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, 146 reviews

FLX 1-Lake View 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
A scenic view of Seneca Lake is visible from a patio area, framed by a stone wall and adorned with potted flowers. Two colorful adirondack chairs, one pink and one green, are positioned on the patio, inviting relaxation amidst the serene landscape.
Flat in Watkins Glen
4.97 out of 5 average rating, 223 reviews

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.

Top guest favourite
A modern single-room cabin is nestled among trees, featuring large windows that offer natural light and views of the surrounding woods. A covered porch with seating invites relaxation, while a wooden railing adds to the cabin's rustic charm.
Cabin in Dundee
5 out of 5 average rating, 127 reviews

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.

Top guest favourite
A rustic barn stands with a wood exterior and green roof, surrounded by grassy areas. Several goats are grazing near the barn. The building features large windows and double doors, providing light to the interior.
Farm stay in Beaver Dams
4.99 out of 5 average rating, 407 reviews

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.

Top guest favourite
A green roof features a weather vane shaped like a dog, positioned atop the building. The background reveals a serene view of Seneca Lake under a clear blue sky, with lush greenery framing the scenery.
Flat in Hector
4.92 out of 5 average rating, 358 reviews

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. )

Top guest favourite
A two-story gray house with white trim and black shutters is situated in a wooded area. Four evenly spaced windows on the top floor and multiple windows on the ground floor allow natural light to fill the interior. A white front door is flanked by two wooden chairs on a welcoming front porch.
Home in Watkins Glen
4.95 out of 5 average rating, 111 reviews

Private Country Cozy home with Hot Tub

Located minutes from downtown Watkins Glen and Watkins International, our home can become your place to stay and relax. Relax with your family and friends out on our oversized deck or out by the fire pit surrounded by woodland. Newly Installed Hot tub. First Floor: Livingroom . Kitchen . Dining area . Half Bath . Laundry room . Queen Bedroom Second Floor: King Bedroom with attached private bathroom . Queen bedroom . Double Bedroom . Full bathroom Basement is not accessible for 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, 103 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, 234 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
A view of the interior showcasing a cozy living area with a gray chair and side table, complemented by a blue area rug. A kitchenette with a mini-fridge, sink, and stovetop is visible to the left, while a bright bathroom is accessible straight ahead, with a glimpse of the bedroom beyond.
Place to stay in Watkins Glen
4.94 out of 5 average rating, 194 reviews

Boat House/Fish Room-Seneca Canal,Watkins Glen

Boathouse experience on the Seneca Canal in Watkins Glen, NY. Private 1st floor self contained unit (new in 2021) in the boathouse over looking Seneca Canal. Access to shared laundry, common entertaining areas, grill,. The unit entrance is from your private dock overlooking the canal. Plenty of room to park. Dog friendly. Other listings are Anchor Room and Wheel Room. NOTE - this is a our smallest unit and is most suitable for a solo traveler or couple sharing the double bed.

Guest favourite
Guest suite in Corning
4.96 out of 5 average rating, 205 reviews

No. 3537 Light & Airy Cozy Loft

Serene Cozy Loft on acreage •High-Speed WIFI• Our towns little slice of Heaven ✨ 625 sqft Unlimited parking Less than 2 miles to Downtown Corning & few miles from Fingerlakes & Wineries Electronic fireplace Picture frame TV Sleeps 4, queen bed & Sofa Sleeper Washer & Dryer Childproof cabinets Great views, Peaceful & relaxing No cats Outdoor wood & propane fire pit Patio furniture Venue on premise an acre away! If you’re able to book, there will be no wedding during your stay.

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, 111 reviews

Luxury on Seneca Wine Trail, 3 King Beds and View

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 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
4.83 out of 5 average rating, 139 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.

Popular amenities for Watkins Glen family-friendly rentals

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Avg. price$236 SGD$266 SGD$236 SGD$276 SGD$330 SGD$369 SGD$345 SGD$317 SGD$304 SGD$281 SGD$227 SGD$220 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 5,640 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!

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