
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.

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.

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.

Whenland off grid tiny house with wood stove
Whenland is the name of this extraordinary 3 acre wooded property nestled in the hills of Naples, NY. Feel like roughing it, but don’t want to get too rough? Nestled back away from the road you'll find a fire pit, a small wooden handmade log bridge, repurposed material sculptures, and a wood stove heated tiny house from a repurposed trailer. This place has solar energy only, no running water and a composting toilet outhouse. Wine country, hiking, lakes, gorges, nature rich earth abound!

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.

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

Peaceful Finger Lakes Studio

Knotty and Nice Cozy Cabin with Hot tub

Bristol Retreat Cottage

Drift Away Hot Tub, Kayaks, Lakefront & Games

Peppermint Cottage

Woodland retreat with hot tub in the Finger Lakes

Lake House-Sunset Views-HOT TUB-Couples Retreat

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

Entire 3rd-floor w/ kitchenette. No cleaning fee

The Old Whittier Library in Finger Lakes

Modern Colonial Walking Distance to Town & Outlet

Andes Suite - stylish, pets-ok, walk to downtown

On Lake, Stunning Views, Sunrises, Pet Friendly!

Bristol Valley Bungalow.

Suite Dreams

Beautiful & quiet place. A true in-law house.
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

Comfy Ranch House 3BR/2BA

Hot Tub. Pool table. Pickleball. Sleeps 10

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 | $207 CAD | $238 CAD | $298 CAD | $273 CAD | $284 CAD | $300 CAD | $345 CAD | $344 CAD | $321 CAD | $278 CAD | $278 CAD | $256 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 |
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 $182 CAD 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

Wifi availability
40 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!
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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
- The Strong National Museum of Play
- Bristol Mountain
- 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
- Standing Stone Vineyards
- Fox Run Vineyards
- Bet the Farm Winery




