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

Penn Yan Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Penn Yan holiday rentals

A waterfall cascading over rocks into a pool, surrounded by greenery.

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, (163 reviews)
"Great location, peaceful and clean!!!!"
United States
Debi W.
The price is NZ$298
includes taxes & fees
28 Sept - 29 Sept
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
A bedroom with a bed, bedside table, lamp, and decorative vases.

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 NZ$466
includes taxes & fees
27 Oct - 28 Oct
Cozy Main St Studio - Penn Yan
A spacious living area with a kitchen, a sofa, and a dining table.

3. Modern Studio - Main St Penn Yan

Modern Studio - Main St Penn Yan
Penn Yan
9.6 out of 10, Exceptional, (15 reviews)
"Great place downtown over looking Main Street. I really liked the decor and the apartment was fully equiped with everything we needed. Greta coffee place across the street with amazing croissants for breakfast."
United States
Aki S.
The price is NZ$524
includes taxes & fees
28 Sept - 29 Sept
Modern Studio - Main St Penn Yan
A modern kitchen with a large island, a sink, and a window overlooking a yard.

4. 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
8.6 out of 10, Excellent, (10 reviews)
"Very peaceful 3 days. Amenities were as expected."
United States
alan
The price is NZ$379
includes taxes & fees
27 Sept - 28 Sept
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
A yurt interior with a round ceiling, a mounted television, a wooden barrel, and a small kitchenette.

5. Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt
Penn Yan
9.6 out of 10, Exceptional, (30 reviews)
"Such a fun yurt and a peaceful location! We loved the proximity to activities and then relaxing with a glass of wine on the little balcony!"
United States
Sharon
The price is NZ$383
includes taxes & fees
27 Sept - 28 Sept
Pet Friendly Keuka Yurt
A dining room with a table set for four, wooden chairs, a vase with flowers, and a window with curtains.

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, (170 reviews)
"Quiet, clean, and peaceful. We thoroughly enjoyed a chance to relax and enjoy the beauty of Penn-Yan. Mary is a kind and responsive host who contacted me prior to our arrival to ensure all of our needs would be met. We definitely hope to return in the future."
United States
Karen H.
The price is NZ$394
includes taxes & fees
28 Sept - 29 Sept
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
A compact kitchen with a sink, stove, and wooden cabinets.

7. 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 NZ$501
includes taxes & fees
12 Oct - 13 Oct
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
A bedroom with a bed, a nightstand, a window with curtains, a door, and a ceiling fan.

8. Private Backyard & Deck · Family-Friendly

Private Backyard & Deck · Family-Friendly
Penn Yan
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$757
includes taxes & fees
7 Oct - 8 Oct
Private Backyard & Deck · Family-Friendly
A cozy log cabin interior with a stone fireplace, wooden furniture, and large windows.

9. Lakeside Log Cabin with cozy stone fireplace

Lakeside Log Cabin with cozy stone fireplace
Penn Yan
9.6 out of 10, Exceptional, (146 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 NZ$890
includes taxes & fees
28 Sept - 29 Sept
Lakeside Log Cabin with cozy stone fireplace
A patio with a table, a bench, and a view of the sunset over the water.

10. 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 Bungalow was a nice little spot for two. Right off the main road with wineries near by. The place was clean, comfy and we enjoyed watching the sun come up over the lake. Zero complaints and would stay again."
United States
Pat S.
The price is NZ$876
includes taxes & fees
6 Oct - 7 Oct
Cozy All Season Tiny house Bungalow right on the Lake wine and brewery trail.
A lakeside view with a wooden deck, red lounge chairs, and a small pavilion.

11. 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, (276 reviews)
"Exactly as advertised and in the perfect location for what we needed. A great little house!"
United States
Stephanie H.
The price is NZ$1,300
includes taxes & fees
12 Oct - 13 Oct
Cozy Cabin With 165 Ft Beach in the heart of FLX wine country! ALL are welcome!
A large, beige tent with a triangular peak, situated on a wooden deck.

12. Wine Country Bell Tent w/ King Bed

Wine Country Bell Tent w/ King Bed
Lodi
10.0 out of 10, Exceptional, (15 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 NZ$429
includes taxes & fees
30 Sept - 1 Oct
Wine Country Bell Tent w/ King Bed
A living room with a brown leather sofa, a wooden coffee table, a TV mounted on the wall, and a window with blinds.

13. Beautiful Tiny home Near The Lake

Beautiful Tiny home Near The Lake
Canandaigua
"Owner never sent check/in information and never responded to calls or messages. So we never even saw the inside. Don’t book with this place!"
United States
Chrissy D.
The price is NZ$149
includes taxes & fees
29 Sept - 30 Sept
Beautiful Tiny home Near The Lake
A modern living room with a sectional sofa, a dining table with chairs, a kitchen area, and a large window with a view of trees.

14. Cozy 1BDR APT in Vibrant Downtown Geneva

Cozy 1BDR APT in Vibrant Downtown Geneva
Geneva
9.8 out of 10, Exceptional, (17 reviews)
"The apartment was adorable. Perfect place to stay for our needs. Ryan was great and very responsive to my emails. Would definitely stay here again!"
United States
Stacey L.
The price is NZ$408
includes taxes & fees
30 Sept - 1 Oct
Cozy 1BDR APT in Vibrant Downtown Geneva
A wooden cabin bedroom with a bed, a window with curtains, and a door.

15. Cozy & Private Solar Powered 3BR Family Cabin Near Seneca Lake Wine Trail

Cozy & Private Solar Powered 3BR Family Cabin Near Seneca Lake Wine Trail
Ovid
9.0 out of 10, Wonderful, (2 reviews)
"Very quiet and private place. Nice space for a group with 3 bedrooms and 2 baths. Very good communication from host. There was extra items in case you forgot something which was nice and thoughtful!"
United States
Esther B.
The price is NZ$524
includes taxes & fees
27 Oct - 28 Oct
Cozy & Private Solar Powered 3BR Family Cabin Near Seneca Lake Wine Trail
A kitchen with a wooden table, two chairs, a microwave, and a brick wall.

16. Sub Level Effiency

Sub Level Effiency
Geneva
9.0 out of 10, Wonderful, (18 reviews)
"A great place to stay "
United States
Patrick
The price is NZ$176
includes taxes & fees
28 Sept - 29 Sept
Sub Level Effiency
A room with a bed, a gray sofa, a small table, a microwave, and a cabinet.

17. Serenity Escape: Sunshine Cottage

Serenity Escape: Sunshine Cottage
Lodi
10.0 out of 10, Exceptional, (6 reviews)
"This cottage was immaculate, and cozy. Perfect for our stay near hiking. It's also very close to many of the wineries. About 30 minutes from Del Lago and 20 from Watkins Glen. Description didn't mention it but there is a tv, which was nice when we got back and wanted to rest our tired feet."
United States
Tina W.
The price is NZ$469
includes taxes & fees
28 Sept - 29 Sept
Serenity Escape: Sunshine Cottage
A marina with multiple docks and boats.

18. Seneca Lake View Retreat sits secluded on a 2 acre lot.

Seneca Lake View Retreat sits secluded on a 2 acre lot.
Himrod
10.0 out of 10, Exceptional, (11 reviews)
"Nice, quiet location by the lake. We had a comfortable and relaxing stay. The hosts were quick to respond when we had questions."
United States
Angelica L.
The price is NZ$969
includes taxes & fees
27 Sept - 28 Sept
Seneca Lake View Retreat sits secluded on a 2 acre lot.
A living room with a blue sofa, a patterned rug, and a dining area with wooden chairs and a table.

19. Cottage with lake view at the heart of Seneca lake

Cottage with lake view at the heart of Seneca lake
Geneva
9.2 out of 10, Wonderful, (17 reviews)
"Very accessible and very large and efficient. Beautiful surroundings"
United States
Joanna
The price is NZ$881
includes taxes & fees
27 Sept - 28 Sept
Cottage with lake view at the heart of Seneca lake
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

The Hotel Laurel at Seneca

The Hotel Laurel at Seneca

8/10 Good
"Dining room and deck very nice and great views. Friendly and helpful staff. Parking a bit daunting as we were on the lowest level of the shelved river bank but doable. Moments from town Not walkable as a busy road. We had a very fun time!"
Debra Jean 3-night trip
Posted 9 hours ago
The Hotel Laurel at Seneca

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 favorite 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 depends 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 NZ$298 per night. Entering your travel dates in the search wizard you might find 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. 

Explore a world of travel with Expedia

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 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 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.