House holiday rentals in Watkins Glen

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Top-rated house rentals in Watkins Glen

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Burdett
4.99 out of 5 average rating, 113 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.

Guest favourite
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.
Home in Watkins Glen
4.85 out of 5 average rating, 131 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.

Top guest favourite
A two-story gray house with white trim and black shutters is situated in a wooded area. Four evenly spaced windows on the top floor and multiple windows on the ground floor allow natural light to fill the interior. A white front door is flanked by two wooden chairs on a welcoming front porch.
Home in Watkins Glen
4.96 out of 5 average rating, 120 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.

Top guest favourite
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.
Home in Burdett
4.98 out of 5 average rating, 257 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.

Guest favourite
Home in Burdett
4.95 out of 5 average rating, 420 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!

Top guest favourite
A wooden dock extends into the calm waters of Seneca Lake, featuring a ladder for easy access. Two chairs are positioned on the dock, inviting relaxation. The overcast sky reflects softly on the water's surface, creating a serene atmosphere.
Home in Penn Yan
4.99 out of 5 average rating, 271 reviews

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.

Guest favourite
A rustic bed frame made of logs supports a white quilted coverlet. A decorative throw blanket, featuring a pattern of greens and browns, is laid over the foot of the bed. A small bedside table with a lamp is positioned nearby, along with a pillow that adds a touch of comfort.
Home in Dundee
4.83 out of 5 average rating, 169 reviews

Country cottage

A cozy cottage located on a rural crossroad right in the heart of the finger lakes. Just off the wine trail with wineries close by. 15 min from watkins glenn and 5 min from dundee. The huose has 2 bedrooms upstairs, each with a queen sized bed and a recliner. Downstairs is a fully furnished kitchen including k-cup coffee maker, microwave and kitchen stove. A large bathroom with a bathtub and shower. Laundry room with washer and dryer. Living room with couch and recliners.

Top guest favourite
An inviting living area features large windows that allow natural light to fill the space. A neutral-toned sofa and seating chairs are arranged around a central area rug, while a stone fireplace adds a rustic touch. Greenery can be seen through the windows, connecting indoors and outdoors.
Home in Skaneateles
4.99 out of 5 average rating, 197 reviews

Sunset House- Beautiful Home with Gorgeous Vistas

Experience a home full of windows and light that take in breathtaking views from every angle. You feel like you are on top of the world surrounded by beautiful rural landscaping that is only 1.8 miles from the charming Village of Skaneateles! Lovely interior furnishings with your comfort in mind. You are within close reach to the Skaneateles Polo Fields, a free public boat launch, Skaneateles Country Club, wedding venues and a winery. This newer home is fresh, clean and cozy!

Top guest favourite
A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.
Home in Naples
4.99 out of 5 average rating, 153 reviews

The Lakeview House in South Bristol

Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

Top guest favourite
A serene scene featuring cascading waterfalls flowing between rugged stone formations. A stone bridge arches over the water, connecting two rocky edges, while lush greenery surrounds the area, creating a natural oasis. Sunlight filters through the trees, illuminating the intricate details of the rocks.
Home in Watkins Glen
4.92 out of 5 average rating, 189 reviews

The Seneca House on 4th.

Private 3 bedroom 2 full bathroom house centrally located in Watkins Glen. Walking distance to all the restaurants, pubs, Seneca Lake, the state park and tasting rooms. Short drive to the wineries, breweries, and 10 minutes from the racetrack. 3 private bedrooms with queen beds, flat screen televisions and Wi-Fi. Air conditioned throughout. Full kitchen with the essentials to cook a meal. We provide bedding and limited towels soaps and shampoos. A home away from home.

Top guest favourite
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.
Home in Watkins Glen
4.99 out of 5 average rating, 114 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.

Top guest favourite
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.
Home in Watkins Glen
4.98 out of 5 average rating, 158 reviews

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.

Popular amenities for house rentals in Watkins Glen

When is the best time to visit Watkins Glen?

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Avg. price$267 SGD$244 SGD$299 SGD$280 SGD$339 SGD$386 SGD$346 SGD$358 SGD$351 SGD$327 SGD$280 SGD$280 SGD
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Quick stats about house rentals in Watkins Glen

  • Total holiday rentals

    Explore 40 holiday rentals in Watkins Glen

  • Nightly prices starting at

    Watkins Glen holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Watkins Glen holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Watkins Glen rentals

  • 4.8 Average rating

    Watkins Glen stays are highly rated by guests – averaging 4.8 out of 5!

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