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.

Location · Family · Nearby

Catharine Valley Place * 4 miles from Watkins Glen

Come stay at Catharine Valley Place, a comfortable ranch style home on 1.2 acres, with an expansive, grassy backyard and a trail through the woods leading to Catharine Creek. Those who will enjoy this full house rental the most are 2 to 3 couples, families, or up to 6 friends vacationing together. Conveniently located just 4 miles from downtown Watkins Glen, there are places to explore in all directions. Make Catharine Valley Place your home base after a busy day of exploring the Finger Lakes!

Family · Value · Hospitality

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 · Indoor spaces

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 · Pets

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.

Location · Value · Kitchen

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 · Breakfast

4BR w/ Game room & just min. from WGI & Wine Trail

The whole group will enjoy easy access to everything from this centrally located place. Equipped w 4 large bedrooms, 2 Living rooms & a very unique game room. You will have plenty of space stretch your legs. The 4-acre grounds make for peace & privacy. Head outside on the large deck to enjoy the fresh air and do some grilling. This beautifully decorated home comes equipped with plenty of amenities. If you have a larger group, book our sister property next door too, Gracie's House.

Value · Family · Quiet

Seneca Grand View

This 200-year-old farmhouse offers the entire first floor for your private stay, blending historic charm with modern comfort. Wake up to sweeping lake views, sip coffee on the porch surrounded by rows of vinifera grapes, and settle in by the wood-burning fireplace after a day exploring nearby wineries. Set on a working vineyard, this is more than a stay—it’s a chance to slow down, reconnect, and experience the beauty of farm life in one of New York’s most celebrated wine regions

Location · Family · Walkability

Wine country chateau - adjacent to Seneca Lake and wineries

Relaxing home with a sprawling yard and picturesque view of Seneca Lake, located in the middle of all the finger lakes has to offer. Minutes from all the most popular wineries, breweries and restaurants, scenic Smith Park & Watkins Glen State Park gorge, the village of Watkins Glen and only 30 minutes from Ithaca and Corning. Perfect for groups and families and we provide local coffee, tea, snacks, and many other amenities for our guests. Please reach out with any questions!

Location · Value · Checkout

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.

Family · Location · Bathroom

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 · Nearby

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.

Family · Location · Check-in