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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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, (158 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 NZ$287
includes taxes & fees
17 Aug - 18 Aug
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

2. 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 NZ$377
includes taxes & fees
9 Sept - 10 Sept
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

3. Modern Studio - Main St Penn Yan

Modern Studio - Main St Penn Yan
Penn Yan
9.6 out of 10, Exceptional, (14 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 NZ$471
includes taxes & fees
23 Aug - 24 Aug
Modern Studio - Main St Penn Yan

4. Cozy Main St Studio - Penn Yan

Cozy Main St Studio - Penn Yan
Penn Yan
The price is NZ$458
includes taxes & fees
17 Aug - 18 Aug
Cozy Main St Studio - Penn Yan

5. 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, (162 reviews)
" Nice place. Convenient to nearby attractions. "
United States
Douglas K.
The price is NZ$373
includes taxes & fees
17 Aug - 18 Aug
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

6. 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 NZ$864
includes taxes & fees
2 Sept - 3 Sept
Chipmunk Cottage | Cozy Lakefront Escape

7. Private Backyard & Deck · Family-Friendly

Private Backyard & Deck · Family-Friendly
Penn Yan
10.0 out of 10, Exceptional, (3 reviews)
"Great house. It was perfect for us. Clean, beds were comfy and location was quiet and beautiful."
United States
Emily W.
The price is NZ$753
includes taxes & fees
19 Aug - 20 Aug
Private Backyard & Deck · Family-Friendly

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 NZ$611
includes taxes & fees
1 Sept - 2 Sept
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes

9. 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 NZ$472
includes taxes & fees
13 Aug - 14 Aug
Pet Friendly Keuka Yurt

10. The Ideal Vacation Location in the Heart of Wine Country

The Ideal Vacation Location in the Heart of Wine Country
Penn Yan
10.0 out of 10, Exceptional, (21 reviews)
"Very clean and accommodating for everyone!"
United States
Tricia B.
The price is NZ$699
includes taxes & fees
17 Aug - 18 Aug
The Ideal Vacation Location in the Heart of Wine Country

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

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom
Penn Yan
10.0 out of 10, Exceptional, (6 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 NZ$1,160
includes taxes & fees
2 Sept - 3 Sept
Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

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 NZ$902
includes taxes & fees
8 Sept - 9 Sept
Lakeside Log Cabin with cozy stone fireplace

13. 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, (54 reviews)
"The place was beautiful and in a great location. We really enjoyed our stay. "
United States
Alanna B.
The price is NZ$946
includes taxes & fees
23 Aug - 24 Aug
Cozy All Season Bungalow right on the Lake wine and brewery trail.

14. 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, (270 reviews)
"We had everything we needed. A wonderful getaway with breathtaking views. Everything we expected and more."
United States
Christina F.
The price is NZ$1,163
includes taxes & fees
23 Aug - 24 Aug
Cozy Cabin With 165 Ft Beach in the heart of FLX wine country! ALL are welcome!

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 NZ$1,245
includes taxes & fees
16 Aug - 17 Aug
Seneca Lake Cottage | Lakefront Retreat

16. Tug Boat Inn - Cozy Pet-Friendly Home close to Award-Winning Wineries!

Tug Boat Inn - Cozy Pet-Friendly Home close to Award-Winning Wineries!
Penn Yan
Tug Boat Inn - Cozy Pet-Friendly Home close to Award-Winning Wineries!

17. Sub Level Effiency

Sub Level Effiency
Geneva
8.6 out of 10, Excellent, (14 reviews)
"A great place to stay "
United States
Patrick
The price is NZ$190
includes taxes & fees
18 Aug - 19 Aug
Sub Level Effiency

18. Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly
Dresden
8.6 out of 10, Excellent, (10 reviews)
"Nice, relaxing place to stay.."
United States
Kathy P.
The price is NZ$1,022
includes taxes & fees
14 Aug - 15 Aug
Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

19. Wine Country Bell Tent w/ King Bed

Wine Country Bell Tent w/ King Bed
Lodi
10.0 out of 10, Exceptional, (13 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$401
includes taxes & fees
8 Sept - 9 Sept
Wine Country Bell Tent w/ King Bed

20. Serenity Escape: Relax Cottage

Serenity Escape: Relax Cottage
Lodi
9.6 out of 10, Exceptional, (5 reviews)
"This place is like staying in your own bungalow. It was very clean and well-appointed, and had what we needed as we had a wedding to attend in Cayuga Lakeshore and the place was less than 10 minutes away. The owner could not have been more helpful or accommodating. The place worked for us."
United States
Marjorie
The price is NZ$482
includes taxes & fees
11 Sept - 12 Sept
Serenity Escape: Relax Cottage
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

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$287 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. 

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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. Another good choice for your trip to Penn Yan is Keuka East: Spacious & Comfy.

How many holiday rentals are there in Penn Yan?

With 157 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.