Holiday rentals in Watkins Glen

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Top-rated holiday rentals in Watkins Glen

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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
Tiny home in Burdett
4.99 out of 5 average rating, 145 reviews

FLX 3- Lake View Wine Country 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, 376 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 rustic barn stands with a wood exterior and green roof, surrounded by grassy areas. Several goats are grazing near the barn. The building features large windows and double doors, providing light to the interior.
Farm stay in Beaver Dams
4.99 out of 5 average rating, 401 reviews

Valley View Farm Retreat

Stay at a barn with all the modern comforts. Kids born 3/25/24. Views in three directions. Watch the sun rise or view the stairs at night. Amish made cabinets with quartz counters. Kitchen stocked with pans, dishes and utensils. Sheets and towels provided. Located in the countryside yet still just 15 minutes to Watkins Glen or Corning. Downstairs we have a small herd of goats that you can visit. Join us for evening chores or arrange a time to meet the goats. Apartment 1.

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.
Flat in Hector
4.92 out of 5 average rating, 355 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 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, 244 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 spacious studio features a dining area with a wooden table set for two. A cozy couch and a well-appointed bed are visible, accompanied by warm lighting from bedside lamps. Natural light fills the room through the windows, enhancing the inviting decor.
Guest suite in Hector
4.89 out of 5 average rating, 615 reviews

Modern Farmhouse Studio in Our Home on Farm Winery

Updated studio in the heart of Finger Lakes Wine Country, with one-of-a-kind views of Seneca Lake and vineyards from a gorgeous lawn. Modern farmhouse inspired decor, luxury linens, an adorable kitchenette, this is the perfect stay for visitors looking to explore the Finger lakes. Take advantage of our fire pit, hike through the vineyards down to our beautiful creek, or drive down the hill for direct lake access in Smith Park. Room is very spacious for 2 but works for 4 with a pull out sofa.

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, 162 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, 245 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, 221 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
Guest suite in Corning
4.96 out of 5 average rating, 201 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.

Top guest favourite
A charming wooden cabin features a large screened-in porch and multiple windows. A stone fire pit is surrounded by rustic stools, creating a cozy outdoor gathering space. Lush greenery and trees provide a natural backdrop, evoking a serene atmosphere for relaxation.
Cabin in Freeville
4.94 out of 5 average rating, 143 reviews

Woodland retreat with hot tub in the Finger Lakes

Nestled in a grove of Norway spruce, your peaceful cabin getaway rests in the heart of the Finger Lakes. Built by a local carpenter (with help from his dog Indiana), the cabin has enough coziness and charm to make any stay special. Hike down to Mill Creek (on the property), grill up some burgers on the gas grill, or lounge in a hot tub beneath the stars. The cabin is 15 minutes to Ithaca / Cornell, has a living room with a Switch + BluRay + HBO, and has satellite wifi (30+ MBPS).

Popular amenities for Watkins Glen holiday rentals

When is the best time to visit Watkins Glen?

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Avg. price$198 SGD$230 SGD$218 SGD$257 SGD$289 SGD$333 SGD$321 SGD$313 SGD$298 SGD$294 SGD$231 SGD$217 SGD
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Frequently Asked Questions

  • What are the best places to stay in Watkins Glen?

    Watkins Glen has a range of places to stay, with options near Seneca Lake and within the village center. Staying near the waterfront or close to Watkins Glen State Park gives easy access to dining, shopping, and outdoor activities.

  • What are the best things to do in Watkins Glen with kids?

    Families often explore Watkins Glen State Park’s scenic trails, picnic areas, and waterfalls. The village has playgrounds and boat tours on Seneca Lake, and some farms or ice cream stands welcome visitors, especially in warmer months.

  • What are some of the best things to do in Watkins Glen?

    Explore Watkins Glen State Park’s gorge trail and waterfalls, stroll the downtown area, or join a boat cruise on Seneca Lake. Local wineries, farm stands, and motorsport events at Watkins Glen International are frequently suggested.

  • How is the weather in Watkins Glen?

    Watkins Glen has cold winters, with January lows near 13°F (-11°C), and warm summers, with July highs around 79°F (26°C). Spring and fall bring moderate temperatures and changing foliage, so weather can feel crisp and varied.

  • When is the best time to visit Watkins Glen?

    Late spring through early fall is often recommended, with warmer weather and full access to outdoor trails and boat tours. Autumn is also popular for changing foliage and harvest events.

  • What are the best places to visit in Watkins Glen?

    Watkins Glen State Park is known for its dramatic gorge and waterfalls. Seneca Lake has boat tours and tasting rooms, and the Watkins Glen International track draws motorsport fans to racing events.

  • What are some hiking trails in Watkins Glen?

    The Gorge Trail in Watkins Glen State Park is frequently suggested for its stone steps and waterfall views. Rim trails provide other perspectives, and there are nearby nature preserves with woodland paths.

  • What are some family activities we can do in Watkins Glen?

    Families can explore the waterfalls at Watkins Glen State Park, ride on a boat across Seneca Lake, or visit farms and nature centers around the area. Seasonal events and festivals sometimes highlight local food and music.

  • What are some of the best day trip ideas from Watkins Glen?

    Day trips might include exploring nearby Finger Lakes wineries, visiting waterfalls in surrounding state parks, or discovering local museums and farm markets. The regional landscape is known for rolling hills and lakeside views.

  • Are there any pet friendly accommodations available in Watkins Glen?

    Many stays in Watkins Glen welcome pets, especially near Seneca Lake or close to park entrances. Several local trails and outdoor spaces around the village are also open to leashed pets.

  • What are some local tips for visiting Watkins Glen?

    Bring shoes with good grip for wet trails and a light jacket for changing weather conditions. Arriving early at Watkins Glen State Park can help beat crowds, and tasting rooms often feature local wines and cheeses.

  • What is Watkins Glen known for?

    Watkins Glen is known for its spectacular state park with gorge trails, and as a hub for racing at Watkins Glen International. The area also draws people for Finger Lakes wine, Seneca Lake cruises, and local agricultural events.

  • What are the best hidden gems to explore in Watkins Glen?

    Beyond the main gorge, Watkins Glen has smaller waterfalls and forest paths that are less traveled. Art galleries, small local museums, and lakeshore parks around the village are sometimes considered hidden gems.

  • What are the best foods to try in Watkins Glen?

    Locally grown produce is common at area markets, and Finger Lakes wines are often paired with artisanal cheeses. In the village, you can also find ice cream stands, comfort food diners, and farm-to-table restaurants.

  • What should I bring for a trip to Watkins Glen?

    Pack comfortable walking shoes, a light rain jacket, and water-resistant gear for hiking the gorge. In warmer months, consider sunscreen and a refillable water bottle, while evenings can call for a sweater.

  • What is the nightlife in Watkins Glen like?

    Nightlife in Watkins Glen has casual taverns, wine bars, and places to listen to live music, especially around the village center. In summer, some waterfront venues host outdoor concerts or local gatherings.

  • What are the most popular events or festivals in Watkins Glen?

    Major racing events at Watkins Glen International are highlights, along with wine and food festivals around Seneca Lake. The village also hosts craft fairs and seasonal celebrations, especially in summer and autumn.

  • Are there family friendly vacation rentals in Watkins Glen?

    Watkins Glen has vacation rentals well-suited for families throughout the village and near the lakefront. These often come with kitchens, outdoor spaces, and easy access to parks or local attractions.

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 $64 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Watkins Glen holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Lake access, 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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