Penn Yan Vacation Rentals

Compare 13 vacation rentals.
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Make Penn Yan your next getaway

The historic village of Penn Yan is home to wineries, a quiet way of life, and of course the beauty of the Finger Lakes—from falls to gorges to sparkling waters. If you’re ready to experience this special place for yourself, our Penn Yan vacation rentals may be just what you’re looking for.

Explore Penn Yan house rentals, cabins, cottages, and more


House rentals

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Popular amenities for Penn Yan vacation rentals

Dog-friendly Hot tub Internet
QKA View
4 Bedroom | 3 Bath | Sleeps 10

QKA View - Penn Yan, NY

$360 avg / night
5 Bedroom | 3 Bath | Sleeps 12

GoldenRod - Penn Yan, NY

$299 avg / night
Benton Farmhouse
6 Bedroom | 3 Bath | Sleeps 16 (14 Adults Max)

Benton Farmhouse - Penn Yan, NY

$315 avg / night
Keuka Vista
4 Bedroom | 2 Bath | Sleeps 16 (10 Adults Max)

Keuka Vista - Penn Yan, NY

$368 avg / night
Modern Log Cabin with Vineyard Views
3 Bedroom | 2 Bath | Sleeps 8

Modern Log Cabin with Vineyard Views - Penn Yan, NY

$293 avg / night

View 8 more homes

Recent Penn Yan guest reviews

Our family enjoyed staying here - house was spotless and spacious. Loved the white linen/towels. We will definitely stay here again.
Khemraj L. | Jul 2024
This was the perfect spot to meet up with long time friends and spend time together. The house and property was gorgeous.
Cheryl L. | Jul 2024
I was pleased with this lovely home. I was however disappointed when reading some of the previous reviews!! I guess it depends what kind of crowd you are and what level of perfection you are looking for. I can only speak from my experience and the experience of my family, this home was absolutely adorable, dog friendly with a fenced in yard and close to everything!! If you are a nature lover, the nature trail is directly in front of the home!! We love Keuka restaurant and all of the beautiful surrounding lakes! If I had to pick perfection for a home versus comfortability I would go with comfortability and let me tell you, those beds are so comfortable to sleep on, we were very appreciative. I would stay in this home again and recommend it to friends and family!
Deb T. | Jul 2024
Penn Yan vacation rental FAQ

Yes, 17 of our Penn Yan homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 38 of our Penn Yan vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Penn Yan vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Penn Yan team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Penn Yan, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Where is Penn Yan, NY?

The Finger Lakes are made up of 11 long, narrow lakes in beautiful upstate New York. Penn Yan is nestled on the north shores of Keuka Lake, and is centrally located in the heart of the entire region. You’ll be about 50 miles from Ithaca where, if you choose, you can explore the city’s shops, museums, and the historic campus at Cornell University.

Things to do near Penn Yan, NY

Folks come to Penn Yan in search of a quiet getaway in a small town, surrounded by beautiful outdoors—and that’s exactly what they receive. Of course, there are the stunning, pristine waters of Keuka Lake, offering everything from kayaking to trout fishing to watching vivid sunsets over the water.

About 30 minutes from our Penn Yan vacation homes is Watkins Glen State Park, where a trail meanders past 19 cascading waterfalls—you can even walk beneath some of them. The stone bridges appear to be made from the rocks themselves, and in the autumn the surrounding trees are alight with color.

After your morning hike, stop by the Penn Yan Diner for a hearty stack of the best pancakes in town. You’ll love the retro feel of this cozy space, with only 10 tables plus counter seating. If it’s a Saturday, pop by the Windmill Farm and Craft Market to explore 50 unique vendors selling baked goods, crafts, and more. It’s open between April and December and often features live music and dance performances. If you just can’t get enough northeastern flair, Wagers Cider Mill is a great spot for a sweet treat—apple cider and apple cider donuts, to be exact.

No Finger Lakes vacation would be complete without exploring the local vineyards. The area is peppered with them, each offering their own unique vibe and atmosphere. From the trendy Three Brothers—wine slushie, anyone?—to the high-end Belhurst Castle, you won’t be short of options. The tasting room at Keuka Spring Vineyards is just minutes from our Penn Yan vacation rentals, for an easy trip.

The Finger Lakes region has so much to offer in the way of relaxation and unwinding. Treat yourself to a tranquil getaway—browse our selection of Penn Yan vacation homes.