Photo by Matthew Jay

Holiday Homes in Penn Yan

    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

Featured Holiday Homes in Penn Yan

Exterior
Beautiful 5 bedroom Lake House across the street from Cayuga Lake.
10.0 out of 10, Exceptional, (38)
"We were here on a business trip. Met/exceeded all our expectations for working on our project. Sitting on the front porch was exquisite and watching the sun rise was spectacular. Very, very nice property. Very"
Beautiful 5 bedroom Lake House across the street from Cayuga Lake.
Property grounds
Canandaigua Home
10.0 out of 10, Exceptional, (21)
"Immaculately clean, lots of cleaning products to keep it clean throughout the visit. Tons of blankets and towels. Books/candles in every room added to a overall peaceful asthetic. The bed was like sleeping on a cloud. 20/10 truly went above and beyond expectations."
The price is NZ$672
includes taxes & fees
23 Jun - 24 Jun
Canandaigua Home
Fridge, microwave, oven, stovetop
Wine Country Getaway
10.0 out of 10, Exceptional, (46)
"We had a wonderful weekend at Tammy’s house. The house was beautiful, clean and spacious and the location was perfect. Tammy was a very responsive host. A great find!"
Wine Country Getaway
Save an average of 15% on thousands of hotels when you're signed in
On the beach
Seneca Lake Home Finger Lakes Wineries Galore 4 BED 4 BATH
10.0 out of 10, Exceptional, (145)
"Our stay was everything we hoped for and more. The house was exactly as shown in pictures and stated about. The owner was in contact with us to see if there was anything we needed. The location was perfect for exploring wineries and the area around the lake. Four women were very satisfied and recommend this property!!"
Seneca Lake Home Finger Lakes Wineries Galore 4 BED 4 BATH
Interior
creek's edge
10.0 out of 10, Exceptional, (11)
"Charlie the owners was at the property very welcoming and nice .the property was amazing. Right on a river. The house was above incredible, you feel your at spa .he has everything you could ever want. The only down is the well water has a sulfur smell but he provides bottled water for cooking and cleaning .so no problem. Cool evening enjoyed a nice fire.the pictures on the site are exactly what it looks like. Dont think theres a picture of the bench by the river its a great place to set."
The price is NZ$429
includes taxes & fees
30 May - 31 May
creek's edge
Fridge, microwave, stovetop, dishwasher
Charming Hammondsport Home w/ Lake Views & Pool!
10.0 out of 10, Exceptional, (29)
"Cozy house with spacious property. Close to many wineries and breweries."
Charming Hammondsport Home w/ Lake Views & Pool!
Fridge, microwave, oven, stovetop
Chalet | 3 Bed, 2 Bath
10.0 out of 10, Exceptional, (26)
"We have been coming for several years, usually with an event on Seneca Lake. We try to book this property immediately because we love staying here! It’s always perfectly appointed and cozy. A family favorite!"
Chalet | 3 Bed, 2 Bath
Fridge, microwave, oven, stovetop
Mud Creek Lodge .1 mi to Bristol Mountain / Hot Tub / Creek
10.0 out of 10, Exceptional, (2)
"We enjoyed a long weekend here in March and had a lovely time. The house is very comfortable and we loved the hot tub overlooking the stream. Would definitely recommend!"
Mud Creek Lodge .1 mi to Bristol Mountain / Hot Tub / Creek
Property grounds
Hammondsport Finger Lakes House with Pool, Fire Pit & Extra Amenities.
10.0 out of 10, Exceptional, (2)
"Very clean, cozy, quiet overall very good place. Kathy & Peter did a wonderful job."
Hammondsport Finger Lakes House with Pool, Fire Pit & Extra Amenities.
Fridge, microwave, oven, stovetop
Dog-friendly home near downtown, lake, & wine trail with private W/D
10.0 out of 10, Exceptional, (3)
"Large rooms and very homey and clean. All supplies nicely organized and plentiful. Nice coffee station!"
Dog-friendly home near downtown, lake, & wine trail with private W/D
Fridge, microwave, oven, stovetop
Remodeled Lake House 4 Bed/ 3 bath, Pet Friendly Enjoy Fall on Cayuga Lake!
10.0 out of 10, Exceptional, (1)
"We loved our stay. The house was just right for our friends and us to hangout in. The lake is beautiful. Plenty to do in the area. Chris was very helpful and when he learned we were coming to be in the area for the eclipse he let us stay for the entire afternoon even though check out was at 10 AM since he didn't have a booking after us. I would highly recommend this property."
Remodeled Lake House 4 Bed/ 3 bath, Pet Friendly Enjoy Fall on Cayuga Lake!
Exterior
Guesthouse at the Woodlands
10.0 out of 10, Exceptional, (47)
"My husband, adult daughter and her friend stayed at the Guesthouse for 3 nights. We were traveling to see the eclipse. The Guesthouseat the Woodlands appealed to us because of it's proximity to nice places to hike. The Guesthouse was perfect for the 4 of us. It was very clean, very well equipped and very comfortably outfitted with cozy living room furnitureThe beds were very comfortable as well. It was too chilly to spend much time sitting on the lovely porch but we did make use of the hot...
Guesthouse at the Woodlands
Property grounds
Sunset on the Bank: Pet friendly and Lake Front!
10.0 out of 10, Exceptional, (4)
"Beautiful house, very dog friendly with the fenced in yard. Amazing views. Very close to a few wineries and breweries around the city of Geneva."
Sunset on the Bank: Pet friendly and Lake Front!
Fridge, microwave, oven, stovetop
Renovated Victorian in 'Americas Coolest Small Town'
10.0 out of 10, Exceptional, (14)
"Nice, open spaces on the ground floor, a good flow on the upper floor. This is unusual for a Victorian-era home, someone did a great job remodeling!"
Renovated Victorian in 'Americas Coolest Small Town'
Fridge, microwave, oven, stovetop
Private Luxury Retreat... Perched Atop A Bluff, Incredible Lake And Village View
10.0 out of 10, Exceptional, (67)
"Comfortable, cosy bungalow that is exactly as described & pictured on Vrbo. The gracious, friendly owners are onsite & greeted us when we arrived & said goodbye when we departed. The bungalow features a great layout for two couples as there are two king bedrooms with en suite bathrooms, one of which has a second door to the common area. These private areas are separated by the living room, dining room, & kitchen which provides some welcome privacy. An SUV or 4-wheel drive car may be helpful...
Private Luxury Retreat... Perched Atop A Bluff, Incredible Lake And Village View
On the beach, sun-loungers, beach towels
Luxury Lakefront Home with Pool, Hot Tub, and Sauna!
10.0 out of 10, Exceptional, (31)
"House was everything in the description and more. The location and view were awesome. Owner was extremely flexible which made the experience that much more memorable. We will be returning in the future!"
Luxury Lakefront Home with Pool, Hot Tub, and Sauna!
Property grounds
Enjoy the sunset from this east side Keuka Lakefront home!
10.0 out of 10, Exceptional, (46)
"This house was absolutely amazing from top to bottom! The whole house is very spacious and modern with an a stunning view in every room. They have all the kitchen ware you would need - glasses, bowls, silverware, knives, spatulas, etc. There were plenty of towels and linens. The welcome basket from Stacy was the perfect way to kick off the weekend. Stacy was also extremely responsive and helpful! I would definitely book this house again!"
Enjoy the sunset from this east side Keuka Lakefront home!
Property grounds
"Ron golden pond" is a place to make memories, a special home with great energy.
10.0 out of 10, Exceptional, (17)
"We really enjoyed the privacy of this property! Everything was just as expected. Plenty of room for the 6 of us! Dock was excellent, water was clear with no weeds, and Ron, the host, was readily available if anything was needed."
"Ron golden pond" is a place to make memories, a special home with great energy.
Property grounds
Over-Water Deck, Sunset Views, Fireplace, Dock & Boat Lift, Kayaks/SUPs/Canoe!
9.8 out of 10, Exceptional, (147)
"The property was clean, comfortable, and had everything we needed. Kitchen was stocked. It was amazing just walking out the back door on to the deck and dock over the water. We caught so many perch! The property is up to date and shower pressure was awesome."
Over-Water Deck, Sunset Views, Fireplace, Dock & Boat Lift, Kayaks/SUPs/Canoe!
TV, fireplace
Hidden gem of the fingerlakes
9.8 out of 10, Exceptional, (8)
"Warm, functional home with 3 bedrooms and plenty of outdoor entertainment space. Wood and everything else you would need to have a small fire and outdoor activities to escape from the busy life we see in MA. Very clean with a full kitchen as well! Our favorite was the welcoming decor for all walks of life. We had a varying age group but we all thought it was a perfect place. The only thing is the water does smell like sulfur (eggs). We have seen it before but if someone hasn’t it could be off...
Hidden gem of the fingerlakes
Don't see what you're looking for?
See all available properties in Penn Yan
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.

Other property types in Penn Yan

Pool
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
9.8 out of 10, Exceptional, (113)
"Todd the owner is super nice and helpful to find nearby attractions. We checked in little early as well checked our early. Had a nice time relax and it was a kind of get away from the crowded and bustling city life."
The price is NZ$244
includes taxes & fees
27 May - 28 May
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Property grounds
Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake
9.8 out of 10, Exceptional, (59)
"Myself and all of my friends had a great time despite some spotty weather. The central living room being large enough to accommodate every one was essential to the weekend."
Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake
Dining
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
9.6 out of 10, Exceptional, (119)
"Lovely little location close to state parks, Keuka lake and a bunch of wineries. Lost count on how many times I’ve stayed here. My girlfriend and I love the place."
The price is NZ$333
includes taxes & fees
27 May - 28 May
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
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.

Penn Yan Holiday Homes information

Number of reviews
1,145
Accommodation
527 Holiday Homes
Lowest Price
NZ$429
Highest Price
NZ$672

Recent Reviews in Penn Yan
Expedia verified reviews