Book Holiday Homes in Penn Yan

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Featured Holiday Homes in Penn Yan

Lakefront Home in the heart of Seneca Lake Wine Trail

Lakefront Home in the heart of Seneca Lake Wine Trail

Himrod
Stay at this vacation home in Himrod. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Shaw Vineyard and Miles Wine Cellars are located ...
Lakefront Home in the heart of Seneca Lake Wine Trail
Retreat of falling waters

Retreat of falling waters

Naples
Stay at this vacation home in Naples. Enjoy free WiFi, a water park, and patios. Popular attractions Naples Community Park Disc Golf Course and Clarks Gully ...
Retreat of falling waters
Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain

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

Naples
Stay at this vacation home in Naples. Enjoy free WiFi, a garden, and patios. Popular attractions Reservoir Creek Golf Course and Bristol Valley Theater are located ...
Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain
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Pastoral Retreat

Pastoral Retreat

Watkins Glen
Stay at this vacation home in Watkins Glen. Enjoy air conditioning. Popular attractions Watkins Glen State Park and Watkins Glen International are located ...
Pastoral Retreat
Peaceful, pet friendly and newly remodeled Geneva home

Peaceful, pet friendly and newly remodeled Geneva home

Geneva
The price is NZ$513 per night from 6 Apr to 7 Apr
NZ$513
includes taxes & fees
6 Apr - 7 Apr
Stay at this vacation home in Geneva. Enjoy free WiFi, cable/satellite TV service, and in-room washers/dryers. Popular attractions Seneca Lake State Park and ...
Peaceful, pet friendly and newly remodeled Geneva home
Charming Canandaigua Lake House w/ Deck & Views!

Charming Canandaigua Lake House w/ Deck & Views!

Canandaigua
Stay at this vacation home in Canandaigua. Enjoy a garden, tennis courts, and patios. Popular attractions Canandaigua Lake and Heron Hill Winery Tasting Room ...
Charming Canandaigua Lake House w/ Deck & Views!
Croft Cove: laid back home on Lamoka Lake with private lakefront

Croft Cove: laid back home on Lamoka Lake with private lakefront

Bradford
Stay at this vacation home in Bradford. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Lamoka Lake and Waneta Lake are located ...
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

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

Dresden
Stay at this vacation home in Dresden. Enjoy a garden, tennis courts, and balconies. Popular attractions Keuka Lake Outlet Trail and Prejean Winery are located ...
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!

Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!

Rock Stream
Stay at this vacation home in Rock Stream. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Watkins Glen State Park and Barnstormer ...
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
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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.

Penn Yan Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Penn Yan vacation homes are the perfect way for you to wing it.

Holiday houses in Penn Yan let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Penn Yan in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Penn Yan adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Penn Yan with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Penn Yan vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Penn Yan Holiday Homes essential information

Accommodation
854 Holiday Homes
Lowest Price
NZ$162
Highest Price
NZ$513
Popular accommodation
Lakefront Home in the heart of Seneca Lake Wine Trail, Retreat of falling waters, Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain, Pastoral Retreat, Peaceful, pet friendly and newly remodeled Geneva home, Charming Canandaigua Lake House w/ Deck & Views!, 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, Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!

Top trending hotels in Penn Yan

Hampton Inn Penn Yan

Hampton Inn Penn Yan

2.5 out of 5
110 Mace Street, Penn Yan, NY
Fully refundableReserve now, pay when you stay
The price is NZ$162 per night from 20 Apr to 21 Apr
NZ$162
includes taxes & fees
20 Apr - 21 Apr
Stay at this hotel in Penn Yan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
Hampton Inn Penn Yan
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

2.5 out of 5
142 Lake St, Penn Yan, NY
Fully refundableReserve now, pay when you stay
The price is NZ$171 per night from 15 Apr to 16 Apr
NZ$171
includes taxes & fees
15 Apr - 16 Apr
Stay at this hotel in Penn Yan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Best Western Plus Vineyard Inn & Suites
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI

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

Penn Yan
Book a stay at this ski vacation home in Penn Yan. Enjoy ski-in/ski-out access, patios, and in-room washers/dryers. Popular attractions Keuka Lake State Park ...
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI
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Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

3 out of 5
124 Elm St, Penn Yan, NY
Fully refundableReserve now, pay when you stay
The price is NZ$179 per night from 20 Apr to 21 Apr
NZ$179
includes taxes & fees
20 Apr - 21 Apr
Stay at this 3-star business-friendly hotel in Penn Yan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Microtel by Wyndham Penn Yan Finger Lakes Region
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.