Photo by Matthew Jay

Penn Yan Holiday Rentals

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Holiday Rentals in Penn Yan

Keuka East: Spacious & Comfy

9.6 out of 10, Exceptional, (133)
"We had a great time and the property was exactly what we were looking for. Owners were great to deal with and communication was excellent. We would rent again from them again for sure!"
Keuka East: Spacious & Comfy

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

Classic country retreat with a game room, bar, expansive outdoor space, & grill

8.8 out of 10, Excellent, (8)
"The family gathered for Christmas/New Years and had plenty of room for puzzles, games and watching tv. Close to activities and sites. Enjoyed the area and quiet country. "
Classic country retreat with a game room, bar, expansive outdoor space, & grill

Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI

9.8 out of 10, Exceptional, (225)
"We love this house, 3rd time here! So cozy and always provides fun time and leave us with great memories! We will definitely be back!"
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI

Overlook Cabin: E. Bluff Drive, Lake View, Hot Tub, Firepit, Central-AC, Private

9.8 out of 10, Exceptional, (127)
"Had a wonderful time. Everything was as advertised or better, a really nice place to stay for our little family getaway."
Overlook Cabin: E. Bluff Drive, Lake View, Hot Tub, Firepit, Central-AC, Private

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

Fall Brook: Modern, woodsy home beside waterfalls and hiking trails

10.0 out of 10, Exceptional, (13)
"Wonderful property! Cozy cabin feel, beautiful house in beautiful setting! Communication with manager was excellent! Met us there with a bottle of wine! We will definitely revisit this lovely property! "
Fall Brook: Modern, woodsy home beside waterfalls and hiking trails

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

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

Serenity Zen House on Seneca Lake - Now with Town Water

9.8 out of 10, Exceptional, (165)
"Excellent location, right on the lake. House has an open type concept & very cozy. Was winter when we stayed, & was warm & enjoyable. Rooms were good size & private. Great house great location, we'd definitely stay here again. "
Serenity Zen House on Seneca Lake - Now with Town Water

Amish Guest Farmhouse on Seneca Lake Wine Trail, Boasts Gorgeous Lake View

10.0 out of 10, Exceptional, (81)
"The house was a great meeting point for our travelers from NY, VA and MA. We had 10 adults and two dogs. The house was more than adequate in terms of bedrooms and space. We played games and did puzzles on the folding tables they have there. We brought one of our smaller tvs to watch football and it worked well with the wifi. Kitchen had most everything we needed. For Thanksgiving dinner the two ovens were perfect and the large stove top was appreciated. Pauline was wonderful making us feel...
Amish Guest Farmhouse on Seneca Lake Wine Trail, Boasts Gorgeous Lake View

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

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$373
includes taxes & fees
24 Feb - 25 Feb
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$357
includes taxes & fees
24 Feb - 25 Feb
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

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

Luxuriously Crafted Earthen FLX Cottage Retreat

10.0 out of 10, Exceptional, (57)
"This was exactly what I was looking for. I can't speak highly enough of the cabin and the owners. They were tremendous. 10/10 would recommend. "
The price is NZ$531
includes taxes & fees
24 Feb - 25 Feb
Luxuriously Crafted Earthen FLX Cottage Retreat

WELCOME! WE ARE PET FRIENDLY.

9.8 out of 10, Exceptional, (265)
"Thoroughly enjoyed our winter get away stay at Grouse Haven. Clean, quaint and very peaceful. Everything was perfect. "
WELCOME! WE ARE PET FRIENDLY.

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

10.0 out of 10, Exceptional, (312)
"Quite cozy updated home close to town with plenty to do "
Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain

Charming Canandaigua Lake House w/ Deck & Views!

10.0 out of 10, Exceptional, (20)
"Simple, clean and wonderful spot for a winter weekend getaway."
Charming Canandaigua Lake House w/ Deck & Views!

Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!

10.0 out of 10, Exceptional, (104)
"Amazing location with a view that we never got tired of! So much space to enjoy the property with friends and family. Hope to be back!"
Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!
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, (987)
"The property is great but the staff goes beyond expectations. Professional, kind, helpful front desk as housekeeping. The 2 staff, 1 from each were exceptional. "
The price is NZ$144
includes taxes & fees
2 Mar - 3 Mar
Hampton Inn Penn Yan

Best Western Plus Vineyard Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1002)
"Only staying one night . All good"
The price is NZ$170
includes taxes & fees
2 Mar - 3 Mar
Best Western Plus Vineyard Inn & Suites

Keuka East: Spacious & Comfy

9.6 out of 10, Exceptional, (133)
"We had a great time and the property was exactly what we were looking for. Owners were great to deal with and communication was excellent. We would rent again from them again for sure!"
Keuka East: Spacious & Comfy
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?

Keuka East: Spacious & Comfy: This highly rated holiday home rental in Penn Yan is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Penn Yan are Classic country retreat with a game room, bar, expansive outdoor space, & grill and Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI.

How many holiday rentals are there in Penn Yan?

With 139 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 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.