Holiday Homes in Penn Yan

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Our top choices for Penn Yan holiday homes

Chic Lakeview Getaway on Seneca Lake Wine Trail

Chic Lakeview Getaway on Seneca Lake Wine Trail
2.0 star property
Penn Yan
10.0 out of 10, Exceptional, (2)
"Great location for visiting Watkins Glen, wineries and Keuka Lake area. Very clean and comfortable "
United States
Teresa R.
The price is NZ$750
includes taxes & fees
29 Dec - 30 Dec
Chic Lakeview Getaway on Seneca Lake Wine Trail

Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt
Penn Yan
9.6 out of 10, Exceptional, (28)
"Very pet friendly, great location to many local wineries. Will definitely stay here again. For a longer time."
United States
Ian B.
The price is NZ$311
includes taxes & fees
2 Jan - 3 Jan 2026
Pet Friendly Keuka Yurt

Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Penn Yan
10.0 out of 10, Exceptional, (3)
"It was cozy and welcoming, owner was prompt answering any questions"
United States
Andrew M.
The price is NZ$499
includes taxes & fees
30 Dec - 31 Dec
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom
Penn Yan
10.0 out of 10, Exceptional, (5)
"Great property. Close to everything the town has to offer. Plenty of room for a family "
United States
Anonymous traveller
The price is NZ$963
includes taxes & fees
13 Jan - 14 Jan 2026
Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Pet Friendly Log Cabin

Pet Friendly Log Cabin
Penn Yan
9.4 out of 10, Exceptional, (55)
"Very Clean, Peaceful and serene, enjoyed our time here. "
United States
Alisha W.
The price is NZ$263
includes taxes & fees
21 Jan - 22 Jan 2026
Pet Friendly Log Cabin

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

Sunset Retreat Cayuga Cottage w/ hot tub - Cayuga Lake- Panoramic views & Yard. Pet Friendly!
2.0 star property
Aurora
9.8 out of 10, Exceptional, (30)
"Wonderful hosts, terrific location, beautiful facilities, nice neighbors. "
United States
Cameron
The price is NZ$649
includes taxes & fees
29 Dec - 30 Dec
Sunset Retreat Cayuga Cottage w/ hot tub - Cayuga Lake- Panoramic views & Yard. Pet Friendly!

Romantic Spa-Hot Tub/Sauna/Salt Booth/Heated Himalayan Domes

Romantic Spa-Hot Tub/Sauna/Salt Booth/Heated Himalayan Domes
2.0 star property
Burdett
10.0 out of 10, Exceptional, (1)
"We would give this 10 stars if possible. Cannot say enough good things about this place. There is nowhere like this, if you are looking at this listing and it is available, book it now. We can't wait to check it out in every season. Winter was especially wonderful for the hot tub. We were fortunate to get a clear night and had a beautiful view of the stars. Christina is a wonderful host who has gone above and beyond to make a very special getaway."
United States
Marci
The price is NZ$516
includes taxes & fees
31 Dec - 1 Jan 2026
Romantic Spa-Hot Tub/Sauna/Salt Booth/Heated Himalayan Domes

Romantic Wine Country Retreat Spa-Hot Tub & Sauna

Romantic Wine Country Retreat Spa-Hot Tub & Sauna
2.0 star property
Burdett
10.0 out of 10, Exceptional, (2)
"The host of this property was great. She was in communication with us from the time we booked and quick to respond to questions. Check-in was really easy. The property is pretty, and we enjoyed the spa rooms and hot tub. We had a great stay, and we loved hiking and visiting wineries. Location of the home is perfect for short drives to many of the local attractions. "
United States
Wendy M.
The price is NZ$390
includes taxes & fees
31 Dec - 1 Jan 2026
Romantic Wine Country Retreat Spa-Hot Tub & Sauna

The Cape: Waterfront Home on Cayuga Lake

The Cape: Waterfront Home on Cayuga Lake
Seneca Falls
10.0 out of 10, Exceptional, (6)
"This cozy cottage was exactly what we were looking for- quiet relaxation, great views, easy access. We hope to return in the future!"
United States
Margaret C.
The price is NZ$784
includes taxes & fees
7 Jan - 8 Jan 2026
The Cape: Waterfront Home on Cayuga Lake

Charming Farmhouse Retreat ~ King Suite

Charming Farmhouse Retreat ~ King Suite
Shortsville
10.0 out of 10, Exceptional, (16)
"Peaceful!!!"
United States
Kevin D.
The price is NZ$748
includes taxes & fees
30 Dec - 31 Dec
Charming Farmhouse Retreat ~ King Suite

Peaceful, pet friendly and newly remodeled Geneva home

Peaceful, pet friendly and newly remodeled Geneva home
Geneva
9.8 out of 10, Exceptional, (26)
"Very comfortable and dog friendly which was great!"
United States
Matthew W.
The price is NZ$504
includes taxes & fees
31 Dec - 1 Jan 2026
Peaceful, pet friendly and newly remodeled Geneva home

Blissfull cottage with Hot Tub and rolling hills!

Blissfull cottage with Hot Tub and rolling hills!
2.0 star property
Hector
10.0 out of 10, Exceptional, (3)
"had a great time, location is amazing, and house facilities were as described, every thing you need for a comfort stay and good quality the owner is very good, informative and nice, any matter we had was taken care of to our satisfaction "
United States
Jonathan B.
The price is NZ$953
includes taxes & fees
4 Jan - 5 Jan 2026
Blissfull cottage with Hot Tub and rolling hills!

Cayuga Cottage [Bella Vista Cottages]

Cayuga Cottage [Bella Vista Cottages]
Geneva
9.6 out of 10, Exceptional, (16)
"Great hosts! Communication was easy & quick. Beautiful property. "
United States
Mandy I.
The price is NZ$966
includes taxes & fees
3 Jan - 4 Jan 2026
Cayuga Cottage [Bella Vista Cottages]

Autumn Lake Escape - Cozy Fires, Sauna & Game Room

Autumn Lake Escape - Cozy Fires, Sauna & Game Room
2.0 star property
Hammondsport
10.0 out of 10, Exceptional, (1)
"We had an amazing time! The host was very communicative and helpful. The house was gorgeous inside and out. It was our first time at the finger lakes and we loved it. The area is amazing, we visited Watkins Glen and sampled a dozen wineries. All incredible. We will definitely be back. This house was absolutely perfect. "
United States
Emily H.
The price is NZ$863
includes taxes & fees
20 Jan - 21 Jan 2026
Autumn Lake Escape - Cozy Fires, Sauna & Game Room

Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly
Dresden
9.0 out of 10, Wonderful, (9)
"Nice, relaxing place to stay.."
United States
Kathy P.
The price is NZ$1,042
includes taxes & fees
2 Jan - 3 Jan 2026
Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

Finger Lakes Escape • FLX Chalet + Private Pond

Finger Lakes Escape • FLX Chalet + Private Pond
Branchport
10.0 out of 10, Exceptional, (7)
"We had a wonderful stay, utilizing the chalet as home base to explore the Finger Lakes region. Everything was as described, clean and ready for a week vacation. Would definitely look to stay here again if in the area. "
United States
Todd G.
The price is NZ$941
includes taxes & fees
30 Dec - 31 Dec
Finger Lakes Escape • FLX Chalet + Private Pond

2 Mins. from Watkins Glen Racetrack & Central to FLX Wine Trail touring.

2 Mins. from Watkins Glen Racetrack & Central to FLX Wine Trail touring.
Watkins Glen
10.0 out of 10, Exceptional, (31)
"The house was splotlessly clean, and everything was conveniently located. We would definitely stay there again."
United States
Marilyn D.
The price is NZ$457
includes taxes & fees
5 Jan - 6 Jan 2026
2 Mins. from Watkins Glen Racetrack & Central to FLX Wine Trail touring.

Entire House with private lake access and hot tub! Near local ski resorts!!

Entire House with private lake access and hot tub! Near local ski resorts!!
Honeoye
9.4 out of 10, Exceptional, (11)
"We had a fun stay in Honeye. The accommodations were awesome. "
United States
Kris R.
The price is NZ$571
includes taxes & fees
12 Jan - 13 Jan 2026
Entire House with private lake access and hot tub! Near local ski resorts!!

Seneca Lake View Retreat sits secluded on a 2 acre lot.

Seneca Lake View Retreat sits secluded on a 2 acre lot.
Himrod
10.0 out of 10, Exceptional, (10)
"Nice, quiet location by the lake. We had a comfortable and relaxing stay. The hosts were quick to respond when we had questions."
United States
Angelica L.
The price is NZ$929
includes taxes & fees
3 Jan - 4 Jan 2026
Seneca Lake View Retreat sits secluded on a 2 acre lot.

Top of the Fingerlakes, relaxing retreat.

Top of the Fingerlakes, relaxing retreat.
Waterloo
9.8 out of 10, Exceptional, (28)
"Very comfortable, clean, and felt like home. Will be booking here again in June."
United States
April
The price is NZ$339
includes taxes & fees
4 Jan - 5 Jan 2026
Top of the Fingerlakes, relaxing retreat.
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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Top Penn Yan Hotel Reviews

Find out more about Penn Yan

Penn Yan Holiday Homes information

Number of reviews
17,724
Accommodation
868 Holiday Homes
Lowest Price
NZ$137
Highest Price
NZ$286

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