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Penn Yan Holiday Apartments

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

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

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

A Beautiful, Fully Furnished Log Cabin Overlooking Keuka Lake

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

ShagBark Cottage In The Heart Of The Finger Lake's

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chalet overlooking Keuka Lake in the heart of Wine Country, holiday rental in Penn Yan
Chalet overlooking Keuka Lake in the heart of Wine Country, holiday rental in Penn Yan
Chalet overlooking Keuka Lake in the heart of Wine Country, holiday rental in Penn Yan

Chalet overlooking Keuka Lake in the heart of Wine Country

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Grey Goose Cottage In The Heart Of The FingerLakes, holiday rental in Penn Yan
Grey Goose Cottage In The Heart Of The FingerLakes, holiday rental in Penn Yan
Grey Goose Cottage In The Heart Of The FingerLakes, holiday rental in Penn Yan

Grey Goose Cottage In The Heart Of The FingerLakes

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail.  Brand New in 2016, holiday rental in Penn Yan
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail.  Brand New in 2016, holiday rental in Penn Yan
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail.  Brand New in 2016, holiday rental in Penn Yan

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Book NOW for spectacular sunsets on Keuka Wine Trail! Charming & pet friendly!, holiday rental in Penn Yan
Book NOW for spectacular sunsets on Keuka Wine Trail! Charming & pet friendly!, holiday rental in Penn Yan
Book NOW for spectacular sunsets on Keuka Wine Trail! Charming & pet friendly!, holiday rental in Penn Yan

Book NOW for spectacular sunsets on Keuka Wine Trail! Charming & pet friendly!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Nostalgic Keuka Waterfront Home, holiday rental in Penn Yan
Beautiful Nostalgic Keuka Waterfront Home, holiday rental in Penn Yan
Beautiful Nostalgic Keuka Waterfront Home, holiday rental in Penn Yan

Beautiful Nostalgic Keuka Waterfront Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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New Listing! Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI, holiday rental in Penn Yan
New Listing! Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI, holiday rental in Penn Yan
New Listing! Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI, holiday rental in Penn Yan

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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BRAND NEW LAKE FRONT VACATION HOME IN FINGER LAKES AREA, holiday rental in Penn Yan
BRAND NEW LAKE FRONT VACATION HOME IN FINGER LAKES AREA, holiday rental in Penn Yan
BRAND NEW LAKE FRONT VACATION HOME IN FINGER LAKES AREA, holiday rental in Penn Yan

BRAND NEW LAKE FRONT VACATION HOME IN FINGER LAKES AREA

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Romantic Private Rustic w/Hot Tub Wine Trail Pets Groups, holiday rental in Penn Yan
Romantic Private Rustic w/Hot Tub Wine Trail Pets Groups, holiday rental in Penn Yan
Romantic Private Rustic w/Hot Tub Wine Trail Pets Groups, holiday rental in Penn Yan

Romantic Private Rustic w/Hot Tub Wine Trail Pets Groups

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Views, Sunrises, Pet Friendly, Comfortable!, holiday rental in Penn Yan
Beautiful Views, Sunrises, Pet Friendly, Comfortable!, holiday rental in Penn Yan
Beautiful Views, Sunrises, Pet Friendly, Comfortable!, holiday rental in Penn Yan

Beautiful Views, Sunrises, Pet Friendly, Comfortable!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Waterfront w/Hot Tub on Wine Trail Accepts Pets, holiday rental in Penn Yan
Romantic Waterfront w/Hot Tub on Wine Trail Accepts Pets, holiday rental in Penn Yan
Romantic Waterfront w/Hot Tub on Wine Trail Accepts Pets, holiday rental in Penn Yan

Romantic Waterfront w/Hot Tub on Wine Trail Accepts Pets

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Serenity Aloft House - Book your Finger Lakes vacation now!, holiday rental in Penn Yan
Serenity Aloft House - Book your Finger Lakes vacation now!, holiday rental in Penn Yan
Serenity Aloft House - Book your Finger Lakes vacation now!, holiday rental in Penn Yan

Serenity Aloft House - Book your Finger Lakes vacation now!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Overlook Cabin - Keuka Lake View - Large Hot Tub, Central-Air, Private Setting

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lakeside Log Cabin in the Heart of the Finger Lakes

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Keuka Lakefront Serenity Splendor - Kayaks & Paddleboards included!, holiday rental in Penn Yan
Keuka Lakefront Serenity Splendor - Kayaks & Paddleboards included!, holiday rental in Penn Yan
Keuka Lakefront Serenity Splendor - Kayaks & Paddleboards included!, holiday rental in Penn Yan

Keuka Lakefront Serenity Splendor - Kayaks & Paddleboards included!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Quiet Cozy Cottage on Keuka Lake Wine Trail, holiday rental in Penn Yan
Quiet Cozy Cottage on Keuka Lake Wine Trail, holiday rental in Penn Yan
Quiet Cozy Cottage on Keuka Lake Wine Trail, holiday rental in Penn Yan

Quiet Cozy Cottage on Keuka Lake Wine Trail

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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West Side, 101' Lake Frontage, Right on Wine Trail / From $100. P/N, holiday rental in Penn Yan
West Side, 101' Lake Frontage, Right on Wine Trail / From $100. P/N, holiday rental in Penn Yan
West Side, 101' Lake Frontage, Right on Wine Trail / From $100. P/N, holiday rental in Penn Yan

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Amish Guest Farmhouse on Seneca Lake Wine Trail, Boasts Gorgeous Lake View, holiday rental in Penn Yan
Amish Guest Farmhouse on Seneca Lake Wine Trail, Boasts Gorgeous Lake View, holiday rental in Penn Yan
Amish Guest Farmhouse on Seneca Lake Wine Trail, Boasts Gorgeous Lake View, holiday rental in Penn Yan

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

Holiday Rental House
8 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Where Memories are Made!, holiday rental in Penn Yan
Where Memories are Made!, holiday rental in Penn Yan
Where Memories are Made!, holiday rental in Penn Yan

Where Memories are Made!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy, holiday rental in Penn Yan
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy, holiday rental in Penn Yan
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy, holiday rental in Penn Yan

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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Finger Lakes Keuka Lake Vacation Home 50' off water, 100'  Level Beach Frontage, holiday rental in Penn Yan
Finger Lakes Keuka Lake Vacation Home 50' off water, 100'  Level Beach Frontage, holiday rental in Penn Yan
Finger Lakes Keuka Lake Vacation Home 50' off water, 100'  Level Beach Frontage, holiday rental in Penn Yan

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

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Weekly Vacation Rental Property on Keuka Lake, holiday rental in Penn Yan
Weekly Vacation Rental Property on Keuka Lake, holiday rental in Penn Yan
Weekly Vacation Rental Property on Keuka Lake, holiday rental in Penn Yan

Weekly Vacation Rental Property on Keuka Lake

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Located In The Heart Of Downtown Penn Yan, New York, holiday rental in Penn Yan
Located In The Heart Of Downtown Penn Yan, New York, holiday rental in Penn Yan
Located In The Heart Of Downtown Penn Yan, New York, holiday 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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“QKA Retreat” on Keuka Lake, holiday rental in Penn Yan
“QKA Retreat” on Keuka Lake, holiday rental in Penn Yan
“QKA Retreat” on Keuka Lake, holiday rental in Penn Yan

“QKA Retreat” on Keuka Lake

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Seneca lake Love Shack in the heart of Wine Country, holiday rental in Penn Yan
Seneca lake Love Shack in the heart of Wine Country, holiday rental in Penn Yan
Seneca lake Love Shack in the heart of Wine Country, holiday rental in Penn Yan

Seneca lake Love Shack in the heart of Wine Country

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Crane Cove  Enjoy 125' of Gorgeous Waterfront, Large Level Yard, Private Setting, holiday rental in Penn Yan
Crane Cove  Enjoy 125' of Gorgeous Waterfront, Large Level Yard, Private Setting, holiday rental in Penn Yan
Crane Cove  Enjoy 125' of Gorgeous Waterfront, Large Level Yard, Private Setting, holiday rental in Penn Yan

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Merlot Bungalow - 'Slice of Heaven on Seneca Lake', holiday rental in Penn Yan
Merlot Bungalow - 'Slice of Heaven on Seneca Lake', holiday rental in Penn Yan
Merlot Bungalow - 'Slice of Heaven on Seneca Lake', holiday rental in Penn Yan

Merlot Bungalow - 'Slice of Heaven on Seneca Lake'

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lake Shore Lodge on Keuka Lake's East Bluff, holiday rental in Penn Yan
Lake Shore Lodge on Keuka Lake's East Bluff, holiday rental in Penn Yan
Lake Shore Lodge on Keuka Lake's East Bluff, holiday rental in Penn Yan

Lake Shore Lodge on Keuka Lake's East Bluff

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Year-Round Lakefront Home Situated on the Best Keuka Location., holiday rental in Penn Yan
Year-Round Lakefront Home Situated on the Best Keuka Location., holiday rental in Penn Yan
Year-Round Lakefront Home Situated on the Best Keuka Location., holiday rental in Penn Yan

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Lakefront House, holiday rental in Penn Yan
Beautiful Lakefront House, holiday rental in Penn Yan
Beautiful Lakefront House, holiday rental in Penn Yan

Beautiful Lakefront House

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Keuka Lakeview Cabin, holiday rental in Penn Yan
Keuka Lakeview Cabin, holiday rental in Penn Yan
Keuka Lakeview Cabin, holiday rental in Penn Yan

Keuka Lakeview Cabin

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2020 Lakefront Keuka Vacation, holiday rental in Penn Yan
2020 Lakefront Keuka Vacation, holiday rental in Penn Yan
2020 Lakefront Keuka Vacation, holiday rental in Penn Yan

2020 Lakefront Keuka Vacation

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Panoramic Keuka Lake Views And Breathtaking Sunsets!, holiday rental in Penn Yan
Panoramic Keuka Lake Views And Breathtaking Sunsets!, holiday rental in Penn Yan
Panoramic Keuka Lake Views And Breathtaking Sunsets!, holiday rental in Penn Yan

Panoramic Keuka Lake Views And Breathtaking Sunsets!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Grand Luxury Escape In The Heart Of Finger Lakes Wine Country, holiday rental in Penn Yan
Grand Luxury Escape In The Heart Of Finger Lakes Wine Country, holiday rental in Penn Yan
Grand Luxury Escape In The Heart Of Finger Lakes Wine Country, holiday rental in Penn Yan

Grand Luxury Escape In The Heart Of Finger Lakes Wine Country

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning, large, fully loaded home with a hot tub, pool table and private dock!, holiday rental in Penn Yan
Stunning, large, fully loaded home with a hot tub, pool table and private dock!, holiday rental in Penn Yan
Stunning, large, fully loaded home with a hot tub, pool table and private dock!, holiday rental in Penn Yan

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

Holiday Rental House
9 bedrooms
4 bathrooms
Sleeps 24
Match: Sleeps
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Beautiful home on east side. Great location. Very few steps., holiday rental in Penn Yan
Beautiful home on east side. Great location. Very few steps., holiday rental in Penn Yan
Beautiful home on east side. Great location. Very few steps., holiday rental in Penn Yan

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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At The Lake - 4 Bedroom, 3.5 Bath Contemporary, holiday rental in Penn Yan
At The Lake - 4 Bedroom, 3.5 Bath Contemporary, holiday rental in Penn Yan
At The Lake - 4 Bedroom, 3.5 Bath Contemporary, holiday rental in Penn Yan

At The Lake - 4 Bedroom, 3.5 Bath Contemporary

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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The Cottages on Keuka ~ South Cottage, holiday rental in Penn Yan
The Cottages on Keuka ~ South Cottage, holiday rental in Penn Yan
The Cottages on Keuka ~ South Cottage, holiday rental in Penn Yan

The Cottages on Keuka ~ South Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Keuka Lake Fun & Sun, holiday rental in Penn Yan
Keuka Lake Fun & Sun, holiday rental in Penn Yan
Keuka Lake Fun & Sun, holiday rental in Penn Yan

Keuka Lake Fun & Sun

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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located in the heart of downtown Penn Yan New York, holiday rental in Penn Yan
located in the heart of downtown Penn Yan New York, holiday rental in Penn Yan
located in the heart of downtown Penn Yan New York, holiday 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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Cozy 3 bedroom cabin in the country, sleeps 6, holiday rental in Penn Yan
Cozy 3 bedroom cabin in the country, sleeps 6, holiday rental in Penn Yan
Cozy 3 bedroom cabin in the country, sleeps 6, holiday rental in Penn Yan

Cozy 3 bedroom cabin in the country, sleeps 6

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private, Level, Beachfront Cottage; No Stairs To Beach!, holiday rental in Penn Yan
Private, Level, Beachfront Cottage; No Stairs To Beach!, holiday rental in Penn Yan
Private, Level, Beachfront Cottage; No Stairs To Beach!, holiday rental in Penn Yan

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Keuka Hydaway Charming Cabin in a Quiet Setting, holiday rental in Penn Yan
Keuka Hydaway Charming Cabin in a Quiet Setting, holiday rental in Penn Yan
Keuka Hydaway Charming Cabin in a Quiet Setting, holiday rental in Penn Yan

Keuka Hydaway Charming Cabin in a Quiet Setting

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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SPECTACULAR  EAST-SIDE COTTAGE ON KEUKA LAKE, holiday rental in Penn Yan
SPECTACULAR  EAST-SIDE COTTAGE ON KEUKA LAKE, holiday rental in Penn Yan
SPECTACULAR  EAST-SIDE COTTAGE ON KEUKA LAKE, holiday rental in Penn Yan

SPECTACULAR EAST-SIDE COTTAGE ON KEUKA LAKE

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Lakefront Property with Private Dock on Seneca Lake Wine Trail, holiday rental in Penn Yan
Spacious Lakefront Property with Private Dock on Seneca Lake Wine Trail, holiday rental in Penn Yan
Spacious Lakefront Property with Private Dock on Seneca Lake Wine Trail, holiday rental in Penn Yan

Spacious Lakefront Property with Private Dock on Seneca Lake Wine Trail

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Rose Cottage on Seneca, holiday rental in Penn Yan
Rose Cottage on Seneca, holiday rental in Penn Yan
Rose Cottage on Seneca, holiday rental in Penn Yan

Rose Cottage on Seneca

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Easy living and CLEAN, holiday rental in Penn Yan
Easy living and CLEAN, holiday rental in Penn Yan
Easy living and CLEAN, holiday rental in Penn Yan

Easy living and CLEAN

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Frequently Asked Questions about Penn Yan