
Family-friendly vacation rentals in Penn Yan
Find and book unique family-friendly homes on Airbnb
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.

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

Farm House Suite 15 minutes from Bristol Mountain
Country location on a quiet road just minutes from Canandaigua Lake, and Bristol Mountain. Large farmhouse, with private suite including a huge great room (450 sf), wrap around screened-in porch. Please note that bedrooms and bath are upstairs. Geothermal heating/cooling. No full kitchen or downstairs sink available, only toaster oven, mini fridge, coffee maker (Keurig) with seating for 4 in section of great room. TV, fast Wifi for all your devices. Plenty of privacy and room to spread out.

Keuka Lake Hilltop Cottage
This is a unique modern home on a beautiful setting. A circular, 15 sided layout with lots of light overlooking Keuka Lake. Well furnished in a country setting. Enjoy the fresh air and quiet. Internet from TMobile 5G. No network TV included. Guests should bring their own media devices. A HDMI compatible TV is provided. No air conditioning but high airflow due to fans, circular house and bluff location. Memory foam pad is available for use with futon or fold out. Monthly discount only Nov to Mar.

A Wise Getaway / Farm Cottage Near Keuka Lake
Welcome to 'A Wise Getaway' Amish-Built 800 Sq Ft Cottage on 50-Acre Farm – No Cleaning Fee! A peaceful retreat for couples, families & your four-legged friends Just 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $40 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill 📺 Premium DIRECTV + Sports Packages Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

All Seasons Base Camp - Finger Lakes
*King sized bed; Private Entrance; Keurig Coffee Machine; Roku TV; Mini Fridge; Microwave; Toaster; Walk to Main Street, restaurants, wineries, distillery and breweries* All Seasons Base Camp is perfect for a couple or 2 friends looking for a comfortable and convenient place to stay while visiting the Finger Lakes Region for hiking, biking, fishing, skiing, water falls chasing, and wine tasting! No A/C needed.stays cool in the Summer months due to the home being built into the side of a hill.

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.

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 new building's 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.

2nd Fl. Studio Walkable In town no cleaning fee
1870 Historic Victorian 2nd floor studio with separate kitchen. 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, YouTube tv

Off Grid Bus at Bright Sky Farm
Unplug- and recharge- in our rustic converted school bus. Swim in the pond, meditate in the garden, pick raspberries and see some of the best night sky viewing around. Visit with the farm animals and tag along for chores if you want. This skoolie is far from the swanky, expensive ones you've seen on social media- this is a simple, rustic and very old bus that we were lucky enough to live in with our kids while we looked for our perfect farm, and now we're happy to share it with you!

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

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

Comfort and Luxury- Keuka Lake Dream Property

Peaceful Finger Lakes Studio

Mud Creek Lodge .1 mi to Bristol Mtn/Hot Tub/Creek

Bristol Retreat Cottage

Drift Away Hot Tub, Kayaks, Lakefront & Games

Lake House-Sunset Views-HOT TUB-Couples Retreat

The Lakeview House in South Bristol
Family- and pet-friendly home rentals

Hammy on a Rye 2 Hammondsport NY

No. 3537 Light & Airy Cozy Loft

Retreat @ Keuka Cabin

Forestasaurus Glamping

The Tiny House on the Prairie - QKA

Hi-Tor Hideaway. The Cure for Cabin Fever.

Enjoy spectacular sunsets at The Chalet at Keuka!

The Old Whittier Library in Finger Lakes
Family-friendly home rentals with a 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

Comfy Ranch House 3BR/2BA

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 | G$30,878 GYD | G$35,468 GYD | G$44,440 GYD | G$40,684 GYD | G$42,353 GYD | G$44,857 GYD | G$45,274 GYD | G$44,648 GYD | G$42,771 GYD | G$41,519 GYD | G$41,519 GYD | G$38,181 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 |
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 G$27,123 GYD per night before taxes and fees

Verified guest reviews
Over 2,350 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pet-friendly rentals Penn Yan
- Cabin rentals Penn Yan
- Rentals with outdoor seating Penn Yan
- Rentals with a patio Penn Yan
- Rentals with a fire pit Penn Yan
- Rentals with a washer and dryer 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
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- The Strong National Museum of Play
- Taughannock Falls State Park
- Bristol Mountain
- Fair Haven Beach State Park
- Cayuga Lake State Park
- Stony Brook State Park
- Song Mountain Resort
- Watkins Glen International
- Keuka Lake State Park
- Cascadilla Gorge Trail
- High Falls
- Sciencenter
- Hunt Hollow Ski Club
- Three Brothers Wineries and Estates
- Standing Stone Vineyards
- Keuka Spring Vineyards
- Bet the Farm Winery
- Six Mile Creek Vineyard