Holiday rentals with outdoor seating in Watkins Glen

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.

Fox Den Studio, Lake View, Location, location!

Fox Den is a fully furnished 600 sq ft studio loft apartment with all the amenities that you could need. Eat out or cook in our kitchenette. The view from your 2nd floor deck is stunning with sunsets that dreams are made of. The loft has high, open ceilings that give you a cottage feel that immediately brings relaxing vibes. Hike our 10 acres of trails next door on our glamping grounds, including a fishing pond Your secluded spot is right in the middle of wine country and state Forest trails

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.

Cozy Cabin • Lake & Vineyard View, Near Wineries 2

📍 Great Location and Beautiful Sunsets! Welcome to FLX Cabins, located along the Seneca Lake Wine Trail in Hector, NY — the best side for sunsets, wineries, and wide-open views. We are just minutes from award-winning wineries, craft breweries, great restaurants, hiking trails, and endless Finger Lakes adventure. Whether you’re here for wine tasting, hiking, or simply relaxing, you’re exactly where you need to be. ❤️Love this listing? Tap the ❤ in the top-right corner to find it again later

Wine Trail Cabin with a view Cabin 2

New construction In the heart of the finger lakes. 1 mile from the Seneca lake wine/beer trail 7breweries and 17 wineries within 5 miles. 1 mile from the Finger Lakes National Forest, 15 minutes from Watkins glen. Lake view surrounding vineyards. Keep an eye on the sky while sitting on the porch and you may see a bald eagle. Don’t be surprised if a deer turkey. Fox etc wander through. No worries if there’s a power outage as all cabins have a backup generator that will turn on automatically.

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.

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!

Gorgeous Hilltop Paradise with epic views and pond

A beautiful slice of nature and unique cabin on 30 acres of land with modern ammenities. Enjoy distant views of hills through huge windows overlooking a swimming pond. It's a retreat for every season, featuring beautiful fall folliage, hiking, cross-country skiing and a lush and picturesque spring and summer. The house features a round kitchen and bedroom with a vaulted ceiling. Enjoy a giant view of the sky, fire pit by the pond, the sound of frogs, meditate, relax, or … work!

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.

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

Enjoy a romantic getaway in this beautiful 1 King bedroom cabin, located in the heart of the Seneca Lake Wine Trail. This newly updated cabin provides all the modern amenities with a rustic country feel. It is set in a meadow with adjacent forest, has a charming fireplace perfect for warming up after a day of exploring, and offers breathtaking night-sky views around the campfire. Located just 2 miles off the Seneca Lake Wine Trail!

Elegant Historic Flat Iron Building Apt. 2

This is a gorgeous PRIVATE apartment that has 2 bed, 1.5 bath located in an historic downtown building in the heart of the Finger Lakes Wine Country. Be a part of a local community by staying right downtown and experience all that the Finger Lakes and Watkins Glen have to offer! Less than 10 minutes away from the Watkins Glen International Racetrack, 7 blocks from the Watkins Glen State Park & 4 blocks away from Seneca Lake!