Penn Yan holiday lettings

We found 838 holiday rentals — enter your dates for availability

Select from 147 homes, 56 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:5 Jun - 12 Jun

Image gallery for Keuka East: Spacious & Comfy

Exterior
9.8 out of 10, Exceptional, (151 reviews)
Exceptional
(151 reviews)

Keuka East: Spacious & Comfy

Penn Yan

7% off
Price is £3,014
for 7 nights, 1 home
£431 per night
includes taxes & fees
Keuka East: Spacious & Comfy

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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)
  • 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 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 the best area to stay in Penn Yan for a holiday rental, the downtown area emerges as a fantastic option. This vibrant neighbourhood offers a charming blend of local shops, cafes, and restaurants, creating a lively option that is superb for visitors. With a variety of properties available, from cosy cottages to more spacious homes, there's something to suit every taste and budget.

One of the highlights of staying in downtown Penn Yan is the proximity to Keuka Lake, which is renowned for its stunning views and recreational opportunities. Visitors can enjoy activities such as boating, fishing, and swimming, making it an ideal spot for outdoor enthusiasts. Additionally, the nearby Keuka Lake Vineyards provide a wonderful opportunity for wine lovers to sample some excellent local wines while taking in the picturesque scenery.

Another appealing aspect of this area is its rich history, which can be explored through attractions like the Penn Yan Museum. This small but informative museum offers insights into the local heritage and is a delightful stop for those eager to learn more about the region.
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, the area along the northern shore of Keuka Lake is particularly appealing. This charming region features a variety of holiday rentals with direct access to the lake, offering stunning views and opportunities for water activities. Many properties here come equipped with essential amenities such as private docks, outdoor seating areas, and fully equipped kitchens, making them suitable for families and groups looking to enjoy a lakeside retreat.

The Penn Yan area is also home to several local wineries and vineyards, which are well worth exploring. Rentals in this vicinity often provide easy access to wine trails, and some properties include outdoor spaces for wine tasting or barbecuing after a day of exploration. Additionally, the nearby Keuka Lake State Park offers hiking trails and picnic areas, enhancing the outdoor experience.

In the town of Penn Yan itself, visitors can find charming cottages and homes that reflect the local architecture, often featuring amenities like air conditioning, Wi-Fi, and landscaped gardens. These accommodations provide a comfortable base for enjoying the nearby beaches and local attractions, including shops and restaurants that showcase the region's unique culture.
What is the most popular type of holiday rental accomodation in Penn Yan?
In Penn Yan, holiday houses are the most popular type of holiday rental, with around 540 available in the area. These properties are typically spacious and well-equipped, featuring multiple bedrooms, full kitchens, and often outdoor spaces such as decks or patios, superb for enjoying the scenic views of Keuka Lake. Additionally, there are about 200 cottages that offer a charming, rustic experience, often situated near the water, providing a cosy retreat for couples or small families. For those seeking a more secluded experience, around 52 cabins are available, which usually include amenities like fireplaces and access to hiking trails. There are also approximately 48 apartments, offering more urban living options close to local shops and restaurants.
Are there any family house rentals in Penn Yan?
In Penn Yan, New York, there are numerous family-friendly house rentals available, with around 164 properties to choose from. This charming town is situated by the beautiful Keuka Lake, offering a tranquil setting for families. Many of these homes come equipped with spacious living areas, full kitchens for preparing family meals, and outdoor spaces great for children to play. Visitors can expect amenities such as Wi-Fi and air conditioning for added comfort during their stay.

The surrounding area boasts various attractions, including wineries and scenic walking trails, allowing families to explore the natural beauty of the Finger Lakes region. Additionally, nearby parks provide opportunities for outdoor activities such as hiking, fishing, and picnicking.
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 an appealing destination for travellers seeking relaxation and recreation. This charming town, located on the shores of Keuka Lake in the Finger Lakes region, offers a range of accommodations, from lakeside cottages to spacious family homes.

Many of these properties come equipped with private pools or hot tubs, superb for unwinding after a day of exploring the area's natural beauty and wineries. Expect amenities such as fully equipped kitchens, outdoor patios, and scenic views of the lake, enhancing the overall holiday experience.
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 around 79 options for travellers seeking accommodations that welcome their furry companions. Many of these rentals offer home-like amenities, such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely.

The area is particularly appealing for pet owners due to its proximity to stunning natural landscapes and recreational opportunities. Seneca Lake, just a short distance away, features parks and walking trails that are superb for leisurely strolls with pets, while the nearby Keuka Lake State Park offers beautiful hiking paths and scenic views. Additionally, the charming village atmosphere provides pet-friendly cafes and shops, enhancing the overall experience for those travelling with dogs or other pets.
Are there any remote work holiday rentals in Penn Yan?
In Penn Yan, New York, there are numerous options for remote work holiday rentals, with around 776 properties available to choose from. This charming town, located on the shores of Keuka Lake, offers a peaceful environment ideal for those looking to balance work and leisure. Many of these rentals come equipped with reliable Wi-Fi, allowing for productive work sessions, and some even feature dedicated workspaces to enhance your remote working experience.

The area is dotted with lovely lakeside homes, cottages, and townhouses that provide comfortable amenities such as fully equipped kitchens, spacious living areas, and outdoor decks to enjoy the stunning lake views. Additionally, the proximity to local attractions, including vineyards and beautiful hiking trails in the Finger Lakes region, adds to the appeal of working remotely here. 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 rental amenities include kitchens, which allow guests to prepare their own meals, and outdoor spaces such as decks or patios for relaxation and enjoying the scenic surroundings. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, many rentals feature coffee and tea makers, ensuring that guests can enjoy a warm beverage at their leisure.
When is the best time to visit Penn Yan for a holiday rental?
The best time to visit Penn Yan for a holiday rental is during the peak season from June to August. This vibrant period attracts many travellers eager to experience the beautiful Finger Lakes region, with July being particularly popular. Visitors can revel in pleasant summer temperatures, typically ranging from 15 to 30 degrees Celsius, making it ideal for outdoor activities such as boating, hiking, and wine tasting.

During these months, the area's stunning natural scenery comes alive, and you'll find a lively option with numerous festivals and events, including local farmers' markets and art shows. The charm of Penn Yan, combined with its beautiful lakeside views, makes it a fantastic spot for those seeking both adventure and relaxation.

For those looking for a more budget-friendly option, consider visiting in December. Although this month is part of the low season, it offers a great experience with fewer crowds and a peaceful winter landscape. It's a great time to enjoy the local holiday festivities and the serene beauty of the Finger Lakes.

Ultimately, choosing between the energetic summer months or the tranquil winter season will depend on your travel preferences.
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.
What are the top attractions in Penn Yan?
In Penn Yan, visitors can enjoy a range of attractions that highlight the area's natural beauty and local culture. The picturesque Keuka Lake is a major draw, offering opportunities for boating, fishing, and relaxing by the water. The lake's scenic views can be appreciated from various parks, such as Keuka Lake State Park, which features hiking trails and picnic areas.

The Finger Lakes region is renowned for its wineries, and many visitors take advantage of the nearby wine trails, with several vineyards offering tastings and tours. The quaint downtown area of Penn Yan is also worth exploring, boasting charming shops, restaurants, and local art galleries that reflect the town's heritage.

For those interested in history, the Penn Yan Museum provides insights into the local history and culture, while the nearby village of Dresden features historic sites associated with the region's early settlers.
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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