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Penn Yan Vacation Rentals

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Vacation Rentals in Penn Yan

Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
9.8 out of 10, Exceptional, 115 reviews
"We had a great time!"
The price is ¥23,786
per night
Jul 8 - Jul 9
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
9.6 out of 10, Exceptional, 185 reviews
"The cottage was very clean and well-equipped. It was cozy and tastefully decorated. We really enjoyed the dock with the seating area on the end. Gorgeous views of the lake from the dock and the house. Would definitely come back."
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
Cozy new England style cottage Right on Wine and Beer Trail
9.8 out of 10, Exceptional, 239 reviews
"Best place I’ve ever stayed at a finger lake! Cozy and comfortable cottage. A feeling of home. View was impeccable! Very clean! Just so relaxing with the family. My 3 year old granddaughter loved the kayak. First time in the kayak. She didn’t want to come out! lol! My lab loved every bit of it! Met the hosts. Very welcoming and friendly! Definitely staying there again. Thank you so much for a fun filled girls weekend! Kim Schaffer"
The price is ¥47,892
per night
Jul 21 - Jul 22
Cozy new England style cottage Right on Wine and Beer Trail
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Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
9.6 out of 10, Exceptional, 122 reviews
"Very relaxing and clean cabin. We enjoyed our time here. The back porch was amazing!"
The price is ¥27,937
per night
Jun 26 - Jun 27
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
Cozy Bungalow right on the Lake wine and brewery trail.
9.6 out of 10, Exceptional, 17 reviews
"We enjoyed the beautiful views of the lake, it was a perfect place to relax."
Cozy Bungalow right on the Lake wine and brewery trail.
Acres Away in Keuka Lake
The price is ¥12,572
per night
Jul 1 - Jul 2
Acres Away in Keuka Lake
Amazing Mills in the heart of the Finger Lakes
9.4 out of 10, Exceptional, 9 reviews
"Overall the stay was good. The location was convenient to restaurants, vineyards and breweries. The inside was nice, kitchen well stocked with lots of spices and the beds comfortable. 4 adults and 2 dogs were perfect for the house. Too many more people would have been crowded. The pillows weren't very comfortable so bring your own pillow if you are picky. The house doesn't have a great view nor is it as rural as we thought. It is near a parking lot for the path to the falls and across from an...
Amazing Mills in the heart of the Finger Lakes
Lakefront gem with game room and dock - the house that almost floated away
9.2 out of 10, Wonderful, 37 reviews
"House was perfect for our long weekend of wine tastings, relaxing in the hot tub and dinner cooked by a private chef. The view of keuka lake was gorgeous despite the rainy weather."
Lakefront gem with game room and dock - the house that almost floated away
Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake
9.8 out of 10, Exceptional, 59 reviews
"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
The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK
9.6 out of 10, Exceptional, 31 reviews
"This charming farmhouse was the perfect backdrop to my daughter’s bachelorette weekend in the Finger Lakes. It was not only clean, but it also had so many charming touches! It adequately accommodated our group of seven and was centrally located to the wineries we visited as well. I would definitely consider booking this lovely home again for a family trip or another girls’ weekend!"
The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK
Rustic Ridge Log Cabin
9.2 out of 10, Wonderful, 45 reviews
"When we first arrived to the cabin we immediately knew our trip to this little getaway was going to be wonderful. For a couple wanting a romatic getaway that loves nature this surely was the place! We loved the cabin, the porch the fire place where we cooked all our meals and sat outside in the evening under the blankets snuggling and admiring the beauty of the trees and the wildlife. The cabin was so clean and taken care of we didnt have to do anything to feel welcomed and at home. We have been...
The price is ¥16,595
per night
Jul 8 - Jul 9
Rustic Ridge Log Cabin
Pine Grove Cabin
10.0 out of 10, Exceptional, 1 review
"We just needed a place without light pollution near Lincoln hill farm, so we could go to a concert, then lay in the grass and see some meteors. Pretty great."
The price is ¥12,612
per night
Jun 26 - Jun 27
Pine Grove Cabin
Gorgeous Farmhouse with lake view
9.6 out of 10, Exceptional, 20 reviews
"Great location. Just a few negatives- coffee pot didn’t work well and directions for garbage were a little unclear. Otherwise everything we needed. Kids loved game room in garage and volleyball net. Nice fire pit. Front porch with view of lake was perfect for coffee and drinks"
Gorgeous Farmhouse with lake view
Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock
8.8 out of 10, Excellent, 35 reviews
"Property needs better cleaning and upkeep. Kitchen (stove) too small to accommodate large crowds and the 3 burner grill was also too small. Wifi was inadequate - especially in the bedrooms (and cellular was one or two bars tops). No dock for swimming or fishing (unless you break the rules)."
Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock
Charming 2-story dog-friendly farmhouse with game room, firepit, deck, grill
9.6 out of 10, Exceptional, 4 reviews
"This house was the perfect getaway for our family. We had a great stay- house is beautiful and well stocked with everything you need to have a great time."
Charming 2-story dog-friendly farmhouse with game room, firepit, deck, grill
THE GRAPE ESCAPE - Wine Trail & Lake View Cabin - Pet Friendly! 4 Season Rental
9.8 out of 10, Exceptional, 36 reviews
"Great location, host was very communicative and assisting, view is amazing! My boyfriend and I stayed with our two doggies!!"
THE GRAPE ESCAPE - Wine Trail & Lake View Cabin - Pet Friendly! 4 Season Rental
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
8.6 out of 10, Excellent, 168 reviews
"I ended up reserving this property kind of last minute after a previous cabin I was interested in fell through (It was another cabin listed in Naples and the owner ended up being EXTREMELY unstable! I HIGHLY recommend that if you were looking at that other cabin to go with this one instead. You will be much safer! There is something seriously wrong with the other guy!). As soon as I pulled up I knew I had made the correct choice. Great scenery, great interior. A ton of games to play. And that...
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
10.0 out of 10, Exceptional, 225 reviews
"I don’t know where to start, truly one of the very best we’ve ever stayed, and completely relaxed. The cabin was immaculate!! We enjoyed staying in for a couple days and went out to the wineries, shopped, and ate on Saturday . The book in the cabin was so helpful and full of information that made it so easy to navigate the towns and lakes around. Thank you again for such a lovely and welcoming place. We will definitely be back, your hard work and beautiful story about your sister shows through...
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
10.0 out of 10, Exceptional, 107 reviews
"We had a great time at this property. Less than 10 minutes to Watkins Glen and the Gorge Trail. Multiple wineries with 10 minutes. Also a bunch of markers markets and local farm stores within 20 minutes. We really enjoyed exploring the area and then winding down on the back porch at night after a day out. Would recommend this location to anyone looking to explore the Watkins Glen or Seneca Lake Wine Trail."
Wine Trail Dreams - 2 BR Cottage - Perfect location on the Seneca Wine Trail!
Secluded & Clean Yurt, nestled in woods and gardens
10.0 out of 10, Exceptional, 115 reviews
"Everything was as promised"
The price is ¥27,139
per night
Jul 3 - Jul 4
Secluded & Clean Yurt, nestled in woods and gardens
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 types of properties in Penn Yan you may be interested in

Microtel by Wyndham Penn Yan Finger Lakes Region
3.0 star property
8.8 out of 10, Excellent, 1,000 reviews
"Cleaning was not good, bath has yellow mildew, and hair in sink."
The price is ¥16,962
per night
Jul 1 - Jul 2
Microtel by Wyndham Penn Yan Finger Lakes Region
Best Western Plus Vineyard Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, 1,001 reviews
"Nice rooms, friendly helpful staff."
The price is ¥23,098
per night
Jul 8 - Jul 9
Best Western Plus Vineyard Inn & Suites
Hampton Inn Penn Yan
2.5 star property
9.4 out of 10, Exceptional, 838 reviews
"This scenic property sits on the edge of beautiful Lake Keuka. The manicured grounds are meticulously maintained providing a gorgeous space for sitting on the patio, enjoying the fire pits or sipping wine as the sun sets. The outstanding staff is most friendly and welcoming, the breakfast is excellent, this is the perfect spot for a fingerlakes getaway."
The price is ¥22,661
per night
Jul 1 - Jul 2
Hampton Inn 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.

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Frequently asked questions

Are there vacation rentals in Penn Yan?

Yes, we have vacation rentals close to the most popular sights in Penn Yan, or you can select a 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 vacation home rentals that Penn Yan has to offer?

Cozy Bungalow right on the Lake wine and brewery trail.: This highly rated vacation home rental in Penn Yan is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. You and your friends and family can relax into your vacation with amenities like a garden. Other favorite homes for rent in Penn Yan are Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK and The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK.

How many vacation rentals are there in Penn Yan?

With 145 Expedia vacation rentals, you're sure 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 vacation rental in Penn Yan like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Penn Yan. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for small groups.

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