
Family-friendly vacation rentals in Penn Yan
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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.

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.

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' 3", a few of the doorways are low.

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.

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!

Budget Petfriendly 2nd fl Studio in PY walkable
1870 Historic Victorian 2nd floor studio with separate kitchen. No parties. No smoking or vaping inside of the unit please. No parties. Guests need to climb deck stairs and inside staircase to access apartment. Steps from downtown, near wineries, breweries, restaurants. Locally owned family home with pets. Stove, microwave, blender, toaster, refrigerator, coffeemaker. Propane BBQ grill Queen, single day bed trundle underneath (all beds in the same room) Free wifi, Netflix, Roku tv

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.

Pet Friendly Keuka Yurt
Escape to Your Private Yurt Retreat! Nestled on 6 acres near Keuka Lake, this all-season Yurt offers the perfect blend of relaxation and adventure. Enjoy a complimentary cup of coffee, stargaze under the dome, and explore nearby wineries and Watkins Glen. Amenities include: cozy queen bed, full kitchen, heat & A/C, fast Wi-Fi, and outdoor fire pit. Plus, we don’t charge a pet fee—bring your furry friends! Have questions? Message us anytime—we’re happy to help!
Popular amenities for Penn Yan family-friendly rentals
Family-friendly home rentals with a hot tub

Peaceful Finger Lakes Studio

Lakefront Retreat w/ Hot Tub & Kayaks

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

Hot tub under the stars at cozy cabin in the FLX

FLX lakeview w/ *NEW HOT TUB*, spacious 3 bd 2bath

Lake House-Sunset Views-HOT TUB-Couples Retreat

The Bar(n)- Cozy chalet with hot tub and campfire

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

Retreat w/ panoramic lake views on wine trail!

Comfort, sunshine, relaxation!

Adventure Awaits A-Frame

Park Hyatt on Keuka Wine Trail - Amazing View!

Vintage Vineyard Cottage: Cozy Getaway, King Beds

On Lake, Stunning Views, Sunrises, Pet Friendly!

Azalea Beach House on Seneca Lake

The Cozy Cottage on Seneca Lake (Fingerlakes, NY)
Family-friendly home rentals with a pool

Fireplace, theater room, & fully equipped kitchen

Haven Woods, quiet house, minutes to Ithaca w/ AC

Charming Pittsford Home-Indoor Pool-4 bedrooms

Comfy Ranch House 3BR/2BA

2 Bedroom pool house with Garage

Luxury lakefront apartment - and a private pool!

Esten-Wahl Farm - Historic Landmark Victorian Home

Foster Hideaway - lake views, pool, hot tub.
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.ﺇ635 | ﺩ.ﺇ569 | ﺩ.ﺇ760 | ﺩ.ﺇ716 | ﺩ.ﺇ746 | ﺩ.ﺇ790 | ﺩ.ﺇ907 | ﺩ.ﺇ903 | ﺩ.ﺇ845 | ﺩ.ﺇ834 | ﺩ.ﺇ764 | ﺩ.ﺇ742 |
| 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 |
Quick stats about vacation rentals that are family-friendly in Penn Yan

Total vacation rentals
Explore 40 vacation rentals in Penn Yan

Nightly prices starting at
Penn Yan vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 2,360 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 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!
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- Rentals with outdoor seating Penn Yan
- Rentals with a washer and dryer Penn Yan
- Pet-friendly rentals Penn Yan
- Cabin rentals Penn Yan
- Rentals with a patio Penn Yan
- Rentals with a fire pit Penn Yan
- House rentals Penn Yan
- Family-friendly rentals Yates County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Cornell University
- Letchworth State Park
- Greek Peak Mountain Resort
- Watkins Glen State Park
- The Strong National Museum of Play
- Bristol Mountain
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- Fair Haven Beach State Park
- Taughannock Falls State Park
- Stony Brook State Park
- Keuka Lake State Park
- Watkins Glen International
- Cascadilla Gorge Trail
- Keuka Spring Vineyards
- Finger Lakes
- High Falls
- Sciencenter
- Three Brothers Wineries and Estates
- Fox Run Vineyards
- Buttermilk Falls State Park
- Memorial Art Gallery
- Hunt Hollow Ski Club
- Montezuma National Wildlife Refuge





