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, 187 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
Home in Montour Falls
4.97 out of 5 average rating, 137 reviews

Hilltop hideway for nature lovers w/3 waterfalls.

4 BR 3 BATH home. Relax, restore, rejuvenate or unwind at 1 of a kind retreat in the heart of the Finger Lakes! Perfectly situated on 20 acres, landscaped, surrounded by woods & waterfalls. Enjoy a glass of wine/drink & dine on the large patio while taking in the view of the surrounding vistas. May also view from inside from picture window in living and dining rms. Many types of wildlife visit! NO PETS ALLOWED. No late ck/outs unless arranged with host. Violations will incur fee of $75/ hr.

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, 308 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
A serene waterfall cascades between moss-covered rock formations, surrounded by lush green trees. The sunlight filters through the foliage, creating a tranquil ambiance. The water flows gently, creating a soft sound that complements the natural setting.
Cabin in Trumansburg
5 out of 5 average rating, 102 reviews

Waterfall retreat

Sleep to the sound of your private waterfall in this cabin made for two. 12 miles from Ithaca and central to all that the Fingerlakes has to offer, less than one mile from the only National Forest in New York State, a 15 minute drive to either Seneca or Cayuga lakes, Waterfalls, and of course the renowned wine trails. This cabin is equipped with high-speed wifi, climate control with AC, hot/cold water, flush toilet. Fold-out couch in the living room for a third guest (fee). Grown-ups only

Top guest favourite
A cozy living area is furnished with two recliner chairs and a small table beside a stylish lamp. A television is mounted above an electric fireplace, providing a comfortable ambiance, while large windows allow for views of the surrounding woods.
Holiday home in Dundee
4.94 out of 5 average rating, 103 reviews

30ft Camper nestled in the woods of Dundee, NY

The Grapevine Getaway is a 30ft Modern Camper nestled in the woods. Sleeps 2 adults (Queen size bed) & 2-3 children (full size sleeper sofa) comfortably. Full deck, table, chairs & BBQ grill included. Relax around the campfire (firewood provided)or take in the views with our walking path. Plenty of off-road / private parking. Electric, Sewer, Central Air, Refrigerator, Stove, Microwave, Electric Fireplace & WiFi Incuded. A little piece of heaven centrally located between The Finger Lakes.

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
4.96 out of 5 average rating, 122 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, 262 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.

Top guest favourite
Guest house in Burdett
4.95 out of 5 average rating, 217 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, 421 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!

Guest favourite
Campsite in Burdett
4.97 out of 5 average rating, 127 reviews

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 -

Top guest favourite
A cozy bedroom featuring a queen size bed dressed in gray linens. Artwork is displayed on the walls, and a bedside lamp provides soft lighting. Natural light filters through a window, framed by patterned curtains, while an air-conditioning unit is positioned nearby.
Flat in Watkins Glen
4.99 out of 5 average rating, 152 reviews

"The Loft" 2nd story apt. 2 mi. from Watkins Glen!

Private, new build. Full kitchen, dishwasher, full fridge. Village water. stackable washer/dryer. Off street parking. Free internet, smart TV in bedroom & livingroom. Queen size bed. Heat and air-conditioning. 2.9 mi from historic Watkins Glen International. 2 mi from down-town Watkins glen. Enjoy the beautiful finger lakes Wine trail, the Watkins Glen State park, Seneca Lake, WGI, and all that the finger lakes has to offer with a cozy place to land at the end of the day.

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, 115 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.

Popular amenities for Watkins Glen family-friendly rentals

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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 £60 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!