Best Vacation rentals and Airbnb offers in Penn Yan, NY
9.9 127 reviews
Penn Yan, NY
08/17 – 08/21
$255/nightTotal: $1020 (4 )
Bluff Point Of View Chalet Rentals, Wines & Vines
1 2
cabin , Keuka Park
This charming cabin is located in the heart of the Finger Lakes Wine Country, just a short drive from the village of Keuka Park and the stunning shores of Keuka Lake. With excellent user, location, and cleanliness ratings, this cabin offers a peaceful escape in a picturesque setting. This cozy chalet features one bedroom and one bathroom, comfortably accommodating up to two guests. Enjoy a fully equipped kitchen, air conditioning, a private Jacuzzi, and breathtaking lake views from your private patio.
9.0 9 reviews
Penn Yan, NY
07/27 – 07/29
$846/nightTotal: $1692 (2 )
House Of Vines: Walkable Penn Yan Retreat. Kayaks And Indoor Pool Access
4 2
apartment , Penn Yan
This Penn Yan house rental is located directly across from the Keuka Outlet Trail and Walkerbilt Park, offering immediate access to scenic walks and recreational areas, with Main Street shops and dining within easy walking distance. This spacious 2000 sq ft rental accommodates up to 10 guests with 4 bedrooms and 2 bathrooms, featuring a full kitchen, air conditioning, a garden, parking, and includes access to Best Western hotel amenities like a heated indoor pool and hot tub, plus two kayaks for exploring the canal.
9.9 21 reviews
Penn Yan, NY
08/17 – 08/21
$327/nightTotal: $1308 (4 )
Modern Studio - Main St Penn Yan
1 2
apartment , Penn Yan
This Main Street studio apartment in downtown Penn Yan offers easy walking access to shops, restaurants, bars, kayak rentals, and a cafe. The newly renovated unit, sleeping two, features a full kitchen with fridge, freezer, and microwave, plus WiFi, a washer/dryer, and a smart TV; guests can also enjoy numerous books and board games.
Penn Yan, NY
07/27 – 07/29
$471/nightTotal: $942 (2 )
It's A Wonderful Life - Main St Penn Yan - Walk To Shops & Dining - Hot Tub - Pets Ok - Seneca & Keuka Lake
5 2
house , Penn Yan
This 3000 sq ft, 5-bedroom vacation home in Penn Yan is situated between Seneca and Keuka Lakes, offering convenient walking access to local shops and dining. This family-friendly rental accommodates up to 19 guests and features a kitchen with a fridge, microwave, and dishwasher, along with a hot tub, garden, terrace, and balcony perfect for enjoying outdoor activities like hiking and fishing.
9.9 152 reviews
Penn Yan, NY
07/27 – 07/29
$351/nightTotal: $702 (2 )
Carriage House Loft At The Laurentide Inn Above Laurentide Beer Company
1 2
apartment , Penn Yan
The Carriage House Loft is located in Penn Yan's historic district, above the Laurentide Beer Company and within walking distance of the town's attractions. This apartment has received excellent ratings for user experience, location, and cleanliness. The loft offers a spacious open floor plan, comfortably accommodating four guests. It features a jacuzzi tub, two queen beds, and modern amenities like two HD televisions with cable and Chromecast.
9.9 99 reviews
Penn Yan, NY
07/27 – 07/29
$315/nightTotal: $630 (2 )
Sheridan House-studio:upscale Apartment On Main St
2 2
apartment , Penn Yan
This Penn Yan studio apartment, located in the 19th-century commercial district on Main Street, is steps from Amity Coffee Co. and the Burnt Rose wine bar. The renovated unit features a king-size bed, full kitchen with dishwasher, in-unit washer/dryer, a bathroom with tub/shower, and accommodates two guests; EV charging is available at the nearby Penn Yan Public Library.
10 5 reviews
Penn Yan, NY
08/17 – 08/21
$240/nightTotal: $960 (4 )
Keuka Bunkport East
1 2
cabin , Penn Yan
This Keuka Lake cabin rental, located in Penn Yan's Keuka Bunkport East, is steps from Keuka Lake and a short walk from Red Jacket Park. The one-bedroom, two-bathroom cottage sleeps two guests and features a covered porch with harbor views, a mini-fridge, coffee maker, air conditioning, cable TV, Wi-Fi, and access to a shared gas grill and picnic table; Morgan Marine is also conveniently nearby.
9.9 104 reviews
Penn Yan, NY
07/27 – 07/29
$456/nightTotal: $912 (2 )
Sheridan House-the Suite-gorgeous Downtown Apt
2 2
apartment , Penn Yan
This apartment is located in Penn Yan, just a short walk from the Arts Center of Yates County and the shores of Keuka Lake. It has received excellent ratings for location, cleanliness, and overall user experience. This 2-bedroom, 2-bathroom rental has 850 square feet of space and comfortably accommodates up to 4 guests. The apartment includes a fully equipped kitchen, washer and dryer, air conditioning, parking, and free Wi-Fi, making it a great choice for a relaxing and convenient stay in Penn Yan.
Penn Yan, NY
07/27 – 07/29
$243/nightTotal: $486 (2 )
Strong Apartments #14
1 2
apartment , Keuka Park
This fully furnished 2-bedroom, 1-bathroom apartment is situated on the Keuka College campus in Keuka Park, offering immediate proximity to Keuka Lake and a short drive to Finger Lakes wineries and hiking trails. This residence accommodates up to 4 guests and features air conditioning, a full kitchen with a fridge, freezer, microwave, and dishwasher, plus on-site parking and a garden.
9.4 215 reviews
Penn Yan, NY
08/17 – 08/21
$167/nightTotal: $668 (4 )
Budget Petfriendly 2nd Fl Studio In Py Walkable
1 2
apartment , Penn Yan
This charming studio apartment is located in a quiet residential neighborhood, just a short walk from downtown Penn Yan and its shops, restaurants, and attractions. The studio has received excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travelers. The studio is a comfortable space with one bedroom and one bathroom, perfect for up to four guests. It offers modern amenities like free Wi-Fi, a Roku TV, and a fully equipped kitchen, as well as outdoor space with a private deck and propane grill. Guests can also enjoy easy access to Keuka Lake and its surrounding parks and trails.
9.8 252 reviews
Penn Yan, NY
07/02 – 07/03
$331/nightfor 1 night
Charming Keuka Lake Home Away From Home
1 5
apartment , Keuka Park
This Cape Cod-style home is located in Keuka Park, just steps from Keuka Lake and a short distance from the Seneca Lake Wine & Beer trails and the State Park with beach access. This rental has excellent user, location, and cleanliness ratings. The apartment has three bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy the fully equipped kitchen, outdoor patio, gas grill, and on-site laundry facilities for a comfortable and convenient stay.
9.7 53 reviews
Penn Yan, NY
07/27 – 07/29
$288/nightTotal: $576 (2 )
Cozy Private Loft • Walkable Downtown Location
2 2
apartment , Penn Yan
This Penn Yan apartment is conveniently located on Main Street, within walking distance of downtown shops and restaurants, and a short drive from Keuka Lake and the Keuka Lake Outlet Trail. The two-bedroom unit, sleeping five, features a fully equipped kitchen, in-unit laundry, and a spacious living room with a dedicated workspace; enjoy easy access to local attractions.
Top Vacation Rentals for Families in Penn Yan, NY
These kid-friendly vacation rentals in Penn Yan, NY keep you close to top city attractions for a stress-free family vacation.
10 1 review
Penn Yan, NY
08/17 – 08/21
$256/nightTotal: $1024 (4 )
Meadow’s Edge
2 2
apartment , Keuka Park
This pet-friendly cottage in Keuka Park is situated on 7 quiet acres, offering privacy and seclusion just 3.5 to 4 miles from village amenities and Keuka Lake activities. This 2-bedroom, 1-bathroom rental accommodates up to 3 guests with a fully equipped kitchen, two Roku TVs, air conditioning, and outdoor amenities including a fire pit and gas grill, perfect for a romantic getaway or family-friendly vacation.
9.3 53 reviews
Penn Yan, NY
07/27 – 07/29
$307/nightTotal: $614 (2 )
Walkable To Main Street, W/ Level2 Ev Charger
1 2
apartment , Penn Yan
This 3-bedroom apartment in Penn Yan is located just one block from the main street, making it easy to explore the town's restaurants, shops, and attractions. The apartment has received excellent ratings for its location, cleanliness, and overall experience. This comfortable rental sleeps up to 6 guests and includes a fully equipped kitchen, a garden, and parking. You'll also find modern amenities like smart lighting, Level 2 EV charging, and a well-stocked pantry, ensuring a convenient and enjoyable stay.
10 266 reviews
Penn Yan, NY
07/27 – 07/29
$336/nightTotal: $672 (2 )
The Ideal Vacation Location In The Heart Of Wine Country
3 2
apartment , Penn Yan
This family-friendly vacation home is located in Penn Yan, within a mile of Keuka Lake, the Arts Center of Yates County, and the Oliver House Museum, making it a great base for exploring the area. It has received excellent ratings for location, cleanliness, and user experience. The house offers 1400 square feet of space for up to 6 guests. It includes a fully equipped kitchen, a washing machine, two bathrooms, a dining area, a TV, a garden, and a barbecue grill, allowing you to enjoy both indoor and outdoor activities.
9.0 9 reviews
Penn Yan, NY
07/02 – 07/03
$652/nightfor 1 night
Fully Furnished Yr Round Home Near Seneca Lake, On Wine Trail, Family Friendly
4 5
apartment , Dresden
This Dresden apartment is conveniently located on the west side of Seneca Lake, within walking distance of the lake, a local bar/restaurant, and the Keuka Outlet hiking/biking trail. Guests have consistently rated this apartment as excellent, praising its comfortable accommodations and convenient location. This spacious home can comfortably accommodate up to 10 guests with its 4 bedrooms and 2 bathrooms. The apartment offers a range of amenities, including a fully equipped kitchen, a sun porch, a large backyard with a fire pit, and a tennis court, ensuring a comfortable and enjoyable stay.
Best Penn Yan, NY vacation rentals with parking
9.7 29 reviews
Penn Yan, NY
08/17 – 08/21
$348/nightTotal: $1392 (4 )
Sampson House: Historic Town Home, Close To Shops
3 2
apartment , Penn Yan
This Penn Yan vacation rental is conveniently located within a mile of the Oliver House Museum and Arts Center and just over two miles from Keuka Lake. The property has received excellent ratings for location, cleanliness, and overall user experience. This 3-bedroom house offers 1860 square feet of space and can comfortably accommodate up to 6 guests. The home features a fully equipped kitchen, a private fenced yard with a gas grill, a fireplace, and free Wi-Fi.
10 6 reviews
Penn Yan, NY
08/17 – 08/21
$1331/nightTotal: $5324 (4 )
Wine Trail | Game Room | Fire Pit | Sauna/hot Tub
5 2
apartment , Penn Yan
This six-bedroom, four-bathroom farmhouse rental near Penn Yan, New York, is located four miles from town, offering easy access to the Finger Lakes Wine Trail and various state parks. Sleeping up to sixteen guests, this spacious home features a fully equipped kitchen, game room with air hockey, ping pong, and a pool table, outdoor amenities including a fire pit, volleyball net, and barrel sauna, and allows up to two dogs for a $75 fee.
10 25 reviews
Penn Yan, NY
08/17 – 08/21
$556/nightTotal: $2224 (4 )
Hillside Haven
4 2
apartment , Penn Yan
This Penn Yan vacation rental offers stunning Keuka Lake views and is conveniently located near Keuka Lake State Park and the Arts Center of Yates County, providing easy access to local attractions. This four-bedroom, two-bathroom home sleeps 8-12 guests, features a fully stocked kitchen, a spacious deck, and includes amenities such as air conditioning, internet, and parking; enjoy the beautiful garden and pet-friendly environment.
10 2 reviews
Penn Yan, NY
08/17 – 08/21
$299/nightTotal: $1196 (4 )
Steps To Downtown Penn Yan, Pet & Family Friendly 2br! Board Games Galore!
2 2
apartment , Penn Yan
This 2-bedroom, 1-bathroom apartment is centrally located in downtown Penn Yan, offering direct walking access to local restaurants, shops, and the outlet trail, and is situated in a unique historical building that formerly served as the local jail. This pet-friendly vacation rental accommodates up to 6 guests with a pull-out couch, features a fully stocked kitchen, air conditioning, and internet, and provides outdoor relaxation on the patio, all within walking distance to Keuka Lake and Seneca Lake.
Frequently Asked Questions about vacation rentals in Penn Yan, NY
What are some interesting places to visit in or near Penn Yan, NY?
There's plenty to see in Penn Yan. You can visit the Keuka Lake State Park, the beautiful landmark on the shore of Keuka Lake, or check out the Penn Yan Historical Society Museum. If you're looking for something a little different, head to the nearby Watkins Glen State Park, known for its stunning gorges and waterfalls.
What are the best Airbnb and vacation rentals in Penn Yan, NY?
Which walking or cycling routes are the best in Penn Yan, NY?
The Keuka Lake Outlet Trail is a great option for a leisurely walk or bike ride. It's a paved trail that follows the Keuka Lake Outlet, offering beautiful views of the lake and the surrounding countryside. The trail is about 5 miles long and is perfect for all fitness levels.
What are the most popular Airbnbs in Penn Yan, NY?
What sports or outdoor activites can visitors enjoy in and around Penn Yan, NY?
Keuka Lake is a great place for swimming, boating, fishing, and kayaking. You can also hike in the nearby state parks, or play golf at one of the local courses. In the winter, there are opportunities for cross-country skiing and snowshoeing.
What are the best vacation rentals with a pool in Penn Yan, NY?
What other towns or cities can be easily accessed from Penn Yan, NY?
Penn Yan is conveniently located near several other towns and cities. You can easily drive to Watkins Glen, Seneca Lake, and Ithaca, all within a short drive. You can also take a scenic drive along the Finger Lakes Wine Trail, stopping at various wineries along the way.
What are the best rentals for families and kids in Penn Yan, NY?
What amenities are commonly available in vacation rentals in Penn Yan, NY?
Vacation rentals in Penn Yan typically offer amenities like Wi-Fi, air conditioning, and laundry facilities. Many rentals also have kitchens, allowing you to cook your own meals. Some rentals may even have private decks or patios, offering beautiful views of the lake.
What are the best rentals or Airbnbs with a jacuzzi in Penn Yan, NY?
What time of year is best to rent a vacation rental Penn Yan, NY?
The best time to visit Penn Yan is during the summer months, from June to August, when the weather is warm and sunny. The lake is perfect for swimming and boating, and the surrounding countryside is lush and green. Fall is also a beautiful time to visit, with the leaves changing color.
Destinations nearby
Best Vacation Rentals with Balconies in Penn Yan, NY
Enjoy a Penn Yan, NY vacation rental with a balcony and stunning city skyline views for a truly memorable stay.
10 6 reviews
Penn Yan, NY
08/17 – 08/21
$528/nightTotal: $2112 (4 )
Spacious Keuka Lake Gem, Bbq, Firepit, Gameroom
4 2
apartment , Penn Yan
This four-bedroom, two-bathroom Penn Yan apartment rental is minutes from Keuka Lake and the Oliver House Museum, offering easy access to Penn Yan's village center and local wineries like Fox Run Vineyards. The spacious, open-concept unit sleeps ten guests and boasts a game room with foosball and ping pong, a fire pit, a terrace, and on-site EV charging.
10 26 reviews
Penn Yan, NY
08/17 – 08/21
$652/nightTotal: $2608 (4 )
Fall Brook: 3 Bedroom Cabin By Waterfalls And Hiking Trail
3 2
cabin , Penn Yan
This Penn Yan vacation rental, located near Keuka Lake wineries and the Seneca Lake Wine Trail, offers a secluded setting on the Keuka Outlet Trail with waterfall views, minutes from Penn Yan's amenities. This 2,240-square-foot home features three bedrooms, two bathrooms, a game room, and amenities including bikes, a gas grill, and fire pit, comfortably accommodating up to six guests.
10 16 reviews
Penn Yan, NY
08/17 – 08/21
$365/nightTotal: $1460 (4 )
New 2024 Firefly Cottage In The Heart Of The Fingerlakes. Amazing Vineyard Views
2 2
cottage , Keuka Park
This charming cottage is located in Penn Yan, just a short drive from the beautiful Keuka Lake and the vineyards of the Finger Lakes region. It has received excellent user ratings and is a popular choice for travelers seeking a relaxing getaway. The cottage has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It features a fully equipped kitchen with a refrigerator and microwave, air conditioning, and a pet-friendly environment. Enjoy breathtaking views of the vineyards and the surrounding hills, especially during the fall season when the foliage is at its peak.
10 133 reviews
Penn Yan, NY
08/17 – 08/21
$365/nightTotal: $1460 (4 )
Grey Goose Cottage In The Heart Of The Fingerlakes
2 2
cottage , Keuka Park
This charming cottage sits in the heart of the Finger Lakes wine country, just a short drive from Keuka Lake and the charming town of Hammondsport. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The chalet offers 900 square feet of living space, comfortably accommodating up to 4 guests in its 2 bedrooms and 1 bathroom. Enjoy a fully equipped kitchen, air conditioning, a private terrace and garden, and convenient parking, all within a peaceful setting surrounded by vineyards.
Our Favorite Pet-Friendly Vacation Rentals in Penn Yan, NY
Experience a pet-friendly stay in Penn Yan, NY with vacation rentals located steps away from city dog parks and walking trails.
Penn Yan, NY
07/27 – 07/29
$906/nightTotal: $1812 (2 )
Secluded Wine Retreat | Game Room | Sauna/firepit
4 2
apartment , Penn Yan
This two-story farmhouse rental offers a secluded countryside setting four miles from Penn Yan, placing you in the Finger Lakes region with close proximity to Keuka Lake and Keuka Lake State Park. This pet-friendly accommodation features four bedrooms, two bathrooms, and accommodates up to 12 guests with a spacious game room, private outdoor oasis including a barrel sauna and fire pits, and an open-concept kitchen perfect for group gatherings.
8.0 1 review
Penn Yan, NY
08/17 – 08/21
$606/nightTotal: $2424 (4 )
Private Flx Retreat | Hot Tub | Pet Friendly
4 2
apartment , Dresden
This apartment is located in Dresden, 7 miles from the town center and offers a secluded countryside escape with convenient access to local attractions. This rental features 4 bedrooms, 1 bathroom, and can accommodate up to 12 guests with amenities including a fridge, microwave, dishwasher, air conditioning, jacuzzi, terrace/balcony, garden, and parking.
10 1 review
Penn Yan, NY
08/17 – 08/21
$1511/nightTotal: $6044 (4 )
The Keuka Cove House - Lakefront + Private Dock - Sleeps 16
8 2
apartment , Keuka Park
This 1894 lakefront colonial in Penn Yan offers direct access to 20 feet of private Keuka Lake shoreline and is situated near Hunt Country Vineyards, Fox Run Vineyards, and Keuka Lake State Park. This historic estate accommodates up to 16 guests across three units and features a chef's kitchen, multiple fire pits, a boathouse, and smart lock entry for a comfortable group getaway.
9.7 206 reviews
Penn Yan, NY
07/27 – 07/29
$204/nightTotal: $408 (2 )
Hollow Hills Tiny Home
1 2
cabin , Penn Yan
This charming tiny home sits on a private hillside overlooking Keuka Lake, just a half mile from the Village of Penn Yan. It has excellent user, location, and cleanliness ratings, making it a popular choice for travelers. The double-lofted home sleeps up to four guests and includes a kitchen with a fridge and freezer, air conditioning, a fireplace, a garden, and WiFi. Enjoy a peaceful escape with easy access to the Keuka Lake Wine Trail, breweries, and local farms.