Photo by Matthew Jay

Search Vacation Homes in Penn Yan

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Vacation Homes in Penn Yan

Sub Level Effiency
1 bedroom, iron/ironing board, WiFi, bed sheets

Sub Level Effiency

$92 nightly
The price is $102
Aug 28 - Aug 29
Total includes taxes and fees
Sub Level Effiency
Birchwood Cottage, 200ft of Lake Beach-Fully flat lot -Private Driveway
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, oven, and sink with a farmhouse-style faucet.

Birchwood Cottage, 200ft of Lake Beach-Fully flat lot -Private Driveway

9.6 out of 10, Exceptional, (45)
"This property was perfect for our group of 8. We enjoyed having our coffee by the lake in the morning and there was plenty of space for us to prepare our meals. Would highly recommend this property!"
Birchwood Cottage, 200ft of Lake Beach-Fully flat lot -Private Driveway
405 S. Madison, Suite A
Enjoy cooking and dining in this well-lit kitchen with a range, oven, microwave, and coffee maker.

405 S. Madison, Suite A

9.2 out of 10, Wonderful, (28)
"The property is well kept and nicely decorated. The furniture and beds were very comfortable. I would definintely stay there again."
405 S. Madison, Suite A
Newly Constructed Luxury Home On 150' Natural Beach With Dock And Hot Tub!
Enjoy al fresco dining in a sheltered outdoor space with expansive views of the surrounding landscape and a comfortable seating arrangement.

Newly Constructed Luxury Home On 150' Natural Beach With Dock And Hot Tub!

10.0 out of 10, Exceptional, (58)
"We are enjoyed this place , it was better than we excepted Thanks for property owners"
Newly Constructed Luxury Home On 150' Natural Beach With Dock And Hot Tub!
Sail Away Vacation Rental - Walking To Watkins Glen Attractions
Stunning marina views surround this charming waterfront town, offering a tranquil atmosphere and scenic boat-lined harbor.

Sail Away Vacation Rental - Walking To Watkins Glen Attractions

10.0 out of 10, Exceptional, (180)
"Extremely clean and well stocked. Would definitely stay here again!"
Sail Away Vacation Rental - Walking To Watkins Glen Attractions
Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails
Terrace/patio

Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

10.0 out of 10, Exceptional, (12)
"Loved staying at this home. It was clean, simple and comfy. Adequately equipped with dishes, games, wine and local Finger Lakes Coffee. The views were nice, particularly the lake at night. Good food choices in nearby Penn Yan and convenient to many wineries on the trail. Great communication with the owner, Karl. I will definitely consider this property when making future trips to the Finger Lakes. Thank you!"
$285 nightly
The price is $319
Sep 8 - Sep 9
Total includes taxes and fees
Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails
New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!
Enjoy panoramic views of the surrounding landscape from the large windows in this room, which features a seating area, dining area, and stone fireplace.

New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!

2.0 star property
9.6 out of 10, Exceptional, (13)
"Had a great pre-Christmas celebration with our family. Place and views were absolutely amazing. Host even welcomed us with 2 of the biggest cinnamon rolls I’ve ever seen! Highly recommend this location. Thank you!"
New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!
Cozy Cabin tucked away in the hills with a pond, fire pit and large yard
Kitchen with central island, stainless steel refrigerator, and black dishwasher, plus a staircase and dining area.

Cozy Cabin tucked away in the hills with a pond, fire pit and large yard

8.2 out of 10, Very Good, (15)
"Great place for the price."
Cozy Cabin tucked away in the hills with a pond, fire pit and large yard
Queen With Twin Inn Room - NQTI
2 bedrooms, WiFi

Queen With Twin Inn Room - NQTI

6.0 out of 10, (2)
"Great"
$120 nightly
The price is $134
Aug 24 - Aug 25
Total includes taxes and fees
Queen With Twin Inn Room - NQTI
Seneca Breeze Vacation Rental - Walking to Watkins Glen Attractions
Modern kitchen with stainless steel appliances, white cabinetry, and a granite countertop.

Seneca Breeze Vacation Rental - Walking to Watkins Glen Attractions

10.0 out of 10, Exceptional, (160)
"Amazing walkable location to town and beautiful views of the lake!"
Seneca Breeze Vacation Rental - Walking to Watkins Glen Attractions
Roe Summer Cottage, Suite C
Enjoy cooking in this well-equipped kitchen with a range hood, stainless steel appliances, and a granite countertop.

Roe Summer Cottage, Suite C

9.8 out of 10, Exceptional, (17)
"Wonderful location near great restaurants and activities, for sure near wineries."
Roe Summer Cottage, Suite C
Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck
Standalone house with a gabled roof, situated in a residential area surrounded by mature trees.

Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck

9.0 out of 10, Wonderful, (217)
"Very quiet peaceful getaway right on Lake Seneca. The property was very comfortable, clean, and well-maintained, and the fire pit and hot tub overlooking the water were wonderful ways to relax after exploring Watkins Glen and the local wineries!"
Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck
Quaint, cozy Blackbird Cottage on Seneca Lake with private lakefront
Enjoy lakeside relaxation with benches and tables on the dock.

Quaint, cozy Blackbird Cottage on Seneca Lake with private lakefront

9.4 out of 10, Exceptional, (64)
"We loved this private cottage on the lake. Great amenities, comfortable beds, beautiful views. Perfect for a 2 or 3 night getaway. We definitely want to come back!"
Quaint, cozy Blackbird Cottage on Seneca Lake with private lakefront
"Escape to the Barn on 40 Acres with Private Pond - Your Rural Retreat Awaits!"
Relax by the fire pit surrounded by Adirondack chairs and a small table.

"Escape to the Barn on 40 Acres with Private Pond - Your Rural Retreat Awaits!"

2.0 star property
10.0 out of 10, Exceptional, (30)
"This place is Perfect!! Its like home away from home... and maybe even Better!! "
"Escape to the Barn on 40 Acres with Private Pond - Your Rural Retreat Awaits!"
Spacious Keuka Gem: BBQ, Firepit
Efficient kitchen with granite countertop, stainless steel appliances, and wooden cabinetry.

Spacious Keuka Gem: BBQ, Firepit

10.0 out of 10, Exceptional, (3)
"Great property. Close to everything the town has to offer. Plenty of room for a family "
$667 nightly
The price is $735
Sep 9 - Sep 10
Total includes taxes and fees
Spacious Keuka Gem: BBQ, Firepit
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, (36)
"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.
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, (202)
"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
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
Sea Glass Vacation Rental - Walking To Watkins Glen Attractions
Boats docked in a bustling marina surrounded by residential and commercial buildings, with rolling hills in the background.

Sea Glass Vacation Rental - Walking To Watkins Glen Attractions

10.0 out of 10, Exceptional, (242)
"Everything was outstanding "
Sea Glass Vacation Rental - Walking To Watkins Glen Attractions
3 Bdrm Home w Game Room. Just minutes from WGI & Wine Trail.
Enjoy cooking in this well-equipped kitchen with a stove, oven, and microwave, set against a beautiful window.

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

10.0 out of 10, Exceptional, (35)
"The property was very clean and spacious. It had all modern amenities and items needed for a comfortable stay. The children enjoyed the game room."
3 Bdrm Home w Game Room. Just minutes from WGI & Wine Trail.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Penn Yan Hotel Reviews

Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast

10/10 Excellent
"The cabins were quaint and peaceful. The fresh farm to table…made from scratch breakfast was superb! The homemade grape juice was made from their vineyard. They gave great recommendations on where to go and restaurants. A wonderful experience! "
Robin 1-night trip
Posted 2 days ago
Los Gatos Bed & Breakfast