Vacation rentals in Penn Yan, NY

50 available vacation rental offers

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Penn Yan, NY vacation rentals
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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.

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
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.
Fully Furnished Yr Round Home Near Seneca Lake, On Wine Trail, Family Friendly - Penn Yan, NY
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.
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.
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.

Best Penn Yan, NY vacation rentals with parking

Sheridan House-the Suite-gorgeous Downtown Apt - Penn Yan, NY
9.9 105 reviews
Penn Yan, NY
08/17 – 08/21
$411/nighttotal: $1644 (4 )

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.
Cozy Tiny Home With Sunrise Views In The Heart Of Finger Lakes - Penn Yan, NY
Penn Yan, NY
07/27 – 07/29
$266/nighttotal: $532 (2 )

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.
Hollow Hills Tiny Home - Penn Yan, NY
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.
Keuka Lake Retreat Steps From Marina! - Penn Yan, NY
Penn Yan, NY
08/17 – 08/21
$615/nighttotal: $2460 (4 )

Keuka Lake Retreat Steps From Marina!

1 2
cottage , Keuka Park
This cottage in Penn Yan offers direct Keuka Lake access, is located 3 miles from Keuka Lake State Park, and is close to Keuka College and Hunt Country Vineyards.
This accommodation features a full kitchen with an oven and microwave, air conditioning, and free WiFi in public areas, with free self-parking available.

Frequently Asked Questions about vacation rentals in Penn Yan, NY

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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.

Wine Trail | Game Room | Fire Pit | Sauna/hot Tub - Penn Yan, NY
10 7 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.
The Keuka Cove House - Lakefront + Private Dock - Sleeps 16 - Penn Yan, NY
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.
Fall Brook: 3 Bedroom Cabin By Waterfalls And Hiking Trail - Penn Yan, NY
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.
Nirvana At Keuka - Penn Yan, NY
9.5 2 reviews
Penn Yan, NY
07/27 – 07/29
$920/nighttotal: $1840 (2 )

Nirvana At Keuka

2 2
house , Penn Yan
"Nirvana at Keuka" is located in Keuka Park, a short drive from Penn Yan, with easy access to the shores of Keuka Lake and within a 25-mile radius of attractions like the Finger Lakes Boating Museum, Glenn H. Curtiss Museum, and Sonnenberg Gardens Mansion State Historic Park. The home has received excellent user, location, and cleanliness ratings from previous guests.
This 4-bedroom, 2-bathroom vacation home offers 1250 square feet of space and can comfortably accommodate 15 guests. You'll enjoy amenities like a fully equipped kitchen, a private garden, a balcony with lake views, and direct beach access, making it perfect for families and groups seeking a relaxing getaway.

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.

Secluded Wine Retreat | Game Room | Sauna/firepit - Penn Yan, NY
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.
Carriage House Loft At The Laurentide Inn Above Laurentide Beer Company - Penn Yan, NY
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.
Walkable To Main Street, W/ Level2 Ev Charger - Penn Yan, NY
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.
Maya's Palace: "Pet-friendly + Natural Lakefront" - Penn Yan, NY
Penn Yan, NY
08/17 – 08/21
$2634/nighttotal: $10536 (4 )

Maya's Palace: "Pet-friendly + Natural Lakefront"

4 2
cottage , Keuka Park
This Keuka Park rental offers direct access to nearly 200 feet of Keuka Lakefront, located just a few miles from downtown Penn Yan and close to Heron Hill and Rooster Hill Vineyards.
This 2000 sq ft cottage accommodates up to 12 guests with 4 bedrooms and 3 bathrooms, featuring a full kitchen, air conditioning, internet, and a screened porch with lake views, plus a lakeside deck and dock for water activities.
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