
Family-friendly holiday 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.

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

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.

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.

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.

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.

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

Country cottage
A cozy cottage located on a rural crossroad right in the heart of the finger lakes. Just off the wine trail with wineries close by. 15 min from watkins glenn and 5 min from dundee. The huose has 2 bedrooms upstairs, each with a queen sized bed and a recliner. Downstairs is a fully furnished kitchen including k-cup coffee maker, microwave and kitchen stove. A large bathroom with a bathtub and shower. Laundry room with washer and dryer. Living room with couch and recliners.

Private Keuka Lake-front Chalet | Stunning Views
This four-season get-a-away sits directly on the Keuka Lake Wine Trail and is ready for your weekend vineyard adventure. The 171' feet of private lakefront is the quintessential summer escape or fall foliage photo vista. The home features three bedrooms, two full bathrooms, and can easily sleep ten comfortably. The downstairs game room is designed with the kids in mind. The great room has a beautiful natural stone fireplace, perfect for relaxing after a great day on the Lake.

Waneta Lakeside Cottage
Right on the water with lots of space and fresh air this new and charming cottage is situated in the heart of the Finger Lakes on the east side of Waneta Lake. Ideal for 1 to 2 couples, a girls weekend getaway or families up to 4. There are 2 bedrooms, an open fully equipped kitchen, a sitting area and bathroom with walk-in shower. Dine and relax on the over-sized covered deck overlooking the lake. A stairway from the deck provides access to a private beach with 4 kayaks.

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

Peaceful Finger Lakes Studio

Private Waterfront Home Wine Trail Hot Tub Dock

Comfort and Luxury- Keuka Lake Dream Property

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

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

"Spacious Serenity: Keuka Hillside Retreat"

Hawks Landing - Your Romantic Getaway! New Pricing

A-Frame w/ Hot tub & Fire Pit & Pet Friendly
Family- and pet-friendly home rentals

Hammy on a Rye 2 Hammondsport NY

Retreat @ Keuka Cabin

The Farmhouse next to Abandon Brewing Company

Adventure Awaits A-Frame

The Tiny House on the Prairie - QKA

Lakefront &Wine Trails: Little Blue Cottage FLX

The Old Whittier Library in Finger Lakes

Hidden Hideaway
Family-friendly home rentals with a pool

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

Fireplace, theater room, & fully equipped kitchen

Camp S’mores- Modern A-Frame with Pool

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

Charming Pittsford Home-Indoor Pool-4 bedrooms

Early check in for March- Hot Tub

Luxury lakefront apartment - and a private pool!

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 | $209 AUD | $240 AUD | $301 AUD | $275 AUD | $287 AUD | $304 AUD | $349 AUD | $347 AUD | $325 AUD | $321 AUD | $294 AUD | $285 AUD |
| 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 holiday rentals that are family-friendly in Penn Yan

Total holiday rentals
Explore 40 holiday rentals in Penn Yan

Nightly prices starting at
Penn Yan holiday rentals start at $141 AUD per night before taxes and fees

Verified guest reviews
Over 2,430 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Penn Yan holiday 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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- Family-friendly rentals Yates County
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- Family-friendly rentals United States
- Cornell University
- Letchworth State Park
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Bristol Mountain
- The Strong National Museum of Play
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- Taughannock Falls State Park
- Fair Haven Beach State Park
- Stony Brook State Park
- Watkins Glen International
- Keuka Lake State Park
- Cascadilla Gorge Trail
- Finger Lakes
- Keuka Spring Vineyards
- Hunt Hollow Ski Club
- Sciencenter
- High Falls
- Three Brothers Wineries and Estates
- Buttermilk Falls State Park
- Fox Run Vineyards
- Ithaca Farmers Market
- State Theatre of Ithaca




