
Family-friendly holiday rentals in Watkins Glen
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Watkins Glen
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

FLX 2-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!!

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.

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.

1875 Renovated Schoolhouse in the Finger Lakes!
Explore the Finger Lakes and make this renovated schoolhouse your basecamp. Nestled atop a hill on 2.5 acres, with absolutely stunning views with surroundings that are peaceful and private. A perfect escape for couples and friends that is dog-friendly too, you're within minutes of the Seneca Lake Wine Trail, the famously gorgeous Watkins Glen State Park, and the renowned Watkins Glen International Racetrack. Want to simply relax at the FLX Schoolhouse? It's the perfect retreat to do that too!

Winter Sales For Cottages!
Welcome to our cozy guest house in the heart of the Finger Lakes! Perfect for couples or solo travelers, this inviting space offers comfort in a prime location. 📍 Walk to: Watkins Glen State Park Seneca Lake Downtown dining, breweries & coffee shops Scenic hiking & biking trails 🚗 Short drive to: Start of the Seneca Lake Wine Trail Watkins Glen International Race Track Havana Glen & Hector Falls Ithaca (25 mins) 🎉 Enjoy: Fire pit, grill, WI-FI, and your favorite streaming shows!

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.

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.

Waneta Lakeside Cottage
Right on the water with lots of space and fresh air this new and charming cottage is situated in the heart of the Finger Lakes on the east side of Waneta Lake. Ideal for 1 to 2 couples, a girls weekend getaway or families up to 4. There are 2 bedrooms, an open fully equipped kitchen, a sitting area and bathroom with walk-in shower. Dine and relax on the over-sized covered deck overlooking the lake. A stairway from the deck provides access to a private beach with 4 kayaks.

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.

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
Family-friendly home rentals with a hot tub

Private Waterfront Home Wine Trail Hot Tub Dock

Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets

Luna's Loft - Modern Country Home with Hot Tub

The Hector Escape on the Seneca Lake Wine Trail

The Bar(n)- Cozy chalet with hot tub and campfire

Boutique Spa Stay: Infrared Sauna & Hot Tub

Burdett Home with a View. Perfect location.

Secluded Cabin, Hot Tub, Fire Pit, Pets, Grill
Family- and pet-friendly home rentals

Cozy Lakeview Apartment

Large, private guest suite nestled in wine country

Entire Apartment centrally located 2 bed/2 baths

Riley’s Retreat Seneca Lakefront

Sunflower Lodge

Modern Forest Retreat Close to Ithaca/Watkins Glen

Seneca Lake Creekside Cabin A3 -Pet Friendly!

Spacious Sanctuary in the Heart of Wine Country
Family-friendly home rentals with a pool

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

Fireplace, theater room, & fully equipped kitchen

Haven Woods, quiet house, minutes to Ithaca w/ AC

The Honeycrisp House at Beak & Skiff

Comfy Ranch House 3BR/2BA

2 Bedroom pool house with Garage

Beemans home on the hill.

Luxury lakefront apartment - and a private pool!
When is the best time to visit Watkins Glen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $238 SGD | $268 SGD | $238 SGD | $279 SGD | $333 SGD | $372 SGD | $348 SGD | $320 SGD | $307 SGD | $284 SGD | $229 SGD | $222 SGD |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 13°C | 18°C | 20°C | 19°C | 15°C | 9°C | 3°C | -2°C |
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 $103 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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- Cornell University
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Bristol Mountain
- Taughannock Falls State Park
- Stony Brook State Park
- Keuka Lake State Park
- Watkins Glen International
- Cascadilla Gorge Trail
- Keuka Spring Vineyards
- Finger Lakes
- Sciencenter
- Hunt Hollow Ski Club
- Three Brothers Wineries and Estates
- Fox Run Vineyards
- Buttermilk Falls State Park
- State Theatre of Ithaca
- Ithaca Farmers Market
- Montezuma National Wildlife Refuge
- Del Lago Resort & Casino
- Ithaca College
- Kershaw Park
- Finger Lakes Welcome Center
- Six Mile Creek Vineyard




