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, 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
Home in Burdett
4.98 out of 5 average rating, 475 reviews

Romantic Wine Country Retreat Spa-Hot Tub & Sauna

The home is perfectly located. Explore wine country, local shops, the State Park with beautiful trails and gorges, Seneca Lake, and restaurants. Then come back and relax in your own private infrared sauna and NEW hot tub. Delicious local coffee, jam, truffles and eggs added to the listing. Please read "Where you'll be" section for additional information. TV-no cable. BED is a double vintage bed and is high up, step stools are provided. HALO (SALT) BOOTH AND HAND/FOOT DOMES-Additional fees.

Guest favourite
A spacious living area is highlighted by large windows and natural light. A dark sofa with accent pillows faces a wooden coffee table, while a dining table and chairs are visible in the background. Minimalist decor and plants add to the inviting ambiance.
Home in Nichols
4.96 out of 5 average rating, 99 reviews

Modern Susquehanna River Home

Wake up to a serene view of the Susquehanna River and experience the nature of Tioga County in this modern rustic renovated home. Located 3 minutes from Tioga Downs, 4 minutes to a boat launch/fishing site, 15 minutes from the historic town of Owego, and less than an hour to Seneca Lake and the start of the Finger Lakes Wine Trails Whether a relaxing weekend getaway or a trip to watch harness racing, our riverfront house is fully equipped and stocked with the essentials for a comfortable stay.

Guest favourite
Home in Canandaigua
4.92 out of 5 average rating, 277 reviews

Bristol Retreat Cottage

Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

Top guest favourite
A simple dining area is highlighted by a rustic wooden table beneath a woven pendant light. Natural light filters through a large window, illuminating a potted plant and a bowl of fruit at the center, while two dark chairs are positioned on either side.
Home in Hector
4.94 out of 5 average rating, 152 reviews

Finger Lakes Winery Farmhouse

Experience the heart of Hector's wine country in our large, charming 3 bed, 2 bath farmhouse adjacent to Damiani Wine vineyards and an active wine production barn. This historic, 100+ year old home features a renovated kitchen and 2 full baths, with thoughtfully curated, eclectic modern farmhouse decor. Great for families or groups of friends, this cozy, well stocked home lets you catch a glimpse of the wine-making and grape growing process next door. Easy lake access is just down the road.

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, 453 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 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, 259 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, 108 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 tranquil lakeside view during fall showcases vibrant foliage, with trees in shades of orange, red, and yellow. Crisp leaves blanket the ground, while the calm water reflects the colorful landscape. A wooden dock is visible in the background, inviting relaxation by the lake.
Home in Keuka Park
4.94 out of 5 average rating, 282 reviews

Mutual Fun Keuka Memories

If you are going to just hang out, do it at this beautiful setting on Keuka Lake. Child-Friendly. Wonderful swimming area! Scenic drives around the vineyards. Spacious, comfortable home along a very quiet road. Cozy All-Season getaway! Enjoy your own private beach and dock. Swim/float/kayak in pristine waters. Walk along the lake. Stargaze. Campfires on the shore. Wintertime retreat. Brand new leather sofa, chair and ottoman. Nice, warm fireplace. Snuggle inside and let it snow!

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
The exterior of the chalet showcases a newly remodeled black house with wooden shutters. A small deck is visible in front, surrounded by greenery. The roof is steeply pitched, and a garage is attached to one side, blending neatly with the overall design.
Home in Penn Yan
4.98 out of 5 average rating, 121 reviews

The Onyx Chalet by Keuka Lake

Keep it simple at this peaceful and centrally-located place. Our Chalet is a newly remodeled house on the edge of Penn Yan within sight of Keuka Lake. Seasonal lake views and beautiful sunset skies. A stones throw from Morgan Marine and Red Jacket park. Walking distance from restaurants and a public beach. Master bedroom on main floor with queen bed and access to bathroom. Two bedrooms upstairs and large bathroom. Comfortably sleeps 6-8 people.

Guest favourite
Home in Watkins Glen
4.91 out of 5 average rating, 127 reviews

Watkins Glen Country Living

Kick back and relax in this calm, stylish space located in the country setting of Watkins Glen, NY. The whole house is dedicated to your enjoyable guest experience with 3 king bedrooms and 2 full bathrooms, of which the master bath has both a shower and jetted tub. Come enjoy the peaceful setting surrounded by fields and beautiful views. The interior of the house was completely remodeled and painted in 2024.

Popular amenities for house rentals in Watkins Glen

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Avg. price$256 SGD$269 SGD$224 SGD$282 SGD$341 SGD$388 SGD$348 SGD$360 SGD$354 SGD$328 SGD$282 SGD$217 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 $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 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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