Penn Yan Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Penn Yan holiday rentals

Pool

Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Penn Yan
9.8 out of 10, Exceptional, (150 reviews)
"Great location to hikes, wineries and restaurants.Highly recommend!"
United States
Roger B.
The price is HK$1,022
HK$1,320 total
includes taxes & fees
20 May - 21 May
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Dining

Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
PennYan
9.6 out of 10, Exceptional, (152 reviews)
"Super clean, everything we needed, kind and considerate host, a quiet, refreshing step back it time!"
United States
Janie K.
The price is HK$1,370
HK$1,754 total
includes taxes & fees
19 May - 20 May
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
Fridge, oven, stovetop, coffee/tea maker

Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Penn Yan
10.0 out of 10, Exceptional, (3 reviews)
"It was cozy and welcoming, owner was prompt answering any questions"
United States
Andrew M.
The price is HK$902
HK$1,633 total
includes taxes & fees
19 May - 20 May
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Interior

Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt
Penn Yan
9.6 out of 10, Exceptional, (28 reviews)
"Very pet friendly, great location to many local wineries. Will definitely stay here again. For a longer time."
United States
Ian B.
The price is HK$1,312
HK$2,171 total
includes taxes & fees
19 May - 20 May
Pet Friendly Keuka Yurt
Miscellaneous

Cozy new England style cottage Right on Wine and Beer Trail

Cozy new England style cottage Right on Wine and Beer Trail
Penn Yan
9.6 out of 10, Exceptional, (285 reviews)
"Such a cozy little spot! Would love to visit again"
United States
Paola R.
The price is HK$1,958
HK$3,359 total
includes taxes & fees
19 May - 20 May
Cozy new England style cottage Right on Wine and Beer Trail
Outdoor dining

Cozy All Season Bungalow right on the Lake wine and brewery trail.

Cozy All Season Bungalow right on the Lake wine and brewery trail.
Penn Yan
9.6 out of 10, Exceptional, (45 reviews)
"The property was wonderful. The indoor and outdoor views of the lake were phenomenal. It was exactly what we were looking for in a weekend getaway."
United States
Anonymous traveller
The price is HK$1,762
HK$3,008 total
includes taxes & fees
1 Jun - 2 Jun
Cozy All Season Bungalow right on the Lake wine and brewery trail.
Outdoor dining

Rustic Log Cabin, Ideal for a New York Glamping Getaway

Rustic Log Cabin, Ideal for a New York Glamping Getaway
Penn Yan
The price is HK$1,521
HK$1,758 total
includes taxes & fees
19 May - 20 May
Rustic Log Cabin, Ideal for a New York Glamping Getaway
Interior

Keuka Lake Retreat Steps From Marina!

Keuka Lake Retreat Steps From Marina!
3.0 star property
Penn Yan
Keuka Lake Retreat Steps From Marina!
1 bedroom, WiFi, bed sheets

Hollow Hills Tiny Home

Hollow Hills Tiny Home
Penn Yan
6.0 out of 10, (2 reviews)
"It was a perfect base to explore the Finger Lakes."
United States
Jeffrey
The price is HK$921
HK$1,745 total
includes taxes & fees
2 Jun - 3 Jun
Hollow Hills Tiny Home
Interior

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom
Penn Yan
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect - from the booking all the way through our entire stay! The hosts were so pleasant and gracious and the accommodations were outstanding! It was exactly what we wanted and needed for our family gathering. Highly recommend!"
United States
Rhonda B.
The price is HK$1,284
HK$4,710 total
includes taxes & fees
19 May - 20 May
Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom
Terrace/patio

Chic Lakeview Getaway on Seneca Lake Wine Trail

Chic Lakeview Getaway on Seneca Lake Wine Trail
Penn Yan
10.0 out of 10, Exceptional, (2 reviews)
"Great location for visiting Watkins Glen, wineries and Keuka Lake area. Very clean and comfortable "
United States
Teresa R.
The price is HK$1,562
HK$3,334 total
includes taxes & fees
19 May - 20 May
Chic Lakeview Getaway on Seneca Lake Wine Trail
Exterior

Cozy tiny home with Sunrise Views in the Heart of Finger Lakes

Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
Penn Yan
The price is HK$951
HK$1,960 total
includes taxes & fees
25 May - 26 May
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
Exterior

Perfectly Located Pet-Friendly Wagon Retreat in Trendy Penn Yan, NY

Perfectly Located Pet-Friendly Wagon Retreat in Trendy Penn Yan, NY
Penn Yan
The price is HK$2,173
HK$2,524 total
includes taxes & fees
27 May - 28 May
Perfectly Located Pet-Friendly Wagon Retreat in Trendy Penn Yan, NY
Exterior

Cozy Wine Barrel Stay with Fire Pit on Keuka Lake Wine Trail near Penn Yan, New York

Cozy Wine Barrel Stay with Fire Pit on Keuka Lake Wine Trail near Penn Yan, New York
Penn Yan
The price is HK$2,825
HK$3,281 total
includes taxes & fees
26 May - 27 May
Cozy Wine Barrel Stay with Fire Pit on Keuka Lake Wine Trail near Penn Yan, New York
Property grounds

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
Penn Yan
10.0 out of 10, Exceptional, (262 reviews)
"House was cozy and well-equipped, wood-fired hot tub and beach/pier areas were awesome!"
United States
William F.
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
Exterior

Seneca Lake Cottage | Lakefront Retreat

Seneca Lake Cottage | Lakefront Retreat
Torrey
6.0 out of 10, (1 review)
"This house/cabin was very clean, up to date and had a lot of amenities, but the many stairs up to the house and many many stairs down to the water was a big surprise to us. There were many positives about the house. The hot tub worked great and there was a beautiful view from the top deck while sitting in it overlooking the water. Nothing was lacking in the house/cabin (cute coffee station, plenty of pillows, sheets, blankets, etc.) and we felt very comfortable in it. Lake Seneca wineries and...
United States
Amy F.
The price is HK$2,200
HK$3,904 total
includes taxes & fees
3 Jun - 4 Jun
Seneca Lake Cottage | Lakefront Retreat
Property grounds

Wine Country Bell Tent w/ King Bed

Wine Country Bell Tent w/ King Bed
Lodi
9.8 out of 10, Exceptional, (10 reviews)
"Absolutely Amazing place. Great people & best star gazing experience I’ve ever had!A must place to come! "
United States
Mark S.
The price is HK$1,175
HK$1,757 total
includes taxes & fees
19 May - 20 May
Wine Country Bell Tent w/ King Bed
Terrace/patio

Sip & Soak: Airstream Glamping, Hot Tub On Seneca Wine Trail

Sip & Soak: Airstream Glamping, Hot Tub On Seneca Wine Trail
Burdett
9.8 out of 10, Exceptional, (15 reviews)
"Great stay all around. "
United States
Keith D.
Sip & Soak: Airstream Glamping, Hot Tub On Seneca Wine Trail
Outdoor dining

Tempest Ranch Camp is perfect for nature lovers. Close to Watkins Glen.

Tempest Ranch Camp is perfect for nature lovers. Close to Watkins Glen.
Beaver Dams
The price is HK$282
HK$491 total
includes taxes & fees
19 May - 20 May
Tempest Ranch Camp is perfect for nature lovers. Close to Watkins Glen.
Property grounds

Poppy’s Cabin on Pond in Finger Lakes Region

Poppy’s Cabin on Pond in Finger Lakes Region
Savona
10.0 out of 10, Exceptional, (87 reviews)
"Great location peaceful property."
United States
John B.
The price is HK$670
HK$1,320 total
includes taxes & fees
19 May - 20 May
Poppy’s Cabin on Pond in Finger Lakes Region
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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Top Penn Yan Hotel Reviews

Lakeside Resort

Lakeside Resort

10/10 Excellent
"View? Phenomenal. Room? Quiet, clean, adequate Staff? Great Parking? Excellent Trail? Unexpectedly fun Evening fire pit? Fantastic "
Mark 3-night trip
Posted 1 hour ago
Lakeside Resort

Find out more about Penn Yan

Search for holiday rentals in Penn Yan on Expedia! You can easily find your home rentals, villas, holiday apartments in Penn Yan using one of the methods below:

  • View our selection of featured holiday rentals in Penn Yan
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  • Enter your travel dates to view the best deals on holiday rentals in Penn Yan while they last

Look no further and take a look at our great range of rental properties in Penn Yan!

Frequently asked questions

Are there holiday rentals in Penn Yan?

Yes, there are holiday rentals in Penn Yan close to Arts Center of Yates County, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Penn Yan speak positively about the scenic lakeside and top-notch restaurants in this destination. While you're here, grab a bite or have a drink at the wineries.

What are some of the best holiday rentals that Penn Yan has to offer?

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!: This highly rated holiday home rental in Penn Yan is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. Other favourite homes for rent in Penn Yan are Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK and Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI.

How many holiday rentals are there in Penn Yan?

With 158 Expedia holiday rentals, you're guaranteed to find just the right place for your Penn Yan stay.

What’s there to see and do in Penn Yan?

Keuka Lake Outlet Trail and Keuka Lake State Park are a couple of scenic spots to enjoy the outdoors, whereas Oliver House Museum is one of the cultural attractions. Other places in town to visit include The Windmill Farm & Craft Market and Seneca Lake.

What’s a holiday rental in Penn Yan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Penn Yan. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.