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.

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.

Heated Pool, Hot tub, pickleball court.

Enjoy the Finger Lakes @ our custom built 3 story, 3 bedroom, 3 bath, open concept home! Built in 2015 by your Host, David. Relax in the 8 person hot tub & splash in the oversized heated pool w/diving board & bball hoop! Explore 70+ local wineries, state parks w/ waterfalls & trails. Only 6 miles from Watkins Glenn racetrack. About an Hour from 2 large Ski Resorts. Explore onsite the 70+ acres, sit around the campfire, play pick ball, pool, fooseball, arcade games, basketball & frisbee golf

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.

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.

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!

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!

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.

The Sugar Shack (Pets stay free, NO added fees!)

Escape to this secluded 2-bedroom ranch in historic Watkins Glen, NY. Just 3 miles from town, it offers the perfect mix of privacy and convenience, surrounded by wineries, coffee shops, bars, and restaurants. Only 10 minutes from Watkins Glen International and next to the original Grand Prix road course, every drive feels scenic and special. With breathtaking views all around, this cozy retreat invites you to relax, explore, and savor the best of the Finger Lakes.

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.

Wine Mountain: Amazing Views, Sunsets & Privacy

Sip your way along the Finger Lakes Wine Trail from your private hideaway at Wine Mountain Retreat, inspired by the authentic EcoBarn adventure our guests crave. Embrace atmosphere, presence, and harmony in nature—where comfort, togetherness, and hygge create pure bliss. This intentional, experience-motivated escape invites gratitude at every sunset. Book now and make the adventure yours.

The Bar(n)- Cozy chalet with hot tub and campfire

Not your daddy’s barn. This bar(n) is professionally designed with modern flair, beautiful furniture, a hot tub, WFH setup, campfire, and pizza oven. What more could you want? Under 15 minutes to downtown Ithaca, Cornell, and Ithaca College. Level 2 EV charger with NACS (Tesla) and J1772. Dogs welcome (when added to reservation)- sorry no cats or other pets.