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Search Cottages in Penn Yan

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Featured Cottages in Penn Yan and around

True lakefront! Booking 2025! Parking, C/Air, kayaks, fishing. Pontoon option.
Smart TV, fireplace, DVD player, books
True lakefront! Booking 2025! Parking, C/Air, kayaks, fishing. Pontoon option.
9.6 out of 10, Exceptional, (195)
"Perfect location for access to wineries, parks and restaurants. House was clean & beautiful lake setting. Thank you for sharing your home."
True lakefront! Booking 2025! Parking, C/Air, kayaks, fishing. Pontoon option.
Remodeled Cayuga Lake Cottage - nice yard & waterfront, near Treleaven winery
Outdoor dining
Remodeled Cayuga Lake Cottage - nice yard & waterfront, near Treleaven winery
10.0 out of 10, Exceptional, (51)
"This cottage is absolutely amazing. Clean, cute, has all that you need. The outdoor area is just as amazing. The pictures don't do this place justice. We came from a Wed-Sunday to celebrate our 10 year wedding anniversary and we did just that. If you are looking to unwind, be one with nature, and love wine, you will love this place. We plan on being back. Thank you Adam for being a wonderful host. "
Remodeled Cayuga Lake Cottage - nice yard & waterfront, near Treleaven winery
Beautiful Views, Sunrises, Pet Friendly, Comfortable!
Outdoor dining
Beautiful Views, Sunrises, Pet Friendly, Comfortable!
10.0 out of 10, Exceptional, (95)
"Simply perfect! This super well-stocked and clean cottage was just what I needed for a quiet, restful getaway. The gas fireplace and rocking chair on the dock were the cherries on top. And it was a great location to tons of wineries and Geneva if you need to go out--but why would you want to leave, lol!"
Beautiful Views, Sunrises, Pet Friendly, Comfortable!
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Exterior
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
8.6 out of 10, Excellent, (189)
"We stayed here right after our wedding for a mini honeymoon. The location is private and quiet and just a very short drive to downtown Naples. The host were absolutely fabulous and wonderful with communication. We highly recommend! "
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Lakefront, dock & fireplace! Sunsets! Wineries & brewery nearby! SUPs+Kayaks!
Property grounds
Lakefront, dock & fireplace! Sunsets! Wineries & brewery nearby! SUPs+Kayaks!
10.0 out of 10, Exceptional, (28)
"Had a wonderful weekend trip with my boyfriend and our dog. Clean house with all of the amenities. Short ride to Aurora (cute small town) and 1/2 hour to Ithica (hiking and city). Corner store and a couple of wineries nearby. Would definitely stay again when we can use the lake, but enjoyed the sunsets and beautiful mornings. "
Lakefront, dock & fireplace! Sunsets! Wineries & brewery nearby! SUPs+Kayaks!
🍷CLOUD WINE COTTAGE FLX🍷secluded w/ HOT TUB in the heart of wine country!
Fridge, microwave, oven, stovetop
🍷CLOUD WINE COTTAGE FLX🍷secluded w/ HOT TUB in the heart of wine country!
10.0 out of 10, Exceptional, (53)
"The CloudWine cottage was marvelous. It was clean, quiet, had all of the amenities we needed, and was just what we needed and wanted. The kitchen was stocked with dishes, appliances, and utensils better than any other cabin/Vrbo we have stayed in- we weren't looking around for things that were not available. Having a DVD player was a plus- as many properties do not these days. Close to most of what we wanted to see, yet secluded enough to be private. Would book again if going to the same area. "
🍷CLOUD WINE COTTAGE FLX🍷secluded w/ HOT TUB in the heart of wine country!
Junius Pond
Cottage
Junius Pond
3.0 star property
4.0 out of 10, (2)
"Made reservation through 3rd party. Office had no record of it when I was checking in. I had to show that my account was debited for the rental. Area is very crowded with RVs. Was greeted by campers yelling at me to slow down, even though I was doing the tmph speed limit. Not a good environment if you don't have an RV."
Junius Pond
Quiet Cozy Cottage on Keuka Lake Wine Trail
Exterior
Quiet Cozy Cottage on Keuka Lake Wine Trail
9.8 out of 10, Exceptional, (74)
"The cottage was clean and conveniently located with the extra bonus of being right on the lake! The owners were very easy to communicate with and provided a lot of great information (i.e.their favorite restaurants) prior to the trip. Great little cottage!"
Quiet Cozy Cottage on Keuka Lake Wine Trail
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Outdoor dining
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
3.0 star property
9.8 out of 10, Exceptional, (48)
"We had a nice time at Maryann's property last week. The location was great and was in the middle of many great wineries, restaurants, and towns. The cottage was clean and it was beautiful to wake up on the lake! The sunrises were incredible!"
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Stunning cottage on Cayuga Lake, near wineries, waterfalls, Cornell University
Outdoor dining
Stunning cottage on Cayuga Lake, near wineries, waterfalls, Cornell University
9.8 out of 10, Exceptional, (10)
"We were here 30 days ago, and found it so rewarding, we came back for another 3 days. Last month, it was warm enough to kayak, but an unexpected drop in temperature relegated us insides. We had plenty of connection time together, as well as time knitting (me) and reading. We will go again!"
Stunning cottage on Cayuga Lake, near wineries, waterfalls, Cornell University
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy
Property grounds
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy
9.8 out of 10, Exceptional, (155)
"Located at the end of a dirt road along the lake, this cozy home leaves little to be desired. It’s off the beaten path and provides seclusion as well close proximity to the wide variety of wineries and towns in the area. The host was wonderful; calling before our arrival to ensure there were no questions, and informing us of a temporary power outage the day we were to arrive. The home was well kept, fully stocked, and clean upon our arrival. The Finger Lakes is one of my favorite vacation...
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy
While Away Cottage
Exterior
While Away Cottage
10.0 out of 10, Exceptional, (90)
"2 couples, stayed there in mid November. House inside and out is practically brand new. Kitchen is well stocked, plenty of towels and linens. It was cold while we were there, but the outside deck is very large and spacious. Grill could use some help, and there are no TVs. Basement is a plus, but we didn't use it. Property manager lives right across the street and greeted us when we arrived to make sure everything was in order. When we come to the finger lakes, we will rent this house again."
While Away Cottage
Finger Lakes Spectacular Cayuga Water Front Private & Super Clean! Best Location
Interior
Finger Lakes Spectacular Cayuga Water Front Private & Super Clean! Best Location
10.0 out of 10, Exceptional, (20)
"Location of the house was great and house is lovely Supper clean! The steps going to lower levell inside the house were treacherous and the mattress needs replacing.. very damp downstairs as well. Slept on couch in living room on my own sheets. Liked the downstairs bathroom and space for changing.. wish they had left life best and paddles for kayak. "
Finger Lakes Spectacular Cayuga Water Front Private & Super Clean! Best Location
Family/Dog Friendly cottage on Seneca Lake @ Long Point Beach with awesome views
Terrace/patio
Family/Dog Friendly cottage on Seneca Lake @ Long Point Beach with awesome views
9.0 out of 10, Wonderful, (14)
"Central to wineries "
Family/Dog Friendly cottage on Seneca Lake @ Long Point Beach with awesome views
Stone's Throw from Keuka College
TV
Stone's Throw from Keuka College
10.0 out of 10, Exceptional, (22)
"Stayed here this time with my wife’s sister and husband. Nice location and everything was immaculate. We will likely use Stone’s Throw again. "
Stone's Throw from Keuka College
Sunset Shores for a Reason
View from property
Sunset Shores for a Reason
10.0 out of 10, Exceptional, (10)
"We had a great time - it felt like we were in a tree house overlooking the lake! It rained the whole weekend, but we still enjoyed every minute of our stay. Candace was very accommodating, providing a high chair and pack and play for our little ones. The house is family friendly, well stocked with essentials and the lake views were magnificent! We enjoyed sunset fires at the firepit and skipping stones on the lake. We will definitely return on our next trip to the Finger Lakes !"
Sunset Shores for a Reason
Lakefront cottage with private deck and dock, amazing porch with sunset views
Lakefront cottage with private deck and dock, amazing porch with sunset views
9.6 out of 10, Exceptional, (79)
"It was exactly as advertised, very clean, with good instructions, and well located. The view and dock are AMAZING! Highly recommend!"
Lakefront cottage with private deck and dock, amazing porch with sunset views
Seneca Lake front cottage on heart of Wine Trail, with gorgeous sunset views.
Property grounds
Seneca Lake front cottage on heart of Wine Trail, with gorgeous sunset views.
9.8 out of 10, Exceptional, (33)
"My first time in this area and I hope not our last. The house was as advertised and a perfect location. With the lake access this house would be absolutely perfect in the summer. The road access was a little challenging but manageable "
Seneca Lake front cottage on heart of Wine Trail, with gorgeous sunset views.
Al's Creekside Cottage in the Finger Lakes
Outdoor dining
Al's Creekside Cottage in the Finger Lakes
8.8 out of 10, Excellent, (14)
"The location of the home was terrific and a quiet area. Easy to walk around the area and explore."
Al's Creekside Cottage in the Finger Lakes
Newly remodeled lakefront cottage with new furn. and AC. May also book 2664590.
Beach
Newly remodeled lakefront cottage with new furn. and AC. May also book 2664590.
10.0 out of 10, Exceptional, (186)
"This property has a beautiful lake view with a fire pit to enjoy the serenity of the area. The space was warm and homey feeling. We really enjoyed our stay. My brother is handicapped and there was a very sweet lady named Cynthia who was working in the yard when we pulled in. She helped us with getting ramps for accessibility into the home."
Newly remodeled lakefront cottage with new furn. and AC. May also book 2664590.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Penn Yan

Cozy new England style cottage Right on Wine and Beer Trail
Terrace/patio
Cozy new England style cottage Right on Wine and Beer Trail
9.8 out of 10, Exceptional, (249)
" Our original plan was to stay for just one night, but as soon as we arrived at the house, we knew we had to extend our stay. It’s impossible to spend just one night at such a beautifully designed and well-maintained lake house! Our host was incredibly supportive, answered all our questions, and did their best to enhance our experience. We will definitely return to this wonderful place in the future!"
Cozy new England style cottage Right on Wine and Beer Trail
Pine Grove Cabin
Exterior detail
Pine Grove Cabin
9.0 out of 10, Wonderful, (2)
"Loved the place and the remoteness. The water pump wasn't working, but a solution was promptly provided. It wasn't the best situation, but it worked. Also, the second bed appeared to be a mattress pad behind the main bed. We ended up just sharing the bed for the duration of the stay. Would return, but would love those issues/inaccuracies to be fixed."
Pine Grove Cabin
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Pool
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
9.8 out of 10, Exceptional, (129)
"The cabin was absolutely perfect! The hosts are very thoughtful, providing coffee, cups, towels and bedding along with other amenities to make you feel at home! Loved the seclusion but also close enough to activities in the area. I would highly recommended this place! I will definitely stay here again when in this area!enough"
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Penn Yan cost?
Expect to pay between and per night for cottages in Penn Yan. Whatever your budget, an ideal stay is only a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Penn Yan?
Enjoy reconnecting with nature in one of the 188 cottages on offer in Penn Yan. To help you find a stay that’s right for you, click on our handy filters to search for must-have perks or amenities.
Are there any family-friendly cottages in Penn Yan?
If you want to slow the pace down in Penn Yan, book the whole crew in to K632el - 4 Bedroom Cottage. With a 3.5-star rating and amenities like clothes washing facilities and a deck, you’ll find it easy to get comfortable at this family-friendly cottage. After checking in and chilling together in your comfy digs, it’s time to head out and start sightseeing. Keuka Lake Outlet Trail and Arts Centre of Yates County are popular family-friendly attractions in Penn Yan.
Why book your cottage in Penn Yan with Expedia?
Booking a cottage in Penn Yan is as easy as deciding on your travel dates and choosing your ideal place for a holiday in nature. From chic retreats to low-cost stays and cottages that come with perks like a hot tub, Expedia has something for all tastes and styles. As for irresistible deals? We’ve got your back!
How can I find cheap cottages in Penn Yan?
The quickest way to track down cheap cottages in Penn Yan is with Expedia’s user-friendly filter tool. Narrow down your search by star rating, amenities and budget to access awesome rates in just a few keystrokes.
What is there to do in Penn Yan near my cottage?
Whatever you love doing, Penn Yan has loads of things to keep you occupied. Fox Run Vineyards, Torrey Ridge Winery and Prejean Winery are on many visitors’ agendas. Don’t go home without exploring Keuka Lake Outlet Trail, Oliver House Museum and The Windmill Farm & Craft Market either. With Expedia’s hotel deals in Penn Yan, you’ll be able to see even more fabulous attractions like these with the money you save.