Photo by Matthew Jay

Penn Yan Holiday Rentals

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Holiday Rentals in Penn Yan

Pine Grove Cabin

9.0 out of 10, Wonderful, (2)
"Loved the place and the remoteness. The water pump wasn't working, but a solution was promptly provided. It wasn't the best situation, but it worked. Also, the second bed appeared to be a mattress pad behind the main bed. We ended up just sharing the bed for the duration of the stay. Would return, but would love those issues/inaccuracies to be fixed."
Pine Grove Cabin

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

9.8 out of 10, Exceptional, (129)
"The cabin was absolutely perfect! The hosts are very thoughtful, providing coffee, cups, towels and bedding along with other amenities to make you feel at home! Loved the seclusion but also close enough to activities in the area. I would highly recommended this place! I will definitely stay here again when in this area!enough"
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK

9.8 out of 10, Exceptional, (37)
"Beautifully decorated farm house with hot tub was the perfect place to relax after visiting the area state parks. We highly recommend this home. Thanks for an enjoyable stay!!"
The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK

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

9.8 out of 10, Exceptional, (63)
"It is a great location rain or shine. The central living room is undersold online as we have had groups as big as 7 indoors all day due to rain without being on top of each other. Everything you need for your stay is there, and if it isn't Mary is able to help. Really a great little spot to relax and enjoy yourself. "
Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake

Rustic Ridge Log Cabin

9.4 out of 10, Exceptional, (49)
"Its the cabin I've been searching for for years, Its very clean and the outside environment is very spacious. The outside bathroom was very clean. It does have solar powered lights but they dont last forever so bring lanterns, There is no running water so plan for that, There was evidence of mice so if that creeps you out then dont rent. Its very secluded so Animals are expected. Ive already rebooked. There was no coffee pot so i brought my own propane coffee pot because that porch was too...
The price is NZ$214
includes taxes & fees
24 Dec - 25 Dec
Rustic Ridge Log Cabin

Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK

9.6 out of 10, Exceptional, (195)
"On our arrival we were overwhelmed by the beautiful view and the welcoming atmosphere inside this cozy, modern cottage. The hosts attention to cleanliness is apparent . Thank you for sharing this jewel. "
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK

Cozy Bungalow right on the Lake wine and brewery trail.

9.6 out of 10, Exceptional, (25)
"Nice property for a couple. Would be tight with more than 2, but i believe they have another cabin nearby too. Great view of the lake. We went in the winter, so didn't use the patio or small beach firepit, but it looked nice."
The price is NZ$383
includes taxes & fees
24 Dec - 25 Dec
Cozy Bungalow right on the Lake wine and brewery trail.

Charming 2-story dog-friendly farmhouse with game room, firepit, deck, grill

10.0 out of 10, Exceptional, (13)
"Beautiful area, very large yard. House was very clean and had almost everything we needed. The water pressure was not good if more than one person was showering. That was the only negative thing we noticed. "
Charming 2-story dog-friendly farmhouse with game room, firepit, deck, grill

Cozy new England style cottage Right on Wine and Beer Trail

9.8 out of 10, Exceptional, (253)
"The location of the Vrbo was perfect. We were going to an event called Deck the Halls at Seneca Lake in the Finger Lakes region. Vrbo was clean, quaint and quiet. A beautiful view of Seneca Lake. We all had a great time!"
Cozy new England style cottage Right on Wine and Beer Trail

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

9.6 out of 10, Exceptional, (130)
"Mary was such a wonderful host. The cottage was very clean. It was very relaxing and we enjoyed sitting around the fire pit."
The price is NZ$364
includes taxes & fees
24 Dec - 25 Dec
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

Amazing Mills in the heart of the Finger Lakes

9.4 out of 10, Exceptional, (15)
"We picked this place as it had 2 rooms with king beds, for our 2 couples plus it was dog friendly. The owners left a dog bed for our pup to sleep in. The house is beautifully renovated. We did struggle with a lady bug problem in the family room but I think it was due to the temps and being an old house. The location is perfect along the Keuka outlet trail. We arrived at night and I wish the house was a little better lit as the property is fairly remote"
Amazing Mills in the heart of the Finger Lakes

Lakefront gem with game room and dock - the house that almost floated away

9.4 out of 10, Exceptional, (53)
"Thank you for sharing your beautiful home with our party. Enjoyed our time, all amenities were as described in listing. Would return in the future."
Lakefront gem with game room and dock - the house that almost floated away

Gorgeous Farmhouse with lake view

9.4 out of 10, Exceptional, (22)
"Nice location, Beautiful view,"
The price is NZ$818
includes taxes & fees
25 Dec - 26 Dec
Gorgeous Farmhouse with lake view

Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock

8.6 out of 10, Excellent, (38)
"The property has so many health and safety problems that it should not be rented to anyone else. The MOLD and MOUSE DROPPINGS throughout the home were indications of a lack of careful cleaning and was unsafe. Overall, the home was dirty, outdated, worn out and needed so many items fixed. This property will need the owners to seriously spend money to get it right. Do not be fooled by the online photos... sure, the location and view are great, but the home has so many issues that I do not ever...
Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock

Retreat of falling waters

9.0 out of 10, Wonderful, (196)
"Cozy. The hot tub was great after a day of walking the many trails in the area"
Retreat of falling waters

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

8.8 out of 10, Excellent, (195)
"The location was ideal for what we wanted to do. The views were incredible"
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

WELCOME! WE ARE PET FRIENDLY.

9.8 out of 10, Exceptional, (258)
"Rented to get away from it all. Excellent location, everything was as described, very happy with everything. "
WELCOME! WE ARE PET FRIENDLY.

MAXWELL'S MOUNTAIN UPPER CABIN. AMAZING VIEWS!!WINECOUNTRY!!! HOT TUB ON DECK!!

9.2 out of 10, Wonderful, (53)
"We enjoyed our stay. We felt comfy and cozy here and look forward to many more stays in the future. Close to Canandaigua, Honeoye, Hornell. And our family. "
MAXWELL'S MOUNTAIN UPPER CABIN. AMAZING VIEWS!!WINECOUNTRY!!! HOT TUB ON DECK!!

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

9.8 out of 10, Exceptional, (45)
"Beautiful view. Hard to overstate how gorgeous it is. Host provides a lot of helpful mod-cons that we didn't expect. Only major issue is ticks! If you bring a pet, do not let it stray from stone driveways and make sure it's up to date on preventive meds. Our (always leashed) dog must have brushed some high grass on walking trails on property and had more ticks on her than I have ever seen at once. "
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

10.0 out of 10, Exceptional, (22)
"Thank you Dave and JoAnne for sharing beautiful property with us! It was peaceful, beautiful view, the cabin was clean and cozy, and so many little details and thought you put into things did not go unnoticed! You were responsive when we needed you, and so very friendly! Thank you again for a much needed getaway for my husband, our pup, and me ☺️"
STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons
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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Other types of properties in Penn Yan you may be interested in

Hampton Inn Penn Yan

2.5 star property
9.4 out of 10, Exceptional, (959)
"It was a pleasure to stay here. The staff was very friendly, the room was clean, the bed was comfortable, tv worked well, breakfast was plentiful, fresh and delicious. If I'm in the area again, I would definitely stay here."
The price is NZ$147
includes taxes & fees
30 Dec - 31 Dec
Hampton Inn Penn Yan

Microtel by Wyndham Penn Yan Finger Lakes Region

3.0 star property
8.8 out of 10, Excellent, (1000)
"Good"
The price is NZ$179
includes taxes & fees
25 Dec - 26 Dec
Microtel by Wyndham Penn Yan Finger Lakes Region

Best Western Plus Vineyard Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1001)
"The hotel was clean and decorated beautifully for the Holidays. I was really impressed with the Gluten free options for breakfast. You had to ask at the front desk but she was able to over me around 10-12 options. We were also impressed with the American flag mints in the room and the Folds of Honor K cups in the room! God bless America! We will be back for sure!!! "
The price is NZ$173
includes taxes & fees
30 Dec - 31 Dec
Best Western Plus Vineyard Inn & Suites
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.

Frequently asked questions

Are there holiday rentals in Penn Yan?

Yes, there are holiday rentals close to the most popular sights in Penn Yan, 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?

The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK: This highly rated holiday home rental in Penn Yan is located in a rural location, and has a fireplace, a private balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a terrace, a garden and 1 hot tub so that you can immerse yourself in your holiday. 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 Cozy Bungalow right on the Lake wine and brewery trail..

How many holiday rentals are there in Penn Yan?

With 148 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?

Enjoy the outdoors at Keuka Lake Outlet Trail and Keuka Lake State Park, or simply take in cultural attractions like Arts Center of Yates County and Oliver House Museum. Other places in town to visit include The Windmill Farm & Craft Market and Keuka 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.