
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 G$33,449 GYD 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.

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
4.98 out of 5 average rating, 599 reviews
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
4.94 out of 5 average rating, 169 reviews
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.
4.99 out of 5 average rating, 256 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.
4.96 out of 5 average rating, 230 reviews
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.
4.99 out of 5 average rating, 176 reviews
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.
4.92 out of 5 average rating, 118 reviews
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
4.83 out of 5 average rating, 207 reviews
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.
4.96 out of 5 average rating, 220 reviews
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!
4.97 out of 5 average rating, 105 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!
4.98 out of 5 average rating, 179 reviews
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.
4.98 out of 5 average rating, 294 reviews
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!
4.98 out of 5 average rating, 111 reviewsPopular amenities for Penn Yan family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Lakeside Villa with Pool and Hot Tub
4.91 out of 5 average rating, 105 reviews
Private Waterfront Home Wine Trail Hot Tub Dock
4.98 out of 5 average rating, 162 reviews
Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets
4.97 out of 5 average rating, 174 reviews
Malthouse
4.96 out of 5 average rating, 134 reviews
The Willow Haus: Seneca Lake Wine Trail w/ Hot Tub
4.98 out of 5 average rating, 101 reviews
Seneca Sunsets: private lakefront, dock, hot tub
4.95 out of 5 average rating, 385 reviews
New Hot tub! Luxury Lakefront Views-Retreat
4.94 out of 5 average rating, 102 reviews
Finger Lakes Hilltop Chalet Relax, Unwind & Renew
5.0 out of 5 average rating, 118 reviewsFamily- and pet-friendly home rentals

Modern Colonial Walking Distance to Town & Outlet
4.95 out of 5 average rating, 126 reviews
Enjoy spectacular sunsets at The Chalet at Keuka!
4.91 out of 5 average rating, 107 reviews
The Farmhouse next to Abandon Brewing Company
4.87 out of 5 average rating, 201 reviews
On Lake, Stunning Views, Sunrises, Pet Friendly!
4.97 out of 5 average rating, 263 reviews
The Tiny House on the Prairie - QKA
4.97 out of 5 average rating, 147 reviews
Pet Friendly Keuka Yurt
4.82 out of 5 average rating, 319 reviews
Bobcat Bungalow at Vixen Vacations
4.98 out of 5 average rating, 112 reviews
Hi-Tor Hideaway. The Cure for Cabin Fever.
4.87 out of 5 average rating, 627 reviewsFamily-friendly home rentals with a pool

Kline's Cottage
4.95 out of 5 average rating, 236 reviews
Sunset Beach on Seneca Lake 5BR Retreat Pool&Dock
4.98 out of 5 average rating, 101 reviews
Seneca Carriage House
5.0 out of 5 average rating, 238 reviews
Luxury lakefront apartment - and a private pool!
5.0 out of 5 average rating, 150 reviews
Charming Pittsford Home-Indoor Pool-4 bedrooms
4.89 out of 5 average rating, 151 reviews
Camp S’mores- Modern A-Frame with Pool
4.98 out of 5 average rating, 222 reviews
The Fitz Farmhouse on West Lake.
5.0 out of 5 average rating, 107 reviews
Downtown Ithaca New Build – Award-Winning Stay
5.0 out of 5 average rating, 115 reviewsWhen is the best time to visit Penn Yan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,167 GYD | G$32,404 GYD | G$43,275 GYD | G$37,421 GYD | G$44,529 GYD | G$48,920 GYD | G$51,637 GYD | G$51,428 GYD | G$48,083 GYD | G$47,456 GYD | G$43,484 GYD | G$42,230 GYD |
| 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 |
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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
- Robert H Treman State park
- Keuka Spring Vineyards
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- University of Rochester
- Cascadilla Gorge Trail
- Memorial Art Gallery
- Buttermilk Falls State Park
- Genesee Country Village and Museum
- Montezuma National Wildlife Refuge





