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.

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Top guest favourite
A comfortable living area features a green sofa paired with a wooden rocking chair. A dark coffee table sits in front, with natural light illuminating the space through two windows. A dining table with four chairs is positioned nearby, creating a cozy gathering spot.
Apartment in Penn Yan
4.97 out of 5 average rating, 547 reviews

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

Top guest favourite
The exterior of a large farmhouse is depicted, with a well-maintained lawn featuring a mature tree and colorful autumn foliage. A pathway leads to the entrance, and large windows provide ample natural light inside. Clear blue skies enhance the tranquil setting.
Guest suite in Bloomfield
4.94 out of 5 average rating, 420 reviews

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.

Top guest favourite
A modern home with a circular shape is visible in the foreground, surrounded by lush green grass and trees. A gravel path leads up to the house, with expansive views of rolling hills and distant tree lines in the background under a clear blue sky.
Home in Penn Yan
4.92 out of 5 average rating, 204 reviews

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.

Top guest favourite
A cozy cottage is set amidst greenery, featuring a wheelchair-accessible ramp leading to a wooden deck. A round table with an umbrella is positioned beside the deck, surrounded by a manicured lawn and tall trees in the background.
Cottage in Hammondsport
4.9 out of 5 average rating, 371 reviews

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

Top guest favourite
A shaded outdoor area features a swing chair with soft cushions, providing a comfortable spot to relax. Lush green foliage surrounds the space, while colorful flowers add a vibrant touch to the scene, enhancing the natural surroundings.
Guest suite in Naples
4.94 out of 5 average rating, 360 reviews

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.

Top guest favourite
Two Adirondack chairs are positioned in a grassy area, accompanied by a small table. The chairs provide a view of the surrounding landscape, which includes trees and hills leading down to water in the distance under an overcast sky.
Guest suite in Penn Yan
4.96 out of 5 average rating, 206 reviews

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.

Top guest favourite
The kitchen features modern appliances, including a stainless steel fridge and oven, set against light-colored cabinetry and a mosaic backsplash. A spacious island with bar seating offers additional workspace. Natural light filters through large windows, illuminating the open layout.
Farm stay in Penn Yan
4.98 out of 5 average rating, 244 reviews

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.

Guest favourite
A tiny house constructed from a repurposed trailer showcases a blue metal roof and solar panels. The front porch features a wooden bench and various plants. Surrounding the house, lush greenery and trees create a serene woodland setting, enhancing the connection to nature.
Tiny homes in Naples
4.95 out of 5 average rating, 155 reviews

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!

Guest favourite
The historic Victorian home features a light blue exterior with intricate wooden detailing. Large windows allow natural light to illuminate the interior, and a welcoming porch with decorative supports enhances the entryway. The roofline is gently sloped, adding to the charming character of the property.
Apartment in Penn Yan
4.72 out of 5 average rating, 209 reviews

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

Superhost
Guest suite in Geneva
4.84 out of 5 average rating, 241 reviews

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!

Guest favourite
A leather couch is positioned in a corner, complemented by two striped throw pillows. Above the sofa, a collection of framed artworks adorns the wall. A small round table with a stone surface sits beside the couch on a soft area rug.
Guest suite in Geneva
4.91 out of 5 average rating, 264 reviews

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.

Top guest favourite
The kitchen area features modern appliances, including a refrigerator and microwave, alongside a granite countertop. A wooden shelf displays dishware and cooking utensils, while a window allows natural light to fill the space. The rustic wood ceiling complements the white shiplap walls.
Guesthouse in Penn Yan
4.97 out of 5 average rating, 138 reviews

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

When is the best time to visit Penn Yan?

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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
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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!