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

Total holiday rentals
Explore 50 holiday rentals in Penn Yan

Nightly prices starting at
Penn Yan holiday rentals start at $276 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Penn Yan holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
Indoor spacesKitchenWalkability

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.
FamilyIndoor spacesComfort

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 spacesFamilyAmenities

Modern Colonial Walking Distance to Town & Outlet
Perfect destination for families or friends seeking to experience the beauty of the Finger Lakes. Located steps from the Outlet Trail. This clean, and spacious home offers convenience, charm and comfort. Walking distance to downtown area restaurants. This is an ideal location to access both the Seneca and Keuka Lake wine trails. Two blocks from the public boat launch with plenty of off street parking for your boat and trailer. Barbecue on the grill or relax outside on the patio by the fire.
KitchenIndoor spacesOutdoor spaces

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.
KitchenIndoor spacesOutdoor spaces

Retreat w/ panoramic lake views on wine trail!
Gather your crew & unwind at this peaceful, centrally located retreat - perfect for wine weekends, brewery tours & cozy nights in. With equal-sized bedrooms, a clean, stocked kitchen & a spacious deck made for group hangs, it has everything you need! ⭐ "Perfect home base for our wine trip - equal rooms, plenty of space, and so peaceful after a full day out!" ✓ Centrally located for wine & brewery hopping ✓ Equal-sized rooms & open group-friendly layout ✓ Deck for coffee, cocktails
Indoor spacesFamilyLocation

Guyanoga Getaway ~Peaceful~ 5 min. to Keuka Lake
Nature lovers! Ideal vacation home for a small family, couples getaway or girls/guys weekend. Nestled in the woods, this secluded cabin-like ranch home has a beautiful view of the Guyanoga Valley. Located only 2 miles from Keuka Lake State Park, and a short drive to Penn Yan, this 3-bedroom has all of the comforts of home. Enjoy a cup of coffee on the deck. Minutes away from the lake; breathtaking scenery, wineries and craft breweries. You'll find small-town hospitality in Yates County.
KitchenFamilyParks

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.
FamilyIndoor spacesBeach

Little Red Ranch House
Come check out our little red ranch in Penn Yan, NY. We are located in the heart of the Finger Lakes, the beautiful Keuka Lake is 1 1/2 miles away with a few public beach access points & parks! If you’re here for the wine you picked the right spot - Keuka Lake and Seneca Lake wineries are a short drive. We also are walking distance to the local shops on Main St. & many restaurants/bars. The Keuka Outlet Trail is right down the street and is great for walking and biking!
FamilyKitchenHospitality

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!
FamilyKitchenBreakfast

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.
FamilyKitchenDecor

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 spacesKitchenParking
Popular amenities for Penn Yan family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Lakeside Villa with Pool and Hot Tub
Indoor spacesKitchenLayout

Private Waterfront Home Wine Trail Hot Tub Dock
Indoor spacesFamilyQuiet

Seneca Sunsets: private lakefront, dock, hot tub
Indoor spacesKitchenCondition

Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets
Indoor spacesFamilySleep quality

New Hot tub! Luxury Lakefront Views-Retreat
KitchenIndoor spacesLayout

Keuka Lakefront House on West Side with Hot Tub
Indoor spacesKitchenBackyard

Charming Country Cabin- HOT TUB, Sunsets, CMAC
FamilyIndoor spacesComfort

Hibiscus Lodge on Seneca Lake
FamilyIndoor spacesHospitality
Family- and pet-friendly home rentals

On Lake, Stunning Views, Sunrises, Pet Friendly!
FamilyKitchenLocation

Keuka Gully Cabin
FamilyIndoor spacesOutdoor spaces

The Farmhouse next to Abandon Brewing Company
Indoor spacesKitchenEV charging

Pet Friendly Keuka Wagon
FamilyIndoor spacesBathroom

The Tiny House on the Prairie - QKA
KitchenFamilyComfort

Hidden Hideaway
Indoor spacesKitchenHiking

Lakefront &Wine Trails: Little Blue Cottage FLX
FamilyKitchenAccuracy

Hi-Tor Hideaway. The Cure for Cabin Fever.
KitchenIndoor spacesSleep quality
Family-friendly home rentals with a pool

kline's Luxury Suite
FamilyKitchenSleep quality

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

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool
FamilyIndoor spacesPool

Seneca Carriage House
KitchenFamilyBathroom

Charming Pittsford Home-Indoor Pool-4 bedrooms
FamilyIndoor spacesSkiing

Turner Park Suite
KitchenFamilyWalkability

Luxury lakefront apartment - and a private pool!
Indoor spacesKitchenCheckout

Downtown Ithaca New Build – Award-Winning Stay
FamilyIndoor spacesHeating
When is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 NZD | $267 NZD | $357 NZD | $308 NZD | $367 NZD | $403 NZD | $425 NZD | $424 NZD | $396 NZD | $391 NZD | $358 NZD | $348 NZD |
| 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
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- 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
- University of Rochester
- Three Brothers Wineries and Estates
- Memorial Art Gallery
- Cascadilla Gorge Trail
- Buttermilk Falls State Park
- Montezuma National Wildlife Refuge
- Genesee Country Village and Museum





