Home Vacation Rentals By Owner In Pennyan, NY

Showing 100 Of 242 Vacation Rentals
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Exceptional(30)

$361.79

/ Nightly
Private Vacation Home

Victorian Home in Penn Yan ~ 1 Mi to Keuka Lake!

Penn Yan, New York, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$398.72

/ Nightly
Private Vacation Home

Beautiful Sunrise Views! Quiet Keuka Lake Escape

Penn Yan, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(16)

$821.8

/ Nightly
Private Vacation Home

Penny Lane: 4 bedroom lake home on Keuka Lake, large sun deck

Penn Yan, New York, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(23)

$377.88

/ Nightly
Private Vacation Home

Dog-friendly home with washer/dryer, outdoor dining & grill - walk to town

Penn Yan, New York, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(9)

$233.52

/ Nightly
Private Vacation Home

Barn Loft Living at My Little Farm

Penn Yan, New York, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(2)

$695.36

/ Nightly
Private Vacation Home

Sunrise Shores- Quiet Keuka Lake Ranch, Private Beach, Dock, Beautiful Views

Penn Yan, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(5)

$423.88

/ Nightly
Private Vacation Home

Private FLX Retreat | Hot Tub | Pet Friendly

Penn Yan, New York, United States

Bed 4

Bed

Bath 1

Bath

Sleep 12

Sleeps
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Exceptional(6)

$312.12

/ Nightly
Private Vacation Home

Chic Lakeview Getaway on Seneca Lake Wine Trail

Penn Yan, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(9)

$708.77

/ Nightly
Cottage

WOW! Newly Renovated Cottage on Keuka Lake. Perfect for a Vacation on the Water

Penn Yan, New York, United States

Bed 4

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(1)

$720.53

/ Nightly
Cottage

Charming 2 bedroom lakeside cottage with loft

Penn Yan, New York, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(43)

$215.04

/ Nightly
Private Vacation Home

Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

Penn Yan, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(10)

$644.36

/ Nightly
Private Vacation Home

Wine Trail | Game Room | Fire Pit | Sauna/Hot Tub

Penn Yan, New York, United States

Bed 5

Bed

Bath 3

Bath

Sleep 16

Sleeps
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Exceptional(3)

Select Dates for Price
Private Vacation Home

BRAND NEW 7 BR / 5 BA luxury home ON Keuka Lake just outside of Penn Yan!

Penn Yan, New York, United States

Bed 7

Bed

Bath 5

Bath

Sleep 20

Sleeps
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Exceptional(16)

$604.2

/ Nightly
Private Vacation Home

Lakefront home with gorgeous views, decks & grill on Keuka lake

Jerusalem, New York, United States

Bed 2

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(9)

$729.62

/ Nightly
Private Vacation Home

Crooked Lake Lodge: Adirondack-Style Lodge on Keuka Lake!

Penn Yan, New York, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(3)

$456.05

/ Nightly
Private Vacation Home

Fun in the Sun - Walk Into Town on Keuka's East Side

Penn Yan, New York, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(2)

$545.81

/ Nightly
Cottage

Grandma Katie's Kottage: Cottage Living at its Best!

Penn Yan, New York, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(8)

$953.87

/ Nightly
Cottage

Sunset Point:Upscale Keuka Lakehouse, Walk To Keuka Springs Winery!

Penn Yan, New York, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(12)

$480.88

/ Nightly
Private Vacation Home

Edgewater Escape - Beautifully Remodeled Cottage on Keuka's East Side!

Penn Yan, New York, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(4)

$1084.45

/ Nightly
Private Vacation Home

Lake Shore Lodge: Spacious Keuka Lake Retreat!

Penn Yan, New York, United States

Bed 7

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Home Most popular vacation rentals in Pennyan

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Exceptional(4)

$445.20

/ Nightly
Private vacation home

Keuka Vines: 3 bedroom A Frame home overlooking Keuka Lake

Penn Yan, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(4)

$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

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(4)

$466.30

/ Nightly
Cabin

Fall Brook: 3 bedroom cabin by waterfalls and hiking trail

Penn Yan, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(4)

$463.68

/ Nightly
Private vacation home

Beautiful 3 bedroom chalet near Keuka Lake

Penn Yan, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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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

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(4)

$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

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(4)

$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

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(4)

$396.85

/ Nightly
Cottage

Firefly Cottage nestled in a vineyard 1 mile to Keuka Lake

Keuka Lake Penn Yan, New York, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$398.72

/ Nightly
Private vacation home

Beautiful Sunrise Views! Quiet Keuka Lake Escape

Penn Yan, New York, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(4)

$472.08

/ Nightly
Private vacation home

Family Getaway near Keuka Lake!

Milo, New York, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

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