Vacation Rentals By Owner In Pennyan, NY

Showing 140 Of 242 Vacation Rentals

Exceptional(10)

$336.87

/ Nightly

Private Vacation Home

Relaxing two-story home with a deck, firepit, game room, & washer/dryer

Penn Yan, New York, United States

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Exceptional(34)

$521.58

/ Nightly

Private Vacation Home

UnWined Lakeside: Remodeled Lakefront Home

Penn Yan, New York, United States

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Sleeps

Exceptional(107)

$264.74

/ Nightly

Private Vacation Home

Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach

Barrington, New York, United States

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Bath

Sleeps

Exceptional(11)

$460.86

/ Nightly

Apartment

House of Vines: Walkable Penn Yan Retreat. Kayaks and Indoor Pool Access

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(8)

$545.55

/ Nightly

Private Vacation Home

Willow Tree Cottage: Cozy Lakeside Escape with Private Dock

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(3)

$861.02

/ Nightly

Cottage

Birch Cottage:Comfort and Convenience in the heart of Wine Country

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(19)

$479.92

/ Nightly

Cottage

Newly renovated FOR 2020 VACATION SEASON! No steps, walk to lake!

Penn Yan, New York, United States

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Bath

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Exceptional(70)

$748.53

/ Nightly

Private Vacation Home

Beautiful house on the lake

Penn Yan, New York, United States

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Bath

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Exceptional(6)

$672

/ Nightly

Private Vacation Home

Buena Vista Lake House

Penn Yan, New York, United States

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Exceptional(12)

$531.22

/ Nightly

Private Vacation Home

Phil's Paradise at Perry Point: Pet Friendly + Seneca Lake Wine Trail Retreat!

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(10)

$232.4

/ Nightly

Private Vacation Home

Little Red Ranch House

Penn Yan, New York, United States

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Exceptional(4)

$452.04

/ Nightly

Private Vacation Home

Lakefront A-Frame | Hot Tub, Dock & Views | Seneca Lake

Penn Yan, New York, United States

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Bath

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Exceptional(1)

$920.28

/ Nightly

Private Vacation Home

Keuka Lake View Victorian

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(29)

$958.35

/ Nightly

Private Vacation Home

TreeTops, modern luxury overlooking Keuka Lake - Luxury Treehouse included

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(9)

$732.71

/ Nightly

Private Vacation Home

Crane Cove: 4 bedroom Lake Home on Keuka Lake

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(2)

$1940.21

/ Nightly

Private Vacation Home

Spectacular Vineyard Estate above KEUKA LAKE

Penn Yan, New York, United States

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Sleeps

Exceptional(14)

$421.68

/ Nightly

Private Vacation Home

Pet-Friendly Penn Yan Home: Wineries, Parks, Lakes

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(18)

Select Dates for Price

Apartment

Cozy apartment on Keuka Lake, close to Keuka College, wineries and breweries.

Penn Yan, New York, United States

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Bath

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Exceptional(25)

Select Dates for Price

Private Vacation Home

SPACE & privacy on Keuka with a fabulous house, outdoor kitchen, lawn, & beach!

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(28)

$766.83

/ Nightly

Private Vacation Home

Schoolhouse Cottage - 5 Star Accommodations on Seneca Lake

Penn Yan, New York, United States

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Rent a place that suits your needs

Private vacation home

View 162 Private vacation home

Cottage

View 47 Cottage

Most popular vacation rentals in Pennyan

Exceptional(28)

$445.20

/ Nightly

Private vacation home

Keuka Vines: 3 bedroom A Frame home overlooking Keuka Lake

Penn Yan, New York, United States

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Bath

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Exceptional(28)

$467.04

/ Nightly

Apartment

Charming 2-bedroom guest suite right on Keuka Lake with all the comforts of home

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(28)

$466.30

/ Nightly

Cabin

Fall Brook: 3 bedroom cabin by waterfalls and hiking trail

Penn Yan, New York, United States

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Exceptional(28)

$463.68

/ Nightly

Private vacation home

Beautiful 3 bedroom chalet near Keuka Lake

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(28)

$452.04

/ Nightly

Private vacation home

Lakefront A-Frame | Hot Tub, Dock & Views | Seneca Lake

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(28)

$448.00

/ Nightly

Private vacation home

Close to wineries, room for family, lakeview, gourmet kitchen, yard, easy in/out

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(28)

$401.89

/ Nightly

Private vacation home

The Barn and Barrel on the bluff of Keuka Lake, offering spectacular views!

Penn Yan, New York, United States

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Exceptional(28)

$396.85

/ Nightly

Cottage

Firefly Cottage nestled in a vineyard 1 mile to Keuka Lake

Keuka Lake Penn Yan, New York, United States

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Exceptional(28)

$398.72

/ Nightly

Private vacation home

Beautiful Sunrise Views! Quiet Keuka Lake Escape

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(28)

$472.08

/ Nightly

Private vacation home

Family Getaway near Keuka Lake!

Milo, New York, United States

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Bath

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Vacation Rentals By Owner In Pennyan, NY

$336.87

$521.58

$264.74

$460.86

$545.55

$861.02

$479.92

$748.53

$672

$531.22

$232.4

$452.04

$920.28

$958.35

$732.71

$1940.21

$421.68

$766.83

Rent a place that suits your needs

Most popular vacation rentals in Pennyan

$445.20

$467.04

$466.30

$463.68

$452.04

$448.00

$401.89

$396.85

$398.72

$472.08

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