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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 678 Vacation Homes in Penn Yan with updated reviews, rates, and availability.

Fall Brook: Modern, woodsy home beside waterfalls and hiking trails
Fall Brook along the Outlet Trail

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

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

10.0 out of 10, Exceptional, (312)
"Beautiful cabin in the woods with a nice hot tub to warm up after skiing has everything you need for a nice relaxing trip out of the city would definitely recommend it to anyone "
Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain
Lakefront gem with game room and dock - the house that almost floated away

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
Sunset Retreat Cayuga Cottage w/ hot tub - Cayuga Lake- Panoramic views & Yard. Pet Friendly!

Sunset Retreat Cayuga Cottage w/ hot tub - Cayuga Lake- Panoramic views & Yard. Pet Friendly!

2.0 star property
10.0 out of 10, Exceptional, (15)
"Our stay at this cottage was overall excellent! The property was exactly as described—clean, beautifully decorated, and fully equipped with everything we needed for a comfortable stay. The hosts were very kind and responsive and provided detailed instructions, which made check-in and check-out a breeze.The location offered a peaceful escape, surrounded by nature, which was just what we were looking for. However, it’s worth noting that the cottage is down a long, one-way gravel road with a 10 mph...
The price is SAR 653
SAR 1,445 total
includes taxes & fees
24 Feb - 25 Feb
Sunset Retreat Cayuga Cottage w/ hot tub - Cayuga Lake- Panoramic views & Yard. Pet Friendly!
3 Bdrm Home w Game Room. Just minutes from WGI & Wine Trail.
Living area

3 Bdrm Home w Game Room. Just minutes from WGI & Wine Trail.

10.0 out of 10, Exceptional, (25)
"The house is beautiful, clean and cozy. When we arrived, the heat had been set to 65, it was quite cold. It did take a while to warm up as it's radiant heat (in the floors). Could have used a few more necessities in the kitchen. The game room offers hours of endless fun. "
3 Bdrm Home w Game Room. Just minutes from WGI & Wine Trail.
Fully Renovated rural cottage in the perfect spot!
Property grounds

Fully Renovated rural cottage in the perfect spot!

10.0 out of 10, Exceptional, (117)
"The house was spotless. The location was close to downtown Watkins Glenn. We had all the luxuries of a hotel in a house. I would definitely recommend this house. "
Fully Renovated rural cottage in the perfect spot!
Retreat-Like Setting
Deck off of Kitchen for bbq, sun bathing or simply enjoying surrounding nature

Retreat-Like Setting

10.0 out of 10, Exceptional, (151)
"We had a wonderful time! House was just what we wanted. Loved that we were could go out for some day trip activities and come back and relax. Very cozy, and welcoming home. We played some of the games and just relaxed. Lots of restaurants near by. "
Retreat-Like Setting
Charming Canandaigua Lake House w/ Deck & Views!
Canandaigua Vacation Rental | 3BR | 2BA | 1,600 Sq Ft | Stairs Required

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!
Large Lakeview Lodge on Canandaigua Lake
Exterior

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
Best Value on Seneca Lake! RARE Level Lakefront on the Wine Trail!
Beach

Best Value on Seneca Lake! RARE Level Lakefront on the Wine Trail!

10.0 out of 10, Exceptional, (73)
"Two families of 4 from Canada met up and we had a great time. The house accommodated all 8 of us very well. Both for sleeping, eating and game nights. The location on the water was stunning. Must be wonderful to go for a swim in the summer. Water a bit too cold in December. Overall a great experience. We can see ourselves coming back here. "
Best Value on Seneca Lake! RARE Level Lakefront on the Wine Trail!
Cedar Lane Cabin: Authentic log cabin in wooded setting overlooking rural farmland
Cedar lane

Cedar Lane Cabin: Authentic log cabin in wooded setting overlooking rural farmland

9.4 out of 10, Exceptional, (46)
"We so enjoyed our stay, especially given there were no near barking dogs or misbehaving children (we are empty nesters). The property though, needs to have the addition of a TV and DVD movie selections. We brought a portable DVD player with us. This could be easily added to the lower level room. There were a number of items that needed repair, but did not interfere with our stay. The intensity of "house rules" being frequently deluvered via text and email, felt overwhelming and somewhat...
Cedar Lane Cabin: Authentic log cabin in wooded setting overlooking rural farmland
Lakeside Station: Luxury, Lakeside Home - Close to Ithaca

Lakeside Station: Luxury, Lakeside Home - Close to Ithaca

9.8 out of 10, Exceptional, (8)
"This property is absolutely beautiful! We stayed here as a family supporting a cousins graduation and we're so impressed with the set up of the house , how many amenities it had to offer, and the absolutely beautiful view of the lake! It is such a cozy house and is Everything you need to cook and enjoy a stay away from home! Though it looks modest outside the house, it is huge and can hold so many guests. It is a beautiful property and we hope to stay again in the summer to enjoy the lake! "
Lakeside Station: Luxury, Lakeside Home - Close to Ithaca
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
Miscellaneous

Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!

9.8 out of 10, Exceptional, (128)
"Lovely little house with just the right amount of space for my wife, me and our dog. Good location near wineries, hiking, and only 10 from Watkins Glen Comfotable bed, great shower. Would highly recommend Nice ba k yard and and deck. Inutes fr"
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
The Barn and Barrel on the bluff of Keuka Lake, offering spectacular views!
Sunrise views overlooking Keuka Lake

The Barn and Barrel on the bluff of Keuka Lake, offering spectacular views!

10.0 out of 10, Exceptional, (2)
"Every morning I woke up to a new view, from fog settled over the lake with snow blowing by, or bright light glinting off shimmering waters, or pinks and oranges reflecting off white snow.The whole house was like that. Expansive, expressive, accomodating, comfortable, and just wonderful to rest and relax in. There were 5 of us, and it never felt crowded, but it always felt cozy when we all came together to watch a movie or cook dinner.I cannot recommend this place enough!"
The Barn and Barrel on the bluff of Keuka Lake, offering spectacular views!
Stunning 4-bedroom house with AC and WiFi in the quaint town of Hammondsport
Liberty Park Manor

Stunning 4-bedroom house with AC and WiFi in the quaint town of Hammondsport

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay in Hammondsport. The host was very accommodating and this lovely home is conveniently located within walking distance of town and the head of the lake. The photos do not capture just how beautiful this home truly is. It was the perfect spot to unwind "
Stunning 4-bedroom house with AC and WiFi in the quaint town of Hammondsport
Cozy Lakefront Home on Lamoka With Dock Access, Front Deck & Fire-pit!
Lake house with wrap-around front deck and adirondack chairs for lounging.

Cozy Lakefront Home on Lamoka With Dock Access, Front Deck & Fire-pit!

9.6 out of 10, Exceptional, (108)
"We really enjoyed our stay in this cottage. It was clean and had everything you needed. The cottage is small, but we spent most of our time outside. The view was stunning and the doc was a great place to see the lake and look at the starts. This location is great to be able to explore around Seneca and Keuka lakes. "
Cozy Lakefront Home on Lamoka With Dock Access, Front Deck & Fire-pit!
3's a Charm - Relax after wine touring, sightseeing & shopping
Welcome to the Red Carriage House

3's a Charm - Relax after wine touring, sightseeing & shopping

9.8 out of 10, Exceptional, (140)
"...place"
3's a Charm - Relax after wine touring, sightseeing & shopping
Penn Yan House Rental - Close to Wineries!
Penn Yan Vacation Rental | 2BR | 1.5BA | Stairs Required | 800 Sq Ft

Penn Yan House Rental - Close to Wineries!

9.6 out of 10, Exceptional, (4)
"This was a lovely little home for our weekend getaway. It is walking distance to multiple restaurants and shops in Penn Yann and the owner's were kind enough to recommend wineries for us."
Penn Yan House Rental - Close to Wineries!
Keuka East: Spacious & Comfy
Exterior

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
Chalet: modern cozy cabin on Seneca lake wine trail with outdoor firepit
Outside patio area

Chalet: modern cozy cabin on Seneca lake wine trail with outdoor firepit

10.0 out of 10, Exceptional, (34)
"Very clean, sparse amenities, kitchen could use updated towels, potholders had to buy a scrubber to clean stainless steel pans Neighbors facing property across the street not shown in pictures, no access to lake from property. All privately owned."
Chalet: modern cozy cabin on Seneca lake wine trail with outdoor firepit
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

Keuka East: Spacious & Comfy
Exterior

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
Sun Rise

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

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
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.