
Vacation rentals in Penn Yan
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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 €112 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.

HUGE Covered Porch ON LAKE-Kayaks/Bikes/Air Hockey
ON THE BEACH offers all the comforts of home! No steps to entry! Right on the water! Dock, boat hoist, kayaks, and bikes! With 3 bedrooms and 2 baths, laundry, a fully stocked kitchen, WIFI, and big screen TV's, you'll feel comfortable immediately. The game room has an XBOX 360, Big Screen TV, & Air Hockey, plus a cozy fireplace. This year round home offers A/C plus ceiling fans in the summer and gas heat in the winter. Close to town, restaurants, wineries, breweries, distilleries, and skiing

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.

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

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.

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.

Modern Colonial Walking Distance to Town & Outlet
Perfect destination for families or friends seeking to experience the beauty of the Finger Lakes. Located steps from the Outlet Trail. This clean, and spacious home offers convenience, charm and comfort. Walking distance to downtown area restaurants. This is an ideal location to access both the Seneca and Keuka Lake wine trails. Two blocks from the public boat launch with plenty of off street parking for your boat and trailer. Barbecue on the grill or relax outside on the patio by the fire.

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.

Retreat w/ panoramic lake views on wine trail!
Gather your crew & unwind at this peaceful, centrally located retreat - perfect for wine weekends, brewery tours & cozy nights in. With equal-sized bedrooms, a clean, stocked kitchen & a spacious deck made for group hangs, it has everything you need! ⭐ "Perfect home base for our wine trip - equal rooms, plenty of space, and so peaceful after a full day out!" ✓ Centrally located for wine & brewery hopping ✓ Equal-sized rooms & open group-friendly layout ✓ Deck for coffee, cocktails

Guyanoga Getaway ~Peaceful~ 5 min. to Keuka Lake
Nature lovers! Ideal vacation home for a small family, couples getaway or girls/guys weekend. Nestled in the woods, this secluded cabin-like ranch home has a beautiful view of the Guyanoga Valley. Located only 2 miles from Keuka Lake State Park, and a short drive to Penn Yan, this 3-bedroom has all of the comforts of home. Enjoy a cup of coffee on the deck. Minutes away from the lake; breathtaking scenery, wineries and craft breweries. You'll find small-town hospitality in Yates County.

Waterfront Escape in Seneca Lake Wine Country
A true refuge... peaceful, quiet and majestic. The house is right on the lake with gorgeous views of Seneca lake. Large windows overlook the lake from the living room and front bedroom. Single family detached home situated on a dead-end street limited to local traffic, this 2 bedroom, 1 1/2 bathroom year-round home will provide you with everything you need for your next getaway. The house is perfect for 2 couples or a family of four. Bonus room above the boathouse with a pull out sofa.

Route 54 Relic in Penn Yan.
1880's home now 3 units. Built when steam ships still piloted Keuka. Penn Yan can be accessed by sidewalk from here (approx 1 mile to center), steps from Red Jacket Park at Keuka Lake on one side, Seasons on Keuka Lake on the other. Close to Keuka Outlet Trail, on the Keuka Lake wine trail, and between Main Deck restaurant and Rt 54 (WE ARE NOT WATERFRONT). There is plenty to do between shopping in Penn Yan, hiking the Outlet, or going on a wine tour around Keuka and/or Seneca Lake.

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.
Popular amenities for Penn Yan vacation rentals
Other great vacation rentals in Penn Yan

Corks & Country Roads

The Roastery Loft

Stunning Keuka Lake Home! Kayak, SUP, Fish, Swim

The French House on Main Street

Bay Haven Lakefront Home on Keuka Lake No Steps

The Little Lake House

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Whispering Waters Lake Front Home w/ Private Dock
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €121 | €108 | €128 | €133 | €154 | €169 | €193 | €201 | €167 | €171 | €153 | €124 |
| 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.
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