
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 $223 CAD 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

Wifi availability
50 of Penn Yan vacation rentals include wifi 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.

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games
Relax & unwind to a backdrop of Canandaigua Lake! This rustic chalet on a private setting has that cozy cabin feel with modern styling and luxurious amenities including a gas stove fireplace, hot tub, nostalgic games, library, outdoor fire pit & more! Amenities Include: Hot Tub with Lake View Gas Stove/Fireplace Fire Pit BBQ Grill Foosball Table Board Games A/C in Loft BR Heat Parking: 4 Spaces High-Speed Internet/Wifi Smart TV/Cable Library Desk Alexa Speaker Telescope STR Permit #: 2023-0073

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

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.

Charming Keuka Lake Home Away from Home
Enjoy the Finger Lakes region from this quaint Cape Cod style home located just steps from Keuka Lake. Fondly nicknamed the Blue Iris Inn, this private home offers plenty of living space, a very large kitchen, comfortable private bedrooms, spotless bathrooms, on-site laundry and abounding outdoor space complete with a patio and gas grill. We are in the heart of the Keuka and Seneca Lake Wine & Beer trails and the State Park with beach access is just around the corner. Adventure awaits!

Modern, bright & calm 1 BR / 1 bath farm retreat
Let the calm, quiet beauty of New York’s Finger Lakes region renew you at this modern and bright on-farm escape right on the Seneca Lake Wine Trail. Enjoy our outdoor space and the comfort of our private second floor which features natural lighting, a private entrance, self check-in, marble countertops, tile throughout, a custom bathroom, in-floor radiant heat, WiFi, no TV and a spacious deck overlooking Black Squirrel Farms, a black walnut growing and processing operation.

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.

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

Charming Country Cabin- HOT TUB, Sunsets, CMAC

“The Homestead” at Camp Cinnamon

Hawks Landing - Your Romantic Getaway! New Pricing
Family- and pet-friendly home rentals

1875 Renovated Schoolhouse with an Igloo!

A-Frame on Keuka Lake

Little Red Ranch House

The Farmhouse next to Abandon Brewing Company

Adventure Awaits A-Frame

Enjoy spectacular sunsets at The Chalet at Keuka!

Modern Colonial Walking Distance to Town & Outlet

Wine Base Camp (Small dog friendly)
Family-friendly home rentals with a pool

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

Fireplace, theater room, & fully equipped kitchen

Charming Pittsford Home-Indoor Pool-4 bedrooms

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
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 CAD | $216 CAD | $288 CAD | $249 CAD | $297 CAD | $326 CAD | $344 CAD | $342 CAD | $320 CAD | $316 CAD | $290 CAD | $281 CAD |
| 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 |
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- Letchworth State Park
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- Finger Lakes
- Bristol Mountain
- Taughannock Falls State Park
- Fair Haven Beach State Park
- The Strong National Museum of Play
- Sea Breeze Amusement Park
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- Rochester Institute of Technology
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- Memorial Art Gallery
- Cascadilla Gorge Trail
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- Ithaca College





