Photo by Matthew Jay

Holiday Rentals in Penn Yan

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Penn Yan

Our top choices for Penn Yan holiday rentals

Cozy All Season Bungalow right on the Lake wine and brewery trail.

9.6 out of 10, Exceptional, (37)
"Wonderful gem right on the water. Close to great breweries! Very clean and private. Looking forward to booking again."
Cozy All Season Bungalow right on the Lake wine and brewery trail.

Pine Grove Cabin

9.0 out of 10, Wonderful, (4)
"Extremely quiet and peaceful. Surrounded by farmland and close to Seneca lake. One of the beds is a foam mattress to put on the floor. You’ll have to cover the motion detector light if you want to sleep."
The price is €139
includes taxes & fees
26 Aug - 27 Aug
Pine Grove Cabin

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

9.6 out of 10, Exceptional, (143)
"My family and I had a wonderful visit at the cabin. Everything was clean, comfortable and relaxing!! Mary was great to communicate with. The setting is beautiful!!"
The price is €177
includes taxes & fees
26 Aug - 27 Aug
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

3.0 star property
9.8 out of 10, Exceptional, (66)
"Nice view. Peaceful little place."
The price is €322
includes taxes & fees
1 Sept - 2 Sept
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

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

9.6 out of 10, Exceptional, (203)
"Beautiful location right on the water! Very relaxing getaway. Super close to wineries as well!"
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK

Experience wine country magic with several wineries nearby and memorable tasting

9.8 out of 10, Exceptional, (166)
"What a cute, cozy home! Very clean! Beautiful views and great wineries close by!! Close to Keuka Lake and on Seneca!!! Would recommend a small group though in the home!! Lovely accomodations! Comfortable beds!!!!"
Experience wine country magic with several wineries nearby and memorable tasting

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

9.8 out of 10, Exceptional, (140)
"Lots to do in the area and right on the property. The cabin is small, but very nice, well maintained and cleaned. I would definitely stay there again!"
The price is €139
includes taxes & fees
1 Sept - 2 Sept
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

10.0 out of 10, Exceptional, (241)
"Lovely cabin with great views."
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Pet Friendly Log Cabin

9.4 out of 10, Exceptional, (52)
"Very nice spot. Quiet, spacious surroundings. Very pet friendly."
The price is €145
includes taxes & fees
8 Sept - 9 Sept
Pet Friendly Log Cabin

Charming lake view home w/dock, pergola and grill & lake side fire pit

10.0 out of 10, Exceptional, (2)
"Loved the house and all the amenities. Loved the lake!"
Charming lake view home w/dock, pergola and grill & lake side fire pit

Keuka East: Spacious & Comfy

9.6 out of 10, Exceptional, (144)
"My wife and I stayed at the house with our 3 grown children for a long weekend . The house is very spacious and provided ample family time but also privacy when needed. Everything was very clean and fully stocked with everything we needed. Great location with nice view of the lake.Highly recommend it!"
Keuka East: Spacious & Comfy

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

9.8 out of 10, Exceptional, (65)
"Great cabin, wonderful owners. We will definitely make this our regular fall girls weekend spot from now on!!"
Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake

Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach

9.4 out of 10, Exceptional, (95)
" Rustic & exactly what we needed. Inside is so clean, modern & beautifully decorated. Owner explained everything we needed from beginning to end. "
Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach

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

8.6 out of 10, Excellent, (39)
"This was our 3rd year staying at this home we absolutely love it Big enough for our family and friends Beautiful views "
Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock

Camp Believe It is a secluded cabin with 50 acres of hiking trails!

10.0 out of 10, Exceptional, (4)
"This cabin was perfect! We got in late but there are motion sensor lights outside and the inside was lit up as well. It was clean, stocked, comfortable and really made our trip even more enjoyable. Great place to stay!!"
The price is €165
includes taxes & fees
8 Sept - 9 Sept
Camp Believe It is a secluded cabin with 50 acres of hiking trails!

Sail Away Vacation Rental - Walking To Watkins Glen Attractions

10.0 out of 10, Exceptional, (182)
"Extremely clean and well stocked. Would definitely stay here again!"
Sail Away Vacation Rental - Walking To Watkins Glen Attractions

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

2.0 star property
9.8 out of 10, Exceptional, (9)
"Overall, our impression is that the property was very comfortable as a campsite. The property was very much what we had hoped for -- (mostly) quiet, forest, trails. Thought "Frog House" meant frog sounds all night, but .... "
FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

Canandaigua Lake access via 3 private beaches and park - RV with AC, hot tub

9.6 out of 10, Exceptional, (5)
The price is €204
includes taxes & fees
26 Aug - 27 Aug
Canandaigua Lake access via 3 private beaches and park - RV with AC, hot tub

Seneca Lake -"Butternut Camp" near Wineries & Watkins Glen Race track

10.0 out of 10, Exceptional, (105)
"We had a lovely long weekend stay. The cabin is exactly as advertised. Would stay again!"
Seneca Lake -"Butternut Camp" near Wineries & Watkins Glen Race track

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

9.8 out of 10, Exceptional, (55)
"Great stay!"
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Penn Yan Hotel Reviews

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?

Cozy All Season Bungalow right on the Lake wine and brewery trail.: This highly rated holiday home rental in Penn Yan is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You and your friends and family can relax into your holiday with amenities such as a garden. 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 Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!.

How many holiday rentals are there in Penn Yan?

With 150 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.