Photo by Matthew Jay

Penn Yan vacation rentals

We found 835 vacation rentals — enter your dates for availability

Select from 150 homes, 54 cottages, and other vacation rentals in Penn Yan to find one that's perfect for your trip. Vacation homes offer the best amenities for your stay with friends, family, or just your pet, including parking and a garden. At the end of the day, you'll be sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
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The friendly area of Penn Yan awaits your stay

Enjoy the wineries and other features of Penn Yan. Well-liked for its lake, hiking and restaurants, this city is both welcoming and walkable. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Sightseeing in and around Penn Yan

Are you hoping to discover things to do while you're in town? Venture out of your vacation home and experience everything that Penn Yan has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Fox Run Vineyards (6.4 mi / 10.2 km)
  • Wagner Vineyards (11.7 mi / 18.9 km)
  • Three Brothers Wineries and Estates (12.9 mi / 20.7 km)
  • Glenora Wine Cellars (12.9 mi / 20.8 km)
  • Ravines Wine Cellars on Seneca Lake (13 mi / 20.8 km)
  • Ventosa Vineyards (14.8 mi / 23.9 km)

Exploring the natural features in Penn Yan

Whether you're looking for adventure or just want to take in the scenery, Penn Yan is a great spot to appreciate mother nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Keuka Lake Outlet Trail (2.6 mi / 4.2 km)
  • Keuka Lake State Park (6.8 mi / 10.9 km)
  • Sampson State Park (9.1 mi / 14.7 km)
  • Keuka Lake (12.5 mi / 20 km)
  • Canandaigua Lake (15.2 mi / 24.4 km)
  • Seneca Lake State Park (15.8 mi / 25.4 km)

Transportation to and around Penn Yan

The nearest airport is in Ithaca, NY (ITH-Tompkins Regional), located 32.7 mi (52.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Elmira, NY (ELM-Elmira - Corning Regional), which is 35.3 mi (56.9 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Penn Yan?
Cottages are the most popular type of vacation rental in Penn Yan, according to our data. Even if you’ve got a different idea about what you want, Vrbo has vacation homes in all shapes and sizes. Take a look at our options to find your ideal fit.
How much does it cost to rent a vacation rental in Penn Yan?
Length of stay, property type and time of year are some of the conditions that can influence the price of a vacation home. Simply add your travel dates to find your dream escape. From homey country cottages to plush villas, all Vrbo vacation rentals offer incredible value.
How much does it cost to rent a beach house in Penn Yan?
Prices for beach houses in Penn Yan may vary depending on the size and style of the property and when you’re traveling. All you have to do is enter your travel dates into Vrbo and the number of guests to view available options and prices. From there you can use the filters to narrow your search by amenities, nearby activities, ratings and more.
Are there pet-friendly vacation rentals in Penn Yan?
Pack a travel bag and a bone for your puppy dog because Penn Yan has 161 vacation rentals that throw open their doors to pets. Let your furriest friend have fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check the “Pets allowed” filter box.
Can I rent a house with a pool in Penn Yan?
Add a whole new level of fun to your trip by staying in one of the seven houses with a private pool in Penn Yan. Use our search filter to find properties with pools on Vrbo, then spend carefree days splashing and playing in a swimming pool that’s all your own.
What are popular rental amenities in Penn Yan?
When it comes to rental amenities that people prefer in Penn Yan, a swimming pool, ski-in/ski-out facilities and a garden rank the highest. With Vrbo vacation rentals, you’ll have options to match your taste and style, whether you’re taking a trip with family members, friends or even pets.
Are there large group vacation rentals in Penn Yan?
With 65 properties that can sleep 10 or more guests in Penn Yan, there’s no need to keep your invite list short. From family vacations to events like Christmas or New Year’s Eve parties, Vrbo will help you find a large group rental to match the occasion.
Are there vacation rentals in Penn Yan that welcome kids?
Gather your whole crew for a memorable adventure in Penn Yan at one of our 161 family-friendly vacation properties. Many of these stays offer conveniences that are ideal for trips with children, including dining rooms, multiple bedrooms and outdoor spaces. Just check the “Properties good for families” filter box and pick your favorite.
What are the top attractions for families in Penn Yan?
Keeping the kids occupied during your Penn Yan vacation is easy with these fabulous family-friendly attractions:

  • The Windmill Farm & Craft Market
  • Keuka Lake Outlet Trail
  • Arts Center of Yates County

Are there one-bedroom vacation rentals in Penn Yan?
Penn Yan has 10 one-bedroom rentals on offer. Often located in desirable areas thanks to their compact size, a one-bedroom property is great if you’re getting away with a buddy or your partner. And with comforts such as full kitchens and more privacy than a standard hotel, you’ll be able to chill out while enjoying this top destination.
Can I find two-bedroom vacation rentals in Penn Yan?
Take off with your loved ones and experience complete comfort and privacy in one of the 29 two-bedroom vacation rentals Penn Yan has to offer.
Are there vacation rentals with WiFi in Penn Yan?
Penn Yan has 56 vacation rentals with WiFi, so you’ll be able to stay connected while traveling. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming TV shows with the family to catching up on social media, these Vrbo homes will keep you online.
How can I find vacation rentals with air conditioning in Penn Yan?
Penn Yan has 148 vacation rentals where you’ll be able to spend your days in air-conditioned comfort. To locate a stay on Vrbo that features this perk, enter your preferred travel dates and use the handy filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Penn Yan?
The minimum required age is usually 16, 18 or 21. It can differ from property to property on Vrbo, so look at the rules of your preferred Penn Yan vacation home before booking your escape.
How long can I rent a vacation rental in Penn Yan for?
The length of time you can book a vacation rental in Penn Yan is down to the property. Simply enter your desired dates to display a list of options offering extended stays. With a range of features such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to find a perfect place to call your home away from home in Penn Yan.
Does Vrbo offer discounts for vacation homes in Penn Yan?
On Vrbo, you’ll find fantastic bargains and discounts for Penn Yan. Browse our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re after a short getaway or an extended stay, Vrbo offers a variety of options for every budget and style.

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