
Vacation rentals in Penn Yan
Find and book unique accommodations on Airbnb
Quick stats about vacation rentals in Penn Yan

Total vacation rentals
Explore 70 vacation rentals in Penn Yan

Nightly prices starting at
Penn Yan vacation rentals start at G$27,185 GYD per night before taxes and fees

Verified guest reviews
Over 3,930 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of Penn Yan vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Penn Yan rentals

4.9 Average rating
Penn Yan stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in Penn Yan
Guests agree: these stays are highly rated for location, cleanliness, and more.

Crows nest lake view flat
Crows Nest is located on the Keuka Lake wine trail. It is next to Red Jacket Park and Morgan Marine on one side, Seasons on Keuka Lake on the other. Very close to Penn Yan/Yates County Airport and between the Main Deck restaurant and Route 54. The property is NOT water front. Keuka Lake is accessible thru Red Jacket Park and visible from the property, but not directly on the water. There is a sidewalk from the property to town for Guests who prefer to walk, approximately 1 mile to Village center
LocationFamilyIndoor spaces

Experience Finger Lakes at The Best of Both Abode
Nestled on the main road just inside Penn Yan, Best of Both Abode is a split-level home in the heart of the Finger Lakes. About 30 minutes to Watkins Glen, Geneva, or Canandaigua. Dozens of wineries, amazing state parks, beautiful lakes, waterfalls, farms, breweries, shopping, and so much more all close by. The perfect place for couples, families, groups of friends, and traveling workers. Enjoy our spacious lawn and deck, or cozy up inside. We invite you to come make yourself feel at home.
FamilyValueAmenities

On Lake, Stunning Views, Sunrises, Pet Friendly!
We are right on the lake! The view is amazing and the atmosphere is serene and relaxing. Conveniently located. The fully stocked cottage is comfortable and offers a homey feel - clean, updated. Gas fireplace offers additional warmth & ambiance. Fabulous deck with amazing views! Dock/beach area with fire pit. Master bedroom - watch the sunrise right from bed! Kitchen is fully stocked, seating for 6, laundry and two bathrooms. Plenty of parking and a lovely private yard. Linens included
LocationValueView

Overlooking beautiful Keuka: Sunrise to Sunset!
A self-contained apt right in the heart of the beautiful Finger Lakes. Close to Keuka College, parks, restaurants, museums, trails, wineries, and kayak/bike rentals. Room for boats/trailers. Self-check in with lock box Super clean, lower apartment features a private entrance. It has a large bedroom with a comfortable king size bed, convertible to two twins, upon request. Twin/mattresses on floor can sleep up to 2 children ($15 ea) or 1 more adult($40)per night Private bathroom with shower.
ValueFamilySleep quality

Blūm on the Hill Cottage in the Finger Lakes
Enjoy a peaceful stay in our cottage located just over 2 miles from the quaint village of Penn Yan on Keuka Lake. Relax in the newly renovated 2 bedroom, 2 full bath home with a fully equipped dine-in kitchen, spacious living room with electric fireplace, and dining room. Enjoy the fresh air on the back deck with Keuka Lake peeking through the trees. Take in the sites of the many trails, vineyards, breweries and state parks in the area during your stay. So just relax, you're on lake time.
FamilyLocationOutdoor spaces

Keuka Gully Cabin
Traveling small? inquire for discount! 10 Acres 2 Trails 4 Breweries and wineries within 5 min 1 Wood burning stove 2 Zone MrCool 4 Bedrooms 5 Lake views 1 washer/dryer 1 Superhost As you drive up the semi-private road, you'll wind through picturesque vineyards and serene woods, arriving at your quiet cabin. The property boasts a tranquil gully, perfect for relaxing, hiking, and simply enjoying nature. The charming Village of Penn Yan is just around the corner, waiting for you to explore.
ValueLocationAccuracy

Enjoy spectacular sunsets at The Chalet at Keuka!
The Chalet at Keuka is a lake lover's dream! Right on the water, you can enjoy panoramic views and beautiful sunsets on the spacious deck, or in one of two Florida rooms! You're in the heart of Finger Lakes, and a short drive from wineries, breweries, restaurants and parks. We allow up to two small breed dogs (up to 10 lbs), or one large breed dog. A couple of things to note: There are stairs leading to, and inside the cottage. Also, for guests over 6' 2", a few of the doorways are low.
ValueLocationLong stay

The Tiny House on the Prairie - QKA
A little slice of calm and contentment in this rustic well appointed tiny house on wheels. IT'S GETAWAY TIME! Perfect for a couple. Stunning views of Keuka Lake. Fully furnished kitchen, deck with patio furniture & propane gas grill. Fire pit with adirondack chairs. Enjoy the symphony of the night time under the stars with s'mores. Great location to the wineries, breweries & restaurants. 3 minutes to Keuka Lake State Park. Almost everything we have is made in the USA.
FamilyLocationCondition

Beautiful Keuka Lake home close to Penn Yan.
Welcome to Keuka lake in this beautiful home that boasts 3 master suites. The living room has a panoramic view of Keuka Lake. There is a deck off the top floor and a patio off the first floor to sit and enjoy the lake view as well. From the downstairs patio you are only a few steps to the beach. At the end of the dock the lake is only 3 feet deep so it’s excellent for swimming. Everything in this house is new and very clean. We are a mile from downtown Penn Yan.
LocationFamilyParking

Heart of the Fingerlakes Wine Country
Our special place sits upon 5 quiet acres on the majestic Seneca Lake. With the large wrap around porch, you will get lost in this beautiful setting while sipping on a glass of wine from many of our local Wineries. On the inside the first thing you will notice is the open floor plan, granite counter tops, and wall to wall windows with views for days. This property sleeps up to 6 guest, has 2 bedrooms up stairs and a large day room that can act as a 3rd.
ValueLocationRiver

Squeaky clean private country setting
Pine Country Lodge is situated on a quiet country road and surrounded by woods and Mennonite farms, minutes away from world-class wineries, breweries and the beautiful Keuka Lake. Penn Yan is less than 5 miles away. Our 1 story home is ideal for a family of 6 or 3 couples. Enjoy a cup of coffee or a drink on the screened in porch and watch the abundant wildlife in the backyard. We have excellent Wi-fi but do not have a TV Sorry , no pets allowed
LocationValueAir conditioning

The Roastery Loft
Cozy urban loft in the heart of Penn Yan! This 1BR/1BA second-story apartment sits above a coffee shop and is steps from the Keuka Outlet Trail, restaurants, wineries, breweries, lake access, and charming boutiques. Perfect for a relaxing Finger Lakes getaway with style and small-town charm!
ValueFamilyComfort
Popular amenities for Penn Yan vacation rentals
Other great vacation rentals in Penn Yan

Keuka's Wine Barrel
FamilyLocationHospitality

Lakefront A-Frame | Hot Tub, Dock & Views | Seneca
LocationViewComfort

Keuka Lake Getaway
FamilyLocationBathroom

Whispering Waters Lake Front Home w/ Private Dock
FamilyLocationCheck-in

Cozy Private Loft • Walkable Downtown Location
FamilyLocationCondition

Tiny Vineyard Mirror House with Sauna & Hot Tub
LocationValueGetting around

Escape to Heart of Finger Lakes!
FamilyLocationWalkability

Beautiful Lake and Bluff View
FamilyLocationHiking
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,485 GYD | G$26,348 GYD | G$31,158 GYD | G$32,413 GYD | G$37,641 GYD | G$41,196 GYD | G$47,051 GYD | G$48,933 GYD | G$40,777 GYD | G$41,614 GYD | G$37,222 GYD | G$30,322 GYD |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 11°C | 5°C | 0°C |
Frequently Asked Questions
What are the best places to stay in Penn Yan?
Many travelers explore stays near the historic downtown, by the waterfront, or in the countryside surrounded by vineyards. The area has a mix of restored homes, cottages, and properties with lake views.
What are the best things to do in Penn Yan with kids?
Families can walk the Keuka Lake Outlet Trail, visit local parks, and enjoy ice cream shops around town. The waterfront area has picnic spots, nature trails, and opportunities for kayaking or paddleboarding.
What are some of the best things to do in Penn Yan?
Explore local markets, stroll along the Keuka Lake Outlet Trail, and sample wines at area vineyards. The historic downtown has shops, galleries, and cafés with a welcoming atmosphere.
How is the weather in Penn Yan?
Penn Yan has cold winters ranging from 18–35°F (−8–1°C), with moderate snowfall, and warm summers near 60–83°F (16–28°C), often accompanied by increased rainfall. Spring and fall are mild, making lightweight layers and a waterproof jacket helpful throughout most of the year.
When is the best time to visit Penn Yan?
Late spring through early fall is frequently suggested for comfortable temperatures, lively farmers markets, and active vineyards. Early autumn brings colorful foliage and local harvest celebrations.
What are the best places to visit in Penn Yan?
Explore the historic downtown, walk the Keuka Lake Outlet Trail, and visit local wineries or art galleries. The area also has small museums focusing on regional culture and history.
What are some hiking trails in Penn Yan?
The Keuka Lake Outlet Trail is often recommended for walking, biking, or birdwatching along a scenic waterway. Several nature preserves around the area have wooded paths and gentle hikes for various skill levels.
What are some family activities we can do in Penn Yan?
Explore playgrounds, take a boat ride on Keuka Lake, or join a seasonal community event like an art or farmers market. Museums and hands-on craft experiences are often recommended for families.
What are some of the best day trip ideas from Penn Yan?
Travelers often enjoy exploring nearby state parks, local waterfalls, and neighboring Finger Lakes towns known for wineries and art studios. Outdoor enthusiasts find opportunities for hiking and water sports around the region.
Are there any pet friendly accommodations available in Penn Yan?
Many accommodations in Penn Yan welcome pets, especially around the lakeside and in rural areas. You can find vacation rentals and cottages with access to outdoor spaces for your companion.
What are some local tips for visiting Penn Yan?
Try visiting farm stands early for the freshest finds, and enjoy the sunrise or sunset by the lake for a peaceful experience. Bringing water-resistant shoes helps if you explore nature trails or vineyard paths.
What is Penn Yan known for?
Penn Yan is known for its role in the Finger Lakes wine region, historic downtown, and scenic lakeside views. The area has a long agricultural tradition and a welcoming small-town atmosphere.
What are the best hidden gems to explore in Penn Yan?
Seek out small family-run wineries, farm stands tucked along country roads, and art studios showcasing local makers. Lesser-known fishing spots and quiet picnic areas by the lake often provide a peaceful retreat.
What are the best foods to try in Penn Yan?
Penn Yan is known for farm-fresh produce, locally made cheeses, and dishes featuring Finger Lakes wines. Bakeries and cafés often serve grape pies, cider donuts, and other regionally inspired treats.
What should I bring for a trip to Penn Yan?
Pack layers for changing temperatures, a lightweight rain jacket, and comfortable shoes for walking trails or exploring vineyards. A reusable water bottle and sunscreen are helpful for outdoor activities.
What is the nightlife in Penn Yan like?
Nightlife in Penn Yan is relaxed, with lively community taverns, small music venues, and wine bars featuring local selections. The area has a comfortable, laid-back vibe rooted in shared local experiences.
What are the most popular events or festivals in Penn Yan?
Penn Yan celebrates events rooted in local culture, including seasonal food and craft festivals, agricultural fairs, and art shows. Summer and fall often bring gatherings centered on the region's wine and harvest traditions.
Are there family friendly vacation rentals in Penn Yan?
Penn Yan has a variety of family-friendly vacation rentals, including cottages, lakefront homes, and properties with large yards. Many options have easy access to parks, trails, and community activities.
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Pittsburgh Vacation rentals
- Cleveland Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Mississauga Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Mont-Tremblant Vacation rentals
- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Finger Lakes
- Bristol Mountain
- The Strong National Museum of Play
- Fair Haven Beach State Park
- Taughannock Falls State Park
- Sea Breeze Amusement Park
- Watkins Glen International
- Chimney Bluffs State Park
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Fox Run Vineyards
- Robert H Treman State park
- Cascadilla Gorge Trail
- Three Brothers Wineries and Estates
- University of Rochester
- Genesee Country Village and Museum
- Buttermilk Falls State Park
- Ithaca College
- Ontario Beach Park
- Montezuma National Wildlife Refuge





