Penn Yan holiday lettings

We found 832 holiday rentals — enter your dates for availability

Select from 144 homes, 58 cottages and other holiday rentals in Penn Yan to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a hot tub. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Penn Yan

Showing deals for:6 Mar - 13 Mar

Why visit Penn Yan

  • Scenic Lakeside Views: Penn Yan boasts picturesque lakeside scenery, ideal for relaxing waterfront activities.
  • Outdoor Adventures: The region offers an array of hiking trails and outdoor pursuits, catering to adventure enthusiasts.
  • Charming Accommodation: Choose from delightful holiday rentals, including cosy cottages and tranquil cabins.
  • Vibrant Local Culture: Experience the friendly atmosphere and engage with the cultural offerings in the area.
  • Proximity to Parks: Explore nearby national and state parks for additional natural beauty and exploration.

Popular types of accommodation in Penn Yan

Penn Yan offers a delightful selection of holiday rentals, including houses, charming cottages, and cosy cabins. Whether you're seeking a peaceful retreat or a base for exploring the Finger Lakes, you'll find the perfect spot to unwind. For those considering hotels, the Hampton Inn and various Penn Yan lodging options boast excellent reviews. Discover the ideal accommodation that suits your needs and enjoy a memorable stay in this picturesque locale.

  • Houses: The top choice for visitors to Penn Yan, offering spacious and comfortable stays ideal for families or groups.
  • Cottages: A delightful option for those seeking a quaint and homely atmosphere amidst picturesque surroundings.
  • Cabins: Perfect for nature enthusiasts, these rustic retreats provide a serene escape in the great outdoors.
  • Apartments: A convenient choice for couples or solo travellers, featuring all the essential amenities.
  • Condos: A modern alternative with shared facilities, ideal for enjoying a holiday with added comforts.**

Top attractions near Penn Yan

Penn Yan offers a delightful blend of outdoor activities, scenic views, and romantic escapes. Visitors can explore picturesque lakes, vibrant college campuses, and nearby national and state parks. The area caters to those seeking cultural experiences and city life, with plenty of hiking trails to enjoy the stunning surroundings. Whether you're after adventure or relaxation, Penn Yan has something for every traveller.

  • Keuka Lake State Park: A stunning haven for outdoor enthusiasts, this park offers hiking trails and picturesque picnic spots, all set against the backdrop of breathtaking scenery, just 4.3km from Penn Yan.
  • Keuka College: A vibrant educational institution located 2.5km away, Keuka College boasts a modern campus with a lively atmosphere, providing a unique glimpse into academic life.
  • Keuka Lake: Renowned for its romantic charm, this beautiful lake, located 7.5km from Penn Yan, invites visitors to relax on its beaches and enjoy serene outdoor activities amidst stunning views.

Things to do recommended for couples

Planning a romantic getaway in Penn Yan? Visit Fox Run Vineyards for a charming wine-tasting experience, or enjoy a concert at CMAC Performing Arts Centre. For the adventurous couple, Bristol Mountain Ski Resort offers thrilling outdoor activities, perfect for creating unforgettable memories together.

Things to do recommended for families

Families will have a blast at Roseland Waterpark, just 11.8km from Penn Yan, offering thrilling water rides and fun-filled activities. At Ontario County Park, 11.2km away, enjoy tranquil walks and relaxation amidst nature, making it a perfect spot for unwinding together.

Things to do recommended for groups

Groups visiting Penn Yan can explore the Windmill Farm & Craft Market for unique crafts, hike the scenic Keuka Lake Outlet Trail for outdoor adventure, and enjoy a round of golf at the Majestic Hills Golf Course, located 7.5km away, perfect for sports enthusiasts.

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

If you’re travelling with a group, family, or pets, or if you’re seeking longer stays, it’s essential to filter according to your specific needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Penn Yan with a group: Think about how many bedrooms you require, along with additional features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Penn Yan with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Penn Yan: For many families, a holiday just wouldn't be the same without their beloved pet. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Penn Yan: If you’re in search of holiday rentals offering discounts 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 as well.

Where to stay near Penn Yan

Penn Yan, nestled in the heart of New York, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a romantic getaway. Explore the charming lakeside views and enjoy waterfront activities that highlight the region's natural splendour. With its friendly atmosphere and picturesque surroundings, visitors can indulge in relaxing excursions, discover scenic overlooks, and unwind in the serene neighbourhoods that make Penn Yan a hidden gem for travellers seeking tranquility.

  • Finger Lakes Region: Located 3.7km from Penn Yan, the Finger Lakes Region beckons with its breathtaking outdoor scenery and romantic ambience. This area is perfect for those who love nature, offering a plethora of recreational spaces to explore. Visitors can enjoy shopping at quaint local stores or larger shopping centres, while the stunning views of the lakes, national and urban parks provide ample opportunities for relaxation and adventure. The region is renowned for its picturesque landscapes, making it a must-visit for anyone seeking a peaceful retreat.
  • Seneca Lake: A mere 5.0km from Penn Yan, Seneca Lake is a natural gem famed for its serene waters and scenic surroundings. This idyllic location is ideal for outdoor enthusiasts and couples looking for a romantic getaway. The recreational areas, playgrounds, and local stores enhance the experience, offering both leisure and convenience. As you explore the area, you’ll be captivated by the stunning views of the lake and nearby parks, including national and urban parks that showcase the region's natural beauty.
  • Keuka Park: Just 2.5km away from Penn Yan, Keuka Park is a charming city known for its outdoor activities and scenic vistas. Visitors are drawn to the area's hiking trails and educational opportunities, making it ideal for families and nature lovers alike. The presence of the picturesque lake and the nearby national park provides a perfect backdrop for exploration and relaxation. Additionally, the modern college university adds a vibrant atmosphere, making Keuka Park a delightful stop on your journey through the Finger Lakes.

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

Looking to make savings on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan new journeys, resume your previous arrangements, or manage your travel itinerary. You can easily access properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The friendly area of Penn Yan awaits your stay

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

Sightseeing in and around Penn Yan

Are you searching for attractions to see in the city? Venture out of your holiday home and experience everything that Penn Yan has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Fox Run Vineyards (6.4 mi / 10.2 km)
  • Hermann J. Wiemer Vineyard (8.8 mi / 14.2 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 an active traveller or just want to take in the scenery, Penn Yan is a great place to spend some time outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport 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 centre. If you can't find a flight that works for your travel itinerary, you might consider flying 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 when booking a holiday rental?
When considering a holiday rental in Penn Yan, New York, a fantastic area to stay is near the picturesque Keuka Lake. This location not only offers stunning waterfront views but also provides easy access to various outdoor activities such as boating, fishing, and swimming. The charming town centre is just a short drive away, where you can explore local shops, dining options, and the vibrant community atmosphere.

Another appealing neighbourhood is around the Finger Lakes Wine Country, which is a must-visit for wine enthusiasts. This area boasts a number of vineyards and wineries, each offering tastings and tours that highlight the region's renowned Riesling and other varietals. You can also enjoy the scenic beauty of the nearby Keuka Lake State Park, ideal for hiking and picnicking.
How much does it cost to rent a holiday home in Penn Yan?
Prices for holiday 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 holiday 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, New York, the prime location is along the shores of Keuka Lake, renowned for its stunning views and tranquil atmosphere. The area near the Keuka Lake State Park offers a variety of holiday rentals that are just a stone's throw from the water, with many properties featuring private docks, outdoor patios, and barbecue facilities, making them great for families and groups looking to enjoy lakeside living.

Additionally, the nearby village of Penn Yan itself has charming waterfront homes that provide easy access to local amenities, including shops and restaurants. These properties often come equipped with modern kitchens, spacious living areas, and some even include amenities like fire pits and hot tubs for relaxing evenings after a day spent swimming or fishing. Find your rental near the beach in Penn Yan.
What is the most popular type of holiday rental accomodation in Penn Yan?
In Penn Yan, holiday houses are the most popular type of rental accommodation, with around 144 available throughout the area. These properties often come with spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking to enjoy the beautiful surroundings near Keuka Lake. Many holiday houses also feature outdoor spaces such as decks or patios, great for relaxing after a day of exploring.

Cottages are another appealing option, with about 54 rentals providing a quaint and charming atmosphere. These typically include amenities like kitchens, cosy living areas, and sometimes fireplaces, contributing to a warm, homely environment. For those seeking a more rustic experience, there are around 14 cabins available, often located in wooded areas, equipped with essential amenities and offering an immersive nature experience.
Are there any family house rentals in Penn Yan?
In Penn Yan, New York, visitors will find a wealth of family-friendly house rentals—approximately 159 options are available throughout the area. This charming town, located in the Finger Lakes region, is great for families seeking a memorable getaway. Many properties offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or where families can gather for a barbecue. See all family-friendly rentals in Penn Yan.
Can I rent a holiday home with a pool or hot tub in Penn Yan?
In Penn Yan, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful destination for those seeking relaxation. Located on the shores of Keuka Lake, this charming town offers a mix of waterfront properties and homes located in the surrounding countryside. Many of these rentals come with amenities such as private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, great for families or groups looking to enjoy a serene getaway. Find your rental in Penn Yan with a pool or a hot tub.
Can I find long-stay holiday rentals in Penn Yan?
A long-stay holiday rental in Penn Yan is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Penn Yan?
In Penn Yan, there are numerous pet-friendly house rentals available, with a total of 88 options for travellers to consider. Many of these holiday homes are situated near the picturesque shores of Keuka Lake, providing easy access to scenic views and outdoor activities. Travellers can expect amenities such as fully equipped kitchens, spacious living areas, private outdoor spaces, and sometimes even hot tubs, making them ideal for families or groups looking to enjoy a relaxing getaway. See all pet-friendly rentals in Penn Yan.
Are there any remote work holiday rentals in Penn Yan?
In Penn Yan, New York, there are numerous remote work-friendly holiday rentals available, with around 205 options to choose from. This charming town, situated near the picturesque Keuka Lake, offers a variety of properties that cater to the needs of remote workers. Many of these rentals include dedicated workspaces, such as desks and ergonomic chairs, ensuring a comfortable and productive environment. Travellers can also expect amenities like high-speed Wi-Fi, laptop workspaces, and, in some cases, additional equipment such as computer monitors to enhance their work experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Penn Yan holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Penn Yan with parking available—perfect for families or travellers 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 holiday rentals typically offer a range of convenient amenities that cater to travellers' needs. Most accommodations come equipped with a kitchen, allowing guests to prepare their own meals during their stay. Additionally, amenities like refrigerators, microwaves, and essential cookware, dishware, and utensils are commonly provided, making it easy for visitors to enjoy a home-cooked meal while exploring the picturesque Finger Lakes region.
How early should I book a Penn Yan holiday rental?
Book your Penn Yan holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Penn Yan home rental booking on Vrbo?
To find Penn Yan holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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