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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Guest favorite

Cabin in Penn Yan

4.94 out of 5 average rating, 194 reviews

Penn Yan/Keuka Lake/Wine Trail, Outlet Trail Cabin

Brand new Cabin borders the Keuka Lake Outlet/Trail. The Keuka Lake Outlet is the waterway that runs from Keuka Lake to Seneca Lake. The Outlet trail is a 6+ mile walking/biking trail with great views, waterfalls, etc. Cabin has heat/A.C, microwave, refrigerator, coffee pot, USB charging outlets for cell phones. Outdoor cook grill and fire pits for campfires. We do have Tent/Camper/RV space/hook ups if needed. Modern flush toilet, sink, shower. Now offering private destination Weddings

Sep 5 – 12

G$23,132 GYD per night

Guest favorite

Home in Penn Yan

4.92 out of 5 average rating, 154 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.

Feb 22 – Mar 1

G$25,339 GYD per night

Guest favorite

Guesthouse in Ithaca

4.97 out of 5 average rating, 706 reviews

Secluded Free-Standing Cabin in Bucolic Setting

Cozy, comfortable, brick bungalow nestled in a stand of trees offers convenience & seclusion just off the beaten-path. Knotty pine, radiant heating, cathedral ceiling & loft are warm & inviting. Minutes away from 3 state parks, Cayuga & Seneca lakes, wine trails, Cornell, Ithaca College & the renowned Ithaca Commons. **Sorry, Airbnb prohibits booking for another person including "gift bookings." Booking that are gifts must be done so in the name of the guest who will be staying at the property.

Nov 2 – 9

G$28,435 GYD per night

Guest favorite

Cottage in Penn Yan

4.98 out of 5 average rating, 205 reviews

On Lake, Stunning Views, Sunrises, Pet Friendly!

We are right on the lake! The view is amazing and the atmosphere is serene and relaxing. Conveniently located. The fully stocked cottage is comfortable and offers a homey feel - clean, updated. Gas fireplace offers additional warmth & ambiance. Fabulous deck with amazing views! Dock/beach area with fire pit. Master bedroom - watch the sunrise right from bed! Kitchen is fully stocked, seating for 6, laundry and two bathrooms. Plenty of parking and a lovely private yard. Linens included

Apr 18 – 25

G$98,498 GYD per night

Guest favorite

Cottage in Penn Yan

4.94 out of 5 average rating, 181 reviews

Seneca Lake A-Frame w/Stunning Views, Beach & Dock

Located in the heart of the Finger Lakes right on the Seneca Lake wine trail, this charming A-Frame cabin is perfect for a lakeside getaway. Enjoy sweeping panoramic views from any room in the house! The sun rises from the east over the lake which makes for stunning sunrises either from the upper deck or down by the water. While the house and upper deck are on a bluff overlooking the lake, please note that there are 125 stairs which lead down to the lake front, dock and private cabana.

Oct 12 – 19

G$95,663 GYD per night

Guest favorite

Guest suite in Geneva

4.9 out of 5 average rating, 575 reviews

Hillside Retreat Walking Distance to Downtown

Private spacious suite with separate entry and brand new bathroom. You will have the entire walkout lower level with a full bathroom including laundry. Beautiful queen bedroom set. Comfortable sectional with chaise ready for you to put your feet up and unwind. This has a pullout queen size bed for extra sleeping. Game table stocked with supplies. Coffee bar with all of the essentials including a mini fridge and microwave. You can even get your exercise in with using the treadmill.

Dec 3 – 10

G$21,110 GYD per night

Guest favorite

Home in Hammondsport

4.99 out of 5 average rating, 155 reviews

Keuka West Lakehouse

Enjoy your own private getaway on the west shore of beautiful Keuka Lake in our newly renovated Lakehouse. Experience picturesque morning sunrises and the moon rising over the bluff at night from our expansive deck just a few feet from the shoreline and your own private dock and beach. We are just minutes away from some of the best wineries, breweries, and restaurants in the area. Only 45 minutes from Bristol Mountain Ski Resort, we are a great location for winter activities as well!

Jan 8 – 15

G$68,391 GYD per night

Guest favorite

Guest suite in Prattsburgh, NY

4.99 out of 5 average rating, 169 reviews

Keuka Lake Loft Apartment Above Pottery Studio

This 2 bedroom loft apartment is located above our pottery studio tucked in the woods on 5 acres of land just 1 mile off of Keuka Lake. Nearby wineries, lakes, breweries and artist studios make this location perfect for a family get away. The space includes an outdoor deck, bathroom, small kitchen, living room and 2 bedrooms. The kitchen has a small fridge and microwave but does not have a stove. There is wireless access and a television; however no Cable TV. You can use Apple TV.

Aug 12 – 19

G$31,003 GYD per night

Guest favorite

Guest suite in Naples

4.97 out of 5 average rating, 350 reviews

Sher's MILLION DOLLAR VIEW Artistic & Peaceful

Your newly decorated, 900 sq. ft. apartment comes complete with full kitchen, living room with wood burning stove, bedroom, private bath, and laundry room. You will love the amazing views on your 10 acre getaway including 2 ponds and hidden woods. Only a mile from the village of Naples, hiking trails, waterfalls, wine tastings, quaint shops, restaurants, golf course, leaf peeping, and only 15 min. to Bristol Mountain. Great for couples, solo adventurers, and business travelers.

Nov 16 – 23

G$27,453 GYD per night

Guest favorite

Cottage in Dundee

4.99 out of 5 average rating, 422 reviews

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.

Apr 5 – 12

G$78,463 GYD per night

Guest favorite

Home in Penn Yan

4.89 out of 5 average rating, 213 reviews

Country Corner Cottage

GREAT opportunity to lock in your preferred dates. Book Early! Don't miss out. Escape the madness. Enjoy FINGER LAKES WINE COUNTRY. Great home base. Spacious inside /Out . FIRE PIT w/ WOOD . Great bIking . Many activities nearby. Watkins Glen State Park- Hike the Glen, Nascar Events, Corning Museum, National Women's Hall of Fame, Curtis Museum of Aviation , Pottery Trail, Niagara Falls wineries, breweriesand distilleries. STRICT cleaning protocol ALWAYS.

Apr 29 – May 6

G$36,350 GYD per night

Guest favorite

Home in Penn Yan

4.97 out of 5 average rating, 179 reviews

Charming Keuka Lake Waterfront Cottage...

Enjoy lake living in this charming cottage located on Keuka Lake in the heart of Finger Lakes wine country. 2-nt min: Required all reservations. 3-nt min: May 27-30 Oct 7-10 7-nt min: SEASONAL REQUIREMENT: June 25- Sept 3 Check-in SAT Check-out Sat Depending on Peak or Non Peak season, Nightly rates range $149-$325 ** 2022 reservations will be available for booking beginning Sept 1, 2021

Apr 2 – 9

G$43,216 GYD per night