
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.

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!!

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.

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!

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.

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.

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!

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.

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.

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.

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.

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
Family-friendly home rentals with a hot tub

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

Lakefront Retreat w/ Hot Tub & Kayaks

Hot tub under the stars at cozy cabin in the FLX

The Hector Escape on the Seneca Lake Wine Trail

Cabin in the Finger Lakes w/ Hot Tub, Watkins Glen

FLX Cabin Cottage

Wine country chateau - adjacent to Seneca Lake and wineries

Hawks Landing - Your Romantic Getaway! New Pricing
Family- and pet-friendly home rentals

No. 3537 Light & Airy Cozy Loft

Keuka Beach House - Glamping at its best!

Seneca Lakefront | Dock, Lift & Firepit

Cozy Lakeview Apartment

Restful Ranch on wine trail w/ private back deck

Park Hyatt on Keuka Wine Trail - Amazing View!

Vintage Vineyard Cottage: Cozy Getaway, King Beds

Farmhouse at Fulkerson Winery
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

Charming Pittsford Home-Indoor Pool-4 bedrooms

2 Bedroom pool house with Garage

Comfy Ranch House 3BR/2BA

Beemans home on the hill.
When is the best time to visit Watkins Glen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 $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!
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- Family-friendly rentals United States
- Cornell University
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Bristol Mountain
- Taughannock Falls State Park
- Watkins Glen International
- Keuka Lake State Park
- Stony Brook State Park
- Cascadilla Gorge Trail
- Keuka Spring Vineyards
- Finger Lakes
- Song Mountain Resort
- Three Brothers Wineries and Estates
- Fox Run Vineyards
- Sciencenter
- Cayuga Lake State Park
- Montezuma National Wildlife Refuge
- Buttermilk Falls State Park
- Ithaca College
- Del Lago Resort & Casino
- Finger Lakes Welcome Center
- Wiemer Vineyard Hermann J
- Six Mile Creek Vineyard
- State Theatre of Ithaca





