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.

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House rentals

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Penn Yan vacation rentals for every getaway

Dog-friendly Hot tub Internet
Willow Tree Cottage
3 Bedroom | 2 Bath | Sleeps 7

Willow Tree Cottage - Penn Yan, NY

$424 avg / night
Keuka Vista
4 Bedroom | 2 Bath | Sleeps 16 (10 Adults Max)

Keuka Vista - Penn Yan, NY

$445 avg / night
5 Bedroom | 3 Bath | Sleeps 12

GoldenRod - Penn Yan, NY

$376 avg / night
Sweet Sunrise
2 Bedroom | 1 Bath | Sleeps 6

Sweet Sunrise - Penn Yan, NY

$240 avg / night
Written in the Stars
3 Bedroom | 1.5 Bath | Sleeps 8

Written in the Stars - Penn Yan, NY

$186 avg / night

View 8 more homes

Recent Penn Yan vacation rental reviews

Beautiful log cabin with lovely views. Walking distance to wineries. Minutes to Spotted Duck We had a fun family getaway for NYE with another family from out of state. It was a bit too chilly to brave an outdoor campfire but the fire pit looked very inviting.
Jennifer O. | Jan 2024
What a great home for a getaway to Keuka! Beautiful inside, modern and spacious! Had all the essentials and was immaculate! Would definitely come back!
Heather H. | Dec 2023
We've been coming to the Finger Lakes for 13 years. Last year, the house we normally rent was sold and we needed to find a new one. This home did not disappoint! The location was perfect, the view was incredible. We spent a great deal of time in the game room after touring wineries all day. It was perfect. The heated tile floors were a nice surprise as were the adjustable mattresses. The house was clean on arrival and stocked with all the things we needed for a weekend with friends. Instructions were easy to follow and timely. We were very pleased and would absolutely recommend a return visit!
Abbey M. | Nov 2023
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. 35 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.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional 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.