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
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
Tiny home in Burdett
4.99 out of 5 average rating, 160 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
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, 360 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
The exterior of a spacious Barndominium is showcased against a backdrop of vibrant autumn foliage. The structure features a warm orange facade, large door, and a metal roof. A gravel path leads to the entrance, which is bordered by manicured grass and trees.
Barn in Horseheads
4.98 out of 5 average rating, 179 reviews

Barndominium: Finger Lakes Gateway & Hobby Farm

This is a complete 800 sq ft Barndominium that is part of a newly built barn. Although the original design was not for a living space, a returning adult child made the transformation into what it is today. We are delighted to share this area with visitors who want to enjoy the flexibility of seclusion on the 50 acre hobby farm and use this as a base camp to enjoy the surrounding sites. This is wine country for sure! Within 8 miles is the Glider Capital of the world as well as historic Corning.

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, 107 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.

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.

Top guest favourite
A wooden deck is shown, furnished with two chairs, overlooking a vast green valley under a partly cloudy sky. Rolling hills and trees are visible in the background, emphasizing the peaceful countryside setting.
Farm stay in Beaver Dams
4.97 out of 5 average rating, 349 reviews

3 Valley View Barn Top Floor

Consider staying at a barn for a unique experience. New babies born March 25, 24. Visit with the goats morning and night or visit them in the field. Watch them out the window in the morning or take your coffee outside on the deck. Living in the barn with all the conveniences of home. Full Amish kitchen with all appliances. Comfortable queen size bed. Amazing view in all seasons. We also have 3 rescue barn cats that will often greet you at arrival. Farm eggs for sale.

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.

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
4.82 out of 5 average rating, 141 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
The tiny house features a rustic exterior with a maroon metal facade and wooden accents. A welcoming front porch is adorned with colorful flower pots and two chairs, providing a space for relaxation. Surrounding landscaping includes a stone border and freshly mulched garden beds.
Tiny home in Watkins Glen
4.99 out of 5 average rating, 196 reviews

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.

Top guest favourite
A modern living area features plush seating and natural light from multiple windows. A flat-screen television is positioned in view, while a doorway leads to the bedroom. Decor includes artwork on the walls and soft lighting from nearby lamps, creating a welcoming ambiance.
Loft in Watkins Glen
4.95 out of 5 average rating, 347 reviews

Elegant Historic Flat Iron Building Apt. 4

This is a gorgeous PRIVATE Loft style 1 bd 1 bath guest apartment located in an historic downtown building in the heart of the Finger Lakes Wine Country. Less than a 10 minute drive to the Watkins Glen International Racetrack, 7 blocks from the Watkins Glen State Park & 4 blocks from Seneca Lake! Be part of a local community by staying right downtown and experience all that the Finger Lakes and Watkins Glen have to offer.

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 5,640 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!