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Penn Yan Vacation Rentals

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107 rentals in Penn Yan.
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Quiet And Cozy Cabin With 165 Ft. Private Beach On Seneca Lake. LGBTQ+ friendly, vacation rental in Penn Yan
Quiet And Cozy Cabin With 165 Ft. Private Beach On Seneca Lake. LGBTQ+ friendly, vacation rental in Penn Yan
Quiet And Cozy Cabin With 165 Ft. Private Beach On Seneca Lake. LGBTQ+ friendly, vacation rental in Penn Yan

Quiet And Cozy Cabin With 165 Ft. Private Beach On Seneca Lake. LGBTQ+ friendly

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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A Beautiful, Fully Furnished Log Cabin Overlooking Keuka Lake, vacation rental in Penn Yan
A Beautiful, Fully Furnished Log Cabin Overlooking Keuka Lake, vacation rental in Penn Yan
A Beautiful, Fully Furnished Log Cabin Overlooking Keuka Lake, vacation rental in Penn Yan

A Beautiful, Fully Furnished Log Cabin Overlooking Keuka Lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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ShagBark Cottage In The Heart Of The Finger Lake's, vacation rental in Penn Yan
ShagBark Cottage In The Heart Of The Finger Lake's, vacation rental in Penn Yan
ShagBark Cottage In The Heart Of The Finger Lake's, vacation rental in Penn Yan

ShagBark Cottage In The Heart Of The Finger Lake's

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Serenity Zen House on Seneca Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Grey Goose Cottage In The Heart Of The FingerLakes, vacation rental in Penn Yan
Grey Goose Cottage In The Heart Of The FingerLakes, vacation rental in Penn Yan
Grey Goose Cottage In The Heart Of The FingerLakes, vacation rental in Penn Yan

Grey Goose Cottage In The Heart Of The FingerLakes

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Chalet overlooking Keuka Lake in the heart of Wine Country, vacation rental in Penn Yan
Chalet overlooking Keuka Lake in the heart of Wine Country, vacation rental in Penn Yan
Chalet overlooking Keuka Lake in the heart of Wine Country, vacation rental in Penn Yan

Chalet overlooking Keuka Lake in the heart of Wine Country

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Nostalgic Keuka Waterfront Home, vacation rental in Penn Yan
Beautiful Nostalgic Keuka Waterfront Home, vacation rental in Penn Yan
Beautiful Nostalgic Keuka Waterfront Home, vacation rental in Penn Yan

Beautiful Nostalgic Keuka Waterfront Home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail.  Brand New in 2016, vacation rental in Penn Yan
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail.  Brand New in 2016, vacation rental in Penn Yan
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail.  Brand New in 2016, vacation rental in Penn Yan

Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Enjoy spectacular sunsets on Keuka Wine Trail! Charming & pet friendly!, vacation rental in Penn Yan
Enjoy spectacular sunsets on Keuka Wine Trail! Charming & pet friendly!, vacation rental in Penn Yan
Enjoy spectacular sunsets on Keuka Wine Trail! Charming & pet friendly!, vacation rental in Penn Yan

Enjoy spectacular sunsets on Keuka Wine Trail! Charming & pet friendly!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Serenity Aloft House - Book your Finger Lakes vacation now!, vacation rental in Penn Yan
Serenity Aloft House - Book your Finger Lakes vacation now!, vacation rental in Penn Yan
Serenity Aloft House - Book your Finger Lakes vacation now!, vacation rental in Penn Yan

Serenity Aloft House - Book your Finger Lakes vacation now!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amish Guest Farmhouse on Seneca Lake Wine Trail, Boasts Gorgeous Lake View, vacation rental in Penn Yan
Amish Guest Farmhouse on Seneca Lake Wine Trail, Boasts Gorgeous Lake View, vacation rental in Penn Yan
Amish Guest Farmhouse on Seneca Lake Wine Trail, Boasts Gorgeous Lake View, vacation rental in Penn Yan

Amish Guest Farmhouse on Seneca Lake Wine Trail, Boasts Gorgeous Lake View

Rental Home
8 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy, vacation rental in Penn Yan
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy, vacation rental in Penn Yan
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy, vacation rental in Penn Yan

The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Morning Dove - Seneca/Keuka Lake - Countryside - Wine Trail, vacation rental in Penn Yan
Morning Dove - Seneca/Keuka Lake - Countryside - Wine Trail, vacation rental in Penn Yan
Morning Dove - Seneca/Keuka Lake - Countryside - Wine Trail, vacation rental in Penn Yan

Morning Dove - Seneca/Keuka Lake - Countryside - Wine Trail

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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BRAND NEW LAKE FRONT VACATION HOME IN FINGER LAKES AREA, vacation rental in Penn Yan
BRAND NEW LAKE FRONT VACATION HOME IN FINGER LAKES AREA, vacation rental in Penn Yan
BRAND NEW LAKE FRONT VACATION HOME IN FINGER LAKES AREA, vacation rental in Penn Yan

BRAND NEW LAKE FRONT VACATION HOME IN FINGER LAKES AREA

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Romantic Waterfront w/Hot Tub on Wine Trail Accepts Pets, vacation rental in Penn Yan
Romantic Waterfront w/Hot Tub on Wine Trail Accepts Pets, vacation rental in Penn Yan
Romantic Waterfront w/Hot Tub on Wine Trail Accepts Pets, vacation rental in Penn Yan

Romantic Waterfront w/Hot Tub on Wine Trail Accepts Pets

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Views, Sunrises, Pet Friendly, Comfortable!, vacation rental in Penn Yan
Beautiful Views, Sunrises, Pet Friendly, Comfortable!, vacation rental in Penn Yan
Beautiful Views, Sunrises, Pet Friendly, Comfortable!, vacation rental in Penn Yan

Beautiful Views, Sunrises, Pet Friendly, Comfortable!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakeside Log Cabin in the Heart of the Finger Lakes

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Listing! Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI, vacation rental in Penn Yan
New Listing! Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI, vacation rental in Penn Yan
New Listing! Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI, vacation rental in Penn Yan

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

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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West Side, 101' Lake Frontage, Right on Wine Trail / From $100. P/N, vacation rental in Penn Yan
West Side, 101' Lake Frontage, Right on Wine Trail / From $100. P/N, vacation rental in Penn Yan
West Side, 101' Lake Frontage, Right on Wine Trail / From $100. P/N, vacation rental in Penn Yan

West Side, 101' Lake Frontage, Right on Wine Trail / From $100. P/N

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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“QKA Retreat” on Keuka Lake, vacation rental in Penn Yan
“QKA Retreat” on Keuka Lake, vacation rental in Penn Yan
“QKA Retreat” on Keuka Lake, vacation rental in Penn Yan

“QKA Retreat” on Keuka Lake

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Overlook Cabin - Keuka Lake View - Large Hot Tub, Central-Air, Private Setting

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Keuka Lakefront Serenity Splendor - Kayaks & Paddleboards included!, vacation rental in Penn Yan
Keuka Lakefront Serenity Splendor - Kayaks & Paddleboards included!, vacation rental in Penn Yan
Keuka Lakefront Serenity Splendor - Kayaks & Paddleboards included!, vacation rental in Penn Yan

Keuka Lakefront Serenity Splendor - Kayaks & Paddleboards included!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful Lakefront House, vacation rental in Penn Yan
Beautiful Lakefront House, vacation rental in Penn Yan
Beautiful Lakefront House, vacation rental in Penn Yan

Beautiful Lakefront House

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Vacation Rental Property on Keuka Lake, vacation rental in Penn Yan
Vacation Rental Property on Keuka Lake, vacation rental in Penn Yan
Vacation Rental Property on Keuka Lake, vacation rental in Penn Yan

Vacation Rental Property on Keuka Lake

Rental Home
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Located In The Heart Of Downtown Penn Yan, New York, vacation rental in Penn Yan
Located In The Heart Of Downtown Penn Yan, New York, vacation rental in Penn Yan
Located In The Heart Of Downtown Penn Yan, New York, vacation rental in Penn Yan

Located In The Heart Of Downtown Penn Yan, New York

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Merlot Bungalow - 'Slice of Heaven on Seneca Lake', vacation rental in Penn Yan
Merlot Bungalow - 'Slice of Heaven on Seneca Lake', vacation rental in Penn Yan
Merlot Bungalow - 'Slice of Heaven on Seneca Lake', vacation rental in Penn Yan

Merlot Bungalow - 'Slice of Heaven on Seneca Lake'

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Quiet Cozy Cottage on Keuka Lake Wine Trail, vacation rental in Penn Yan
Quiet Cozy Cottage on Keuka Lake Wine Trail, vacation rental in Penn Yan
Quiet Cozy Cottage on Keuka Lake Wine Trail, vacation rental in Penn Yan

Quiet Cozy Cottage on Keuka Lake Wine Trail

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Where Memories are Made!, vacation rental in Penn Yan
Where Memories are Made!, vacation rental in Penn Yan
Where Memories are Made!, vacation rental in Penn Yan

Where Memories are Made!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Seneca lake Love Shack in the heart of Wine Country, vacation rental in Penn Yan
Seneca lake Love Shack in the heart of Wine Country, vacation rental in Penn Yan
Seneca lake Love Shack in the heart of Wine Country, vacation rental in Penn Yan

Seneca lake Love Shack in the heart of Wine Country

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Keuka Lakefront Summer Vacation!, vacation rental in Penn Yan
Keuka Lakefront Summer Vacation!, vacation rental in Penn Yan
Keuka Lakefront Summer Vacation!, vacation rental in Penn Yan

Keuka Lakefront Summer Vacation!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private, Level, Beachfront Cottage; No Stairs To Beach!, vacation rental in Penn Yan
Private, Level, Beachfront Cottage; No Stairs To Beach!, vacation rental in Penn Yan
Private, Level, Beachfront Cottage; No Stairs To Beach!, vacation rental in Penn Yan

Private, Level, Beachfront Cottage; No Stairs To Beach!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Finger Lakes Keuka Lake Vacation Home 50' off water, 100'  Level Beach Frontage, vacation rental in Penn Yan
Finger Lakes Keuka Lake Vacation Home 50' off water, 100'  Level Beach Frontage, vacation rental in Penn Yan
Finger Lakes Keuka Lake Vacation Home 50' off water, 100'  Level Beach Frontage, vacation rental in Penn Yan

Finger Lakes Keuka Lake Vacation Home 50' off water, 100' Level Beach Frontage

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lake Shore Lodge on Keuka`s East Bluff, vacation rental in Penn Yan
Lake Shore Lodge on Keuka`s East Bluff, vacation rental in Penn Yan
Lake Shore Lodge on Keuka`s East Bluff, vacation rental in Penn Yan

Lake Shore Lodge on Keuka`s East Bluff

Rental Home
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Crane Cove  Enjoy 125' of Gorgeous Waterfront, Large Level Yard, Private Setting, vacation rental in Penn Yan
Crane Cove  Enjoy 125' of Gorgeous Waterfront, Large Level Yard, Private Setting, vacation rental in Penn Yan
Crane Cove  Enjoy 125' of Gorgeous Waterfront, Large Level Yard, Private Setting, vacation rental in Penn Yan

Crane Cove Enjoy 125' of Gorgeous Waterfront, Large Level Yard, Private Setting

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Keuka Lakeview Cabin, vacation rental in Penn Yan
Keuka Lakeview Cabin, vacation rental in Penn Yan
Keuka Lakeview Cabin, vacation rental in Penn Yan

Keuka Lakeview Cabin

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Grand Luxury Escape In The Heart Of Finger Lakes Wine Country, vacation rental in Penn Yan
Grand Luxury Escape In The Heart Of Finger Lakes Wine Country, vacation rental in Penn Yan
Grand Luxury Escape In The Heart Of Finger Lakes Wine Country, vacation rental in Penn Yan

Grand Luxury Escape In The Heart Of Finger Lakes Wine Country

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Year-Round Lakefront Home Situated on the Best Keuka Location., vacation rental in Penn Yan
Year-Round Lakefront Home Situated on the Best Keuka Location., vacation rental in Penn Yan
Year-Round Lakefront Home Situated on the Best Keuka Location., vacation rental in Penn Yan

Year-Round Lakefront Home Situated on the Best Keuka Location.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Cottages on Keuka ~ South Cottage, vacation rental in Penn Yan
The Cottages on Keuka ~ South Cottage, vacation rental in Penn Yan
The Cottages on Keuka ~ South Cottage, vacation rental in Penn Yan

The Cottages on Keuka ~ South Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful home on east side. Great location. Very few steps., vacation rental in Penn Yan
Beautiful home on east side. Great location. Very few steps., vacation rental in Penn Yan
Beautiful home on east side. Great location. Very few steps., vacation rental in Penn Yan

Beautiful home on east side. Great location. Very few steps.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Hall's Grape Escape - Keuka Lakefront Cottage near Keuka College in Finger Lakes, vacation rental in Penn Yan
Hall's Grape Escape - Keuka Lakefront Cottage near Keuka College in Finger Lakes, vacation rental in Penn Yan
Hall's Grape Escape - Keuka Lakefront Cottage near Keuka College in Finger Lakes, vacation rental in Penn Yan

Hall's Grape Escape - Keuka Lakefront Cottage near Keuka College in Finger Lakes

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning, large, fully loaded home with a hot tub, pool table and private dock!, vacation rental in Penn Yan
Stunning, large, fully loaded home with a hot tub, pool table and private dock!, vacation rental in Penn Yan
Stunning, large, fully loaded home with a hot tub, pool table and private dock!, vacation rental in Penn Yan

Stunning, large, fully loaded home with a hot tub, pool table and private dock!

Rental Home
9 bedrooms
4 bathrooms
Sleeps 24
Match: Sleeps
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Panoramic Keuka Lake Views And Breathtaking Sunsets!, vacation rental in Penn Yan
Panoramic Keuka Lake Views And Breathtaking Sunsets!, vacation rental in Penn Yan
Panoramic Keuka Lake Views And Breathtaking Sunsets!, vacation rental in Penn Yan

Panoramic Keuka Lake Views And Breathtaking Sunsets!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Modern waterfront cottage on Keuka Lake - close to Penn Yan & Finger Lakes wine!, vacation rental in Penn Yan
Modern waterfront cottage on Keuka Lake - close to Penn Yan & Finger Lakes wine!, vacation rental in Penn Yan
Modern waterfront cottage on Keuka Lake - close to Penn Yan & Finger Lakes wine!, vacation rental in Penn Yan

Modern waterfront cottage on Keuka Lake - close to Penn Yan & Finger Lakes wine!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious Lakefront Property with Private Dock on Seneca Lake Wine Trail, vacation rental in Penn Yan
Spacious Lakefront Property with Private Dock on Seneca Lake Wine Trail, vacation rental in Penn Yan
Spacious Lakefront Property with Private Dock on Seneca Lake Wine Trail, vacation rental in Penn Yan

Spacious Lakefront Property with Private Dock on Seneca Lake Wine Trail

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Cedar Lane Cabin: Beautiful country views, vacation rental in Penn Yan
Cedar Lane Cabin: Beautiful country views, vacation rental in Penn Yan
Cedar Lane Cabin: Beautiful country views, vacation rental in Penn Yan

Cedar Lane Cabin: Beautiful country views

Rental Home
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Keuka Lake Fun & Sun, vacation rental in Penn Yan
Keuka Lake Fun & Sun, vacation rental in Penn Yan
Keuka Lake Fun & Sun, vacation rental in Penn Yan

Keuka Lake Fun & Sun

Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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LAKEHOLME...AVAILABLE JULY 18-23, vacation rental in Penn Yan
LAKEHOLME...AVAILABLE JULY 18-23, vacation rental in Penn Yan
LAKEHOLME...AVAILABLE JULY 18-23, vacation rental in Penn Yan

LAKEHOLME...AVAILABLE JULY 18-23

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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At The Lake - 4 Bedroom, 3.5 Bath Contemporary, vacation rental in Penn Yan
At The Lake - 4 Bedroom, 3.5 Bath Contemporary, vacation rental in Penn Yan
At The Lake - 4 Bedroom, 3.5 Bath Contemporary, vacation rental in Penn Yan

At The Lake - 4 Bedroom, 3.5 Bath Contemporary

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Schoolhouse Cottage - 5 Star Accommodations on Seneca Lake, vacation rental in Penn Yan
Schoolhouse Cottage - 5 Star Accommodations on Seneca Lake, vacation rental in Penn Yan
Schoolhouse Cottage - 5 Star Accommodations on Seneca Lake, vacation rental in Penn Yan

Schoolhouse Cottage - 5 Star Accommodations on Seneca Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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located in the heart of downtown Penn Yan New York, vacation rental in Penn Yan
located in the heart of downtown Penn Yan New York, vacation rental in Penn Yan
located in the heart of downtown Penn Yan New York, vacation rental in Penn Yan

located in the heart of downtown Penn Yan New York

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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