Family-friendly holiday rentals in Watkins Glen

FLX 3- Lake View Wine Country Tiny Cabin

Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the view!!

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.

Cinnamon Cottage

Relaxing Country Getaway Near the Finger Lakes Unplug and unwind at our peaceful country home surrounded by nature, yet close to the best of the Finger Lakes region. Hike trails in Cinnamon Lake State Forest, visit the Corning Museum of Glass, or explore Watkins Glen’s waterfalls. Try your luck fishing at Catherine Creek, or enjoy a quiet night under the stars. Our friendly cat, Chloe, will stop by to say hello! Perfect for families, couples, and anyone craving rest, adventure, and cozy comfort.

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.

Cabin w/ Hot Tub • On Wine Trail • Amazing Views 3

📍 Great Location and Beautiful Sunsets! Welcome to FLX Cabins, located along the Seneca Lake Wine Trail in Hector, NY — the best side for sunsets, wineries, and wide-open views. We are just minutes from award-winning wineries, craft breweries, great restaurants, hiking trails, and endless Finger Lakes adventure. Whether you’re here for wine tasting, hiking, or simply relaxing, you’re exactly where you need to be. ❤️Love this listing? Tap the ❤ in the top-right corner to find it again later

Boat House/Wheel Room -Seneca Canal Watkins GlenNY

The Boathouse Wheel Room is a new self contained unit offering a bedroom with a queen bed overlooking the canal, living room, kitchen and a deck with chairs on the canal. There is a keypad private entry. The property backs to the Catharine Trail and is within walking distance of town and the state park. Enjoy bird watching from your deck as you wants boats pass by. Pet friendly with net proceeds benefiting animal rescue groups through Dogged Perseverance non-profit, which runs Camp Dogged.

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.

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.

Adventure Awaits A-Frame

Nestled in the forest surround yourself with nature in this cozy A-frame cabin. Enjoy a digital detox in an off grid forest setting (no electricity,wifi,cell) only minutes away from all that the Finger Lakes has to offer. You are close to amazing hiking trails, waterfalls and water sports on Seneca lake, as well as, countless wineries, breweries, and distilleries. This cabin can accommodate 2 adults easily with the a real full-size bed complete with linens. PLEASE READ “Other Details”

Cherry - Safari Tent with Queen Bed

Location! Location! New this year - electric to this site! Seneca Sol Glamping is a glampground that is one of a kind with its private forest setting, but yet conveniently located. We offer five safari tents. Nestled in a secluded forest setting, Cherry is a spacious and furnished safari tent with a private balcony. Seneca Sol offers modern bath house, lounge area, free breakfast boxes (max 2 per day) coffee/juice/water, walking trail, outdoor kitchen, nightly campfire, Wi-Fi -

A-Frame w/ Hot tub & Fire Pit & Pet Friendly

Escape to the Ravenwood A-Frame in the Finger Lakes – the ultimate romantic hideaway for couples. Nestled in the woods, this cozy retreat offers a private hot tub, a crackling fire pit, and is surrounded by lush trees, perfect for unwinding together. Whether sipping wine from nearby vineyards, exploring scenic trails, or enjoying quiet moments in the cabin’s intimate ambiance, Ravenwood invites you to reconnect, relax, and create unforgettable memories in nature’s embrace

Village Living, Steps From the State Park Gorge

Former hostel in Watkins Glen a block away from the Watkins State Park Gorge, short distance to shops, restaurants, and Seneca Lake! Unassuming decor in a quaint village home. Ample free parking both in the private parking lot and on the side street. Main street location is great for convenience and proximity to activities, but does come with some traffic noise. The AC does help with that but if you are not used to the hustle and bustle please plan accordingly.