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Penn Yan Holiday Rentals

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Holiday Rentals in Penn Yan

Cozy new England style cottage Right on Wine and Beer Trail
Terrace/patio

Cozy new England style cottage Right on Wine and Beer Trail

9.8 out of 10, Exceptional, (249)
" Our original plan was to stay for just one night, but as soon as we arrived at the house, we knew we had to extend our stay. It’s impossible to spend just one night at such a beautifully designed and well-maintained lake house! Our host was incredibly supportive, answered all our questions, and did their best to enhance our experience. We will definitely return to this wonderful place in the future!"
Cozy new England style cottage Right on Wine and Beer Trail
Pine Grove Cabin
Exterior detail

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
Pool

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
Exterior

The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK

9.8 out of 10, Exceptional, (37)
"Beautifully decorated farm house with hot tub was the perfect place to relax after visiting the area state parks. We highly recommend this home. Thanks for an enjoyable stay!!"
The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK
Cozy Bungalow right on the Lake wine and brewery trail.
Sun-loungers

Cozy Bungalow right on the Lake wine and brewery trail.

9.6 out of 10, Exceptional, (23)
"We loved this property and will be back again! So close to everything!"
The price is NZ$452
includes taxes & fees
23 Nov - 24 Nov
Cozy Bungalow right on the Lake wine and brewery trail.
Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake
Terrace/patio

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

9.8 out of 10, Exceptional, (63)
"It is a great location rain or shine. The central living room is undersold online as we have had groups as big as 7 indoors all day due to rain without being on top of each other. Everything you need for your stay is there, and if it isn't Mary is able to help. Really a great little spot to relax and enjoy yourself. "
Cozy, rustic cabin with beautiful views, privacy, and 1 mile from Keuka Lake
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
Miscellaneous

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

9.6 out of 10, Exceptional, (194)
"We had lovely week at this cute little house. It had everything we needed. The kitchen was well equipped with everything to create a nice meal. The hottub was welcomimg after a long day of hiking. The location was in close proximity to the wineries and trails. "
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
Rustic Ridge Log Cabin
Exterior

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 NZ$230
includes taxes & fees
26 Nov - 27 Nov
Rustic Ridge Log Cabin
Charming 2-story dog-friendly farmhouse with game room, firepit, deck, grill
Fridge, microwave, oven, stovetop

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
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, (130)
"Mary was such a wonderful host. The cottage was very clean. It was very relaxing and we enjoyed sitting around the fire pit."
The price is NZ$352
includes taxes & fees
27 Nov - 28 Nov
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
Amazing Mills in the heart of the Finger Lakes
Pool

Amazing Mills in the heart of the Finger Lakes

9.4 out of 10, Exceptional, (15)
"We picked this place as it had 2 rooms with king beds, for our 2 couples plus it was dog friendly. The owners left a dog bed for our pup to sleep in. The house is beautifully renovated. We did struggle with a lady bug problem in the family room but I think it was due to the temps and being an old house. The location is perfect along the Keuka outlet trail. We arrived at night and I wish the house was a little better lit as the property is fairly remote"
Amazing Mills in the heart of the Finger Lakes
Lakefront gem with game room and dock - the house that almost floated away
Property grounds

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

9.4 out of 10, Exceptional, (52)
"Very nice, clean, the finished basement is awesome! Close to wineries and Penn Yan. I highly recommend the property."
Lakefront gem with game room and dock - the house that almost floated away
Gorgeous Farmhouse with lake view
Property grounds

Gorgeous Farmhouse with lake view

9.6 out of 10, Exceptional, (21)
"We stayed here for a birthday wine tour. Host was very responsive in preparing for our stay. The location and property of the home are fantastic, located in a very private lot with nature all around. We did encounter a bat in the house the first night, but had no more trouble after escorting it out. The house itself is very nice, kitchen is well equipped and comfortable. The home did feel more suited to our group size (8) vs 10-12, seating in the kitchen and living room may get a bit cramped...
The price is NZ$789
includes taxes & fees
24 Nov - 25 Nov
Gorgeous Farmhouse with lake view
Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock
Marina

Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock

8.6 out of 10, Excellent, (38)
"The property has so many health and safety problems that it should not be rented to anyone else. The MOLD and MOUSE DROPPINGS throughout the home were indications of a lack of careful cleaning and was unsafe. Overall, the home was dirty, outdated, worn out and needed so many items fixed. This property will need the owners to seriously spend money to get it right. Do not be fooled by the online photos... sure, the location and view are great, but the home has so many issues that I do not ever...
Stunning, Fully-Loaded Home with Private Hot Tub, Pool Table, and Dock
Retreat of falling waters
Exterior

Retreat of falling waters

9.0 out of 10, Wonderful, (195)
"Cute cottage brought me back to my childhood cottage on the lake, but instead this was tucked away in the woods. The road is close, but you cannot see it or hear it as the house is set back. It served our needs & close to area's we wanted to visit. There was a note saying enjoy our complimentary bottle of wine which we could not find, but This was ok because we had plenty. The house is set on a small hill with a rail on the right side & shale rock path which was a little slippery when it...
Retreat of falling waters
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Exterior

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

8.6 out of 10, Excellent, (189)
"We stayed here right after our wedding for a mini honeymoon. The location is private and quiet and just a very short drive to downtown Naples. The host were absolutely fabulous and wonderful with communication. We highly recommend! "
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
Property grounds

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

9.8 out of 10, Exceptional, (45)
"Beautiful view. Hard to overstate how gorgeous it is. Host provides a lot of helpful mod-cons that we didn't expect. Only major issue is ticks! If you bring a pet, do not let it stray from stone driveways and make sure it's up to date on preventive meds. Our (always leashed) dog must have brushed some high grass on walking trails on property and had more ticks on her than I have ever seen at once. "
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
Naples Valley Getaway! Private home with hot tub.
Outdoor dining

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.
creek's edge
Interior

creek's edge

9.8 out of 10, Exceptional, (17)
"Stayed for the night after going to a concert, amazing place felt very safe there and had no concerns!"
creek's edge
STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons
Property grounds

STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

10.0 out of 10, Exceptional, (22)
"Thank you Dave and JoAnne for sharing beautiful property with us! It was peaceful, beautiful view, the cabin was clean and cozy, and so many little details and thought you put into things did not go unnoticed! You were responsive when we needed you, and so very friendly! Thank you again for a much needed getaway for my husband, our pup, and me ☺️"
STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons
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 types of properties in Penn Yan you may be interested in

Hampton Inn Penn Yan
Sports facility

Hampton Inn Penn Yan

2.5 star property
9.4 out of 10, Exceptional, (938)
"Nice new condition. "
The price is NZ$141
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn Penn Yan
Microtel by Wyndham Penn Yan Finger Lakes Region
Property entrance

Microtel by Wyndham Penn Yan Finger Lakes Region

3.0 star property
8.8 out of 10, Excellent, (1000)
"Staff couldn’t make any local recommendations but room was decent. "
The price is NZ$166
includes taxes & fees
1 Dec - 2 Dec
Microtel by Wyndham Penn Yan Finger Lakes Region
Best Western Plus Vineyard Inn & Suites
Deluxe Suite, 1 King Bed with Sofa bed, Non Smoking (with Sofabed)

Best Western Plus Vineyard Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1006)
"Very clean, spacious room"
The price is NZ$172
includes taxes & fees
8 Dec - 9 Dec
Best Western Plus Vineyard Inn & Suites
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.
Beautiful view of the beach with palm trees

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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?

The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK: This highly rated holiday home rental in Penn Yan is located in a rural location, and has a fireplace, a private balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a terrace, a garden and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Penn Yan are Cozy Bungalow right on the Lake wine and brewery trail. and Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK.

How many holiday rentals are there in Penn Yan?

With 143 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.