
Family-friendly holiday 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.

FLX 2-Lake View 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

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.

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.

Offgrid Tiny home with private ponds, Finger lakes
This tiny house is surrounded by forest and ponds, just out of Naples. You will have private access to a pond and 15 acres of forest. In winter you are minutes away from Bristol mountain ski resort and Hunt hollow ski resort. For cross country skiing there is Cummings nature centre down the road. This property is in a prime area with lakes to kayak or fish on, many hiking trails including Grimes Glen, and the wine routes and arts and crafts the finger lakes are known for. 2 nights minimum

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

Whitehall - A Finger Lakes Suite Stay w/ Hot Tub!
Whitehall, an 1806 Georgian Mansion has a private suite with living & dining area, bedroom, and bathroom. 12 foot cathedral ceilings in the living area and bedroom add a great ambiance to this beautiful space. Guests can enjoy a private patio and our beautiful yard, hot tub, fire pit, and beautiful Seneca Lake views! Just minutes away from Waterloo, Geneva, HWS Colleges, multiple wineries, breweries, & restaurants! We are in the heart of Wine Country and the Finger Lakes!

Hamilton House - private 1 bedroom guest suite
Clean, comfortable, private guest suite with separate entry perfect for couples, friends or solo adventurists. Our house is located directly across from the Hobart and William Smith athletic fields, a short walk to main campus and Bristol Field House. Perfect for visiting parents! Half mile to Geneva's vibrant downtown with cafes, restaurants, shops and bars (10 minute walk, 2 minute drive). 1 mile to gorgeous Seneca Lake, walking trails and Finger Lakes Welcome Center.
Popular amenities for Penn Yan family-friendly rentals
Family-friendly home rentals with a hot tub

Comfort and Luxury- Keuka Lake Dream Property

Bristol Retreat Cottage

Drift Away Hot Tub, Kayaks, Lakefront & Games

Peppermint Cottage

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

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

Lake House-Sunset Views-HOT TUB-Couples Retreat

Finger Lakes 1 Bedroom Private Suite
Family- and pet-friendly home rentals

No. 3537 Light & Airy Cozy Loft

Forest Glamping

The Tiny House on the Prairie - QKA

Keuka Gully Cabin

Boho room with King bed at New Park, a picturesque

On Lake, Stunning Views, Sunrises, Pet Friendly!

One room sleeping cabin (Dog Friendly)

Winery Cabin- Sunset Lakeview
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

Charming Pittsford Home-Indoor Pool-4 bedrooms

Sky House- private sanctuary in the clouds

Comfy Ranch House 3BR/2BA

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 | € 126 | € 145 | € 181 | € 166 | € 173 | € 183 | € 210 | € 209 | € 196 | € 169 | € 169 | € 156 |
| 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 € 111 per night before taxes and fees

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Penn Yan holiday 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!
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- Cornell University
- Letchworth State Park
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- Bristol Mountain
- The Strong National Museum of Play
- Taughannock Falls State Park
- Cayuga Lake State Park
- Fair Haven Beach State Park
- Stony Brook State Park
- Song Mountain Resort
- Watkins Glen International
- Keuka Lake State Park
- Cascadilla Gorge Trail
- Sciencenter
- High Falls
- Hunt Hollow Ski Club
- Three Brothers Wineries and Estates
- Keuka Spring Vineyards
- Fox Run Vineyards
- Standing Stone Vineyards
- Bet the Farm Winery




