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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Penn Yan holiday rentals

A single-story house with a large front lawn, surrounded by dense forest.

1. Private Backyard & Deck · Family-Friendly

Private Backyard & Deck · Family-Friendly
Penn Yan
9.8 out of 10, Exceptional, (7 reviews)
"This house was excellent. Very clean and had a well-stocked kitchen with everything you need. Also had plenty of towels for the family. The beds were very comfortable and it’s very quiet. Very easy to get to Penn Yan by car in a few minutes. We will definitely rent this property again."
United States
Amie M.
The price is HK$1,900
HK$3,287 total
includes taxes & fees
2 Nov - 3 Nov
Private Backyard & Deck · Family-Friendly
A patio with a table, a bench, and a view of the sunset over the water.

2. 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, (55 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 HK$1,412
HK$3,619 total
includes taxes & fees
26 Oct - 27 Oct
Cozy All Season Tiny house Bungalow right on the Lake wine and brewery trail.
A compact kitchen with a sink, stove, and wooden cabinets.

3. 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$1,179
HK$2,251 total
includes taxes & fees
16 Nov - 17 Nov
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
A dining room with a table set for four, wooden chairs, a vase with flowers, and a window with curtains.

4. 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, (173 reviews)
"Pleasant stay"
United States
Aaron W.
The price is HK$1,372
HK$1,757 total
includes taxes & fees
26 Oct - 27 Oct
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
A modern kitchen with a large island, a sink, and a window overlooking a yard.

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, (11 reviews)
"Very peaceful 3 days. Amenities were as expected."
United States
alan
The price is HK$918
HK$1,669 total
includes taxes & fees
27 Oct - 28 Oct
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.

6. 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 HK$1,223
HK$1,957 total
includes taxes & fees
26 Oct - 27 Oct
Pet Friendly Keuka Yurt
A cozy log cabin interior with a stone fireplace, wooden furniture, and large windows.

7. Lakeside Log Cabin with cozy stone fireplace

Lakeside Log Cabin with cozy stone fireplace
Penn Yan
9.6 out of 10, Exceptional, (147 reviews)
"Beautiful house. We enjoyed it so much. Clean and well appointed. No need to ask for more. Lake was awesome as well as the toys provided. Float the day away or kayak/canoe. I highly recommend staying here."
United States
Glenn F.
The price is HK$2,094
HK$3,882 total
includes taxes & fees
26 Oct - 27 Oct
Lakeside Log Cabin with cozy stone fireplace
A lakeside deck with a fire pit, wooden chairs, and a dock extending into the water.

8. 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 HK$1,498
HK$3,014 total
includes taxes & fees
16 Nov - 17 Nov
Seneca Lake Cottage | Lakefront Retreat
A living room with a beige sofa, a coffee table, and a large window.

9. 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
8.8 out of 10, Excellent, (12 reviews)
"Nice, relaxing place to stay.."
United States
Kathy P.
The price is HK$1,765
HK$4,769 total
includes taxes & fees
27 Oct - 28 Oct
Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly
A circular arrangement of white Adirondack chairs around a fire pit with rocks and logs, set on a gravel surface in a grassy field with trees in the background.

10. Seneca Cottage [Bella Vista Cottages], Bella Vista Cottages

Seneca Cottage [Bella Vista Cottages], Bella Vista Cottages
Geneva
10.0 out of 10, Exceptional, (21 reviews)
"We enjoyed our stay at Seneca cottage. The house was clean, well stocked and convenient to wineries. The sunrise was beautiful!"
United States
Cathy B.
The price is HK$3,766
HK$5,975 total
includes taxes & fees
28 Oct - 29 Oct
Seneca Cottage [Bella Vista Cottages], Bella Vista Cottages
A kitchen with wooden cabinets, a dining table with chairs, a refrigerator, and a dishwasher.

11. Lakeview and relax at the heart of Seneca lake

Lakeview and relax at the heart of Seneca lake
Geneva
9.4 out of 10, Exceptional, (15 reviews)
"Very nice property, host was very helpful and easy to contact. We enjoyed our stay!"
United States
Sandra D.
The price is HK$2,266
HK$4,207 total
includes taxes & fees
26 Oct - 27 Oct
Lakeview and relax at the heart of Seneca lake
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

12. 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, (24 reviews)
"Cute house the hot tub was amazing we enjoyed a night away"
United States
Stacie S.
The price is HK$1,459
HK$3,135 total
includes taxes & fees
15 Nov - 16 Nov
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 spacious living room with a large wooden dining table, a blue sofa, and a fireplace.

13. Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.

Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.
Canandaigua
10.0 out of 10, Exceptional, (26 reviews)
"Everything was wonderful. Only comment I have is the “lake view” is just a small view between 2 houses across the street."
United States
John
The price is HK$2,061
HK$4,003 total
includes taxes & fees
26 Oct - 27 Oct
Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.
A circular arrangement of white Adirondack chairs around a fire pit with rocks and logs, set on a gravel surface in a grassy field with trees in the background.

14. Cayuga Cottage [Bella Vista Cottages]

Cayuga Cottage [Bella Vista Cottages]
Geneva
9.6 out of 10, Exceptional, (17 reviews)
"We loved the location, the views and how spacious the house was. "
United States
Kyle
The price is HK$3,222
HK$5,356 total
includes taxes & fees
3 Nov - 4 Nov
Cayuga Cottage [Bella Vista Cottages]
Exterior

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, (4 reviews)
"Cozy cabin in the woods. Fit our family of 5 perfectly!"
United States
Julie B.
The price is HK$1,285
HK$1,870 total
includes taxes & fees
2 Nov - 3 Nov
Cozy & Private Solar Powered 3BR Family Cabin Near Seneca Lake Wine Trail
A dock extending into a lake with a wooden pier, surrounded by lush greenery and a house with a deck.

16. Lakefront living at its finest—private beach mornings and unforgettable Seneca Lake sunsets.

Lakefront living at its finest—private beach mornings and unforgettable Seneca Lake sunsets.
Varick
10.0 out of 10, Exceptional, (15 reviews)
"We had a great trip to Lake Seneca location was perfect. The house was great and had everything we needed. Check in and check out were smooth host was very attentive. The house was spacious and the views were wonderful."
United States
Bob S.
The price is HK$1,823
HK$5,072 total
includes taxes & fees
26 Oct - 27 Oct
Lakefront living at its finest—private beach mornings and unforgettable Seneca Lake sunsets.
A kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a window.

17. 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, (12 reviews)
"We were so pleased with the private drive access leading to the beautiful home. This property had so much room, all the amenities you could ask for, peace and quiet. We loved that it was pet friendly also. The host was very nice and responded to all inquiries quickly. I’ll be back!!"
United States
Chris J.
The price is HK$1,659
HK$4,124 total
includes taxes & fees
26 Oct - 27 Oct
Seneca Lake View Retreat sits secluded on a 2 acre lot.
A spacious living area with a kitchen, a blue sofa, and a large window offering a view of the outdoors.

18. Your modern Seneca Lake escape with private beach access, lake views, and the perfect setting for Finger Lakes fun

Your modern Seneca Lake escape with private beach access, lake views, and the perfect setting for Finger Lakes fun
Romulus
10.0 out of 10, Exceptional, (16 reviews)
"Great Stay."
United States
Serge R.
The price is HK$1,680
HK$4,145 total
includes taxes & fees
28 Oct - 29 Oct
Your modern Seneca Lake escape with private beach access, lake views, and the perfect setting for Finger Lakes fun
A cozy cabin interior with a dining area, a living room with a sofa and coffee table, and a kitchen.

19. Conesus Log Cabin, Cozy Log Cabin on the Wine Trail

Conesus Log Cabin, Cozy Log Cabin on the Wine Trail
Geneva
9.8 out of 10, Exceptional, (7 reviews)
"Great location, nice layout for a group. Easy to get to, thanks for the hospitality. Great amenities, good lake view."
United States
Shawn B.
The price is HK$4,076
HK$6,336 total
includes taxes & fees
15 Nov - 16 Nov
Conesus Log Cabin, Cozy Log Cabin on the Wine Trail
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.

20. Cozy 1BDR APT in Vibrant Downtown Geneva

Cozy 1BDR APT in Vibrant Downtown Geneva
Geneva
9.8 out of 10, Exceptional, (20 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 HK$776
HK$2,182 total
includes taxes & fees
28 Oct - 29 Oct
Cozy 1BDR APT in Vibrant Downtown Geneva
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

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

10/10 Excellent
"5 Stars – Wonderful Stay at Microtel by Wyndham Penn Yan! We had a wonderful stay at the Microtel by Wyndham in Penn Yan, New York! What a pleasant surprise! This hotel was very nice, comfortable, and welcoming, making it an excellent stop during our travels through the beautiful Finger Lakes region. One of the biggest highlights was how dog-friendly the hotel was. Traveling with our dog can sometimes be challenging, but it was wonderful to find a hotel where our four-legged family member was welcome. The complimentary breakfast was great, offering a wonderful way to start our morning before heading out to explore the area. The hotel provided a relaxing and enjoyable atmosphere, and we appreciated the overall comfort and convenience of our stay. The location was also ideal for exploring Penn Yan, the Finger Lakes, and the surrounding small towns and attractions. Overall, this hotel exceeded our expectations! We would absolutely stay here again and highly recommend it to anyone visiting the Finger Lakes region, especially those traveling with pets. Thank you for making our stay such an enjoyable experience!"
Naomi 1-night trip
Posted 1 hour ago
Microtel by Wyndham Penn Yan Finger Lakes Region

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
  • Use the map to find apartments and other holiday homes in the Penn Yan neighbourhood you prefer
  • 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 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 156 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.