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Penn Yan Holiday Rentals

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Holiday Rentals in Penn Yan

Perfectly Located Pet-Friendly Wagon Retreat in Trendy Penn Yan, NY

Penn Yan
The price is NZ$463
includes taxes & fees
12 Dec - 13 Dec
Perfectly Located Pet-Friendly Wagon Retreat in Trendy Penn Yan, NY

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

3.0 star property
Penn Yan
9.8 out of 10, Exceptional, (78)
"Great little place with everything you need. Host was very attentive with any questions we had. "
United States
Steve S.
The price is NZ$527
includes taxes & fees
17 Nov - 18 Nov
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Penn Yan
10.0 out of 10, Exceptional, (4)
"Great property. Close to everything the town has to offer. Plenty of room for a family "
United States
Anonymous traveller
The price is NZ$1,048
includes taxes & fees
9 Dec - 10 Dec
Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Chic Lakeview Getaway on Seneca Lake Wine Trail

2.0 star property
Penn Yan
10.0 out of 10, Exceptional, (2)
"Beautiful area. Enjoyed Lake Seneca, wine country in Keuka Lake area, an Amish Country store and very good food at Casa Mezcal "
United States
Ellen G.
The price is NZ$774
includes taxes & fees
16 Nov - 17 Nov
Chic Lakeview Getaway on Seneca Lake Wine Trail

Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

Penn Yan
10.0 out of 10, Exceptional, (2)
"Peter was extremely responsive and quick to assist me with any questions I had during my stay. The capsule is located in the perfect spot and the advanced technology really made the difference. Great spot, will definitely back. "
United States
Nicholas C.
The price is NZ$514
includes taxes & fees
18 Nov - 19 Nov
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

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

PennYan
9.6 out of 10, Exceptional, (151)
"House was exactly as described- near wineries and other activities! We enjoyed our stay! "
United States
Rael B.
The price is NZ$396
includes taxes & fees
24 Nov - 25 Nov
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

Vineyard View Farmhouse, Fire Pit, Game Room

Hammondsport
10.0 out of 10, Exceptional, (4)
"NICE LOCATION VERY CLEAN AND UPDATED. ONE BEDROOM CEILING IS VERY LOW (5 1/2 FT)AND SMALL. ALL OTHERS ARE NICE SIZE. WOULD RECOMMEND "
United States
Bobbi S.
The price is NZ$974
includes taxes & fees
10 Dec - 11 Dec
Vineyard View Farmhouse, Fire Pit, Game Room

Sub Level Effiency

Geneva
8.8 out of 10, Excellent, (6)
"A great place to stay "
United States
Patrick
The price is NZ$165
includes taxes & fees
20 Nov - 21 Nov
Sub Level Effiency

The Geneva Getaway- remodeled apartment walking distance from downtown Geneva

Geneva
10.0 out of 10, Exceptional, (30)
"We enjoyed all of the amenities and cozy comfort of this getaway. Also great proximity to the lake with fun activities and dining options."
United States
Sue G.
The price is NZ$342
includes taxes & fees
3 Dec - 4 Dec
The Geneva Getaway- remodeled apartment walking distance from downtown Geneva

Cozy, romantic getaway on a quiet Finger Lake

Honeoye
9.8 out of 10, Exceptional, (27)
"Loved the area and the loft was nice and cozy."
United States
Anthony F.
The price is NZ$265
includes taxes & fees
16 Nov - 17 Nov
Cozy, romantic getaway on a quiet Finger Lake

Summers Ranch Cabin

2.0 star property
Clyde
10.0 out of 10, Exceptional, (3)
"It was the great experience for me and my familyVery pet friendly, clean, and the cabin was really cuteGreat locationThe only thing we would recommend maybe a little better lighting in the odd house But we had lots of flashlights, Thanks and will recommend to our friends and family"
United States
Anonymous traveller
The price is NZ$284
includes taxes & fees
19 Nov - 20 Nov
Summers Ranch Cabin

Peaceful and private renovated barn right off the winery and brewery trail

Hector
9.6 out of 10, Exceptional, (35)
"Property was as described. Quiet and peaceful location. Close to breweries and wineries "
United States
Kelly S.
The price is NZ$359
includes taxes & fees
19 Nov - 20 Nov
Peaceful and private renovated barn right off the winery and brewery trail

Walk to Town: Bath Apt Near Keuka Lake Wine Trail

3.0 star property
Bath
The price is NZ$460
includes taxes & fees
15 Nov - 16 Nov
Walk to Town: Bath Apt Near Keuka Lake Wine Trail

Deer Path Off Grid Cabin

Rock Stream
10.0 out of 10, Exceptional, (1)
"Everything was much better than expected. The whole experience was outstanding. The Host was Great to work with and very friendly. We have already told several people about our experience. I will definitely be back again. Thank you for a great weekend!"
United States
Steve P.
The price is NZ$339
includes taxes & fees
30 Nov - 1 Dec
Deer Path Off Grid Cabin

Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva

Geneva
9.0 out of 10, Wonderful, (17)
"Great property, within walking distance of lots of great restaurants and of course the lake front. Host was friendly and communicative. Would definitely stay again!"
United States
Jessica H.
The price is NZ$335
includes taxes & fees
15 Nov - 16 Nov
Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva

Canandaigua House

Canandaigua
8.6 out of 10, Excellent, (17)
"We stayed at this house for my son‘s graduation from RIT. It offered us the perfect place to decompress. It was an easy commute back-and-forth to Rochester. However, the town offered many great sites to see and places to eat. We truly enjoyed the stay!!"
United States
Margaret S.
Canandaigua House

Dog-friendly cabin with hot tub and breakfast delivered daily!

Lodi
9.4 out of 10, Exceptional, (16)
"Overall cute little cabin. A little dusty, toilet a little wobbly, linens a little scratchy. But it’s a cabin, not the Hilton. It’s cute and cozy. Breakfast was a nice touch. Great communication from the host. "
United States
Brittany M.
The price is NZ$441
includes taxes & fees
14 Dec - 15 Dec
Dog-friendly cabin with hot tub and breakfast delivered daily!

Modern Studio APT in the Heart of Downtown Geneva

Geneva
10.0 out of 10, Exceptional, (9)
"Apartment is walking distance to lake, restaurants and shops. Property owner replies to questions and concerns promptly. "
United States
Mary T.
The price is NZ$481
includes taxes & fees
16 Nov - 17 Nov
Modern Studio APT in the Heart of Downtown Geneva

Casita: Near Wineries & Keuka Lake: 100"Projector

Bath
9.6 out of 10, Exceptional, (4)
"Beautiful tiny house, it has everything you could need. Great location, very quiet and clean. We could only recommend going there, we loved it! "
United States
Manon R.
The price is NZ$333
includes taxes & fees
18 Nov - 19 Nov
Casita: Near Wineries & Keuka Lake: 100"Projector

Charming Farmhouse Retreat ~ King Suite

Shortsville
10.0 out of 10, Exceptional, (16)
"Great accommodations in a very relaxing setting. Easy to get to off the Thruway. Great central spot for exploring. Would definitely recommend."
United States
Jonathan K.
The price is NZ$663
includes taxes & fees
18 Nov - 19 Nov
Charming Farmhouse Retreat ~ King Suite
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

Find out more about Penn Yan

Everything you need to know about Penn Yan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Penn Yan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Penn Yan holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Penn Yan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Penn Yan. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Penn Yan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Penn Yan holiday rentals we have selected for you start as low as NZ$340 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Penn Yan rentals

At Expedia, we put the best Penn Yan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Penn Yan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Penn Yan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Penn Yan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach: This highly rated holiday home rental in Penn Yan is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind. Other favourite homes for rent in Penn Yan are Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI and Keuka East: Spacious & Comfy.

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.