Holiday houses 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 · Getting around

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.

Value · Location · Checkout

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!!

Location · Family · TV

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.

Family · Value · Breakfast

Finger Lakes Winery Farmhouse

Experience the heart of Hector's wine country in our large, charming 3 bed, 2 bath farmhouse adjacent to Damiani Wine vineyards and an active wine production barn. This historic, 100+ year old home features a renovated kitchen and 2 full baths, with thoughtfully curated, eclectic modern farmhouse decor. Great for families or groups of friends, this cozy, well stocked home lets you catch a glimpse of the wine-making and grape growing process next door. Easy lake access is just down the road.

Location · Value · Pets

Hillside Cozy Cabin

Experience a cozy cabin in a country setting with stary nights and wildlife. This 480 sq.ft. cabin will be fully stocked with amenities and more! Smart TV and a electric fireplace for extra coziness. A covered porch to enjoy those summer stormy days/nights. You will also have a firepit, chairs and a propane grill. Only a few miles away from local wineries, breweries, hiking trails, restaurants and Seneca Lake with water activities. Check out our other listing! *CABIN HOSTS UP TO 2 GUESTS!*

Location · Air conditioning · Comfort

Modern Villa Vineyard Stay on Historic Property

Enjoy a beautiful new small home in the heart of the Fingerlakes- minutes from downtown Watkins Glen! This home - Villa Sage - is located on a historic property that was once a winery. The villa sits on a small vineyard and offers beautiful indoor and outdoor spaces. Inside offers high ceilings, a huge shower with a rainfall showerhead, a Japanese joinery bed, plush linens, a well appointed kitchen, a convertible sofa, & much more. Outside offers a private firepit/lounge space & vineyard.

Location · Comfort · Check-in

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!

Location · Value · Cleanliness

Buttonwood - Private 25 Acres on the Wine Trail

A place to get away, think about nothing, and collect your thoughts. This cabin is situated on 25 acres of secluded and private land. The kitchen is stocked. You'll find reading materials, a record player, and a telescope to relax. Enjoy the pond, a fire pit, and the grilling area. Hike the trails & explore the property. The cabin is 7 miles north of Watkins Glen, on the Wine Trail, enjoy a getaway steeped in rich history, offering delightful cuisine, unique shops, and scenic strolls.

Family · Location · Cleanliness

Last Light | Cork Cottage | Wine Trail | Firepit

Escape to wine country at The Cork Cottage at Last Light Outdoor Retreat — a clean, comfortable base right on the Seneca Lake Wine Trail. Sip your way through world-class wineries, explore some of the best state parks in the country, and end the day gathered around the fire pit with the people who matter most. Whether you're reconnecting with old friends, making memories with your partner, or just unplugging from the everyday, Last Light is where connection happens.

Family · Location · Nearby

Village Living, Steps From the State Park Gorge

Former hostel in Watkins Glen a block away from the Watkins State Park Gorge, short distance to shops, restaurants, and Seneca Lake! Unassuming decor in a quaint village home. Ample free parking both in the private parking lot and on the side street. Main street location is great for convenience and proximity to activities, but does come with some traffic noise. The AC does help with that but if you are not used to the hustle and bustle please plan accordingly.

Family · Location · Condition

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.

Family · Value · Amenities