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Vacation Rentals in Penn Yan, New York

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Penn Yan vacation rentals

Penn Yan, a charming forest town located in New York, is a wonderful vacation destination with gorgeous natural landscapes. Explore the lush green valleys that lead to the many exotic and rare trees, and picnic with the family under the olive canopies. Head into town and learn how wines are manufactured at the famous Fox Run Winery, or shop for various local gems at The Windmill Farm or the Craft Market. The roads are wide and perfect for a long scenic drive. When the day is over, put your feet up at your own private rental from Penn Yan vacation rentals, where you can choose from fully furnished apartments, houses, cabins, and cottages. Get the best Penn Yan deals from Penn Yan vacation rentals. Optimize your Penn Yann savings by searching the Penn Yan Last minute deals now.

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Penn Yan things to do


Hermann J. Wiemer Vineyard

Had a wonderful tasting experience at Hermann J. Wiemer Vineyard. Cheryl clearly loves her job and her bubbly personality is so contagious. This more


Keuka Spring Vineyards

Keuka Spring boasts an absolutely gorgeous view of Keuka lake (one of the best among this lake's wineries) from its outdoor patio seating, a selection more


Villa Bellangelo

A must stop on your tour located on the mid-west of Seneca Lake. I always stop here for all the Trail Events...specially if they are cooking! My more


Shaw Vineyard

This was my first trip to the Finger Lakes wine region, which I entered with a bit of a snobbish attitude. I figured there was no way it could compare more


Anthony Road Wine Co

Great winery to visit and do a few tastings! Awesome view of the lake and a really cute garden to stroll around and take nice pictures. They were more


Fox Run Vineyards

I, in fact, am a huge fan of this winery -- it's one of my faves on Seneca Lake. It's a luxury that we have our own "wine country" so close to our city. more


Billsboro Winery

What an unexpected treat. The tasting room was a beautiful, relaxing space, the staff exceptionally knowledgeable, and the wines spoke for themselves, more


Earle Estates Meadery

I love this place. I love mead. I'd you're not a fan of fruit wines or honey mead, this place is not for you. If you are a fan, this place has the more


Hunt Country Vineyards

I have been here twice now and have left happy both times. The first time was for a wine tasting with the family. The second was a paired chocolate and more


Prejean Winery

Another oldie but goodie on the Seneca Lake trail. An airy tasting room, lots of wines from sweet to dry, a view of the lake from the other side of more


Miles Wine Cellars

Miles is tucked in along the lake with a nice overlook. It's basically a converted mansion -- its age is evident. It looks much like a southern more


Red Tail Ridge Winery

The lady who worked the tasting room was so arrogant. They had such odd descriptions for wine. Petroleum and mineralized limestone don't sound appetizing more


Reagan's Finger Lakes Canoe & Kayak Livery

Reagan's delivered right on time as promised. Equipment in excellent shape. Friendly and courteous. Affordable fun. We rented 2 tandem Old Town more


Seneca Shore

This review is biased. Ok you have been warned. There isn't a wine I do not like from Seneca Shore wine cellars. My favorites are the Black more


McGregor Vineyard Winery

I've seen the picture of Mr. McGregor and his son on the tractor (circa 1973) on many a Finger Lakes brochure, and wanted to experience the place, and I' more

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BEYOND THE SEA - 2 night min stay - (1) wk open in Aug - price breakdown below
Penn Yan House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD) $1,995 /wk

15 reviews write a review

Waterfront Retreat
Penn Yan Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $225 - $279 /nt
    $1,200 - $1,950 /wk

15 reviews write a review

Lakefront Keuka Cottage - Book Your Fall Getaway Now!
Penn Yan Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $171 - $271 /nt
    $1,000 - $1,900 /wk

7 reviews write a review

Finger Lakes Keuka Lake New York Vacation Home 100' Level Beach Frontage
Penn Yan Cottage Rental Picture
  • bedrooms 5
  • rental type Cottage
  • sleeps 10
  • baths 2
  • rates (USD) $360 - $450 /nt
    $2,000 - $3,000 /wk

2 reviews write a review

Modern waterfront cottage on Keuka Lake - close to Penn Yan & Finger Lakes wine!
Penn Yan Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $275 - $400 /nt
    $1,500 - $2,500 /wk

17 reviews write a review

Lake Front Home with Spectacular Views!!
Penn Yan House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 16
  • baths
  • rates (USD) $525 - $750 /nt
    $5,200 /wk

13 reviews write a review