Vacation Home Rentals By Owner In Pennyan, NY

Showing 160 Of 162 Vacation Rentals

Exceptional(81)

$938.19

/ Nightly

Private Vacation Home

Large 9 BR Family Retreat in this quiet Cove (11 Bedrooms with extra cottage)

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(9)

$949.57

/ Nightly

Private Vacation Home

Keuka Lake view! WELCOME to CASA DEL LAGO UNIT #40

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(7)

$955.36

/ Nightly

Private Vacation Home

Keuka Lake view! Welcome to CASA DEL LAGO UNIT # 38

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

$976.97

/ Nightly

Private Vacation Home

Bolton Landing on the Bluff: Breathtaking Keuka Lake Views!

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(107)

$992.48

/ Nightly

Private Vacation Home

Serenity Place: 5 bedroom lake home, hot tub, pool table/game room

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(6)

$1056.83

/ Nightly

Private Vacation Home

Our Happy Retreat: Finger Lakes Reunions on Keuka Lake! Pet Friendly + Hot Tub!

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(64)

$1059.84

/ Nightly

Private Vacation Home

Lakefront Home with Spectacular Views, Sleeps 18!

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(4)

$1084.45

/ Nightly

Private Vacation Home

Lake Shore Lodge: Spacious Keuka Lake Retreat!

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(5)

$1165.57

/ Nightly

Private Vacation Home

NEW Build Keuka Lakefront | Sleeps 16 | Dock/Kayak

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(3)

$1168.49

/ Nightly

Private Vacation Home

Hart To Hart Getaway on Keuka Lake

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(10)

$1210.81

/ Nightly

Private Vacation Home

Just Bluffin': Keuka Lake Luxury Rental + Hot Tub! Close to Wineries

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(4)

$1249.84

/ Nightly

Private Vacation Home

The Keuka Cove House - Lakefront + Private Dock - Sleeps 16

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(60)

$1267.84

/ Nightly

Private Vacation Home

Stunning Lakefront Family Friendly getaway

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(2)

$1388.34

/ Nightly

Private Vacation Home

Good Times: Exquisite Lakefront Estate!

Penn Yan, New York, United States

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Bath

Sleeps

Exceptional(8)

$1493.71

/ Nightly

Private Vacation Home

Beautiful private Custom new build 5 bedroom Keuka lake house on lower road

Penn Yan, New York, United States

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Bath

Sleeps

$1627.25

/ Nightly

Private Vacation Home

Memory Lane: An Unforgettable Family Retreat!

Penn Yan, New York, United States

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Sleeps

Exceptional(18)

$1913.44

/ Nightly

Private Vacation Home

Stunning Keuka Lake House! Kayak, SUP, fish, swim, campfires

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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Bath

Sleeps

Exceptional(2)

$1992.85

/ Nightly

Private Vacation Home

NEW LISTING 5 BR / 3 BA Authentic Luxury Home ON Keuka Lake!

Penn Yan, New York, United States

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Bath

Sleeps

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(2)

$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

Sleeps

Exceptional(2)

$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(2)

$466.30

/ Nightly

Cabin

Fall Brook: 3 bedroom cabin by waterfalls and hiking trail

Penn Yan, New York, United States

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Sleeps

Exceptional(2)

$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(2)

$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(2)

$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(2)

$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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Bath

Sleeps

Exceptional(2)

$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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Bath

Sleeps

Exceptional(2)

$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(2)

$472.08

/ Nightly

Private vacation home

Family Getaway near Keuka Lake!

Milo, New York, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Pennyan, NY

$938.19

$949.57

$955.36

$958.35

$976.97

$992.48

$1056.83

$1059.84

$1084.45

$1165.57

$1168.49

$1210.81

$1249.84

$1267.84

$1388.34

$1493.71

$1627.25

$1913.44

$1940.21

$1992.85

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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