Holiday rentals in Watkins Glen

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Top-rated holiday rentals in Watkins Glen

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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, 360 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 a spacious Barndominium is showcased against a backdrop of vibrant autumn foliage. The structure features a warm orange facade, large door, and a metal roof. A gravel path leads to the entrance, which is bordered by manicured grass and trees.
Barn in Horseheads
4.98 out of 5 average rating, 179 reviews

Barndominium: Finger Lakes Gateway & Hobby Farm

This is a complete 800 sq ft Barndominium that is part of a newly built barn. Although the original design was not for a living space, a returning adult child made the transformation into what it is today. We are delighted to share this area with visitors who want to enjoy the flexibility of seclusion on the 50 acre hobby farm and use this as a base camp to enjoy the surrounding sites. This is wine country for sure! Within 8 miles is the Glider Capital of the world as well as historic Corning.

Top guest favourite
The cabin's exterior is displayed, featuring a welcoming porch with comfortable seating. A vibrant garden with multi-colored flowers and decorative stones enhances the entrance. An American flag gently flutters above, while a small pumpkin adds a seasonal touch to the landscape.
Cabin in Hector
4.97 out of 5 average rating, 316 reviews

Wine Trail Cabin with a view Cabin 2

New construction In the heart of the finger lakes. 1 mile from the Seneca lake wine/beer trail 7breweries and 17 wineries within 5 miles. 1 mile from the Finger Lakes National Forest, 15 minutes from Watkins glen. Lake view surrounding vineyards. Keep an eye on the sky while sitting on the porch and you may see a bald eagle. Don’t be surprised if a deer turkey. Fox etc wander through. No worries if there’s a power outage as all cabins have a backup generator that will turn on automatically.

Top guest favourite
A charming cabin is depicted with a covered porch, featuring white railings. In front, two grey adirondack chairs are positioned on the green grass, accompanied by a black firepit nearby. A grill is located on the left, adding to the outdoor amenities.
Cabin in Montour Falls
4.98 out of 5 average rating, 101 reviews

Hillside Cozy Cabin

Experience a cozy cabin in a country setting with stary nights and wildlife. This 480 sq.ft. cabin will be fully stocked with amenities and more! Smart TV and a electric fireplace for extra coziness. A covered porch to enjoy those summer stormy days/nights. You will also have a firepit, chairs and a propane grill. Only a few miles away from local wineries, breweries, hiking trails, restaurants and Seneca Lake with water activities. Check out our other listing! *CABIN HOSTS UP TO 2 GUESTS!*

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, 114 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
The view showcases the charming cottages along Keuka Lake, with a gravel driveway leading to a landscaped front yard. Cars are parked in front of the house, while distant views of the lake are framed by clear blue skies.
Cottage in Hammondsport
4.99 out of 5 average rating, 111 reviews

Finger Lakes with a lake view, walk to Wineries!

Keuka Lake view cottage located half way between Hammondsport and Penn Yan on the East side of the lake. This is a year round guest house that was rebuilt in 2019-2020. It has a beautiful lake view from inside the house and from the front porch, we do not provide direct lake access. Location to launch your boat 1/2 mile away, walk to 2 wineries & 1 distillery, 1/2 mile to The Switzerland Inn & Keg & Barrell. We are also close to Watkins Glen and Seneca Lake.

Guest favourite
A welcoming entrance is presented with a dark front door framed by tall, green planters. Flanking windows feature shutters in a muted hue. A cozy seating area includes a beige sofa near a wooden barrel, and a decorative box labeled 'BREAD AND PAPER' completes the inviting space.
Flat in Watkins Glen
4.82 out of 5 average rating, 142 reviews

Romantic Apt. in Historic Home

Beautiful apartment in a 1850's Historic estate home right on the wine trail around Seneca Lake. Minutes away from Seneca Lake, downtown Watkins Glen, many wineries/breweries, & Watkins Glen International Raceway. Private entrance to a private apartment with full kitchen, king bed, bathroom with rainfall showerhead, electric fireplace, & patio to relax. Guests have full access to the 2.5 acre property which includes, large lawns, firepit, & places to relax.

Top guest favourite
A modern home with a distinctive angled roof is shown. Large windows allow ample natural light, while outdoor lighting enhances the facade. A covered porch is supported by tall columns, and a gas tank is located to the side, surrounded by natural landscape.
Tiny home in Enfield
4.96 out of 5 average rating, 135 reviews

Your FLX Hiking Headquarters

Located on 3 acres in the heart of the Finger Lakes region. This is a brand new home with heated floors. Only 5 minutes from the famous Robert Treman State Park, 15 minutes to Taughannock park, 15 minutes to buttermilk Falls, 25 minutes to Walkens Glen State Park. You won’t miss anything on your must do list. Also perfectly located 15 minutes to Ithaca, 15 minutes to Trumansburg, 20 minutes from Walkens Glenn. Sauna and outdoor grill.

Top guest favourite
Cabin in Burdett
4.99 out of 5 average rating, 154 reviews

FLX 4-Lake View Wine Country Tiny Cabin

Nestled up on a hill with Seneca Lake peaking through the trees. 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 hot tub with bubbling water is situated under a wooden structure with exposed beams. Soft lighting is provided by hanging bulbs, while green trees and a sunset can be seen in the background, creating a peaceful outdoor ambiance.
Cabin in Burdett
4.99 out of 5 average rating, 210 reviews

Cabin in the Finger Lakes w/ Hot Tub, Watkins Glen

Enjoy a romantic getaway in this beautiful 1 King bedroom cabin, located in the heart of the Seneca Lake Wine Trail. This newly updated cabin provides all the modern amenities with a rustic country feel. It is set in a meadow with adjacent forest, has a charming fireplace perfect for warming up after a day of exploring, and offers breathtaking night-sky views around the campfire. Located just 2 miles off the Seneca Lake Wine Trail!

Top guest favourite
A modern living area features plush seating and natural light from multiple windows. A flat-screen television is positioned in view, while a doorway leads to the bedroom. Decor includes artwork on the walls and soft lighting from nearby lamps, creating a welcoming ambiance.
Loft in Watkins Glen
4.95 out of 5 average rating, 347 reviews

Elegant Historic Flat Iron Building Apt. 4

This is a gorgeous PRIVATE Loft style 1 bd 1 bath guest apartment located in an historic downtown building in the heart of the Finger Lakes Wine Country. Less than a 10 minute drive to the Watkins Glen International Racetrack, 7 blocks from the Watkins Glen State Park & 4 blocks from Seneca Lake! Be part of a local community by staying right downtown and experience all that the Finger Lakes and Watkins Glen have to offer.

Top guest favourite
A serene view of Lamoka Lake is framed by tall trees, showcasing a manicured lawn and a circular arrangement of rustic wooden chairs around a fire pit. The calm water reflects the surrounding greenery and distant hills under a clear blue sky.
Cottage in Bradford
4.98 out of 5 average rating, 132 reviews

Riesling Retreat - Waterfront Cottage, Lamoka Lake

Riesling Retreat is situated on scenic Lamoka Lake, in NY’s Finger Lakes Region, between Keuka and Seneca lakes. Our cottage is professionally cleaned after each visit and boasts an expansive covered porch, full kitchen with gas stove and island for cooking, manicured lawn with fire pit, dock, and launch for the kayaks or canoe. It is central to Watkins Glen, Hammondsport, and more than 250 wineries; you can’t go wrong!

Popular amenities for Watkins Glen holiday rentals

When is the best time to visit Watkins Glen?

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Avg. price$196 SGD$228 SGD$216 SGD$255 SGD$287 SGD$330 SGD$318 SGD$311 SGD$295 SGD$274 SGD$224 SGD$220 SGD
Avg. temp-6°C-5°C0°C6°C13°C18°C20°C19°C15°C9°C3°C-2°C

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 8,270 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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