Photo by Matthew Jay

Penn Yan Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Penn Yan

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

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

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

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

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

9.6 out of 10, Exceptional, (196)
"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 All Season 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$466
includes taxes & fees
27 Jan - 28 Jan
Cozy All Season Bungalow right on the Lake wine and brewery 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$363
includes taxes & fees
30 Jan - 31 Jan
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

Gorgeous Farmhouse with lake view

9.4 out of 10, Exceptional, (22)
"Nice location, Beautiful view,"
The price is NZ$814
includes taxes & fees
27 Jan - 28 Jan
Gorgeous Farmhouse with lake view

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

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$212
includes taxes & fees
26 Jan - 27 Jan
Rustic Ridge Log Cabin

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

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

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

8.8 out of 10, Excellent, (198)
"Perfect little getaway with the hot tub and a cozy and quiet hill. Glad we had the four-wheel-drive car to get up the hill!!!"
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

WELCOME! WE ARE PET FRIENDLY.

9.8 out of 10, Exceptional, (263)
"My husband and I enjoyed our 3 night visit to Grouse Haven. It was extremely peaceful and relaxing. The surrounding area was beautiful and we enjoyed walking in the snow covered woods on the property. We enjoyed our time at Grouse Haven so much that we hated to leave. Phyllis was a delight to get to know and was very helpful to us. We can’t wait to make a return visit to this lovely property."
WELCOME! WE ARE PET FRIENDLY.

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

9.8 out of 10, Exceptional, (46)
"My girlfriend and I had a great glamping experience hosted by Dave and his wife. Not only was Dave incredibly attentive during our stay but also gave us recommendations on where to explore around the town and hikes near by. The cabin was equipped with cooking material and wood for the fire (which we really enioyed). For anyone looking for sometime to disconnect and enjoy with a loved one - We recommend this cabin for you!"
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain

10.0 out of 10, Exceptional, (307)
"This is a beautiful home that’s located in a great spot. Close to breweries, wineries and Bristol Mountain, but far enough out of town that it’s private and peaceful. It’s clean and modern with all the amenities you could need. We loved our weekend! "
Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain

Log Cabin Retreat, Cayuga Wine Trail, Dogs Welcome, Open Year-round

10.0 out of 10, Exceptional, (229)
"Lovely cabin-clean, great location!"
Log Cabin Retreat, Cayuga Wine Trail, Dogs Welcome, Open Year-round

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

9.0 out of 10, Wonderful, (54)
"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!!
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.
Don't see what you're looking for?
See all available properties in Penn Yan
Save an average of 15% on thousands of hotels when you're signed in

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, (971)
"Hotel terrific bargain: excellent staff, lovely lodging: clean, comfy and warm! Highly recommend. "
The price is NZ$146
includes taxes & fees
30 Jan - 31 Jan
Hampton Inn Penn Yan

Best Western Plus Vineyard Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1001)
"We arrived after a long day of travel with our dog, just needing a place to rest. Not only were we so pleasantly surprised by the cleanliness and condition of the property, but the price was right, per fee was minimal, and the front desk agent was a pleasure! Would stay here again in a heartbeat."
The price is NZ$164
includes taxes & fees
27 Jan - 28 Jan
Best Western Plus Vineyard Inn & Suites

Microtel by Wyndham Penn Yan Finger Lakes Region

3.0 star property
8.8 out of 10, Excellent, (1000)
"Economical. Clean. Friendly helpful staff"
The price is NZ$181
includes taxes & fees
28 Jan - 29 Jan
Microtel by Wyndham Penn Yan Finger Lakes Region
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 165+ private feet of direct lake frontage, with dock, grill, kayak and Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK.

How many holiday rentals are there in Penn Yan?

With 142 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.