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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 849 Vacation Homes in Penn Yan with updated reviews, rates, and availability.

Lakefront Home in the heart of Seneca Lake Wine Trail
Terrace/patio

Lakefront Home in the heart of Seneca Lake Wine Trail

9.8 out of 10, Exceptional, (46)
"Wonderful place to stay, roomy without being huge (cozy feel) all of the bedrooms were nice sizes and was perfect for our needs and the lake right out the back door! beautiful!"
Lakefront Home in the heart of Seneca Lake Wine Trail
Retreat of falling waters
Exterior

Retreat of falling waters

9.0 out of 10, Wonderful, (202)
"Cottage was as described"
Retreat of falling waters
Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain
Outdoor dining

Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain

10.0 out of 10, Exceptional, (316)
"Place is amazing and clean and just the perfect getaway. Love the hot tub and used it a lot. Great place and will definitely be back "
Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain
Pastoral Retreat
Interior

Pastoral Retreat

Pastoral Retreat
Peaceful, pet friendly and newly remodeled Geneva home
Fridge, microwave, oven, stovetop

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 AED 643
AED 1,035 total
includes taxes & fees
1 Apr - 2 Apr
Peaceful, pet friendly and newly remodeled Geneva home
Charming Canandaigua Lake House w/ Deck & Views!
Fridge, microwave, stovetop, dishwasher

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
Terrace/patio

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
Beach

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

9.2 out of 10, Wonderful, (291)
"Stayed for the weekend and it was great."
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!
Outdoor dining

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!
Terrace/patio

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!
Sun loungers, beach towels

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!
Miscellaneous

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

2.0 star property
10.0 out of 10, Exceptional, (15)
"Our stay at this cottage was overall excellent! The property was exactly as described—clean, beautifully decorated, and fully equipped with everything we needed for a comfortable stay. The hosts were very kind and responsive and provided detailed instructions, which made check-in and check-out a breeze.The location offered a peaceful escape, surrounded by nature, which was just what we were looking for. However, it’s worth noting that the cottage is down a long, one-way gravel road with a 10 mph...
The price is AED 639
AED 1,387 total
includes taxes & fees
26 Mar - 27 Mar
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
Dining

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."
The price is AED 309
AED 885 total
includes taxes & fees
1 Apr - 2 Apr
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
TV, fireplace, video games, DVD player

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
Interior

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!
Fridge, microwave, oven, stovetop

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
Smart TV

Spacious ‘GEM’ of the city

9.8 out of 10, Exceptional, (31)
"Nice stay"
The price is AED 937
AED 1,410 total
includes taxes & fees
26 Mar - 27 Mar
Spacious ‘GEM’ of the city
Walk to parks & restaurants! Hot Tub! Game Room!
Aerial view

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

9.8 out of 10, Exceptional, (13)
"My two sisters and our partners stayed at perfect location in Watkins Glenn for our weekend away. A trip that was suppose to happen 5 years but got postponed due to Covid and then kids finally happened with a beautiful weekend in the beginning of March. The town was fairly empty but extremely welcoming. We were able to walk to get food, hear live music and pick up supplies, with just a short drive to the lake and wineries. The house was spacious, comfortable and fun! Very gracious, communitive...
The price is AED 871
AED 2,068 total
includes taxes & fees
28 Mar - 29 Mar
Walk to parks & restaurants! Hot Tub! Game Room!
The village of Keuka
Fridge, microwave, oven, stovetop

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!
Terrace/patio

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

9.2 out of 10, Wonderful, (175)
"Awesome view of the lake….bald eagle soaring overhead, cozy, campy feeling cottage. What more could you ask for?"
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 new England style cottage Right on Wine and Beer Trail
Terrace/patio

Cozy new England style cottage Right on Wine and Beer Trail

9.8 out of 10, Exceptional, (255)
"Nice quiet"
Cozy new England style cottage Right on Wine and Beer Trail
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI
Property grounds

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

9.8 out of 10, Exceptional, (225)
"We love this house, 3rd time here! So cozy and always provides fun time and leave us with great memories! We will definitely be back!"
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Pool

Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

9.8 out of 10, Exceptional, (129)
"The cabin was absolutely perfect! The hosts are very thoughtful, providing coffee, cups, towels and bedding along with other amenities to make you feel at home! Loved the seclusion but also close enough to activities in the area. I would highly recommended this place! I will definitely stay here again when in this area!enough"
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
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.