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Search Vacation Homes in Penn Yan

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Compare 617 Vacation Homes in Penn Yan with updated reviews, rates, and availability.

From wine tours to family gatherings, this quaint cape has something for all!
9.8 out of 10, Exceptional, (14)
"The house very nice and just what we needed wanted for a break from camping "
The price is SAR 376
SAR 646 total
includes taxes & fees
15 Nov - 16 Nov
From wine tours to family gatherings, this quaint cape has something for all!
Sunset Retreat Cayuga Cottage w/ hot tub - Cayuga Lake- Panoramic views & Yard. Pet Friendly!
2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful spot, super clean, and very relaxing. The owners were very friendly and accommodating to all of our needs. "
The price is SAR 658
SAR 1,423 total
includes taxes & fees
15 Nov - 16 Nov
Sunset Retreat Cayuga Cottage w/ hot tub - Cayuga Lake- Panoramic views & Yard. Pet Friendly!
Naples Valley Getaway! Private home with hot tub.
10.0 out of 10, Exceptional, (300)
"My husband and I stayed at this beautiful property for our anniversary weekend. It was just what we needed. Clean, cozy and quiet. Would definitely return! "
Naples Valley Getaway! Private home with hot tub.
Vineyard Farmhouse w/ Hot Tub + Lake Views
9.0 out of 10, Wonderful, (6)
"Clean and comfortable accommodations near Hammondsport. Water did have a slight sulfur smell but otherwise was a great place to stay and relax! Loved coming home and relaxing in the hot tub after a day at the wineries."
Vineyard Farmhouse w/ Hot Tub + Lake Views
On Cloud Wine | 5 Bed, 3 Bath
10.0 out of 10, Exceptional, (2)
"Wow! This is an amazing property in a stunning location on Keuka lake. We had a fabulous time!"
On Cloud Wine | 5 Bed, 3 Bath
New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!
2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was lovely and comfortable for our group of 6 friends who came to celebrate a milestone birthday.There's plenty of spaces to be together and have private time.Views are spectacular.The check in was easy and the host was quick to responding to any questions we had.Would definitely come back."
New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!
"Thyme Away" - A quiet home in the country
9.6 out of 10, Exceptional, (50)
"David and Holly's place was perfect for our weekend getaway to visit our son. They had thought of every convenience... a wonderful assortment of coffees, farm fresh eggs, and the most delicious homemade bread. They even had disposable slippers for going to and from the hot tub!! The house was centrally located for all our sightseeing and was very peaceful. My favorite part had to be the beautiful sunrises every morning. We will definitely book again."
"Thyme Away" - A quiet home in the country
Serenity Place | 5 Bed, 3 Bath
10.0 out of 10, Exceptional, (85)
"Great views of Seneca Lake! A very spacious house with many amenities for a four couple gateway. We had a lovely stay overall, but we did notice that the outdoor grounds and inside lights could use a bit more attention, as there were many bugs and cobwebs in certain areas. A little extra care in that regard would make the property even more enjoyable. Thank you for hosting us!"
Serenity Place | 5 Bed, 3 Bath
Relaxing Lakeview Retreat! Pool, Hot Tub, Firepit, Gameroom Perfect for Groups,
9.8 out of 10, Exceptional, (12)
"Extremely well organized. Host thought of everything! Lots of fun spaces to hang out. We all had a wonderful time."
Relaxing Lakeview Retreat! Pool, Hot Tub, Firepit, Gameroom Perfect for Groups,
Peaceful and private renovated barn right off the winery and brewery trail
9.8 out of 10, Exceptional, (21)
"The property was clean, had all of the amenities and just a minute or two from the main road and wineries but still private and peaceful!"
Peaceful and private renovated barn right off the winery and brewery trail
Charming Watkins Glen Home w/ Yard!
10.0 out of 10, Exceptional, (8)
"Very clean, well-maintained cottage. Exactly as described. Close to downtown Watkins Glen. Perfect size for 2 people"
Charming Watkins Glen Home w/ Yard!
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 SAR 260
SAR 524 total
includes taxes & fees
17 Nov - 18 Nov
Rustic Ridge Log Cabin
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
9.8 out of 10, Exceptional, (125)
"Close to Watkins Glen, nice for hiking, numerous restaurants and wineries within short driving distance. Host provided everything promised, house was clean and easy to locate. Good experience."
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
Charming 2-story dog-friendly farmhouse with game room, firepit, deck, grill
10.0 out of 10, Exceptional, (12)
"We loved the area and the property "
Charming 2-story dog-friendly farmhouse with game room, firepit, deck, grill
Large Lakeview Lodge on Canandaigua Lake
9.6 out of 10, Exceptional, (59)
"Family reunion, we rented a boat, excellent accommodations !"
Large Lakeview Lodge on Canandaigua Lake
Chalet | 3 Bed, 2 Bath
10.0 out of 10, Exceptional, (32)
"The property was exceptional. It was probably one of the nicest places we’ve stayed and definitely the nicest in the Finger Lakes. We would stay here again in a heartbeat. "
Chalet | 3 Bed, 2 Bath
Cheerful 2 Bedroom House with off street parking
10.0 out of 10, Exceptional, (41)
"Convenient to Finger Lakes attractions, clean and comfortable."
Cheerful 2 Bedroom House with off street parking
Seneca Lake View Retreat sits secluded on a 2 acre lot.
10.0 out of 10, Exceptional, (6)
"The place was exactly as it looked in the App. Greg was more than gracious when I reached out for guidance on something I should have figured it. Beautiful, scenic, and close to everything. We plan on coming back. "
The price is SAR 748
SAR 1,709 total
includes taxes & fees
4 Dec - 5 Dec
Seneca Lake View Retreat sits secluded on a 2 acre lot.
Private 3-acre 3br3ba w/Lake Access off Wine Trail 🐶
10.0 out of 10, Exceptional, (177)
"This 3 level, 3bedroom/3bath home has everything, and all of the major and minor amenities a vacation home should have, including spacious living room and open kitchen plus dining area, large outdoor deck areas, hot tub, large outdoor gas grill, and a fire pit with loads of seasoned wood to burn. The lovely, private site is located on the SE side of Seneca Lake - which is only a few minute, flat walk away - surrounded by trees but also enjoying a picturesque view of the lake through the...
The price is SAR 845
SAR 2,050 total
includes taxes & fees
3 Dec - 4 Dec
Private 3-acre 3br3ba w/Lake Access off Wine Trail 🐶
FLAT YARD right on the LAKE!!
9.0 out of 10, Wonderful, (4)
"Beautiful water front property- newly remodeled and set up nicely for friends and family. Most windows are without curtains causing limited privacy especially in the bathroom in the back house. There is only one television in the front home and you need your personal Roku sign on to use- that information would have useful prior to the visit. Normally television access is not something we would be concerned with however this weekend had football and baseball games we would of enjoyed watching...
FLAT YARD right on the 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.
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Other property types in Penn Yan

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
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, (36)
"The house was beautiful. It was large enough to easily accomodate 8 adults, 1 toddler and one small dog for 4 nights. We made use of the fire pit and the hot tub. We cooked dinner at home each night and there were plenty of dishes, pots and pans, utensils and everything else the kitchen needed to have. The house and grounds were clean and well kept and it could not have been more convenient to both Keuka Lake and Seneca Lake, so that we spent less time travelling and more time at the...
The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK
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.