. "
The price is SAR 822
SAR 1,423 total
includes taxes & fees
16 Apr - 17 Apr
Spacious ‘GEM’ of the city

Walk to parks & restaurants! Hot Tub! Game Room!

9.8 out of 10, Exceptional, (17)
"We had a fantastic stay at this house in Watkins Glen! The home was spotless, spacious, and perfect for our girls getaway. The hot tub was a big hit after long days of exploring, and the game room added a fun touch for evenings in. We also loved that it was within walking distance to town—super convenient for grabbing coffee, meals, or just enjoying the local vibe. Everything was well-maintained and thoughtfully set up. Highly recommend for anyone looking for a clean, comfortable, and...
The price is SAR 980
SAR 2,297 total
includes taxes & fees
17 Apr - 18 Apr
Walk to parks & restaurants! Hot Tub! Game Room!

The village of Keuka

9.4 out of 10, Exceptional, (45)
"Everything about the property was wonderful"
The village of Keuka

Awesome On-the-Water Romantic Cottage w/Breathtaking Views and Beach Fire Pit!

9.2 out of 10, Wonderful, (176)
"OMG!!! This place is absolutely BEAUTIFUL! Right on the water, absolutely perfect! The property manager is incredibly helpful and readily available for any questions! The cottage was immaculate! The location is also perfect! Will definitely be returning to this cottage! We had a phenomenal time! Simply amazing!"
Awesome On-the-Water Romantic Cottage w/Breathtaking Views and Beach Fire Pit!
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 Penn Yan

Cozy Cabin With 165 Ft. Private Beach and wood-fired hot tub - ALL are welcome!

10.0 out of 10, Exceptional, (222)
"Lovely cabin with great views."
Cozy Cabin With 165 Ft. Private Beach and wood-fired hot tub - ALL are welcome!

Cozy All Season Bungalow right on the Lake wine and brewery trail.

9.6 out of 10, Exceptional, (27)
"Vary nice a real treat when comparing to a motel"
Cozy All Season Bungalow right on the Lake wine and brewery trail.

Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI

9.8 out of 10, Exceptional, (226)
"Great house in Keuka lake. We enjoyed our stay. "
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free 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.