A lake with boats, a white house with columns, and a smaller building on a grassy hill.

Penn Yan Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Penn Yan holiday rentals

1. 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, (161 reviews)
"The cabin and property was perfect for us, the only negative was a lack of water pressure using the shower."
United States
Jeffrey
The price is AU$239
includes taxes & fees
7 Sept - 8 Sept
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

2. Cozy Main St Studio - Penn Yan

Cozy Main St Studio - Penn Yan
Penn Yan
10.0 out of 10, Exceptional, (1 review)
"Absolutely beautiful studio, very clean and comfortable! Perfect location!"
United States
Erin D.
The price is AU$377
includes taxes & fees
3 Sept - 4 Sept
Cozy Main St Studio - Penn Yan

3. Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt
Penn Yan
9.6 out of 10, Exceptional, (29 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 AU$346
includes taxes & fees
3 Sept - 4 Sept
Pet Friendly Keuka Yurt

4. Modern Studio - Main St Penn Yan

Modern Studio - Main St Penn Yan
Penn Yan
9.6 out of 10, Exceptional, (15 reviews)
"My girlfriend and i went on our first trip together here. It was very cozy! Was walking distance to all the things we wanted to do. We were planning another trip before the weekend was even over. "
United States
Kevin G.
The price is AU$414
includes taxes & fees
29 Sept - 30 Sept
Modern Studio - Main St Penn Yan

5. 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
8.8 out of 10, Excellent, (8 reviews)
"Very peaceful 3 days. Amenities were as expected."
United States
alan
The price is AU$329
includes taxes & fees
16 Sept - 17 Sept
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

6. 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, (167 reviews)
" Nice place. Convenient to nearby attractions. "
United States
Douglas K.
The price is AU$313
includes taxes & fees
7 Sept - 8 Sept
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

7. Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom
Penn Yan
10.0 out of 10, Exceptional, (8 reviews)
"We love the area. The house was very clean and had fun activities for us to do while there!"
United States
Renee S.
The price is AU$882
includes taxes & fees
29 Sept - 30 Sept
Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

8. 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 AU$496
includes taxes & fees
22 Sept - 23 Sept
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes

9. Beautiful Sunrise Views! Quiet Keuka Lake Escape

Beautiful Sunrise Views! Quiet Keuka Lake Escape
3.0 star property
Penn Yan
The price is AU$909
includes taxes & fees
17 Sept - 18 Sept
Beautiful Sunrise Views! Quiet Keuka Lake Escape

10. Private Backyard & Deck · Family-Friendly

Private Backyard & Deck · Family-Friendly
Penn Yan
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$621
includes taxes & fees
7 Sept - 8 Sept
Private Backyard & Deck · Family-Friendly

11. Chipmunk Cottage | Cozy Lakefront Escape

Chipmunk Cottage | Cozy Lakefront Escape
Penn Yan
10.0 out of 10, Exceptional, (1 review)
"Very clean,Very quaint. Great location for fishing and relaxing. Town's nearby to visit,and no external noise at cottage from neighbors and other rentals nearby."
United States
MaryLou S.
The price is AU$624
includes taxes & fees
22 Sept - 23 Sept
Chipmunk Cottage | Cozy Lakefront Escape

12. Lakeside Log Cabin with cozy stone fireplace

Lakeside Log Cabin with cozy stone fireplace
Penn Yan
9.6 out of 10, Exceptional, (145 reviews)
"Host was very informative and kept in touch if needed. We truly loved the property and can’t wait to try and experience the lake life in warmer weather! "
United States
Alexandra D.
The price is AU$682
includes taxes & fees
29 Sept - 30 Sept
Lakeside Log Cabin with cozy stone fireplace

13. Beautiful Sunrise Views! Quiet Keuka Lake Escape

Beautiful Sunrise Views! Quiet Keuka Lake Escape
Penn Yan
10.0 out of 10, Exceptional, (1 review)
The price is AU$910
includes taxes & fees
17 Sept - 18 Sept
Beautiful Sunrise Views! Quiet Keuka Lake Escape

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

Cozy All Season Tiny house Bungalow right on the Lake wine and brewery trail.
Penn Yan
9.6 out of 10, Exceptional, (54 reviews)
"The property was as advertised. It suited our purposes perfectly as a base to explore the area. It was very clean and compactly organized. We visited a couple of nearby wineries, Dr. Frank’s and Heron Hill. Also, hiked the Gorge trail at Watkins Glen. No contact with host during our stay, no reason for it!"
United States
Ken Q.
The price is AU$720
includes taxes & fees
3 Sept - 4 Sept
Cozy All Season Tiny house Bungalow right on the Lake wine and brewery trail.

15. Seneca Lake Cottage | Lakefront Retreat

Seneca Lake Cottage | Lakefront Retreat
Torrey
8.0 out of 10, Very good, (2 reviews)
"Great location and clean place. Family loved our experiences on the dock, s'mores, and the hot tub. The host was helpful and quick to respond. Our family could manage the steps to the Lake (140 steps), but might be a challenge for others. Overall, our family enjoyed the stay and memories."
United States
Jason J.
The price is AU$753
includes taxes & fees
8 Sept - 9 Sept
Seneca Lake Cottage | Lakefront Retreat

16. Cozy Cabin With 165 Ft Beach in the heart of FLX wine country! ALL are welcome!

Cozy Cabin With 165 Ft Beach in the heart of FLX wine country! ALL are welcome!
Penn Yan
10.0 out of 10, Exceptional, (274 reviews)
"The green duck was very cozy and clean. The lake views were incredible and the hot tub was amazing. My husband and I absolutely loved our stay and plan on returning for another visit. Thank you Johnny for sharing your cottage!"
United States
Michelle K.
The price is AU$1,193
includes taxes & fees
8 Sept - 9 Sept
Cozy Cabin With 165 Ft Beach in the heart of FLX wine country! ALL are welcome!

17. Sub Level Effiency

Sub Level Effiency
Geneva
9.0 out of 10, Wonderful, (17 reviews)
"A great place to stay "
United States
Patrick
The price is AU$159
includes taxes & fees
3 Sept - 4 Sept
Sub Level Effiency

18. Finger Lakes Cottage

Finger Lakes Cottage
Prattsburgh
9.8 out of 10, Exceptional, (102 reviews)
"Cute place!"
United States
Jessica W.
The price is AU$232
includes taxes & fees
10 Sept - 11 Sept
Finger Lakes Cottage

19. Wine Country Bell Tent w/ King Bed

Wine Country Bell Tent w/ King Bed
Lodi
10.0 out of 10, Exceptional, (14 reviews)
"Easy to find, lovely to stay, watch the temps and bring warm blankets just in case. Beautiful wineries all around, top notch for all the best parts of camping, and extra thoughtfulness of those who run it."
United States
Margaret
The price is AU$296
includes taxes & fees
3 Sept - 4 Sept
Wine Country Bell Tent w/ King Bed

20. A dreamy Seneca Lake retreat with sweeping views, a relaxing hot tub under the stars, flexible bedroom setups, a fully stocked kitchen, cozy living spaces, and easy access to the lake, wineries, and waterfalls.

A dreamy Seneca Lake retreat with sweeping views, a relaxing hot tub under the stars, flexible bedroom setups, a fully stocked kitchen, cozy living spaces, and easy access to the lake, wineries, and waterfalls.
Romulus
10.0 out of 10, Exceptional, (20 reviews)
"Cute house the hot tub was amazing we enjoyed a night away"
United States
Stacie S.
The price is AU$557
includes taxes & fees
16 Sept - 17 Sept
A dreamy Seneca Lake retreat with sweeping views, a relaxing hot tub under the stars, flexible bedroom setups, a fully stocked kitchen, cozy living spaces, and easy access to the lake, wineries, and waterfalls.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Penn Yan Hotel Reviews

Find out more about Penn Yan

Everything you need to know about Penn Yan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Penn Yan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Penn Yan holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Penn Yan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Penn Yan. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Penn Yan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Penn Yan holiday rentals we have selected for you start as low as AU$97 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Penn Yan rentals

At Expedia, we put the best Penn Yan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Penn Yan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Penn Yan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Penn Yan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 in the heart of FLX wine country! ALL are welcome!: 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. Another good choice for your trip to Penn Yan is Keuka East: Spacious & Comfy.

How many holiday rentals are there in Penn Yan?

With 159 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 Fox Run Vineyards.

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.