House vacation rentals in Watkins Glen

4.99 out of 5 average rating, 119 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, 165 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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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.

4.96 out of 5 average rating, 134 reviews

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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An expansive deck features multiple Adirondack chairs arranged for relaxation, alongside a dining table. Scenic lake views and a backdrop of rolling green hills are visible under a bright sky with scattered clouds.

4.83 out of 5 average rating, 160 reviews

Watkins Glen Lakeview Cottage w/ Waterfall!

Discover the unique beauty of the Finger Lakes region when you book a stay at this 3-bedroom, 2-bathroom vacation rental house! Spend your mornings sipping coffee on the expansive deck with panoramic Seneca Lake views or kick back in the hammock overlooking a private waterfall at this hideaway. When you're fueled up for the day, head out to places like Watkins Glen State Park or Shequaga Falls Park. After, look forward to playing board games and enjoying family time in the cozy living spaces.

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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.

4.98 out of 5 average rating, 162 reviews

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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4.93 out of 5 average rating, 134 reviews

Private Country Cozy home with Hot Tub

Located minutes from downtown Watkins Glen and Watkins International, our home can become your place to stay and relax. Relax with your family and friends out on our oversized deck or out by the fire pit surrounded by woodland. Newly Installed Hot tub. First Floor: Livingroom . Kitchen . Dining area . Half Bath . Laundry room . Queen Bedroom Second Floor: King Bedroom with attached private bathroom . Queen bedroom . Double Bedroom . Full bathroom Basement is not accessible for guests.

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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, 290 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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An open-concept living area is highlighted, featuring a modern kitchen with white cabinetry and a wooden countertop. A cozy seating area is visible with a leather sofa, decorative pillows, and a patterned area rug. Natural light enters through a nearby window, enhancing the overall brightness.

4.88 out of 5 average rating, 103 reviews

Charming country home near Seneca Lake

Your home is a 5 minute drive to the famous Seneca Lake Wine Trail, Watkins Glen State Park, and 10 minute drive to Watkins Glen International Racetrack. You'll have access to over 60 renowned wineries, breweries, and distilleries. Experience breathtaking vineyard views, indulge in wine tastings, and enjoy gourmet dining. Outdoor enthusiasts will love our proximity to Watkins Glen State Park. For motorsport fans, the Watkins Glen International Racetrack is just a stone's throw away.

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4.99 out of 5 average rating, 286 reviews

Home in Penn Yan

Waterfront Escape in Seneca Lake Wine Country

A true refuge... peaceful, quiet and majestic. The house is right on the lake with gorgeous views of Seneca lake. Large windows overlook the lake from the living room and front bedroom. Single family detached home situated on a dead-end street limited to local traffic, this 2 bedroom, 1 1/2 bathroom year-round home will provide you with everything you need for your next getaway. The house is perfect for 2 couples or a family of four. Bonus room above the boathouse with a pull out sofa.

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4.99 out of 5 average rating, 104 reviews

2 King Beds, Wineries + Watkins Glen at VineHaus

VineHaus is a bright, historic lake house with vineyard views, two king bedrooms, and an unbeatable location near Watkins Glen and the Seneca Lake Wine Trail. Spend your days tasting at nearby wineries, breweries, and distilleries, hiking the gorges and waterfalls at Watkins Glen State Park, and visiting the Windmill. End the day with a farm to table dinner and Finger Lakes wine on the deck. Relaxed, comfortable, and ideal for a couples getaway or friends weekend, April through December!

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4.95 out of 5 average rating, 428 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, 122 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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Popular amenities for Watkins Glen house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.96 out of 5 average rating, 492 reviews

Burdett Home with a View. Perfect location.

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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.

4.98 out of 5 average rating, 179 reviews

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

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A spacious property is set in a lush green landscape, showcasing a well-maintained yard. The home features a unique architectural design with a large driveway, framed by trees, and a panoramic view of Seneca Lake in the background under a cloudy sky.

4.94 out of 5 average rating, 143 reviews

Wine country chateau - adjacent to Seneca Lake and wineries

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Two ceramic mugs sit on a railing, one in a warm pink hue and the other in deep blue. Steam rises gently from the mugs, with a clear view of lush greenery and Seneca Lake in the background under a bright blue sky.

4.98 out of 5 average rating, 102 reviews

Glen Springs Doctors Quarters - Lakeview & Hot tub

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The exterior of the one-story home is shown, featuring a covered patio with dining furniture. A spacious lawn is visible, extending towards the horizon, where distant trees can be seen. A satellite dish is mounted on the roof.

4.93 out of 5 average rating, 103 reviews

Railside Getaway.

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4.95 out of 5 average rating, 111 reviews

The exterior of a spacious country home is showcased against a backdrop of rolling hills and a colorful sky at sunset. A large American flag is displayed prominently. A wrap-around deck and outdoor seating area are visible, along with a playset in the distance.

Home in Horseheads

Luna's Loft - Modern Country Home with Hot Tub

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4.97 out of 5 average rating, 185 reviews

A backyard features a fire pit surrounded by four white Adirondack chairs, with yellow cushions enhancing comfort. Soft lighting is strung along a wooden fence, creating a relaxed ambiance. A small shed is visible in the background, and a lawn area offers space for outdoor activities.

Home in Hector

The Hector Escape on the Seneca Lake Wine Trail

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5.0 out of 5 average rating, 118 reviews

A spacious living area features a natural stone fireplace, surrounded by comfortable seating including a dark blue armchair and a light grey sofa. Large windows bring in natural light, and artwork adorns the wooden walls, enhancing the cabin's inviting ambiance.

Home in Canandaigua

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

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House rentals with free parking

4.83 out of 5 average rating, 207 reviews

Home in Penn Yan

Retreat w/ panoramic lake views on wine trail!

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The exterior view of the farmhouse displays a two-story white structure surrounded by vibrant autumn foliage. Large windows reflect the seasonal colors, while a covered porch invites relaxation. A spacious lawn lays before the house, with scattered leaves adding to the tranquil ambiance.

4.74 out of 5 average rating, 122 reviews

Farmhouse at Fulkerson Winery

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4.98 out of 5 average rating, 163 reviews

Home in Montour Falls

Hilltop hideway for nature lovers w/3 waterfalls.

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5.0 out of 5 average rating, 105 reviews

A serene view of Seneca Lake is captured, with sunlight reflecting off the water's surface. Lush greenery frames the scene, and a distant shoreline is visible under a partly cloudy sky.

Home in Hector

Lakefront Cottage on Seneca Lake with dock bar

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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, 109 reviews

Watkins Glen / Seneca Lake Wine Trail Homestead

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4.99 out of 5 average rating, 113 reviews

Wine Mountain: Amazing Views, Sunsets & Privacy

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A spacious living room is filled with natural light from large windows. A comfortable gray sectional sofa and a colorful patterned chair are arranged around a wooden coffee table. Warm wooden accents and blue walls create a relaxed atmosphere. Artwork decorates the walls.

4.91 out of 5 average rating, 172 reviews

Spacious Lakeview Cottage in Watkins Glen

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4.99 out of 5 average rating, 169 reviews

A comfortable living room features a light blue color scheme and various seating options. A cozy fireplace is positioned beneath a decorative mirror. Vibrant patterned rugs add warmth to the space, which includes a wooden dining chair and a side table with a lamp.

Home in Hammondsport

Hammy on a Rye 2 Hammondsport NY

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House rentals with a pool

4.91 out of 5 average rating, 103 reviews

Home in Hammondsport

Modern Lakeside Villa with Pool and Hot Tub

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4.96 out of 5 average rating, 164 reviews

Home in Beaver Dams

Sleeps 10 Heated Pool, Hot tub, pickleball court.

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4.98 out of 5 average rating, 222 reviews

The interior of the A-frame features high wooden ceilings and an open layout. A spacious seating area is arranged with a large sofa and matching chairs, while a dining table sits beneath decorative wall art. A staircase leads to a lofted sleeping area with a railing.

Home in Newfield Hamlet

Camp S’mores- Modern A-Frame with Pool

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4.95 out of 5 average rating, 208 reviews

A bright living area features a spacious gray sofa paired with a comfortable armchair. A decorative coffee table sits atop a light area rug, and a wall-mounted TV is visible opposite the seating. Natural light fills the room through large windows, enhancing the wood flooring.

Home in Elmira

Comfy Ranch House 3BR/2BA

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4.95 out of 5 average rating, 218 reviews

Home in Sayre

Beemans home on the hill.

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4.98 out of 5 average rating, 100 reviews

An in-ground pool is visible, featuring clear blue water. In the center floats an inflatable unicorn, adding a playful touch. Surrounding the pool, multiple lounge chairs are positioned on the deck, while a sunshade structure stands in the background.

Home in Ovid

Sunset Beach on Seneca Lake 5BR Retreat Pool&Dock

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5.0 out of 5 average rating, 114 reviews

The exterior showcases a modern wooden facade with large windows that invite natural light. A landscaped area with gravel and wooden fencing creates a welcoming entrance, framed by tall trees against a clear blue sky.

Home in Ithaca

Downtown Ithaca New Build – Award-Winning Stay

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