
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 G$33,488 GYD 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.

Timber View At Timber Trails
Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

FLX 3- Lake View Wine Country Tiny Cabin
Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the view!!

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

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.

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

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.

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.

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.

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.
Popular amenities for Penn Yan family-friendly rentals
Family-friendly home rentals with a hot tub

Comfort and Luxury- Keuka Lake Dream Property

Private Waterfront Home Wine Trail Hot Tub Dock

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

Railside Getaway.

Lakefront House: Hot Tub, Kayaks & Fire Pit

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

Grandpa-T’s Guest Cottage at Hawks Landing

Malthouse
Family- and pet-friendly home rentals

A-Frame on Keuka Lake

Retreat w/ panoramic lake views on wine trail!

Little Red Ranch House

The Farmhouse next to Abandon Brewing Company

Adventure Awaits A-Frame

The Tiny House on the Prairie - QKA

Charming Pittsford Home-Indoor Pool-4 bedrooms

Modern Colonial Walking Distance to Town & Outlet
Family-friendly home rentals with a pool

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

Fireplace, theater room, & fully equipped kitchen

Comfy Ranch House with Pool 3BR/2BA

Heated Pool, Hot tub, pickleball court.

Downtown Ithaca New Build – Award-Winning Stay

Luxury lakefront apartment - and a private pool!

Elegant Historic Suite — Balcony & Fireplace

Turner Park Suite
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$36,208 GYD | G$32,441 GYD | G$43,325 GYD | G$37,464 GYD | G$44,580 GYD | G$48,976 GYD | G$51,696 GYD | G$51,487 GYD | G$48,138 GYD | G$47,511 GYD | G$43,534 GYD | G$42,278 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 |
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
- Baltimore Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Finger Lakes
- Bristol Mountain
- Taughannock Falls State Park
- Fair Haven Beach State Park
- The Strong National Museum of Play
- Sea Breeze Amusement Park
- Chimney Bluffs State Park
- Watkins Glen International
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Rochester Institute of Technology
- Robert H Treman State park
- Fox Run Vineyards
- University of Rochester
- Three Brothers Wineries and Estates
- Memorial Art Gallery
- Cascadilla Gorge Trail
- Buttermilk Falls State Park
- Ithaca College





