House holiday rentals in Watkins Glen

Waterfront Home with Sauna on Seneca Lake FLX

Unwind at Red Oak Retreat, a private waterfront home located in the heart of Finger Lakes wine country! This Seneca Lake escape features an expansive deck with magnificent sunset lake views, 100ft of lakeside lawn with a fire pit and kayaks. The property also boasts a two-story seasonal lakeside boathouse with bedroom and game area. Enjoy more than 15 vineyards within a 5 minute drive, with Watkins Glen State Park, "The Glen" Race Track, and Finger Lakes National Forest are only 15 minutes away.

Value · Family · Checkout

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.

Location · Value · Comfort

Malthouse

Relax with the whole family at this peaceful place to stay. This creatively furnished cottage located just off ny state rte 14 which is seneca lake wine trail. It is only minutes from many wineries and only 15 minutes from watkins glen. The house has a full kitchen with cooking basics and a k-cup coffee maker 3 bedrooms with king size beds. A stream flowing right through the back yard. There are toys and games and a hot tub. There's some noise from the traffic on rte 14 but peaceful otherwise.

Value · Family · Outdoor spaces

Victorian in Watkins Glen

Our comfortable Village home is full of art, antiques, and summer blooms, with a view of Seneca Lake. Guests enjoy quiet & privacy. Walk to restaurants. Wineries, waterfalls, boating &hiking trails. WGI is nearby. 3 bedrooms share 2 full baths on second floor, 1/2 bath on first floor. This kitchen has modern appliances.Television can be used with your streaming accounts. Comfortable seating on the front porch . Outdoor patio with charcoal grill .Your host Maggie is an Artist and decorator.

Location · Value · Indoor spaces

Burdett Home with a View. Perfect location.

Walking distance to Grist Iron, JR Dill and Two Goats Brewing. 6 miles from Watkins Glen which offers boat launches, beach, kayak rentals. Handicap ramp. Very Clean. Parking for 6 cars. Carport. Central air. Large, well equipped kitchen including Keurig and basket filter coffee makers, ice maker, blender, toaster oven, dishwasher. Large shower and closet in master bath. Bathtub in second bath. Hot Tub and fire pit. High speed/wireless internet , DVD player. 3 TV's. Generator on site.

Location · Family · Parking

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.

Value · Location · View

Watkins Glen / Seneca Lake Wine Trail Homestead

Gather with your friends and family in this spacious 4-bedroom 2 bath home in a private setting right on the Seneca Lake Wine Trail mere minutes from the village, State Park, Seneca Harbor & much more. You don't have to sacrifice the perfect vista or location in order to accommodate everyone. Sip your morning coffee or evening wine in the sunroom, open deck or in the central air conditioned home. On the grounds you will find lots of room to roam with a fire pit and cornhole ready to play.

Family · Location · Outdoor spaces

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!

Family · Location · Nearby

Lakeview Crossing Vacation Rental

Lakeview Crossing is an 1800s farmhouse that has been completely renovated. The house sits on a hill overlooking Keuka Lake with vineyards below. Located along the wine trail, guests are short trips away from many local wineries, breweries, a distillery and antique shops. The town of Hammondsport is 6 miles away and has 2 local beaches for swimming and lake activity, restaurants, gift shops, antique shops, groceries, ect. There is a large deck overlooking the lake and the vineyards.

Value · Family · Nearby

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.

Location · Family · Hospitality

Railside Getaway.

Relax with the whole family at this peaceful place to stay. There is a peaceful relaxing place. You can see the train go past across the meadow in which you will see horses or cows. You can also hear a rooster crowing his hearty good morning as you wake up on the patio with a cup of coffee. After spending a day out sight seeing or hiking the Watkins glen gorge, you can relax in the hot tub or around the fire pit. Fire wood is provided.

Location · Family · Comfort

Scenic Wine Country Getaway: Family & Pet-Friendly

Welcome to The Hector Homestead — a dog-friendly, family-friendly Finger Lakes getaway set on two scenic acres in the heart of the Seneca Wine Trail. This renovated 1920s farmhouse blends cozy wine-country charm with the comforts that make traveling easier with kids, friends, and pups alike — from spacious outdoor areas and thoughtful family amenities to two fire pits, vineyard views, and a well-stocked kitchen designed for gathering.

Location · Value · Getting around