Vacation rentals in Penn Yan, NY

50 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Penn Yan, NY vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Penn Yan, NY

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.

Cozy Tiny Home With Sunrise Views In The Heart Of Finger Lakes - Penn Yan, NY
Penn Yan, NY
08/17 – 08/21
$342/nighttotal: $1368 (4 )

Cozy Tiny Home With Sunrise Views In The Heart Of Finger Lakes

3 2
apartment , Penn Yan
This brand new double lofted tiny home is located on a private country hillside just a half mile from the Village of Penn Yan, offering scenic views of Keuka Lake and proximity to the wine trail, breweries, and apple/grape picking locations.
This family-friendly 790 square foot dwelling accommodates up to 6 guests with 3 bedrooms, 1 bathroom, a full kitchen, air conditioning, and a terrace, providing a quiet and connected experience with wifi and nearby access to Keuka Lake and Seneca Lake.
Written In The Stars - Penn Yan, NY
9.2 20 reviews
Penn Yan, NY
06/21 – 06/25
$289/nighttotal: $1156 (4 )

Written In The Stars

3 2
house , Penn Yan
This vacation home is located in Penn Yan, just a short drive from popular attractions like the Glenn H. Curtiss Museum, Sonnenberg Gardens Mansion State Historic Park, and the Finger Lakes Boating Museum. Guests consistently rate the house excellent for its location, cleanliness, and overall experience.
The 2,350 square foot house has 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 8 guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, and a playground for children.
Walkable To Main Street, W/ Level2 Ev Charger - Penn Yan, NY
9.3 53 reviews
Penn Yan, NY
06/21 – 06/25
$298/nighttotal: $1192 (4 )

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.
Luxe Waterfront Bungalow On Keuka - Penn Yan, NY
10 42 reviews
Penn Yan, NY
06/21 – 06/25
$742/nighttotal: $2968 (4 )

Luxe Waterfront Bungalow On Keuka

1 2
bungalow , Penn Yan
This charming bungalow is located in Penn Yan, just a short walk from the village center, offering easy access to shops, restaurants, and attractions. It has earned excellent ratings for cleanliness, location, and user experience.
This lakefront home has three bedrooms and one bathroom, accommodating up to eight guests. It features a fully equipped kitchen, a cozy living room, a dining room, and a private dock with a fire pit, kayaks, and a paddleboard.

Best Penn Yan, NY vacation rentals with parking

New 2024 Firefly Cottage In The Heart Of The Fingerlakes. Amazing Vineyard Views - Penn Yan, NY
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.
High-end Finger Lakes Escape - Expansive Game Room, Cozy Firepit, & Scenic Views - Penn Yan, NY
9.9 13 reviews
Penn Yan, NY
08/17 – 08/21
$473/nighttotal: $1892 (4 )

High-end Finger Lakes Escape - Expansive Game Room, Cozy Firepit, & Scenic Views

1 2
house , Penn Yan
This Penn Yan vacation home is located near the Finger Lakes, about 25 miles from Sonnenberg Gardens and 27 miles from the Women's Rights National Historical Park.
This 2,620-square-foot house features four bedrooms, two bathrooms, and can comfortably accommodate up to 16 guests, boasting amenities such as a game room, fire pit, patio with mountain views, fully equipped kitchen, on-site bar, and an indoor play area.
Keuka Park Charmer - Walk To The Lake! - Penn Yan, NY
10 33 reviews
Penn Yan, NY
06/21 – 06/25
$254/nighttotal: $1016 (4 )

Keuka Park Charmer - Walk To The Lake!

2 2
apartment , Keuka Park
This Keuka Park lakefront home offers direct access to Keuka Lake, a 10-minute walk from Keuka College, and is 2.9 miles from Keuka Lake State Park.
The two-bedroom, one-bathroom vacation rental sleeps four, features a fully equipped kitchen with a refrigerator, microwave, and dishwasher, plus a patio, garden, free Wi-Fi, and parking.
Steps To Downtown Penn Yan, Pet & Family Friendly 2br! Board Games Galore! - Penn Yan, NY
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

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.

It's A Wonderful Life - Main St Penn Yan - Walk To Shops & Dining - Hot Tub - Pets Ok - Seneca & Keuka Lake - Penn Yan, NY
Penn Yan, NY
08/17 – 08/21
$507/nighttotal: $2028 (4 )

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.
Walk To Graduation  Skip The Traffic - Penn Yan, NY
10 15 reviews
Penn Yan, NY
06/21 – 06/25
$376/nighttotal: $1504 (4 )

Walk To Graduation Skip The Traffic

4 2
apartment , Keuka Park
This Keuka Park vacation home is located steps from Keuka Lake and Keuka College, and within six miles of Keuka Lake State Park and the Yates County Arts Center.
This 1500-square-foot house features four bedrooms, two bathrooms, sleeps seven, and includes a fully equipped kitchen, Wi-Fi, a jacuzzi, and a private yard with BBQ grills.
Spacious Keuka Lake Gem, Bbq, Firepit, Gameroom - Penn Yan, NY
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.
Wine Trail | Game Room | Fire Pit | Sauna/hot Tub - Penn Yan, NY
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.

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.

The French House On Main Street - Penn Yan, NY
9.8 22 reviews
Penn Yan, NY
06/21 – 06/25
$663/nighttotal: $2652 (4 )

The French House On Main Street

1 2
apartment , Penn Yan
This historic French house, located on Main Street in Penn Yan, New York, offers easy access to the Finger Lakes region's wineries and antique shops.
This 4,900-square-foot, two-story home sleeps 12 guests in six bedrooms and two bathrooms, boasting modern amenities including air conditioning, internet, parking, and a fully stocked kitchen.
Private Flx Retreat | Hot Tub | Pet Friendly - Penn Yan, NY
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.
Meadow’s Edge - Penn Yan, NY
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.
Pet Friendly 4-bedroom Cottage In Fabulous Penn Yan With Wifi, Ac And More - Penn Yan, NY
10 6 reviews
Penn Yan, NY
08/17 – 08/21
$445/nighttotal: $1780 (4 )

Pet Friendly 4-bedroom Cottage In Fabulous Penn Yan With Wifi, Ac And More

4 2
cottage , Keuka Park
This Penn Yan cottage rental is conveniently located near Hunt Country Vineyards and Fox Run Vineyards, offering easy access to Keuka Lake and Keuka Lake State Park.
The four-bedroom, two-bathroom house sleeps eight guests and includes amenities such as air conditioning, Wi-Fi, a washer, and pet-friendly accommodations.
©2026 cozycozy.com