Penn Yan vacation rentals

We found 833 vacation rentals — enter your dates for availability

Select from 146 homes, 59 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.

Vacation rentals with weekly discounts - Penn Yan

Showing deals for:May 15 - May 22

Image gallery for Newly Constructed Luxury Home On 150' Natural Beach With Dock And Hot Tub!

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10 out of 10, Exceptional, (65 reviews)
Exceptional
(65 reviews)

Newly Constructed Luxury Home On 150' Natural Beach With Dock And Hot Tub!

Hammondsport

9% off
Price is $1,476
$10,331 for 7 nights
All fees included
Newly Constructed Luxury Home On 150' Natural Beach With Dock And Hot Tub!

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Find out more about Penn Yan

Why visit Penn Yan

  • Stunning Natural Beauty: Penn Yan boasts breathtaking landscapes, perfect for outdoor adventures and scenic relaxation.
  • Waterfront Activities: Enjoy various activities along the beautiful Finger Lakes, from boating to fishing.
  • Charming Accommodations: Choose from cozy cottages, private homes, and charming cabins for a comfortable stay.
  • Romantic Getaways: The area's serene atmosphere makes it an ideal destination for couples seeking a romantic retreat.
  • Local Attractions: Explore nearby state parks and modern colleges for a blend of nature and culture.

Popular types of accommodation in Penn Yan

Penn Yan offers a variety of vacation rental options, including private homes, cozy cottages, and charming cabins. Whether you're exploring the serene Finger Lakes or seeking the best amenities for your getaway, you'll find the perfect house rental to suit your needs. Discover the ideal accommodation for your trip and enjoy the beauty of Penn Yan with comfort and convenience.

  • Houses: The top choice for travelers in Penn Yan, these homes offer a spacious and comfortable environment for families and groups.
  • Cottages: These quaint and charming options provide a cozy retreat, perfect for a romantic getaway or a peaceful escape.
  • Cabins: Ideal for nature enthusiasts, cabins offer a rustic ambiance amidst the beautiful surroundings of Penn Yan.
  • Apartments: A convenient choice for shorter stays, apartments provide the comforts of home in a compact space.
  • Condos: Offering modern amenities and often located in prime areas, condos are great for those seeking a blend of comfort and convenience.**

Top attractions near Penn Yan

Penn Yan, New York, is an ideal destination for those seeking outdoor adventures and romantic getaways. With its stunning lakes, modern colleges, and nearby state parks, visitors can immerse themselves in nature and culture. Whether you're exploring local attractions or enjoying the picturesque scenery, Penn Yan offers a diverse range of experiences perfect for families, couples, and solo travelers alike.

  • Keuka Lake: A picturesque lake known for its stunning scenery, sandy beaches, and romantic atmosphere. Perfect for swimming, picnicking, and enjoying the outdoors.
  • Keuka College: A modern college with vibrant city vibes, offering beautiful architecture and a welcoming campus atmosphere. Explore the educational environment and local community.
  • Keuka Lake State Park: A national state park featuring adventurous hiking trails, breathtaking views, and ample outdoor activities. Ideal for nature lovers seeking adventure.

Things to do recommended for couples

Planning a romantic getaway in Penn Yan? Start with a wine tasting at Fox Run Vineyards for a cozy atmosphere. Enjoy a concert at CMAC Performing Arts Center, just 17 miles away, or embrace adventure skiing at Bristol Mountain Ski Resort, located 19 miles from town.

Things to do recommended for families

Families will love the excitement of Roseland Waterpark, just 19 miles from Penn Yan, offering fun-filled water adventures. Additionally, Ontario County Park at Gannett Hill, located 18 miles away, provides a serene environment perfect for wellness and relaxation amidst nature.

Things to do recommended for groups

Experience the charm of Penn Yan at The Windmill Farm & Craft Market for unique crafts, hike the scenic Keuka Lake Outlet Trail for adventure, or embark on a thrilling activity at the Dick Van Dyke Addiction Treatment Center, located 9 miles away for an exhilarating outing.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Penn Yan

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Penn Yan with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily refine your search for these options and so much more on Vrbo.
  • Traveling to Penn Yan with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, as well as find amenities that are suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Penn Yan: For many families, a vacation wouldn't feel complete without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting Penn Yan: If you're searching for vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search for the perfect getaway.

Where to stay near Penn Yan

Penn Yan, nestled in the heart of beautiful upstate New York, offers an enchanting blend of scenic beauty and outdoor adventures. With its friendly atmosphere and romantic vibes, visitors can explore state parks, enjoy waterfront views, and discover charming Finger Lakes vacation rentals. Whether you're seeking relaxation or exciting excursions, Penn Yan and its surrounding areas promise a memorable getaway filled with breathtaking landscapes and warm hospitality.

  • Finger Lakes Region: The Finger Lakes Region is a picturesque area located 6 miles away from Penn Yan, renowned for its stunning outdoor scenery and romantic ambiance. This region is perfect for those looking to immerse themselves in nature, offering a plethora of recreational areas and shopping centers for a well-rounded travel experience. Visitors can explore numerous lakes, national state parks, and urban parks, making it an ideal spot for hiking, picnicking, and enjoying breathtaking views. Whether you're seeking adventure or relaxation, the Finger Lakes Region provides a memorable getaway.
  • Seneca Lake: Situated 8 miles from Penn Yan, Seneca Lake is the largest of the Finger Lakes and captivates travelers with its serene beauty and outdoor activities. This scenic lake offers a romantic setting, perfect for couples looking to escape. Enjoy recreational areas, playgrounds, and stunning waterfront vistas. Explore the nearby national state park and urban parks for hiking and picnicking opportunities. With its tranquil atmosphere, Seneca Lake is a fantastic destination for those wanting to connect with nature and unwind.
  • Keuka Park: Located only 4 miles from Penn Yan, Keuka Park is a charming city that beckons outdoor enthusiasts and romantics alike. Known for its scenic beauty, this area is ideal for hiking and education, with numerous trails and recreational areas to explore. Visitors can enjoy the stunning views of the nearby lake and national state park, as well as the unique charm of a modern college university. Keuka Park offers a perfect blend of nature, learning, and relaxation, making it a wonderful stop during your journey through the region.

Best time to go to Penn Yan

If you're planning a trip to Penn Yan, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.3°F (-4.3°C)Light RainMostly CloudyModerately LowSlightly Low
February25.5°F (-3.6°C)Light RainMostly CloudyAverageSlightly Low
March33.6°F (0.9°C)Light RainMostly CloudyAverageSlightly Low
April45.0°F (7.2°C)Light RainMostly CloudyAverageAverage
May57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighSlightly High
July70.3°F (21.3°C)Light RainMostly SunnyModerately HighSlightly High
August68.5°F (20.3°C)Light RainMostly SunnyModerately HighSlightly High
September62.1°F (16.7°C)Light RainMostly SunnyAverageAverage
October51.3°F (10.7°C)Light RainMostly CloudyAverageAverage
November39.2°F (4.0°C)Light RainMostly CloudyModerately LowAverage
December31.3°F (-0.4°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is a breeze

Are you aiming to save on your upcoming vacation? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to assist you in finding the best options for your trip.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. It’s rewarding to take the lead in planning. When you join our travel rewards program, One Key, you’ll immediately access member discounts and can earn and redeem OneKeyCash on eligible reservations. Sign up today and start enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform to plan new trips, continue from where you last stopped, or manage your travel arrangements. Here, you can easily find the properties you’ve saved or booked, organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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)
  • Hazlitt 1852 Vineyards (13.8 mi / 22.2 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 best area to stay in Penn Yan, New York, United States of America when booking a vacation rental?
When considering a vacation rental in Penn Yan, New York, the best area to stay is near the picturesque waterfront along Keuka Lake. This neighborhood not only offers stunning views and easy access to the lake for activities like boating and fishing, but it also places you close to some of the town's top attractions. You can explore the beautiful Keuka Lake State Park, which is superb for hiking and enjoying nature, or visit the local wineries that the Finger Lakes region is famous for.

Additionally, the downtown area is vibrant and charming, providing a mix of quaint shops, restaurants, and cafes where you can experience the local culture.
How much does it cost to rent a vacation home in Penn Yan?
Prices for vacation rentals in Penn Yan vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Penn Yan to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Penn Yan vacation house rentals?
You can find great discounts on house rentals in Penn Yan on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Penn Yan?
For renting a beach house in Penn Yan, travelers should focus on the picturesque areas along the shores of Keuka Lake. The region is well-known for its stunning lakefront properties, particularly around the popular Keuka Lake State Park, where visitors can find vacation homes with direct access to the water. Many of these rentals feature amenities such as private docks, outdoor patios, and large decks ideal for enjoying summer sunsets.

In the nearby Hammondsport area, you can discover charming cottages and larger homes that cater to families or groups, often equipped with BBQ grills, fire pits, and fully furnished kitchens to facilitate a comfortable stay. This area is also close to local wineries, making it convenient for those interested in wine tours.

Furthermore, the scenic beauty of the surrounding vineyards and rolling hills offers plenty of opportunities for outdoor activities, including hiking and biking along the lakeside trails. Rentals in this area often provide easy access to recreational activities such as kayaking and fishing, enhancing the overall lakeside experience. Find your rental near the beach in Penn Yan.
Where are the best Penn Yan ski resort rentals?
For ski resort rentals near Penn Yan, travelers should consider the nearby Bristol Mountain Ski Resort, located approximately a 30-minute drive away. In the vicinity of Canandaigua, which is just a short distance from Bristol Mountain, visitors can find a variety of vacation rentals including cozy cabins and modern homes. Many of these properties come with amenities such as fireplaces, spacious living areas, and fully equipped kitchens, which are great for groups or families after a day on the slopes.

The Canandaigua Lake area also offers additional options, with charming cottages and lakeside homes that provide a peaceful retreat. These rentals often feature outdoor spaces like decks or patios, where guests can enjoy the serene views of the lake and surrounding hills. Travelers can expect amenities like Wi-Fi, heating, and sometimes even hot tubs or game rooms in these properties.

Beyond skiing, the region is rich in outdoor activities, including hiking and exploring the Finger Lakes Wine Country, known for its beautiful vineyards and local wineries.
What is the most popular type of vacation rental accomodation in Penn Yan?
In Penn Yan, vacation houses are the most popular type of rental, with about 135 available across the area. These homes are often situated near the scenic Keuka Lake, providing stunning waterfront views and easy access to outdoor activities such as fishing and boating. Most vacation houses come equipped with fully furnished kitchens, spacious living areas, and outdoor decks or patios, superb for enjoying the natural surroundings.

Additionally, there are around 50 cottages that offer a cozy alternative, typically featuring rustic charm and proximity to local attractions. For those seeking a more secluded experience, approximately 13 cabins provide a tranquil retreat in the woods, often with amenities such as fireplaces and private outdoor spaces. Lastly, there are a few apartments and several chalets available for rent, suiting travelers looking for smaller or unique living spaces.
Are there any family house rentals in Penn Yan?
In Penn Yan, New York, visitors can find a substantial selection of family-friendly house rentals, with around 164 options available. This charming town, located by the stunning Keuka Lake, offers a variety of homes suitable for families. Many of these properties feature spacious layouts, full kitchens for preparing meals, and outdoor areas great for children to play. Additionally, amenities like Wi-Fi and outdoor grilling setups enhance the overall experience.

Families looking to explore the area will appreciate the nearby parks, beaches, and local wineries, all contributing to a fun-filled vacation.
Can I rent a vacation home with a pool or hot tub in Penn Yan?
In Penn Yan, there are several vacation homes available for rent that feature pools and hot tubs, providing a refreshing option for travelers looking to relax. This charming town, located on the shores of Keuka Lake, offers picturesque views and a serene atmosphere. Many of these rentals come equipped with amenities such as private pools, outdoor patios, and spacious living areas, great for family gatherings or group getaways. Additionally, fully equipped kitchens are common, allowing guests to prepare meals while enjoying their time together.
Can I find long-stay vacation rentals in Penn Yan?
A long-stay vacation rental in Penn Yan is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Penn Yan?
In Penn Yan, travelers will find a variety of pet-friendly house rentals available, with approximately 79 options to choose from. These vacation homes typically come equipped with spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. Many properties also feature amenities like private decks or patios, allowing for relaxing moments while enjoying the beautiful lakeside views.

The area surrounding Penn Yan offers several parks and outdoor activities that are superb for pet owners. Nearby trails and parks provide ample opportunities for walking and exploring with your furry companions. The charming downtown area features pet-friendly cafes and shops, making it easy to enjoy the local atmosphere while keeping your pets close.
Are there any remote work vacation rentals in Penn Yan?
In Penn Yan, New York, there are a variety of remote work vacation rentals available, with around 194 options to choose from. This charming town, located on the shores of Keuka Lake, offers a serene environment that is conducive to productivity. Many of the rentals are equipped with high-speed internet and free Wi-Fi, ensuring seamless connectivity for remote work. You can expect properties that feature dedicated workspaces, such as desks, allowing for comfortable and efficient working conditions.

In addition to the work amenities, these rentals often have cozy living areas and outdoor spaces where you can unwind after a day of work. The picturesque surroundings of the Finger Lakes region provide a great backdrop, with opportunities for outdoor activities, local wineries, and beautiful lake views to enjoy during your downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Penn Yan vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Penn Yan with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Penn Yan?
In Penn Yan, popular vacation rental amenities include kitchens, making it easy for travelers to prepare their own meals during their stay. Many properties also feature outdoor spaces such as decks or patios, superb for enjoying the serene surroundings. Onsite parking is commonly available, providing convenience for those who bring their vehicles. Additionally, rentals often come equipped with coffee and tea makers, allowing guests to enjoy their favorite brews at any time.
When is the best time to visit Penn Yan for a vacation rental?
The best time to visit Penn Yan for a vacation rental is during the peak season from June to August, particularly in July when the area is bustling with energy and activities. This time of year attracts travelers, drawn by the beautiful weather and the stunning scenery of the Finger Lakes region. With temperatures typically ranging from the mid-60s to the mid-80s Fahrenheit, it's an ideal climate for outdoor activities such as kayaking, hiking, and exploring the picturesque vineyards that Penn Yan is known for.

In July, you'll find a vibrant setting as visitors enjoy local festivals, farmers' markets, and outdoor concerts. The warm evenings are great for relaxing by the water, making the most of your vacation rental experience.

For those looking for a more budget-friendly option, consider visiting in December. While this is the low season, it offers a unique charm with fewer crowds and a peaceful ambiance. You can enjoy winter activities like cozying up by the fireplace in your rental, or even exploring the area's winter festivals.

Ultimately, the best time to visit Penn Yan depends on whether you want to dive into the lively summer activities or prefer the tranquil beauty of winter.
How early should I book a Penn Yan vacation rental?
Book your Penn Yan vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Penn Yan, New York, United States of America?
In Penn Yan, visitors can explore a range of attractions that showcase the beauty and charm of the Finger Lakes region. The picturesque Keuka Lake is a major highlight, offering opportunities for boating, fishing, and swimming. The nearby Keuka Lake Vineyards and other local wineries invite wine enthusiasts to sample the area's renowned offerings while enjoying scenic views of the lake and rolling hills.

The Penn Yan Historic District features a collection of charming 19th-century buildings and local shops, superb for leisurely strolls. Outdoor enthusiasts can take advantage of the hiking and biking trails in the surrounding area, including those in the nearby Finger Lakes National Forest.

Additionally, the annual Penn Yan's Harvest Festival celebrates local culture with crafts, food, and entertainment, providing a glimpse into the community spirit.
Can I change or cancel my Penn Yan home rental booking on Vrbo?
To find Penn Yan vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Penn Yan vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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