Photo by Matthew Jay

Penn Yan holiday lettings

We found 868 holiday rentals — enter your dates for availability

Select from 147 homes, 61 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:3 Oct - 10 Oct
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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.

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.

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

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.

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)
  • 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)
  • Thirsty Owl Wine Company (15.8 mi / 25.4 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 most popular type of holiday rental accommodation in Penn Yan?
Houses are the most popular type of holiday rental in Penn Yan, according to our data. Even if you have something else in mind, Vrbo has holiday homes in loads of sizes and shapes. Compare our options to find your perfect fit.
How much does it cost to rent a holiday rental in Penn Yan?
The average price for a holiday home in Penn Yan can vary based on factors like length of stay, property type and season. Whether you're looking for a sprawling house with room for friends and family or a cosy cottage just enough for two, just enter your travel dates to see stays with exceptional value.
How much does it cost to rent a beach house in Penn Yan?
The average price for a holiday rental close to the beach in Penn Yan will depend on when you're going and the size and style of property you want. Find prices easily on Vrbo by entering your dates of travel. Then use the handy filters to select the number of bedrooms and amenities important to you, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday rentals in Penn Yan?
Yes, there are. You can pick from 14 holiday rentals that cater to pets in Penn Yan. Plenty of our pet-friendly holiday rentals come with a garden for your furry pal to play around in, special dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a pad that'll get tails wagging on Vrbo.
What are popular rental amenities in Penn Yan?
Some of the most popular rental amenities people look for in Penn Yan are nearby museums, a garden and a water view. Whether you're holidaying with pals, family or even pets, Vrbo holiday properties have the best amenities for ultimate relaxation with the people you cherish the most.
Are there large group holiday rentals in Penn Yan?
Penn Yan has four holiday homes that can host 10 or more guests. These stays come with the space and privacy you need to enjoy good times with friends and family.
Are there holiday rentals in Penn Yan that welcome kids?
Gather your whole crew for the adventure of a lifetime in Penn Yan at one of our 14 family-friendly holiday properties. A lot of these stays feature amenities that are perfect for trips with the kids, such as laundries, extra bedrooms and entertainment areas. Just check the "Properties good for families" filter and decide on your favourite.
What are the top attractions for families in Penn Yan?
Keep the kids busy at these leading family-friendly attractions in Penn Yan:

  • Keuka Lake State Park
  • Keuka Lake Outlet Trail
  • Arts Centre of Yates County

Are there one-bedroom holiday rentals in Penn Yan?
Yes, you can pick from three one-bedroom rentals in Penn Yan. Whether you're on the lookout for a cosy chalet or a condo, our one-bedroom properties are great if you don't require a lot of space. One of the best things about having your own pad? You'll never need to share your trip with strangers.
Can I find two-bedroom holiday rentals in Penn Yan?
Gather your besties and enjoy a relaxing escape in one of the four two-bedroom holiday homes Penn Yan has to offer.
How can I find holiday rentals with air conditioning in Penn Yan?
Penn Yan has 13 holiday rentals where you'll be able to chill out in air-conditioned comfort. To find a property on Vrbo that has this perk, enter your preferred travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Penn Yan?
You'll need to check with the Penn Yan holiday property you're looking at on Vrbo as the minimum age varies. However, it's typically 16, 18 or 21.
How long can I rent a holiday rental in Penn Yan for?
The amount of time you can stay in a Penn Yan holiday rental for depends on each property. Just put in your dates of travel to view available options offering longer term stays. They include all the things you need to make your extended trip more convenient and comfortable, such as kitchens and yards. Some Vrbo holiday rentals may also offer weekly or monthly discounts, so you can stay longer for less money.

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