
Family-friendly vacation rentals in Penn Yan
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Penn Yan

Total vacation rentals
Explore 50 vacation rentals in Penn Yan

Nightly prices starting at
Penn Yan vacation rentals start at ﺩ.ﺇ 588 per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Penn Yan rentals

4.8 Average rating
Penn Yan stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Penn Yan
Guests agree: these family-friendly homes 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.

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.

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.

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.

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

The Farmhouse next to Abandon Brewing Company
"The Farmhouse" is located in the heart of the Finger Lakes on the Keuka Lake Wine Trail. A restored 1800's farmhouse, it is close to the Village of Penn Yan, Keuka College, and Keuka Lake State Park and has amazing views overlooking Keuka Lake. The Farmhouse is on the same property as craft brewery and events venue, Abandon Brewing Company. Perfect for couples, families, groups, and furry friends (pets) who want to get away and enjoy the proximity to award winning wineries and breweries.

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.

Quiet Guesthouse near Keuka Lake and Penn Yan!
Welcome to our cozy guesthouse! Nestled in the Fingerlakes Region of New York, it's the perfect place to rest after a day spent exploring our beautiful lakes, wineries, hiking trails, and so much more. Our guesthouse is located 2 minutes away from the Keuka Outlet Trail, 5 minutes from Penn Yan and Keuka Lake, and just minutes away from several local wineries. In the winter, we love to visit Bristol Mountain Ski Resort, 45 minutes from us! We can't wait to host you!

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.

The Best Getaway on the Keuka Lake Wine Trail
Welcome to our “tree house" paradise on Keuka lake! It's one of the most unique cottages on Keuka. Our lake home promises you an unforgettable vacation on Keuka, with unparalleled views of the lake. Spend your days lounging on the beach, swimming, fishing, kayaking or tasting the local wine & cheese before you wind down on the hammock, taking in breathtaking views among the Keuka treetops. End each night with memories (and S’mores!) ‘round the campfire!
Popular amenities for Penn Yan family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Lakeside Villa with Pool and Hot Tub

Lakefront House: Hot Tub, Kayaks & Fire Pit

Private Waterfront Home Wine Trail Hot Tub Dock

Seneca Sunsets: private lakefront, dock, hot tub

Malthouse

Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets

Spectacular Lake Views + Hot Tub: Winedown Oasis

Finger Lakes Hilltop Chalet Relax, Unwind & Renew
Family- and pet-friendly home rentals

On Lake, Stunning Views, Sunrises, Pet Friendly!

Modern Colonial Walking Distance to Town & Outlet

Pet Friendly Keuka Yurt

The Tiny House on the Prairie - QKA

Little Red Ranch House

Hi-Tor Hideaway. The Cure for Cabin Fever.

Vintage Vineyard Cottage: Cozy Getaway, King Beds

Bobcat Bungalow at Vixen Vacations
Family-friendly home rentals with a pool

Kline's Cottage

Seneca Carriage House

Charming Pittsford Home-Indoor Pool-4 bedrooms

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

2 Bedroom pool house with Garage

Sleeps 10 Heated Pool, Hot tub, pickleball court.

Turner Park Suite

Luxury lakefront apartment - and a private pool!
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 635 | ﺩ.ﺇ 569 | ﺩ.ﺇ 760 | ﺩ.ﺇ 657 | ﺩ.ﺇ 782 | ﺩ.ﺇ 859 | ﺩ.ﺇ 907 | ﺩ.ﺇ 903 | ﺩ.ﺇ 845 | ﺩ.ﺇ 834 | ﺩ.ﺇ 764 | ﺩ.ﺇ 742 |
| 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 |
Destinations to explore
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- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- 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
- Robert H Treman State park
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- University of Rochester
- Memorial Art Gallery
- Cascadilla Gorge Trail
- Buttermilk Falls State Park
- Genesee Country Village and Museum
- Montezuma National Wildlife Refuge





