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Penn Yan Holiday Rentals

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Check prices for these dates

Tonight
28 Jul - 29 Jul
Tomorrow
29 Jul - 30 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Holiday Rentals in Penn Yan

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
Relax on the deck with a meal or enjoy the view from the seating area.

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

10.0 out of 10, Exceptional, (236)
"Lovely cabin with great views."
The price is HK$2,112
HK$3,711 total
includes taxes & fees
30 Jul - 31 Jul
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
Enjoy meals with family and friends in this cozy dining area, complete with a table for four and comfortable seating.

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

9.6 out of 10, Exceptional, (139)
"We stayed one night, & it met our needs for a place to sleepy& shower after a friends wine tasting. We hope to stay there again when in the area. Mary, & her family were friendly & helpful."
The price is HK$1,236
HK$1,587 total
includes taxes & fees
29 Jul - 30 Jul
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
Cozy All Season Bungalow right on the Lake wine and brewery trail.
Relax in Adirondack chairs overlooking the serene lake, with a dock extending into the water.

Cozy All Season Bungalow right on the Lake wine and brewery trail.

9.6 out of 10, Exceptional, (35)
"Wonderful gem right on the water. Close to great breweries! Very clean and private. Looking forward to booking again."
Cozy All Season Bungalow right on the Lake wine and brewery trail.
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Relax by the serene waterfront, where docked boats and comfortable seating areas invite you to unwind and enjoy the tranquil atmosphere.

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

3.0 star property
9.8 out of 10, Exceptional, (64)
"Great place overlooking the lake, we enjoyed sitting in the deck taking in the view."
The price is HK$1,727
HK$2,919 total
includes taxes & fees
27 Aug - 28 Aug
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Experience wine country magic with several wineries nearby and memorable tasting
Enjoy serene lakeside views from this peaceful outdoor space, perfect for dining or relaxation.

Experience wine country magic with several wineries nearby and memorable tasting

9.8 out of 10, Exceptional, (163)
"The location and overall property was great. The doggie door and fenced yard was perfect. Property was super clean and beds comfortable. Would recommend staying there."
Experience wine country magic with several wineries nearby and memorable tasting
Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails
Terrace/patio

Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

10.0 out of 10, Exceptional, (11)
The price is HK$2,104
HK$2,664 total
includes taxes & fees
6 Aug - 7 Aug
Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Experience the soothing sound of a natural waterfall cascading into a tranquil pool surrounded by lush greenery.

Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

9.8 out of 10, Exceptional, (136)
"Lots to do in the area and right on the property. The cabin is small, but very nice, well maintained and cleaned. I would definitely stay there again!"
The price is HK$954
HK$1,244 total
includes taxes & fees
31 Jul - 1 Aug
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Pine Grove Cabin
Stylish home with a simple design, featuring a wooden staircase and a small garden.

Pine Grove Cabin

9.0 out of 10, Wonderful, (2)
"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 HK$558
HK$1,240 total
includes taxes & fees
29 Jul - 30 Jul
Pine Grove Cabin
Keuka East: Spacious & Comfy
Overlooking a serene lake, this traditional house offers a peaceful retreat with a charming front porch and beautiful natural surroundings.

Keuka East: Spacious & Comfy

9.6 out of 10, Exceptional, (141)
"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
Charming Vintage Lakefront Cottage on Seneca Lake
Relax on the deck with a hanging chair and swing, surrounded by string lights and a serene view.

Charming Vintage Lakefront Cottage on Seneca Lake

10.0 out of 10, Exceptional, (1)
"Nice relaxing weekend. "
Charming Vintage Lakefront Cottage on Seneca Lake
Pet Friendly Log Cabin
Surrounded by a serene forest, this cabin features a cozy porch and a picnic table.

Pet Friendly Log Cabin

9.4 out of 10, Exceptional, (51)
"Very nice spot. Quiet, spacious surroundings. Very pet friendly."
The price is HK$618
HK$1,211 total
includes taxes & fees
29 Jul - 30 Jul
Pet Friendly Log Cabin
Lakefront gem with game room and dock - the house that almost floated away
Relax on the lakeside deck with a peaceful meal, surrounded by lush greenery and a tranquil dock.

Lakefront gem with game room and dock - the house that almost floated away

9.2 out of 10, Wonderful, (59)
"Our 2nd time here means we loved the place!…came a little to soon in the season cause the dock wasn’t in yet and weather just a little cool - hot tub wasn’t operational but the house itself was beautiful!"
Lakefront gem with game room and dock - the house that almost floated away
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
Relax in a serene outdoor setting with a hot tub surrounded by a fence and a nearby picnic table.

Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK

9.6 out of 10, Exceptional, (199)
"Beautiful location right on the water! Very relaxing getaway. Super close to wineries as well!"
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Enjoy a serene view from the large windows in this kitchen, featuring a spacious island with sink and ample counter space.

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

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay in the Space Station! Such a unique space that was perfect for our stop in the area. We loved all the windows and natural lighting! The host was very communicative and helpful when we reached out. We would for sure recommend the Space Station to anyone looking for a great stay!"
The price is HK$1,962
HK$3,016 total
includes taxes & fees
6 Aug - 7 Aug
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Cozy new England style cottage Right on Wine and Beer Trail
Situated near a body of water, this charming property offers scenic views and a cozy patio area with a table and chairs.

Cozy new England style cottage Right on Wine and Beer Trail

9.8 out of 10, Exceptional, (268)
"Quaint, quiet, cozy. Enjoyed our time. Liked the new covered deck. Beautiful sunrise plus a beautiful rainbow over the lake! Great location for west side winery visits."
Cozy new England style cottage Right on Wine and Beer Trail
The Flatts at North Shore
Relax and socialize in this shaded outdoor space with a comfortable bench and chair.

The Flatts at North Shore

3.5 star property
9.8 out of 10, Exceptional, (89)
"The property was in a great location and had everything we needed. The bedrooms and bathrooms are spacious and the owners were great ! "
The Flatts at North Shore
Cabin in the woods. Minutes to Watkins Glen State Park, Racetrack & Wine Trail!
Situated in a wooded area, this cabin features a simple, symmetrical design with a central door and a small window.

Cabin in the woods. Minutes to Watkins Glen State Park, Racetrack & Wine Trail!

9.6 out of 10, Exceptional, (60)
"Great property, responsive hosts. All around a fantastic experience. "
Cabin in the woods. Minutes to Watkins Glen State Park, Racetrack & Wine Trail!
True lakefront! 8/21-25 now available… C/Air, kayaks, fishing. Pontoon optional.
Relax in this spacious living area with a sofa, dining table, and TV, offering a view of the water from the adjacent outdoor space.

True lakefront! 8/21-25 now available… C/Air, kayaks, fishing. Pontoon optional.

9.6 out of 10, Exceptional, (208)
"We had a great time here. The property is a described with plenty of room and and a great location. Was nice there was 2 kayaks and a canoe to use "
True lakefront! 8/21-25 now available… C/Air, kayaks, fishing. Pontoon optional.
Fully Furnished Seneca Lake Lakefront Rental
Enjoy meals in this dining area with a table set for four, featuring a tablecloth and matching chairs.

Fully Furnished Seneca Lake Lakefront Rental

10.0 out of 10, Exceptional, (54)
"Great location, house is beautiful and we had plenty of room. There are 2 livings rooms- one is a little secluded so u didn’t wake anyone that wanted to sleep in. Love sitting on the couch and being able to see the water.I would recommend this house to anyone. Amanda was very responsive and very easy to connect with."
Fully Furnished Seneca Lake Lakefront Rental
Finger Lakes Chalets – Pool is Open! Up the hill from Canandaigua Lake!
Relax by the serene pool surrounded by lush greenery and a tranquil building.

Finger Lakes Chalets – Pool is Open! Up the hill from Canandaigua Lake!

10.0 out of 10, Exceptional, (9)
"Everything about our stay was amazing! We had a great time relaxing by the pool, and seeing what the lake had to offer. The house itself is perfect, and the manager of the home was very accommodating and fast to respond to questions. Will 100% be back!"
Finger Lakes Chalets – Pool is Open! Up the hill from Canandaigua 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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Top Penn Yan Hotel Reviews

Keuka East: Spacious & Comfy

Keuka East: Spacious & Comfy

10/10 Excellent
"The house was beautiful and in a great location! The view of the water was so relaxing and the deck was a perfect size. There was more than enough rooms and bathrooms for our family of 12. It's was walking distance to a taproom and a winery."
Alicia K. 3-night trip
Posted 13 hours ago
Keuka East: Spacious & Comfy

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?

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!: This highly rated holiday home rental in Penn Yan is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. Other favourite homes for rent in Penn Yan are Cozy All Season Bungalow right on the Lake wine and brewery trail. and Keuka East: Spacious & Comfy.

How many holiday rentals are there in Penn Yan?

With 151 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 Fox Run Vineyards.

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.