Holiday houses in Watkins Glen

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Top-rated holiday rentals in Watkins Glen

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

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Top Guest favourite
A modern single-room cabin is nestled among trees, featuring large windows that offer natural light and views of the surrounding woods. A covered porch with seating invites relaxation, while a wooden railing adds to the cabin's rustic charm.
Cabin in Dundee
5 out of 5 average rating, 127 reviews

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

Top Guest favourite
A scenic view of Seneca Lake is visible from a patio area, framed by a stone wall and adorned with potted flowers. Two colorful adirondack chairs, one pink and one green, are positioned on the patio, inviting relaxation amidst the serene landscape.
Apartment in Watkins Glen
4.97 out of 5 average rating, 219 reviews

Summit View of Seneca

Summit View is a comfortable two bedroom lower unit situated on the west side of Seneca Lake offering spectacular views. It is located just one mile from downtown Watkins Glen and minutes from the Seneca Lake Wine, Beer and Cheese trails. It is a unique property as the local 9-hole golf course is located in our backyard. There is a serene creek and waterfall located on the property that is worth your exploration. The two bedroom lower unit comes with modern appliances, tv, wifi, and a patio.

Top Guest favourite
Tiny home in Burdett
4.99 out of 5 average rating, 116 reviews

FLX 2-Lake View Tiny Cabin

Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the view!!

Top Guest favourite
A cozy cottage is set amidst greenery, featuring a wheelchair-accessible ramp leading to a wooden deck. A round table with an umbrella is positioned beside the deck, surrounded by a manicured lawn and tall trees in the background.
Cottage in Hammondsport
4.9 out of 5 average rating, 370 reviews

A Wise Getaway / Farm Cottage Near Keuka Lake

Welcome to 'A Wise Getaway' Amish-Built 800 Sq Ft Cottage on 50-Acre Farm – No Cleaning Fee! A peaceful retreat for couples, families & your four-legged friends Just 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $40 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill 📺 Premium DIRECTV + Sports Packages Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

Top Guest favourite
A spacious deck is seen overlooking a vast countryside landscape, featuring rolling green hills and scattered trees under a partly cloudy sky. Two simple chairs are positioned on the wooden deck, offering a place to relax and enjoy the serene views.
Barn in Beaver Dams
4.97 out of 5 average rating, 248 reviews

Valley View Family Farm Apartment 2 with patio

Come and visit the goats. New kids 3/25/24 Staying at a barn with the comforts of home. Amish made kitchen with appliances and utensils. Enjoy the country life. This cozy studio provides an opportunity to relax and take in the countryside. Visit with the barn cats. Walk around the farm. Quiet hours at 9. We are 10 miles to Watkins Glen, Montour Falls, Havana Glen to hike. Corning Museum of Glass or Rockwell is 10 mile with many restaurants open for business. Eggs for sale.

Top Guest favourite
A green roof features a weather vane shaped like a dog, positioned atop the building. The background reveals a serene view of Seneca Lake under a clear blue sky, with lush greenery framing the scenery.
Apartment in Hector
4.92 out of 5 average rating, 351 reviews

Private Year-round Lakefront on Seneca Wine Trail

You’ll enter a Large, Luxurious, Private studio apartment in beautiful Arts & Crafts style. *Located on a Town Maintained secluded lake-side road on the shores of the east side of Seneca Lake. *Ten-foot Coffered Ceilings *On the Seneca Lake Wine Trail. *We welcome visitors all year round. A wonderful option for couples looking for a private, quiet place to get away. *Many custom-crafted details. *2 additional guests can be accommodated with a fold-out sofa bed (an additional fee. )

Top Guest favourite
The exterior of the uniquely designed guesthouse features a combination of dark siding and large windows, highlighted by colorful fall foliage. A spacious deck with seating is visible, surrounded by potted plants, creating a peaceful outdoor space.
Cabin in Erin
4.99 out of 5 average rating, 292 reviews

Unique Country GuestHouse

Unique country GuestHouse artistically renovated from a repurposed insulated tractor trailer. Private, quiet woodland setting under starry night skies. Brilliantly designed to maximize space for a bedroom- queen bed, desk area. Full bathroom, fully equipped kitchen, eating and lounging area, comfy loft with a sleeper sofa. The spacious sunny deck, shady patio, & fire pit bring your experience more outside. 1.6mi woodland trail. Turkeys, chickens, herb farm. Wifi. 10% discount for repeat guests.

Top Guest favourite
The elevated treehouse is illuminated by soft lighting along the wrap-around deck, surrounded by trees in a nighttime setting. A gentle slope leads up to the entrance, providing accessibility. The structure features warm wood tones that complement the natural surroundings.
Treehouse in Horseheads
5 out of 5 average rating, 241 reviews

A Treehouse Secluded in Private Forest

A Treehouse. Reconnect with nature at this unforgettable escape. Nestled in 28 acres of woods with hiking trails. This unique newly constructed all electric 525 sq foot elevated structure offers a wrap around deck for an ever changing view. King size bed & new technology foam offers complete comfort in separate climate controlled bedroom. Heated bathroom floor is a “warm” surprise. Optional outdoor shower for the adventurous spirit. Kitchen lacks nothing tucked conveniently in the great room.

Top Guest favourite
A simple exterior view of the tiny house is captured, featuring a metal roof and a garage door. A small lawn area with green grass and two outdoor chairs is present, along with a black barbecue grill. Trees are visible in the background.
Tiny home in Cayuta
4.96 out of 5 average rating, 157 reviews

House on the Hill

A tiny house with the comforts of home. Single Bedroom stair free in-law suite with amazing sunsets and the feeling of being in the middle of the woods while still being close enough to enjoy a reasonable drive to some of the Finger Lakes best hiking trails, food, wineries and other destination locations. If you come in the winter you will want an all wheel drive vehicle if there is snow on the roads, but half a mile down the hill and you are on the state highway to the finger lakes region.

Top Guest favourite
The kitchen features modern appliances, including a stainless steel fridge and oven, set against light-colored cabinetry and a mosaic backsplash. A spacious island with bar seating offers additional workspace. Natural light filters through large windows, illuminating the open layout.
Farm stay in Penn Yan
4.98 out of 5 average rating, 244 reviews

Modern, bright & calm 1 BR / 1 bath farm retreat

Let the calm, quiet beauty of New York’s Finger Lakes region renew you at this modern and bright on-farm escape right on the Seneca Lake Wine Trail. Enjoy our outdoor space and the comfort of our new building's private second floor which features natural lighting, a private entrance, self check-in, marble countertops, tile throughout, a custom bathroom, in-floor radiant heat, WiFi, no TV and a spacious deck overlooking Black Squirrel Farms, a black walnut growing and processing operation.

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, 217 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
A spacious living area features a light gray sectional sofa and an accent chair, paired with a wooden coffee table. A decorative area rug adds warmth, while a mirror reflects the soft light. Neutral cushions and a throw blanket enhance the cozy ambiance.
Guest suite in Corning
4.95 out of 5 average rating, 197 reviews

No. 3537 Light & Airy Cozy Loft

Serene Cozy Loft on acreage •High-Speed WIFI• Our towns little slice of Heaven ✨ 625 sqft Unlimited parking Less than 2 miles to Downtown Corning & few miles from Fingerlakes & Wineries Electronic fireplace Picture frame TV Sleeps 4, queen bed & Sofa Sleeper Washer & Dryer Childproof cabinets Great views, Peaceful & relaxing No cats Outdoor wood & propane fire pit Patio furniture Venue on premise an acre away! If you’re able to book, there will be no wedding during your stay.

Popular amenities for Watkins Glen holiday rentals

When is the best time to visit Watkins Glen?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$274 NZD$319 NZD$303 NZD$356 NZD$401 NZD$462 NZD$445 NZD$435 NZD$413 NZD$408 NZD$321 NZD$301 NZD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Watkins Glen?

    Yes! Work meets play with ease at over 40 vacation rentals in Watkins Glen featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Watkins Glen?

    Four-legged friends are welcome in Watkins Glen. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Watkins Glen?

    Experience the best of Watkins Glen with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Watkins Glen have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Watkins Glen. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Watkins Glen have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Watkins Glen. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Watkins Glen?

    Watkins Glen has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Watkins Glen

  • Total holiday rentals

    Explore 100 holiday rentals in Watkins Glen

  • Nightly prices starting at

    Watkins Glen holiday rentals start at $89 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,940 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Watkins Glen holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill 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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