
Family-friendly vacation rentals in Penn Yan
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Penn Yan

Total vacation rentals
Explore 50 vacation rentals in Penn Yan

Nightly prices starting at
Penn Yan vacation rentals start at ﺩ.ﺇ 588 per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 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!
Top-rated family-friendly rentals in Penn Yan
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

HUGE Covered Porch ON LAKE-Kayaks/Bikes/Air Hockey
ON THE BEACH offers all the comforts of home! No steps to entry! Right on the water! Dock, boat hoist, kayaks, and bikes! With 3 bedrooms and 2 baths, laundry, a fully stocked kitchen, WIFI, and big screen TV's, you'll feel comfortable immediately. The game room has an XBOX 360, Big Screen TV, & Air Hockey, plus a cozy fireplace. This year round home offers A/C plus ceiling fans in the summer and gas heat in the winter. Close to town, restaurants, wineries, breweries, distilleries, and skiing
KitchenIndoor spacesBathroom

Experience Finger Lakes at The Best of Both Abode
Nestled on the main road just inside Penn Yan, Best of Both Abode is a split-level home in the heart of the Finger Lakes. About 30 minutes to Watkins Glen, Geneva, or Canandaigua. Dozens of wineries, amazing state parks, beautiful lakes, waterfalls, farms, breweries, shopping, and so much more all close by. The perfect place for couples, families, groups of friends, and traveling workers. Enjoy our spacious lawn and deck, or cozy up inside. We invite you to come make yourself feel at home.
Indoor spacesFamilyBiking

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.
Indoor spacesKitchenParks

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.
Indoor spacesFamilyLaundry

Enjoy spectacular sunsets at The Chalet at Keuka!
The Chalet at Keuka is a lake lover's dream! Right on the water, you can enjoy panoramic views and beautiful sunsets on the spacious deck, or in one of two Florida rooms! You're in the heart of Finger Lakes, and a short drive from wineries, breweries, restaurants and parks. We allow up to two small breed dogs (up to 10 lbs), or one large breed dog. A couple of things to note: There are stairs leading to, and inside the cottage. Also, for guests over 6' 2", a few of the doorways are low.
FamilyIndoor spacesLaundry

Keuka Gully Cabin
Traveling small? inquire for discount! 10 Acres 2 Trails 4 Breweries and wineries within 5 min 1 Wood burning stove 2 Zone MrCool 4 Bedrooms 5 Lake views 1 washer/dryer 1 Superhost As you drive up the semi-private road, you'll wind through picturesque vineyards and serene woods, arriving at your quiet cabin. The property boasts a tranquil gully, perfect for relaxing, hiking, and simply enjoying nature. The charming Village of Penn Yan is just around the corner, waiting for you to explore.
FamilyIndoor spacesOutdoor spaces

Charming Keuka Lake Home Away from Home
Enjoy the Finger Lakes region from this quaint Cape Cod style home located just steps from Keuka Lake. Fondly nicknamed the Blue Iris Inn, this private home offers plenty of living space, a very large kitchen, comfortable private bedrooms, spotless bathrooms, on-site laundry and abounding outdoor space complete with a patio and gas grill. We are in the heart of the Keuka and Seneca Lake Wine & Beer trails and the State Park with beach access is just around the corner. Adventure awaits!
Indoor spacesFamilyOutdoor spaces

Route 54 Relic in Penn Yan.
1880's home now 3 units. Built when steam ships still piloted Keuka. Penn Yan can be accessed by sidewalk from here (approx 1 mile to center), steps from Red Jacket Park at Keuka Lake on one side, Seasons on Keuka Lake on the other. Close to Keuka Outlet Trail, on the Keuka Lake wine trail, and between Main Deck restaurant and Rt 54 (WE ARE NOT WATERFRONT). There is plenty to do between shopping in Penn Yan, hiking the Outlet, or going on a wine tour around Keuka and/or Seneca Lake.
Indoor spacesKitchenBreakfast

Modern Lakeside Villa with Pool and Hot Tub
Introducing Esprit Bleu, a newly built and designed lakeside villa vacation home in the heart of Keuka Lake Finger Lakes wine country, situated on 20 private acres of uncut meadow. 5 day minimum July/Aug The home features 3 bedrooms downstairs and an open floor plan upstairs with views of the adjacent vineyard and just a 5 minute drive to Keuka Lake. Pet friendly An inground heated pool May-Oct and hot tub highlight this home that stuns all year. Pets permitted.
Indoor spacesKitchenHeating

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!
KitchenIndoor spacesBathroom

Beautiful Keuka Lake home close to Penn Yan.
Welcome to Keuka lake in this beautiful home that boasts 3 master suites. The living room has a panoramic view of Keuka Lake. There is a deck off the top floor and a patio off the first floor to sit and enjoy the lake view as well. From the downstairs patio you are only a few steps to the beach. At the end of the dock the lake is only 3 feet deep so it’s excellent for swimming. Everything in this house is new and very clean. We are a mile from downtown Penn Yan.
FamilyIndoor spacesSleep quality

The Best Getaway on the Keuka Lake Wine Trail
Welcome to our “tree house" paradise on Keuka lake! It's one of the most unique cottages on Keuka. Our lake home promises you an unforgettable vacation on Keuka, with unparalleled views of the lake. Spend your days lounging on the beach, swimming, fishing, kayaking or tasting the local wine & cheese before you wind down on the hammock, taking in breathtaking views among the Keuka treetops. End each night with memories (and S’mores!) ‘round the campfire!
Indoor spacesFamilyCheckout
Popular amenities for Penn Yan family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront House: Hot Tub, Kayaks & Fire Pit
KitchenFamilyCheckout

Private Waterfront Home Wine Trail Hot Tub Dock
KitchenFamilyHeating

Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets
KitchenFamilyWifi

Seneca Sunsets: private lakefront, dock, hot tub
KitchenFamilyLocation

Malthouse
FamilyKitchenCleanliness

Keuka Lakefront House on West Side with Hot Tub
KitchenIndoor spacesHiking

Finger Lakes Hilltop Chalet Relax, Unwind & Renew
Indoor spacesKitchenSleep quality

New Hot tub! Luxury Lakefront Views-Retreat
KitchenIndoor spacesValue
Family- and pet-friendly home rentals

On Lake, Stunning Views, Sunrises, Pet Friendly!
Indoor spacesFamilyPets

Retreat w/ panoramic lake views on wine trail!
FamilyKitchenGrill

The Farmhouse next to Abandon Brewing Company
KitchenIndoor spacesNearby

Modern Colonial Walking Distance to Town & Outlet
Indoor spacesKitchenDecor

Pet Friendly Keuka Yurt
FamilyKitchenParking

Little Red Ranch House
FamilyIndoor spacesAccess

The Tiny House on the Prairie - QKA
KitchenFamilyCheck-in

Azalea Beach House on Seneca Lake
Indoor spacesKitchenSleep quality
Family-friendly home rentals with a pool

Kline's Cottage
KitchenIndoor spacesComfort

Camp S’mores- Modern A-Frame with Pool
Indoor spacesKitchenTV

Seneca Carriage House
Indoor spacesKitchenCheckout

Charming Pittsford Home-Indoor Pool-4 bedrooms
Indoor spacesKitchenCleanliness

2 Bedroom pool house with Garage
KitchenIndoor spacesView

Turner Park Suite
KitchenIndoor spacesHiking

Sleeps 10 Heated Pool, Hot tub, pickleball court.
FamilyKitchenAccuracy

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool
KitchenIndoor spacesBackyard
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 635 | ﺩ.ﺇ 569 | ﺩ.ﺇ 760 | ﺩ.ﺇ 657 | ﺩ.ﺇ 782 | ﺩ.ﺇ 859 | ﺩ.ﺇ 907 | ﺩ.ﺇ 903 | ﺩ.ﺇ 845 | ﺩ.ﺇ 834 | ﺩ.ﺇ 764 | ﺩ.ﺇ 742 |
| 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 |
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Pittsburgh Vacation rentals
- Cleveland Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Mississauga Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Mont-Tremblant Vacation rentals
- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Finger Lakes
- Bristol Mountain
- The Strong National Museum of Play
- Fair Haven Beach State Park
- Taughannock Falls State Park
- Sea Breeze Amusement Park
- Watkins Glen International
- Chimney Bluffs State Park
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Robert H Treman State park
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- University of Rochester
- Memorial Art Gallery
- Cascadilla Gorge Trail
- Buttermilk Falls State Park
- Genesee Country Village and Museum
- Montezuma National Wildlife Refuge





