Best Vacation Homes in Penn Yan
1100 ft²
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $277/Night
For 7 Nights US $1,940
1797.57 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Pet Friendly
- Parking
- Child Friendly
US $458/Night
For 7 Nights US $3,206
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Kitchen
- Parking
US $371/Night
For 7 Nights US $2,599
901 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $532/Night
For 7 Nights US $3,725
1399.31 ft²
6 Guests
3 Bedrooms
2 Bathrooms
House
- Spa
- Fireplace/Heating
- View
US $372/Night
For 7 Nights US $2,606
750 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $222/Night
For 7 Nights US $1,552
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $464/Night
For 7 Nights US $3,246
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $327/Night
For 7 Nights US $2,287
Penn Yan Luxury Rentals
2000 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $3,230/Night
For 7 Nights US $22,607
20 Guests
7 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $2,333/Night
For 7 Nights US $16,333
15 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $2,053/Night
For 7 Nights US $14,373
5823 ft²
16 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $1,878/Night
For 7 Nights US $13,148
856 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,858/Night
For 7 Nights US $13,004
5500 ft²
12 Guests
5 Bedrooms
5 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,597/Night
For 7 Nights US $11,176
2800 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,456/Night
For 7 Nights US $10,192
4000 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $1,429/Night
For 7 Nights US $10,001
Penn Yan Pet Friendly Vacation Rentals
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $206/Night
For 7 Nights US $1,445
1194.79 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Private Beach
- Oceanfront
- Skiing
US $429/Night
For 7 Nights US $3,004
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $187/Night
For 7 Nights US $1,311
387.5 ft²
4 Guests
1 Bedroom
1 Bathroom
House
- Fireplace/Heating
- Breakfast
- Pet Friendly
US $235/Night
For 7 Nights US $1,642
880 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $291/Night
For 7 Nights US $2,038
1000 ft²
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $189/Night
For 7 Nights US $1,321
1100 ft²
3 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Ski Chalet
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $156/Night
For 7 Nights US $1,090
264 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $185/Night
For 7 Nights US $1,294
Penn Yan Large Vacation Homes
2472 ft²
13 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $686/Night
For 7 Nights US $4,804
4553.13 ft²
14 Guests
1 Bedroom
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $905/Night
For 7 Nights US $6,333
2300 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $742/Night
For 7 Nights US $5,193
158.77 ft²
9 Guests
6 Bedrooms
4 Bathrooms
Free Cancellation
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
US $215/Night
For 7 Nights US $1,503
2200 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $996/Night
For 7 Nights US $6,970
3500 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $812/Night
For 7 Nights US $5,687
12 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $794/Night
For 7 Nights US $5,558
2100 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $661/Night
For 7 Nights US $4,626
Why Choose Rent By Owner for your Penn Yan Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Penn Yan
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can enjoy the region’s natural beauty and local events, making your stay in Penn Yan, New York, USA, truly memorable and enriching.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you'll enjoy the region's vibrant outdoor activities and scenic beauty, making it an ideal time for a memorable getaway.
Average Temperature Daytime: around 80°F - Nighttime: mid 60s°F
Fall (September to November)
Autumn offers stunning foliage and pleasant weather, perfect for exploring the area’s natural landscapes and local events.
Average Temperature Daytime: high 60s to low 70s°F - Nighttime: mid 40s to mid 50s°F
Off-Season Highlights
Winter (December to February)
In the winter months, you can experience a quieter time here with serene snowy scenery and cozy indoor retreats.
Average Temperature Daytime: mid 30s°F - Nighttime: around 20°F
Early Spring (March to May)
Before the peak season begins, early spring presents a peaceful atmosphere with budding landscapes and fewer visitors.
Average Temperature Daytime: mid 50s to high 60s°F - Nighttime: mid 30s to mid 40s°F
Weekly Weather Forecast for Penn Yan
How to Book Your Penn Yan Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Penn Yan
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor dining area perfect for lakeside meals in this scenic destination.
- Take advantage of a spacious yard or garden area for outdoor activities and relaxation.
- Make use of a grilling station to prepare delicious barbecues amid the natural surroundings.
- Relax on a furnished patio or deck that provides stunning views of the nearby lake or countryside.
- Benefit from access to walking trails or nature paths directly from your rental property.
- Experience outdoor recreation with available fishing docks or boat slips if you're near the water.
- Utilize outdoor fire pits for cozy evenings under the stars, ideal for gathering with friends or family.
Top Attractions Around Penn Yan
What attractions are nearby?
In this charming area, you can explore a variety of outdoor activities and scenic attractions that showcase the natural beauty of the region around your vacation rental.
Family Activities
- Keuka Lake State Park: Enjoy a family picnic and outdoor activities along the scenic shores of Keuka Lake, perfect for relaxing days in the region.
- Finger Lakes Wine Center: Discover local wines with family-friendly tastings and educational tours that highlight the area’s renowned viticulture.
- Yates County History Center & Keuka Lake Museum: Dive into the area's rich heritage through exhibits and interactive displays suitable for visitors of all ages.
- Outdoor Adventures at Keuka Lake: Engage in water-based activities such as kayaking, paddleboarding, or fishing, offering fun-filled experiences in this scenic lake destination.
Adult Activities
- Wine Tasting Tours: Explore the region's renowned wineries and indulge in tastings that showcase the area's vibrant viticulture scene.
- Lakefront Cruises: Enjoy scenic boat cruises on nearby Keuka Lake, offering a relaxing way to view the stunning lake vistas and surrounding landscapes.
- Local Art Galleries and Studios: Discover the area's creative side by visiting art galleries featuring works inspired by Penn Yan's picturesque scenery.
- Historic Downtown Exploration: Stroll through the charming streets filled with unique shops, charming cafes, and historic sites that highlight the region's rich heritage.
Other Places to Stay in Penn Yan, NY
Yates County
Town of Jerusalem
Keuka College
Crosby
Arts Center of Yates County
Oliver House Museum
Town of Milo
Fox Run Vineyards
Keuka Lake Outlet Trail
Town of Torrey
Town of Benton
Penn Yan Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Flavors: Take the time to enjoy regional cuisine at local eateries to fully appreciate the culinary scene here.
- Plan Outdoor Activities: Make the most of the area's natural beauty by scheduling outdoor adventures like boating, fishing, or scenic walks along the waterfront.
- Visit Seasonal Events: Check out seasonal festivals and community events to experience the vibrant culture that makes this destination unique.
- Identify Convenient Amenities: Choose vacation rentals close to essential services and attractions to maximize your convenience and comfort during your stay.
Transportation Options
- Car Rentals: Renting a car here provides the most flexibility to explore the local attractions and scenic routes at your own pace.
- Public Transportation: Local bus services connect you to key spots within the region, making it convenient to travel without a vehicle.
- Taxi Services: Taxis are readily available for quick, direct trips across the area, offering comfort and convenience during your stay.
- Bike Rentals: Biking through this destination allows you to enjoy the picturesque surroundings and navigate narrower roads with ease.
Local Customs Options
- Folk Festival Celebrations: Participating in local folk festivals gives you a glimpse into the region’s rich cultural heritage and community spirit here.
- Traditional Blending of New and Old: Observing how the area maintains its historical customs while embracing modern influences offers a unique cultural experience during your stay.
- Seasonal Agricultural Practices: Engaging with the local agricultural traditions, especially during harvest seasons, connects you to the area’s longstanding farming community.
- Community-Driven Events: Attending neighborhood gatherings and events reflects the region’s strong sense of community and welcoming spirit here.
Penn Yan Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Penn Yan?
There are a lot of options in Penn Yan. If you plan on staying in the Penn Yan area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Penn Yan:
- A Beautiful, Fully Furnished Log Cabin Overlooking Keuka Lake
- Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
- Lakeside cottage on quiet, private road. Walk to Keuka Lake State Park!
- GORGEOUS Waterfront Home w/Huge Flat Yard, AMAZING VIEWS, Wine Trail
- Close to wineries, room for family, lakeview, gourmet kitchen, yard, easy in/out
- Friends And Family Farmhouse
- Herbst's Hideaway on Seneca Lake
- Beautiful Views, Sunrises, Pet Friendly, Comfortable!
- Right on the lake in the heart of the wineries! 4 bedrooms, 4 seasons!
- Destination Relaxation - Ready to help you relax
2. How many vacation rentals have private pools in Penn Yan?
There are 3 vacation rentals with private pools near Penn Yan. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Penn Yan are best for families?
If you are looking for a family-friendly vacation home in Penn Yan, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Penn Yan:
4. How many Rentbyowner vacation rentals are available in Penn Yan?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 516 in the Penn Yan area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Penn Yan.
5. What is the cancellation policy for vacation rentals in Penn Yan, New York?
Cancellation policies vary depending on the property listing. You should review the specific rental’s cancellation terms listed in the booking details or contact the owner directly to understand any applicable fees and timeframes.
6. How do I ensure that my reservation in Penn Yan is secure and reliable?
Booking through trusted platforms and reading reviews from previous guests can help ensure a secure and dependable reservation experience here. Always confirm your booking details and communicate with the property owner if you have any concerns.
7. Are there any special amenities or features available in vacation rentals in this region?
The amenities included vary by property; detailed descriptions are available in each listing. Be sure to check the amenities section or reach out directly to the owner to confirm features such as Wi-Fi, kitchen facilities, or outdoor spaces.
8. What should I do if I need to modify or cancel my reservation?
Modification or cancellation procedures depend on the individual rental agreement. Refer to the booking confirmation or contact the property owner directly to discuss possible changes based on the rental's policies.
9. Are pets allowed in vacation rentals in this destination?
Pet policies differ among properties. You should review the pet allowance details in the listing or contact the property owner beforehand to confirm whether pets are permitted during your stay.
Penn Yan Top Rated Vacation Rentals
2300 ft²
14 Guests
5 Bedrooms
4 Bathrooms
Ocean View
Other
- Hot Tub
- Fireplace/Heating
- Pool
US $531/Night
For 7 Nights US $3,714
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $799/Night
For 7 Nights US $5,595
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $506/Night
For 7 Nights US $3,543
1500 ft²
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $577/Night
For 7 Nights US $4,038
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
US $98/Night
For 7 Nights US $683
US $80/Night
For 7 Nights US $559
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $206/Night
For 7 Nights US $1,439
US $362/Night
For 7 Nights US $2,532
