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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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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


Villa Bellangelo

I love this winery. ..the wine is excellent and so is the staff. The winery has a beautiful view and very nice architecture We were there for the 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


Shaw Vineyard

Absolutely the best winery in the area. If you are looking for well made dry wines, be sure to stop at Shaw. Of all the wineries we visited, Shaw was 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


Anthony Road Wine Co

The woman pouring for our group was probably my favorite pourer, she was fun and knowledgeable and even poured me a nip of the $100 wine since I'm in more


Billsboro Winery

My husband and I stumbled on this winery an hour before they were set to close and we were welcomed warmly by a friendly staff member. We went with the more


Red Tail Ridge Winery

I drove up to Geneva from the NYC area to spend the weekend with several of my girlfriends. Our plan was to stay in a cabin on the lake and go on a 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


Hunt Country Vineyards

Took a last minute trip up to Rochester this past weekend to visit my boyfriend. While up there, I decided we should go on another Finger Lakes wine 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


Earle Estates Meadery

Only one employee working on a Wednesday so I think the large group of pharmacists who arrived before us overwhelmed him. We waited ten minutes for 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


Rooster Hill Vineyards

Delicious wines! Although the staff didn't seem particularly knowledgeable, they were able to give us a good answer to the best question, what is more


Barrington Cellars-Buzzard Crest

This place is easy to drive right by, but I'm glad we didn't miss it. Barrington definitely doesn't have the same asthetic appeal like other wineries in more

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Waterfront Retreat
Penn Yan Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $150 - $279 /nt
    $800 - $1,950 /wk

9 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) $357 - $360 /nt
    $1,600 - $2,500 /wk

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Lakefront Keuka Cottage - Perfect For Your Fall Getaway!
Penn Yan Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $171 - $257 /nt
    $1,000 - $1,800 /wk

6 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) $175 - $400 /nt
    $1,000 - $2,500 /wk

16 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) $400 - $686 /nt
    $4,800 /wk

11 reviews write a review