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Featured Cottages in Penn Yan and around

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

8.8 out of 10, Excellent, (196)
"Relaxing and comfortable. Great setup and spot if you enjoy nature "
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

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

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

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!

True lakefront! Booking 2025! Parking, C/Air, kayaks, fishing. Pontoon option.

9.6 out of 10, Exceptional, (196)
"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.

Hot Tub, Lake View Cottage, Dog Friendly, Lake Access

10.0 out of 10, Exceptional, (14)
"Great place for a weekend get away! It’s beautiful, very clean and welcoming! The fire pit and hot tub were wonderful after a day of hiking. Very close to wineries and great restaurants! "
Hot Tub, Lake View Cottage, Dog Friendly, Lake Access

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.

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

Al's Creekside Cottage in the Finger Lakes

8.8 out of 10, Excellent, (15)
"Quiet neighborhood within walking distance to the first waterfall which leads to a creek that runs along the backyard. The next one is on the way to the main drag. Saw 5 , one from our boat ride on Seneca lake and again on our ride around the lake which is worth it. There is a beautiful park area at the top with nice walking path. Very peaceful. Due to our health we were unable to do Watkins Glen State Park but did watch a video so we could feel like we saw it. Great area for a long weekend....
Al's Creekside Cottage in the Finger Lakes

Seneca Falls Cottage on Cayuga Lake Wine Trail!

8.8 out of 10, Excellent, (31)
"Visited the beautiful wineries this weekend and very happy with our stay!! Quiet, clean, and the view is spectacular!! Love the fall decorations and the complimentary wine was a nice surprise!!"
Seneca Falls Cottage on Cayuga Lake Wine Trail!

Beautiful Views, Sunrises, Pet Friendly, Comfortable!

10.0 out of 10, Exceptional, (100)
"Our stay was everything we expected and more. The house was well stocked with everything we needed and more!!! "
Beautiful Views, Sunrises, Pet Friendly, Comfortable!

Cozy Lake Front Cottage

9.8 out of 10, Exceptional, (19)
"Beautiful property! Easy access. Nicely decorated and fully stocked with amenities. However, due to the awkward layout, we would have been much more comfortable with privacy window treatments in the front porch area. Also, the shower floor is EXTREMELY slippery. We would definitely rent again. Hopefully with those 2 issues addressed. Thank you so much for sharing your lovely cottage with us!"
Cozy Lake Front Cottage

Pet-friendly Ovid Home Near Seneca Lake & Wineries

3.0 star property
10.0 out of 10, Exceptional, (1)
Pet-friendly Ovid Home Near Seneca Lake & Wineries

HUGE DECK! ENJOY the beauty and quaintness of this 3 bedroom and 2 bath cottage

10.0 out of 10, Exceptional, (32)
"We had a great time! Amazing deck! Beautiful location. The only thing I would warn folks about is the steepness of the stairs to the property - there are a lot of stairs and they are pretty steep. "
HUGE DECK! ENJOY the beauty and quaintness of this 3 bedroom and 2 bath cottage

Pet-friendly Honeoye Cottage Rental: Walk to Lake!

3.0 star property
6.0 out of 10, (2)
"The owners have thought of everything. There were even snacks on the counter when we arrived. We had a very relaxing stay and would definitely stay again."
Pet-friendly Honeoye Cottage Rental: Walk to Lake!

Sip, Splash, and Relax at Caywood Cottage - a peaceful wine country retreat!

9.6 out of 10, Exceptional, (61)
"It was a Beautiful peaceful place, Clean, great views. No issues to speak of. Would stay again. "
Sip, Splash, and Relax at Caywood Cottage - a peaceful wine country retreat!

Quiet/charming 2-bedroom Sunset-Lake view cottage lovely Seneca lake, wine trail

Quiet/charming 2-bedroom Sunset-Lake view cottage lovely Seneca lake, wine trail

Canandaigua Lakefront Gem w/ Dock & Boat Slip

Canandaigua Lakefront Gem w/ Dock & Boat Slip

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

Cozy new England style cottage Right on Wine and Beer Trail

9.8 out of 10, Exceptional, (253)
"The location of the Vrbo was perfect. We were going to an event called Deck the Halls at Seneca Lake in the Finger Lakes region. Vrbo was clean, quaint and quiet. A beautiful view of Seneca Lake. We all had a great time!"
Cozy new England style cottage Right on Wine and Beer Trail
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

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

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

The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK

9.8 out of 10, Exceptional, (37)
"Beautifully decorated farm house with hot tub was the perfect place to relax after visiting the area state parks. We highly recommend this home. Thanks for an enjoyable stay!!"
The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK
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.