Family-friendly holiday rentals in Watkins Glen

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

Fox Den Studio, Lake View, Location, location!

Fox Den is a fully furnished 600 sq ft studio loft apartment with all the amenities that you could need. Eat out or cook in our kitchenette. The view from your 2nd floor deck is stunning with sunsets that dreams are made of. The loft has high, open ceilings that give you a cottage feel that immediately brings relaxing vibes. Hike our 10 acres of trails next door on our glamping grounds, including a fishing pond Your secluded spot is right in the middle of wine country and state Forest trails

Falcon Nest - Treehouse Secluded in Private Forest

A Treehouse. Reconnect with nature at this unforgettable escape. Nestled in 28 acres of woods with hiking trails. This unique newly constructed all electric 525 sq foot elevated structure offers a wrap around deck for an ever changing view. King size bed & new technology foam offers complete comfort in separate climate controlled bedroom. Heated bathroom floor is a “warm” surprise. Optional seasonal outdoor shower for the adventurous. Kitchen lacks nothing tucked conveniently in the great room.

Unique Country GuestHouse

Unique country GuestHouse artistically renovated from a repurposed insulated tractor trailer. Private, quiet woodland setting under starry night skies. Brilliantly designed to maximize space for a bedroom- queen bed, desk area. Full bathroom, fully equipped kitchen, eating and lounging area, comfy loft with a sleeper sofa. The spacious sunny deck, shady patio, & fire pit bring your experience more outside. 1.6mi woodland trail. Turkeys, chickens, herb farm. Wifi. 10% discount for repeat guests.

1875 Renovated Schoolhouse with an Igloo!

Explore the Finger Lakes and make this renovated schoolhouse your basecamp. Nestled atop a hill on 2.5 acres, with absolutely stunning views with surroundings that are peaceful and private. A perfect escape for couples and friends that is dog-friendly too, you're within minutes of the Seneca Lake Wine Trail, the famously gorgeous Watkins Glen State Park, and the renowned Watkins Glen International Racetrack. Want to simply relax at the FLX Schoolhouse? It's the perfect retreat to do that too!

Adventure Awaits A-Frame

Take a break and unwind at Harpy Hollow in this cozy 12x16 A-frame cabin. Nestled in the forest of wine country, there’s plenty of adventures just waiting for you! From hiking to biking, breweries, wineries, distilleries, or just relaxing by the fire. You will find a comfortable place to relax after a long day of making memories. The cabin has a full size bed with all of the linens. The shared restroom and shower are only a short walk from the cabin. Please read property and other details.

1800s Post Office Turned Luxury Couples Getaway

Welcome to 1800 House, a post office turned modern vintage oasis, minutes from the Finger Lakes wine trail. With wide-plank floors, vintage art, a newly renovated chef's kitchen, this second floor home brims with romance and soul. Perfect for a couples getaway or vacation with friends, guests can relax in the clawfoot tub, sleep soundly in the plush, hotel-style bed, and explore the Finger Lakes wine trail. Experience old-world charm with modern luxury in this truly one-of-a-kind listing.

Kline's Cottage

Welcome to our Guest house.(Klines Cottage) Our Guest House is the perfect place for 2 or a family of 4. If your 2 adults looking to explore the Finger Lakes. This is the place to stay. With the wine trail at your finger tips. If your a family of 4(5 with an infant) look no futher this is the place to stay we have a Queen sofa bed that is located in the open kitchen living room.(with a prviate bathroom and laundry area) your kids won't want to leave after you check out the backyard.

Off Grid cabin getaway with spectacular views!

Crystal View Cabin is a one of a kind hand built cabin overlooking Corning, NY "the crystal city" It has the most incredible views of anywhere in upstate NY It sits on over 115 acres of private land with over 5 miles of hiking trails. The outdoor space is expansive with a fire pit and entertaining area that is truly amazing. You are minutes from downtown Corning but secluded and off the grid. The cabin is powered by its on remote start generator and has all the comforts of home.

Gorgeous Hilltop Paradise with epic views and pond

A beautiful slice of nature and unique cabin on 30 acres of land with modern ammenities. Enjoy distant views of hills through huge windows overlooking a swimming pond. It's a retreat for every season, featuring beautiful fall folliage, hiking, cross-country skiing and a lush and picturesque spring and summer. The house features a round kitchen and bedroom with a vaulted ceiling. Enjoy a giant view of the sky, fire pit by the pond, the sound of frogs, meditate, relax, or … work!

Camp Dogged Bird House -Tiny Home on Seneca Canal

The Bird House @ Camp Dogged (#59-4)is a tiny home experience. We call it the Bird House because every window you look out you see eagles, ducks, geese, birds as well as other wildlife. The unit is a RV Park Model, which is self contained with a private fenced in patio and grill. The unit sleeps 4 and includes 2 bedrooms - master with a queen and the open loft with 2 twin beds. There is kitchen, full bath and living room. The patio has seating and a grill.

Creekside Cabin

A cozy cabin on the banks of Cayuta Creek, immersed in natural beauty. Located on our 75 acre organic orchard and cidery, it is a short drive to Ithaca, Watkins Glen, Finger Lakes wineries, state parks and gorges. Nature surrounds you: water rushing, a tree frog chorus, beavers swimming by, bald eagles fishing trout. Enjoy hanging out and eating meals on a wraparound deck overlooking the water. Easy access, remote feeling.*Composting toilet*