House holiday rentals in Watkins Glen

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Top-rated house rentals in Watkins Glen

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Top guest favourite
Home in Burdett
4.99 out of 5 average rating, 107 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.

Top guest favourite
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
4.98 out of 5 average rating, 205 reviews

Camp S’mores- Modern A-Frame with Pool

Welcome to Camp S’mores- this revitalized luxury A-frame has all the modern amenities you need for your Finger Lakes adventure. We just brought new life into this house from top to bottom. The home features three bedrooms and a Murphy bed in the game room on the lower level. EV charger. It wouldn't be camp without a pool so our home has a large HEATED in-ground pool is open May 15th - Oct 1st. The house is located outside of town on 2+ private acres. Dog friendly, sorry no cats or other pets

Top guest favourite
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.
Home in Burdett
4.97 out of 5 average rating, 457 reviews

Burdett Home with a View. Perfect location.

Walking distance to Grist Iron, JR Dill and Two Goats Brewing. 6 miles from downtown Watkins Glen which offers boat launches, beach, kayak rentals. Very Clean. Parking for 6 cars. Large 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.

Top guest favourite
A hot tub is positioned under a covered deck, featuring clear water reflecting the blue sky. Lush green hills and trees are visible in the background, creating a serene natural setting.
Home in Naples
4.99 out of 5 average rating, 161 reviews

FLX lakeview w/ *NEW HOT TUB*, spacious 3 bd 2bath

Located in the heart of the Finger Lakes Wine Region there is no shortage of adventures to be had. Summer vacations with all the amenities of home and the fun of your own pond, a hot tub, fire pit and a large yard. Fall brings beautiful foliage, nearby wineries for tours, tastings & hiking trails. In the Winter, a 10 minute trip to Bristol Mountain for slope recreation or even sledding on our very own property. Close to CMAC concert venue and Naples Grape Fest for the best grape pie ever!

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, 237 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.

Top guest favourite
Home in Burdett
4.96 out of 5 average rating, 409 reviews

1875 Renovated Schoolhouse in the Finger Lakes!

Explore the Finger Lakes and make this renovated schoolhouse as your basecamp. Nestled atop a hill on 2.5 acres, with absolutely stunning views with surroundings that are peaceful and private. A perfect escape for couples and friends, you're within minutes of the Seneca Lake Wine Trail, the famously gorgeous Watkins Glen State Park, and the renowned Watkins Glen International Racetrack. Want to simply relax and rejuvenate at the FLX Schoolhouse? It's the perfect retreat to do 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, 264 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
An aerial view captures a spacious living and dining area with elegant furnishings. A large window allows natural light to illuminate the room, featuring a wooden dining table, comfortable seating in shades of gray, and decorative accents such as plants and artwork.
Home in Watkins Glen
4.9 out of 5 average rating, 112 reviews

4BR w/ Game room & just min. from WGI & Wine Trail

The whole group will enjoy easy access to everything from this centrally located place. Equipped w 4 large bedrooms, 2 Living rooms & a very unique game room. You will have plenty of space stretch your legs. The 4-acre grounds make for peace & privacy. Head outside on the large deck to enjoy the fresh air and do some grilling. This beautifully decorated home comes equipped with plenty of amenities. If you have a larger group, book our sister property next door too, Gracie's House.

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, 111 reviews

Luxury on Seneca Wine Trail, 3 King Beds and View

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, 148 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.

Guest favourite
A two-story house features a brown exterior with white trim. A spacious front porch is accessible by steps, surrounded by a small lawn and gravel landscaping. Several large windows provide natural light to the inviting entryway.
Home in Watkins Glen
4.93 out of 5 average rating, 488 reviews

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.

Guest favourite
An expansive lake view is captured with a wooden dock lined with chairs and string lights above. The two-story cottage stands nearby, offering a welcoming presence. A vibrant green flotation device resembling a sea creature is visible in the water, alongside a cozy firepit with seating.
Home in Rock Stream
4.93 out of 5 average rating, 147 reviews

Riley’s Retreat Seneca Lakefront

Open the sliding doors and walk right out onto the dock! Start a fire in the firepit, tie-up your boat (rentals available 4mi. south), or snuggle up and watch a movie during the cozy nights. Bask in the loads of sunshine, expansive lake views and fresh air from all angles, with the comfort of central A/C and Heating when you desire. Our 1320sqft family lake retreat is a 35-step-walk from the private parking area (4+ vehicles) to front door.

Popular amenities for house rentals in Watkins Glen

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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 £59 per night before taxes and fees

  • Verified guest reviews

    Over 3,280 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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