House vacation rentals in Watkins Glen

4.99 out of 5 average rating, 118 reviews

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.

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4.93 out of 5 average rating, 159 reviews

Home in Rock Stream

Lakefront Living on Seneca | Dock, Firepit & Sunri

Open the sliding doors and step directly onto the dock, where sunrise mornings and quiet lake views set the tone for your stay. Spend your days exploring the nearby wine trail, hiking scenic trails, or simply enjoying time on the water, then come home to unwind by the lake with a glass of your favorite find. Gather around the firepit, soak in the fresh air, or relax inside with central A/C, heating, and high-speed internet. This lakefront retreat offers both peaceful escape and everyday ease—jus

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4.98 out of 5 average rating, 117 reviews

A clear stream flows over smooth stones, with sunlight filtering through trees in the background. The tranquil water glistens as it meanders past a stone-lined bank, adjacent to a fenced area that leads to a cottage structure. The natural setting offers a serene ambiance.

Home in Dundee

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.

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Guest favorite

A charming two-story house is surrounded by vibrant orange flowers, enhancing its inviting appearance. A wooden staircase leads up to a spacious porch, which features a welcoming entryway. Lush greenery offers natural shade and adds to the peaceful setting.

4.86 out of 5 average rating, 139 reviews

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.

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4.98 out of 5 average rating, 158 reviews

A view of a lakefront property illustrating a well-maintained yard with green grass and a dock extending into clear water. An American flag gently flutters near the house, while several outdoor chairs and loungers are arranged for relaxation. Lush trees form a backdrop against a clear sky.

Home in Dundee

Private Waterfront Home Wine Trail Hot Tub Dock

Welcome to Vineyard Views, your beautiful lakefront getaway! This year-round home on the FLX WINE TRAIL has 75' of LAKEFRONT and nice amenities. 3BR+sleeping loft/2BA+outdoor shower. The 4-SEASON covered PATIO/outdoor kitchen & dining enhances your experience any time of year! Enjoy the 4-person HOT TUB w/ TV. 60’ dock w/ electric BOAT LIFT, bar, seating area and fire pit. Steps to lake and ladder on dock. FAMILY VACATIONS, FRIENDS GATHERINGS and COUPLES GETAWAYS. Up to 2 dogs/$25 each/night.

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Guest favorite

A wooden deck extends towards the lake, featuring a shaded seating area with a table and chairs. Surrounded by lush greenery, the cottage's exterior presents a blend of gray siding and large windows. Partial views of the lake are visible through the trees.

Home in Penn Yan

4.86 out of 5 average rating, 194 reviews

The Carlin Cottage on Keuka Lake

The Carlin Cottage sits on the private, beautiful, and picturesque East Bluff of Keuka Lake — it's the absolute perfect getaway for a couple, small group of friends, or a family! Our adorable cozy cottage sits right on the lake and has all you need for an amazing time — a fireplace, a sun porch overlooking the lake, a deck for lounging or outdoor meals, a bonfire pit, grill, kayak, and more! The lake also has amazing restaurants, wineries, and breweries all around, so you'll never get bored!

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A spacious patio area is shown, featuring bright yellow Adirondack chairs overlooking a lush green lawn. A hot tub is positioned to the side, with expansive views of the water and trees in the background, under a clear blue sky.

4.96 out of 5 average rating, 486 reviews

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.

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A two-story home features a welcoming wraparound porch with a wooden deck. Large windows provide natural light, and a well-maintained yard is surrounded by trees. The house is set against a blue sky with a few clouds, creating a serene atmosphere.

4.98 out of 5 average rating, 106 reviews

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.

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An open-concept living area showcases a blend of modern and vintage styles. Stylish leather and fabric sofas are arranged on a soft area rug. A well-appointed kitchen is visible in the background, complemented by a large dining table, glowing pendant lights, and wood accents throughout.

4.98 out of 5 average rating, 278 reviews

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.

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Guest favorite

4.95 out of 5 average rating, 426 reviews

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!

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A modern home with a light grey exterior is surrounded by lush greenery and several well-maintained, symmetrical Christmas trees. The property features a large, vibrant lawn, with trees offering a natural backdrop, enhancing the tranquil setting.

4.99 out of 5 average rating, 118 reviews

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.

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A steaming white cup sits on a wooden railing, overlooking a manicured green lawn. In the background, trees frame a colorful sunset, with hues of orange and yellow illuminating the sky. A circular stone firepit is visible on the grass.