Vacation rentals in Penn Yan, NY

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Penn Yan, NY vacation rentals
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Best Vacation rentals and Airbnb offers in Penn Yan, NY

Top-Rated Vacation Rentals near the City Center in Penn Yan, NY

These downtown Penn Yan, NY vacation rentals put you near top restaurants, sights, and transit. Enjoy the heart of the city action.

House Of Vines: Walkable Penn Yan Retreat. Kayaks And Indoor Pool Access - Penn Yan, NY
8.8 11 reviews

House Of Vines: Walkable Penn Yan Retreat. Kayaks And Indoor Pool Access

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.
Enjoy King's Landing On Main - Penn Yan, NY
9.7 149 reviews

Enjoy King's Landing On Main

apartment, Penn Yan
This village colonial apartment in Penn Yan is located within walking distance of local restaurants and shops, and a short drive from Keuka Lake and area wineries. It has excellent user, location, and cleanliness ratings.
This comfortable rental sleeps up to six guests in three bedrooms and offers a fully equipped kitchen, washer/dryer, and a private backyard with a play area. Enjoy the peaceful atmosphere, explore the area, or relax on the back porch with a small table and chairs.
Newly Renovated Penn Yan Apartment < 1 Mi To Lake! - Penn Yan, NY
9.8 44 reviews

Newly Renovated Penn Yan Apartment < 1 Mi To Lake!

apartment, Penn Yan
This one-bedroom apartment is located in Penn Yan, less than a mile from Keuka Lake and a short drive from attractions like the Glenn H. Curtiss Museum and Watkins Glen International. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers 750 square feet of space, accommodating up to 5 guests. It features a fully equipped kitchen, free Wi-Fi, cable TV, and parking. Guests can enjoy easy access to the lake, local shops, and restaurants.
Main Street Wine Nook In Penn Yan New York - Penn Yan, NY
10 2 reviews

Main Street Wine Nook In Penn Yan New York

apartment, Penn Yan
This 2-bedroom, 1-bathroom apartment in Penn Yan offers convenient access to the Finger Lakes region, located just a short distance from Keuka Lake, numerous wineries and breweries, and local restaurants.
This rental accommodates up to 3 guests and features a kitchen with a fridge and dishwasher, air conditioning, and internet, providing a comfortable base for exploring the area's attractions.

Best Penn Yan, NY vacation rentals with air conditioning

Wine Lovers Retreat.  Agriturismo - Penn Yan, NY
9.8 46 reviews

Wine Lovers Retreat. Agriturismo

house, Keuka Park
This charming home is located in the Finger Lakes region of New York, just minutes from several wineries and the beautiful Keuka Lake. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The house features two bedrooms and one bathroom, comfortably accommodating up to three guests. Enjoy the private setting, the option to grill or have a campfire, and the chance to explore the nearby wineries and surrounding nature.
Lady Of The Lakes Suites 3: Vineyard Retreat - Penn Yan, NY
8.0 1 review

Lady Of The Lakes Suites 3: Vineyard Retreat

apartment, Keuka Park
This non-smoking apartment in Branchport offers a waterfront location, a 5-minute walk to Keuka Lake and a 4-minute drive to Hunt Country Vineyards.
This accommodation provides on-site parking, air conditioning, cable or satellite TV, linens, a clothes iron, and charcoal barbecues, with a 10:00 AM check-out time.
Brookside Wine Country Cottage Retreat W Hot Tub - Penn Yan, NY
9.6 150 reviews

Brookside Wine Country Cottage Retreat W Hot Tub

apartment, Keuka Park
This charming cottage is located just 2 minutes from the Windmill Farm and Craft Market and within easy reach of the Seneca and Keuka wine trails and microbreweries. It consistently receives top ratings for its location, cleanliness, and overall experience.
The cottage features 3 bedrooms, 2 bathrooms, and comfortably sleeps up to 8 guests. Enjoy modern amenities like a hot tub, fire pit, outdoor grill, and picnic table, as well as on-site services like massages, wine tours, kayak rentals, and more.
Lady Of The Lakes Suites 4: Flights Over Keuka - Penn Yan, NY
No reviews

Lady Of The Lakes Suites 4: Flights Over Keuka

apartment, Keuka Park
This two-bedroom, one-bathroom condo on Keuka Lake in Keuka Park offers direct lakefront access and is situated on the northwest tip of the lake, ideal for exploring local wineries and outdoor activities. This vacation rental accommodates up to four guests and features a private covered porch with a grill, shared beach access with a dock and firepit, and keyless entry.

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.

Just Us - Private Waterfront Home On Seneca Lake. Dog Friendly! - Penn Yan, NY
10 14 reviews

Just Us - Private Waterfront Home On Seneca Lake. Dog Friendly!

apartment, Dundee
This Dundee waterfront vacation home, near Fruit Yard Winery and within six miles of Starkey's Lookout and Glenora Wine Cellars, offers scenic views.
This 2,000-square-foot property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a swimming pool, terrace, and modern amenities such as a Smart TV and dishwasher.
Seneca Lake Wine Trail Studio W/ Balcony & Views! - Penn Yan, NY
9.8 11 reviews

Seneca Lake Wine Trail Studio W/ Balcony & Views!

studio, Dundee
This Hector, New York studio apartment is conveniently located near the Finger Lakes National Forest and less than a mile from Penguin Bay Winery, Lucky Hare Brewing Company, and Standing Stone Vineyards, with easy access to Watkins Glen and Lodi Point State Parks.
This 1040-square-foot, two-bathroom unit sleeps four guests and features a fully equipped kitchen with a dishwasher, a private balcony, smart TV, free Wi-Fi, air conditioning, and parking.
Beautiful Retreat W/amazing Views-kayak&canoe! Lakefront! Free Wifi - Penn Yan, NY
9.6 262 reviews

Beautiful Retreat W/amazing Views-kayak&canoe! Lakefront! Free Wifi

apartment, Keuka Park
This four-bedroom, two-bathroom Adirondack log home rental in Penn Yan, on Keuka Lake, boasts over an acre of private wooded property with 115 feet of shoreline and direct lake access, conveniently located near Penn Yan's attractions including wineries and the Keuka Lake Outlet Trail.
The 8-guest home features two decks with lake views, a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, and a spacious living area, perfect for enjoying water activities like jet skiing and kayaking or exploring nearby hiking and cycling trails.
Firefly Cottage Nestled In A Vineyard 1 Mile To Keuka Lake - Penn Yan, NY
10 17 reviews

Firefly Cottage Nestled In A Vineyard 1 Mile To Keuka Lake

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.

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.

The Best Lake Getaway: Cozy Cottage On Keuka - Penn Yan, NY
10 83 reviews

The Best Lake Getaway: Cozy Cottage On Keuka

apartment, Keuka Park
This family-friendly cottage is located on the waterfront in Penn Yan, just a mile from Keuka Lake and Keuka College, and within a three-mile radius of the Arts Center of Yates County and Oliver House Museum. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
This four-bedroom vacation rental sleeps eight guests comfortably and offers 1100 square feet of living space. Enjoy modern amenities like air conditioning, a fully equipped kitchen, a terrace, a garden, free Wi-Fi, and a barbecue grill.
Keuka Gully Cabin - Penn Yan, NY
9.8 115 reviews

Keuka Gully Cabin

apartment, Keuka Park
This charming 4-bedroom lodge is located on a secluded 10-acre property just outside the Village of Penn Yan, offering a tranquil escape with easy access to local breweries and wineries. Guests consistently rate this property excellent for its location, cleanliness, and overall experience.
The lodge features a comfortable layout with multiple bedrooms, accommodating up to 7 guests. Enjoy a cozy wood-burning stove, multiple heating and cooling options, stunning lake views, private trails, and a peaceful gully setting perfect for relaxing and exploring.
Live The Lifestyle, Stunning Lake House In The Heart Of Wine Country! - Penn Yan, NY
10 5 reviews

Live The Lifestyle, Stunning Lake House In The Heart Of Wine Country!

apartment, Keuka Park
This Keuka Park waterfront home offers direct access to Keuka Lake, minutes from Crispin Hill, Dr. Frank Winery, and The Mansion at Keuka Lake.
This 1,500-square-foot vacation rental boasts three bedrooms, one bathroom, and sleeps eight, featuring a custom kitchen, swimming pool, and proximity to Keuka Lake State Park and Penn Yan.
Newly Renovated Farmhouse Finger Lakes - Penn Yan, NY
9.8 28 reviews

Newly Renovated Farmhouse Finger Lakes

farm, Romulus
This charming gîte is located near Sampson State Park, just a short drive from local wineries, offering a peaceful escape in the countryside. The property boasts excellent user ratings, ensuring a memorable stay.
This farmhouse rental accommodates up to 10 guests in its four bedrooms and two bathrooms, making it ideal for families or groups of friends. Enjoy the spacious garden, barbecue grill, and peaceful lakeside setting, perfect for relaxation and outdoor activities.

Best Penn Yan, NY vacation rentals with parking

Stone's Throw- Private Home With Partial Lake View - Penn Yan, NY
9.7 87 reviews

Stone's Throw- Private Home With Partial Lake View

apartment, Penn Yan
Quiet Guesthouse Near Keuka Lake And Penn Yan! - Penn Yan, NY
10 170 reviews

Quiet Guesthouse Near Keuka Lake And Penn Yan!

house, Penn Yan
Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails - Penn Yan, NY
10 42 reviews

Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

apartment, Penn Yan
​Cozy Private Loft  Walkable Downtown Location - Penn Yan, NY
9.7 69 reviews

​Cozy Private Loft Walkable Downtown Location

apartment, Penn Yan

Compare Luxury Vacation Rentals in Penn Yan, NY

Elevate your travel experience with a luxury rental in Penn Yan, NY, where high-end design meets a prime location.

Newly Renovated 5 Bedroom Pet Friendly House In Keuka Ny. First Floor Ensuite - Penn Yan, NY
10 4 reviews

Newly Renovated 5 Bedroom Pet Friendly House In Keuka Ny. First Floor Ensuite

apartment, Keuka Park

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.

New Listing 5 Br / 3 Ba Authentic Luxury Home On Keuka Lake! - Penn Yan, NY
10 2 reviews

New Listing 5 Br / 3 Ba Authentic Luxury Home On Keuka Lake!

apartment, Keuka Park
Steps To Downtown Penn Yan, Pet & Family Friendly 2br! Board Games Galore! - Penn Yan, NY
10 7 reviews

Steps To Downtown Penn Yan, Pet & Family Friendly 2br! Board Games Galore!

apartment, Penn Yan
Tug Boat Inn - Cozy Pet-friendly Home Close To Award-winning Wineries! - Penn Yan, NY
No reviews

Tug Boat Inn - Cozy Pet-friendly Home Close To Award-winning Wineries!

apartment, Keuka Park
Grape Country Cottage - Penn Yan, NY
9.1 15 reviews

Grape Country Cottage

apartment, Keuka Park

Explore Vacation Rentals with a Pool in Penn Yan, NY

A vacation rental with a pool in Penn Yan, NY makes it easy to fit in a proper swim right in the heart of the city.

Relaxing Lakeview Retreat! Pool, Hot Tub, Firepit, Gameroom Perfect For Groups, - Penn Yan, NY
10 29 reviews

Relaxing Lakeview Retreat! Pool, Hot Tub, Firepit, Gameroom Perfect For Groups,

apartment, Penn Yan

Search Vacation Rentals with Jacuzzi in Penn Yan, NY

These Penn Yan, NY city rentals feature private hot tubs, providing the perfect sanctuary after a day of urban exploration.

Unique Finger Lakes Converted Horse Barn W/ Patio! - Penn Yan, NY
10 9 reviews

Unique Finger Lakes Converted Horse Barn W/ Patio!

apartment, Gorham
Wine Trail | Game Room | Fire Pit | Sauna/hot Tub - Penn Yan, NY
10 9 reviews

Wine Trail | Game Room | Fire Pit | Sauna/hot Tub

apartment, Penn Yan
Morning Dove - Hidden Brookside Cottage In The Woods - Hot Tub - Fire Pit - Pet-friendly - Seneca & Keuka Wine Trails - Penn Yan, NY
9.5 2 reviews

Morning Dove - Hidden Brookside Cottage In The Woods - Hot Tub - Fire Pit - Pet-friendly - Seneca & Keuka Wine Trails

house, Keuka Park
Escape To Heart Of Finger Lakes! - Penn Yan, NY
10 35 reviews

Escape To Heart Of Finger Lakes!

apartment, Penn Yan
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