Holiday Rentals in Penn Yan

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Our top choices for Penn Yan holiday rentals

Pet Friendly Keuka Wagon

Pet Friendly Keuka Wagon
Penn Yan
9.6 out of 10, Exceptional, (25)
"Such an amazing, unique, peaceful and beautiful weekend getaway destination. "
United States
Ashley J.
The price is €160
includes taxes & fees
4 Jan - 5 Jan 2026
Pet Friendly Keuka Wagon

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 €158
includes taxes & fees
2 Jan - 3 Jan 2026
Pet Friendly Keuka Yurt

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 €134
includes taxes & fees
21 Jan - 22 Jan 2026
Pet Friendly Log Cabin

1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
3.0 star property
Penn Yan
9.8 out of 10, Exceptional, (81)
"Great location, water front property, close to wineries, dining and entertainment. "
United States
Jay M.
The price is €311
includes taxes & fees
31 Dec - 1 Jan 2026
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

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 €279
includes taxes & fees
7 Jan - 8 Jan 2026
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 €490
includes taxes & fees
13 Jan - 14 Jan 2026
Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
PennYan
9.6 out of 10, Exceptional, (152)
" Nice place. Convenient to nearby attractions. "
United States
Douglas K.
The price is €194
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

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.
Chic Lakeview Getaway on Seneca Lake Wine Trail

Cozy little home located in the Finger Lakes

Cozy little home located in the Finger Lakes
Dundee
10.0 out of 10, Exceptional, (2)
"We only used the property to sleep in while visiting family locally. It was very clean and had basics."
United States
Heather Z.
The price is €190
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy little home located in the Finger Lakes

Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region

Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region
Rushville
9.0 out of 10, Wonderful, (4)
"We so much enjoyed our two night's stay at Rainey and Jeff's campground and can't wait to return. Upon arrival, Rainey showed us around the campground, led us to our adorably decorated yurt and invited us to join the campfire later that evening for gourmet smores. We opened a bottle of wine and sat on the egg swings for a while, enjoying the sound of the bullfrogs and the beautiful surroundings. Later we enjoyed sitting by the campfire talking with the other guests and Rainey and Jeff. After a...
United States
Stephanie M.
The price is €241
includes taxes & fees
31 Dec - 1 Jan 2026
Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region

Walk to Town: Bath Apt Near Keuka Lake Wine Trail

Walk to Town: Bath Apt Near Keuka Lake Wine Trail
3.0 star property
Bath
The price is €230
includes taxes & fees
31 Dec - 1 Jan 2026
Walk to Town: Bath Apt Near Keuka Lake Wine Trail

The Geneva Getaway- remodeled apartment walking distance from downtown Geneva

The Geneva Getaway- remodeled apartment walking distance from downtown Geneva
Geneva
10.0 out of 10, Exceptional, (31)
"Excellent place to stay. "
United States
April R.
The price is €164
includes taxes & fees
31 Dec - 1 Jan 2026
The Geneva Getaway- remodeled apartment walking distance from downtown Geneva

Cozy 1BDR APT in Vibrant Downtown Geneva

Cozy 1BDR APT in Vibrant Downtown Geneva
Geneva
10.0 out of 10, Exceptional, (4)
"Didn’t get to vinyards, loved the accommodations though."
United Kingdom
laura r.
The price is €200
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy 1BDR APT in Vibrant Downtown Geneva

Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva

Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva
Geneva
9.0 out of 10, Wonderful, (17)
"The space was very clean and provided nice proximity to the lake and things to do in the area. It was a great stay!"
United States
Kaitlyn D.
The price is €165
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva

Modern Studio APT in the Heart of Downtown Geneva

Modern Studio APT in the Heart of Downtown Geneva
Geneva
10.0 out of 10, Exceptional, (11)
"Highly recommend this place for your stay in the Finger Lakes! It was clean and comfy and easy walking distance to food and drink in Geneva. It was also conveniently located to many great wineries, breweries and other restaurants."
United States
Shelby L.
The price is €252
includes taxes & fees
13 Jan - 14 Jan 2026
Modern Studio APT in the Heart of Downtown Geneva

Casita: Near Wineries & Keuka Lake: 100"Projector

Casita: Near Wineries & Keuka Lake: 100"Projector
Bath
9.8 out of 10, Exceptional, (7)
"This is a beautifully appointed tiny home, perfect for a quiet getaway! The decor is curated so tastefully, and the kitchen area equipped with stovetop and even olive oil and spices. The bed is comfortable and it was so nice to be able to bring our dog along. The hosts were lovely and provided quick and thoughtful communication. We enjoyed this quiet, lovely retreat, and it is close to wineries and not far from the Corning Museum of Glass, which we took the opportunity to visit. A great...
United States
Erika K.
The price is €164
includes taxes & fees
6 Jan - 7 Jan 2026
Casita: Near Wineries & Keuka Lake: 100"Projector

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 €322
includes taxes & fees
1 Jan - 2 Jan 2026
Sunset Retreat Cayuga Cottage w/ hot tub - Cayuga Lake- Panoramic views & Yard. Pet Friendly!

Timber Haven - Serene log home getaway with Wi-Fi, HVAC in NY Finger Lakes

Timber Haven - Serene log home getaway with Wi-Fi, HVAC in NY Finger Lakes
Cohocton
10.0 out of 10, Exceptional, (19)
"Great property with a wonderful host!!!!"
United States
Scott M.
The price is €160
includes taxes & fees
3 Jan - 4 Jan 2026
Timber Haven - Serene log home getaway with Wi-Fi, HVAC in NY Finger Lakes

Luxuriously Crafted Earthen FLX Cottage Retreat

Luxuriously Crafted Earthen FLX Cottage Retreat
Trumansburg
10.0 out of 10, Exceptional, (96)
"Beautiful cozy cottage in a charming area! Close to some of the best winery’s on the east coast!"
United States
Julie L.
The price is €243
includes taxes & fees
2 Jan - 3 Jan 2026
Luxuriously Crafted Earthen FLX Cottage Retreat

Historic Downtown Seneca Falls Apartment

Historic Downtown Seneca Falls Apartment
Seneca Falls
9.2 out of 10, Wonderful, (31)
"Great location. Very quaint property. "
Canada
Vanessa
The price is €155
includes taxes & fees
5 Jan - 6 Jan 2026
Historic Downtown Seneca Falls Apartment
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

Everything you need to know about Penn Yan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Penn Yan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Penn Yan holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Penn Yan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Penn Yan. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Penn Yan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Penn Yan holiday rentals we have selected for you start as low as €194 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Penn Yan rentals

At Expedia, we put the best Penn Yan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Penn Yan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Penn Yan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Penn Yan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Penn Yan?

Yes, there are holiday rentals close to the most popular sights in Penn Yan, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Penn Yan speak positively about the scenic lakeside and top-notch restaurants in this destination. While you're here, grab a bite or have a drink at the wineries.

What are some of the best holiday rentals that Penn Yan has to offer?

Keuka East: Spacious & Comfy: This highly rated holiday home rental in Penn Yan is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Penn Yan are Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country! and Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock.

How many holiday rentals are there in Penn Yan?

With 146 Expedia holiday rentals, you're guaranteed to find just the right place for your Penn Yan stay.

What’s there to see and do in Penn Yan?

Enjoy the outdoors at Keuka Lake Outlet Trail and Keuka Lake State Park, or simply take in cultural attractions like Arts Center of Yates County and Oliver House Museum. Other places in town to visit include The Windmill Farm & Craft Market and Fox Run Vineyards.

What’s a holiday rental in Penn Yan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Penn Yan. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.