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.

Kitchen · Indoor spaces · Pets

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!!

Family · Indoor spaces · Checkout

Catharine Valley Place * 4 miles from Watkins Glen

Come stay at Catharine Valley Place, a comfortable ranch style home on 1.2 acres, with an expansive, grassy backyard and a trail through the woods leading to Catharine Creek. Those who will enjoy this full house rental the most are 2 to 3 couples, families, or up to 6 friends vacationing together. Conveniently located just 4 miles from downtown Watkins Glen, there are places to explore in all directions. Make Catharine Valley Place your home base after a busy day of exploring the Finger Lakes!

Indoor spaces · Family · Checkout

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.

Family · Indoor spaces · Wi-Fi

Stunning 2Bed 1 1/2 Bath Luxury Vacation Apartment

Here it is! Everything you could ask for in a Luxury Vacation Apartment just one block from Seneca Lake in beautiful downtown Watkins Glen, NY. No amenity was spared with the building of this new 2-bedroom 1-1/2 bath apartment as everything was completed with meticulous attention to detail. Enjoy everything that we have to offer as you are just steps away from many dining, shopping & entertainment options. Located above 29 NEAT Whiskey Bar is every bourbon, cocktail & martini lover's dream!

Family · Kitchen · Accuracy

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.

Kitchen · Indoor spaces · Sleep quality

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.

Kitchen · Family · Hiking

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”

Family · Indoor spaces · Decor

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 -

Kitchen · Family · Pets

Watkins Glen House walking distance to State Park

The property is in walking distance to the Watkins Glen State Park. It has 3 bedrooms each with a king bed and 2 full bathrooms. The house has 1 smart tv and cable and WiFi internet. The kitchen is stocked with cookware, bakeware, dinnerware, silverware, and drinking glasses. Guests can use the stove/oven, microwave, fridge, coffeemaker, toaster, and dishwasher. Dishwasher detergent is provided as well as garbage bags. Please respect the no pets policy.

Indoor spaces · Kitchen · Value

Unique tiny house on small working farm

Lovely tiny house surrounded by fields and farm animals. Guests have access to entire tiny house, complete with its own private driveway. Full kitchen and bath with standing shower. Loft style bedroom. Front porch with chairs and a fire pit (solo stove). 2 min walk to the Finger Lakes Trail + only a 10 minute drive to Watkins Glen, Seneca Lake and the Seneca Lake wineries. Less than 5 min drive to Watkins Glen International Speedway.

Family · Indoor spaces · Location

The Loft, at Inner Peace Floats

This space was once known as, "O'Susannah's Upstairs Inn." We purchased the building and have transitioned it over to, "The Loft, at Inner Peace Floats." This space is directly over our floatation therapy and massage center. This rental is a comfy, cozy home away from home. A great space for family and friends to hang out together while visiting the beautiful Finger Lakes. Parties and events are not allowed in this space.

Indoor spaces · Family · Air conditioning