Family-friendly holiday rentals in Watkins Glen

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Top-rated family-friendly rentals in Watkins Glen

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
Tiny home in Burdett
4.99 out of 5 average rating, 182 reviews

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!!

Top guest favourite
The elevated treehouse is illuminated by soft lighting along the wrap-around deck, surrounded by trees in a nighttime setting. A gentle slope leads up to the entrance, providing accessibility. The structure features warm wood tones that complement the natural surroundings.
Treehouse in Horseheads
5 out of 5 average rating, 268 reviews

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.

Top guest favourite
The exterior of the uniquely designed guesthouse features a combination of dark siding and large windows, highlighted by colorful fall foliage. A spacious deck with seating is visible, surrounded by potted plants, creating a peaceful outdoor space.
Cabin in Erin
4.99 out of 5 average rating, 306 reviews

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.

Top guest favourite
An inviting a-frame cabin is surrounded by a snowy landscape, with evergreen trees in the background. Ski equipment is propped against the front, and a wooden sled rests nearby in the snow. A festive wreath adorns the door, adding a touch of seasonal charm.
Tiny home in Odessa
4.98 out of 5 average rating, 120 reviews

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!

Top guest favourite
An open-concept living area showcases a blend of modern and vintage styles. Stylish leather and fabric sofas are arranged on a soft area rug. A well-appointed kitchen is visible in the background, complemented by a large dining table, glowing pendant lights, and wood accents throughout.
Home in Burdett
4.98 out of 5 average rating, 256 reviews

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.

Guest favourite
Guest house in Burdett
4.95 out of 5 average rating, 211 reviews

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.

Guest favourite
Home in Burdett
4.95 out of 5 average rating, 419 reviews

1875 Renovated Schoolhouse with an Igloo!

Explore the Finger Lakes and make this renovated schoolhouse with an outdoor igloo as your basecamp. Nestled in the countryside, you'll find absolutely stunning views with surroundings that are peaceful and quiet. A perfect escape for couples and friends that is dog-friendly too, you're within minutes of the Seneca Lake Wine Trail, the gorgeous Watkins Glen State Park, and the renowned WG International Racetrack. Want to simply relax at the FLX Schoolhouse? It's the perfect for that too!

Top guest favourite
A modern home with a light grey exterior is surrounded by lush greenery and several well-maintained, symmetrical Christmas trees. The property features a large, vibrant lawn, with trees offering a natural backdrop, enhancing the tranquil setting.
Home in Watkins Glen
4.99 out of 5 average rating, 114 reviews

Watkins Glen Luxury | 3 Kings & Scenic Views

Welcome to Wineview Acres! This 24 acre former Christmas tree farm is complete with a newer 2000 sq. ft 3 bedroom home with amazing views and private waterfalls. Located at the start of the Seneca Wine Trail and just a short drive to the village of Watkins Glen, we are in the perfect location to enjoy the best of what the Finger Lakes can offer. If you prefer wine tasting, hiking, fishing, or a day at the race track you will be perfectly positioned to enjoy it all.

Top guest favourite
A well-lit living area is furnished with a brown leather sofa and matching armchairs, complemented by colorful cushions. A round ottoman is centered on a patterned rug. Large windows provide natural light, and the kitchen area features a stone countertop with a wooden cutting board.
Tiny home in Watkins Glen
4.97 out of 5 average rating, 111 reviews

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.

Guest favourite
A dining area features a round table surrounded by four light-colored chairs. A chandelier hangs above, and large windows are adorned with sheer yellow drapes. A decorative rug sits underneath the table, while a sideboard displays a vase of flowers.
Flat in Watkins Glen
4.86 out of 5 average rating, 222 reviews

Seneca Victorian Charmer

Charming first floor Victorian home in the heart of Watkins Glen. 1300 Feet of living space with beautiful woodwork throughout. Property offers large front porch overlooking Lafayette Park and off street parking. Walking distance to many good restaurants and bars, as well as pleasant parks. Whether it’s a perfect honeymoon getaway, girls weekend, or wine tour you’re sure to find something you will love in Watkins Glen! We look forward to seeing you soon.

Guest favourite
A welcoming entrance is presented with a dark front door framed by tall, green planters. Flanking windows feature shutters in a muted hue. A cozy seating area includes a beige sofa near a wooden barrel, and a decorative box labeled 'BREAD AND PAPER' completes the inviting space.
Flat in Watkins Glen
4.79 out of 5 average rating, 159 reviews

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.

Top guest favourite
A two-story house features a brown exterior with white trim. A spacious front porch is accessible by steps, surrounded by a small lawn and gravel landscaping. Several large windows provide natural light to the inviting entryway.
Home in Watkins Glen
4.93 out of 5 average rating, 512 reviews

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.

Popular amenities for Watkins Glen family-friendly rentals

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Avg. price$226 SGD$229 SGD$229 SGD$277 SGD$331 SGD$370 SGD$346 SGD$318 SGD$305 SGD$282 SGD$227 SGD$221 SGD
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Quick stats about holiday rentals that are family-friendly in Watkins Glen

  • Total holiday rentals

    Explore 70 holiday rentals in Watkins Glen

  • Nightly prices starting at

    Watkins Glen holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,690 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Watkins Glen holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Watkins Glen rentals

  • 4.8 Average rating

    Watkins Glen stays are highly rated by guests – averaging 4.8 out of 5!