Hot Penn Yan Cottage Rates

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Featured Cottages in Penn Yan

Cozy new England style cottage Right on Wine and Beer Trail

Cozy new England style cottage Right on Wine and Beer Trail

Penn Yan NY
Located in Penn Yan, this cottage is on the waterfront, a 1-minute drive from Fox Run Vineyards and 7 minutes from Billsboro Winery.
Opens in a new windowCozy new England style cottage Right on Wine and Beer Trail
Grey Goose Cottage In The Heart Of The FingerLakes

Grey Goose Cottage In The Heart Of The FingerLakes

Keuka Lake Penn Yan NY
Located in Penn Yan, this cottage is on the waterfront, within a 10-minute drive of Keuka College and Keuka Lake State Park.
Opens in a new windowGrey Goose Cottage In The Heart Of The FingerLakes
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

3 out of 5
Penn Yan NY
The price is AU$493 per night from 24 Dec to 25 Dec
AU$493
24 Dec - 25 Dec
includes taxes & fees
When you stay at this cottage in Penn Yan, you'll be on a lake, within a 5-minute drive of Fox Run Vineyards and Billsboro Winery.
Opens in a new window1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
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Beautiful sunrises with Crystal clear waters

Beautiful sunrises with Crystal clear waters

Penn Yan NY
When you stay at this cottage in Penn Yan, you'll be on a lake and steps from Keuka Lake.
Opens in a new windowBeautiful sunrises with Crystal clear waters
Quiet Cozy Cottage on Keuka Lake Wine Trail

Quiet Cozy Cottage on Keuka Lake Wine Trail

Penn Yan NY
Located in Penn Yan, this cottage is on the waterfront, a 1-minute drive from Keuka Lake and 5 minutes from Oliver House Museum.
Opens in a new windowQuiet Cozy Cottage on Keuka Lake Wine Trail
Family/Dog Friendly cottage on Seneca Lake @ Long Point Beach with awesome views

Family/Dog Friendly cottage on Seneca Lake @ Long Point Beach with awesome views

Penn Yan NY
Located in Penn Yan, this cottage is on the waterfront, within a 10-minute drive of Prejean Winery and Torrey Ridge Winery.
Opens in a new windowFamily/Dog Friendly cottage on Seneca Lake @ Long Point Beach with awesome views
Charming Vintage Lakefront Cottage on Seneca Lake

Charming Vintage Lakefront Cottage on Seneca Lake

Penn Yan NY
Located in Penn Yan, this cottage is on the waterfront, within a 10-minute drive of Prejean Winery and Torrey Ridge Winery.
Opens in a new windowCharming Vintage Lakefront Cottage on Seneca Lake
Beautiful Views, Sunrises, Pet Friendly, Comfortable!

Beautiful Views, Sunrises, Pet Friendly, Comfortable!

Penn Yan NY
With a stay at this cottage, you'll be centrally located in Penn Yan, within a 10-minute drive of Fox Run Vineyards and Prejean Winery.
Opens in a new windowBeautiful Views, Sunrises, Pet Friendly, Comfortable!
Experience wine country magic with several wineries nearby and memorable tasting

Experience wine country magic with several wineries nearby and memorable tasting

Penn Yan NY
A stay at this cottage places you in the heart of Penn Yan, a 3-minute drive from Fox Run Vineyards and 9 minutes from Billsboro Winery.
Opens in a new windowExperience wine country magic with several wineries nearby and memorable tasting
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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.

Penn Yan Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Penn Yan will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Penn Yan definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Penn Yan, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Penn Yan Cottages essential information

Accommodation
336 Cottages
Lowest Price
AU$121
Highest Price
AU$493
Popular accommodation
Cozy new England style cottage Right on Wine and Beer Trail , Grey Goose Cottage In The Heart Of The FingerLakes, 1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly! , Beautiful sunrises with Crystal clear waters, Quiet Cozy Cottage on Keuka Lake Wine Trail, Family/Dog Friendly cottage on Seneca Lake @ Long Point Beach with awesome views, Charming Vintage Lakefront Cottage on Seneca Lake, Beautiful Views, Sunrises, Pet Friendly, Comfortable!, Experience wine country magic with several wineries nearby and memorable tasting

Top trending hotels in Penn Yan

Hampton Inn Penn Yan

Hampton Inn Penn Yan

2.5 out of 5
110 Mace Street Penn Yan NY
Fully refundableReserve now, pay when you stay
The price is AU$121 per night from 8 Jan to 9 Jan
AU$121
8 Jan - 9 Jan 2026
includes taxes & fees
With a stay at Hampton Inn Penn Yan in Penn Yan, you'll be in a state park, just steps from Keuka Lake and a 2-minute drive from Arts Center of Yates ...
Opens in a new windowHampton Inn Penn Yan
Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

3 out of 5
124 Elm St Penn Yan NY
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 12 Jan to 13 Jan
AU$134
12 Jan - 13 Jan 2026
includes taxes & fees
A stay at Microtel by Wyndham Penn Yan Finger Lakes Region places you in the heart of Penn Yan, a 1-minute drive from Arts Center of Yates County and 7 minutes ...
Opens in a new windowMicrotel by Wyndham Penn Yan Finger Lakes Region
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

2.5 out of 5
142 Lake St Penn Yan NY
Fully refundableReserve now, pay when you stay
The price is AU$136 per night from 24 Dec to 25 Dec
AU$136
24 Dec - 25 Dec
includes taxes & fees
A stay at Best Western Plus Vineyard Inn & Suites places you in the heart of Penn Yan, within a 15-minute walk of Arts Center of Yates County and Oliver House ...
Opens in a new windowBest Western Plus Vineyard Inn & Suites
Save an average of 15% on thousands of hotels when you're signed in
Keuka East: Spacious & Comfy

Keuka East: Spacious & Comfy

Penn Yan NY
Located in Penn Yan, this vacation home is on a lake, a 1-minute drive from Keuka Lake and 7 minutes from Ravines Wine Cellars.
Opens in a new windowKeuka East: Spacious & Comfy
Don't see what you're looking for?
See all available properties in Penn Yan
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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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^Subject to availability and chosen travel dates.