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.

Summit View of Seneca

Summit View is a comfortable two bedroom lower unit situated on the west side of Seneca Lake offering spectacular views. It is located just one mile from downtown Watkins Glen and minutes from the Seneca Lake Wine, Beer and Cheese trails. It is a unique property as the local 9-hole golf course is located in our backyard. There is a serene creek and waterfall located on the property that is worth your exploration. The two bedroom lower unit comes with modern appliances, tv, wifi, and a patio.

Valley View Farm Retreat

Stay at a barn with all the modern comforts. Kids born 3/25/24. Views in three directions. Watch the sun rise or view the stairs at night. Amish made cabinets with quartz counters. Kitchen stocked with pans, dishes and utensils. Sheets and towels provided. Located in the countryside yet still just 15 minutes to Watkins Glen or Corning. Downstairs we have a small herd of goats that you can visit. Join us for evening chores or arrange a time to meet the goats. Apartment 1.

Private Year-round Lakefront on Seneca Wine Trail

You’ll enter a Large, Luxurious, Private studio apartment in beautiful Arts & Crafts style. *Located on a Town Maintained secluded lake-side road on the shores of the east side of Seneca Lake. *Ten-foot Coffered Ceilings *On the Seneca Lake Wine Trail. *We welcome visitors all year round. A wonderful option for couples looking for a private, quiet place to get away. *Many custom-crafted details. *2 additional guests can be accommodated with a fold-out sofa bed (an additional fee. )

A 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 outdoor shower for the adventurous spirit. Kitchen lacks nothing tucked conveniently in the great room.

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.

1875 Renovated Schoolhouse in the Finger Lakes!

Explore the Finger Lakes and make this renovated schoolhouse as 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, 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 and rejuvenate at the FLX Schoolhouse? It's the perfect retreat to do that too!

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.

A Wise Getaway / Farm Cottage Near Keuka Lake

Welcome to 'A Wise Getaway' Amish-Built 800 Sq Ft Cottage on 50-Acre Farm – No Cleaning Fee! A peaceful retreat for couples, families & your four-legged friends Just 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $50 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

Romantic Apt. in Historic Home

Beautiful apartment in a 1850's Historic estate home right on the wine trail around Seneca Lake. Minutes away from Seneca Lake, downtown Watkins Glen, many wineries/breweries, & Watkins Glen International Raceway. Private entrance to a private apartment with full kitchen, king bed, bathroom with rainfall showerhead, electric fireplace, & patio to relax. Guests have full access to the 2.5 acre property which includes, large lawns, firepit, & places to relax.