Holiday rentals with outdoor seating in Watkins Glen

5 out of 5 average rating, 127 reviews

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

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.

4.92 out of 5 average rating, 359 reviews

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

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. )

5 out of 5 average rating, 251 reviews

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

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.

4.95 out of 5 average rating, 111 reviews

A two-story gray house with white trim and black shutters is situated in a wooded area. Four evenly spaced windows on the top floor and multiple windows on the ground floor allow natural light to fill the interior. A white front door is flanked by two wooden chairs on a welcoming front porch.

Home in Watkins Glen

Private Country Cozy home with Hot Tub

Located minutes from downtown Watkins Glen and Watkins International, our home can become your place to stay and relax. Relax with your family and friends out on our oversized deck or out by the fire pit surrounded by woodland. Newly Installed Hot tub. First Floor: Livingroom . Kitchen . Dining area . Half Bath . Laundry room . Queen Bedroom Second Floor: King Bedroom with attached private bathroom . Queen bedroom . Double Bedroom . Full bathroom Basement is not accessible for guests.

4.98 out of 5 average rating, 103 reviews

An inviting a-frame cabin is surrounded by a snowy landscape, with evergreen trees in the background. Ski equipment is propped against the front, and a wooden sled rests nearby in the snow. A festive wreath adorns the door, adding a touch of seasonal charm.

Tiny home in Odessa

Adventure Awaits A-Frame

Take a break and unwind at Harpy Hollow in this cozy 12x16 a-frame cabin. Nestled in the forest of wine country, there’s plenty of adventures just waiting for you! From hiking to biking, breweries, wineries, distilleries, or just relaxing by the fire. You will find a comfortable place to relax after a long day of making memories. The cabin has a full size bed with all of the linens. The shared restroom and shower are only a short walk from the cabin. Please read property and other details.

Place to stay in Watkins Glen

A view of the interior showcasing a cozy living area with a gray chair and side table, complemented by a blue area rug. A kitchenette with a mini-fridge, sink, and stovetop is visible to the left, while a bright bathroom is accessible straight ahead, with a glimpse of the bedroom beyond.

4.94 out of 5 average rating, 194 reviews

Boat House/Fish Room-Seneca Canal,Watkins Glen

Boathouse experience on the Seneca Canal in Watkins Glen, NY. Private 1st floor self contained unit (new in 2021) in the boathouse over looking Seneca Canal. Access to shared laundry, common entertaining areas, grill,. The unit entrance is from your private dock overlooking the canal. Plenty of room to park. Dog friendly. Other listings are Anchor Room and Wheel Room. NOTE - this is a our smallest unit and is most suitable for a solo traveler or couple sharing the double bed.

4.97 out of 5 average rating, 346 reviews

A wooden deck is shown, furnished with two chairs, overlooking a vast green valley under a partly cloudy sky. Rolling hills and trees are visible in the background, emphasizing the peaceful countryside setting.

Farm stay in Beaver Dams

3 Valley View Barn Top Floor

Consider staying at a barn for a unique experience. New babies born March 25, 24. Visit with the goats morning and night or visit them in the field. Watch them out the window in the morning or take your coffee outside on the deck. Living in the barn with all the conveniences of home. Full Amish kitchen with all appliances. Comfortable queen size bed. Amazing view in all seasons. We also have 3 rescue barn cats that will often greet you at arrival. Farm eggs for sale.

4.96 out of 5 average rating, 205 reviews

Guest suite in Corning

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.

Apartment in Watkins Glen

A cozy bedroom featuring a queen size bed dressed in gray linens. Artwork is displayed on the walls, and a bedside lamp provides soft lighting. Natural light filters through a window, framed by patterned curtains, while an air-conditioning unit is positioned nearby.

4.99 out of 5 average rating, 142 reviews

"The Loft" 2nd story apt. 2 mi. from Watkins Glen!

Private, new build. Full kitchen, dishwasher, full fridge. Village water. stackable washer/dryer. Off street parking. Free internet, smart TV in bedroom & livingroom. Queen size bed. Heat and air-conditioning. 2.9 mi from historic Watkins Glen International. 2 mi from down-town Watkins glen. Enjoy the beautiful finger lakes Wine trail, the Watkins Glen State park, Seneca Lake, WGI, and all that the finger lakes has to offer with a cozy place to land at the end of the day.

4.99 out of 5 average rating, 111 reviews

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

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.

Apartment in Watkins Glen

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.

4.83 out of 5 average rating, 139 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.

4.93 out of 5 average rating, 147 reviews

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

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 Watkins Glen outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.95 out of 5 average rating, 282 reviews

The cottage's exterior features a welcoming porch with a white railing and three chairs. Lush greenery surrounds the home, including flowering shrubs and ground cover. A stone path leads to the entrance, framed by vibrant plants, providing a serene rural setting.

Home in Lansing

Country cottage

4.89 out of 5 average rating, 187 reviews

The historic Cook Mansion is showcased, featuring brick architecture and a tall, turret-like structure. Lush trees and flowering plants surround the property, providing greenery that enhances the charming exterior. A large lawn leads up to the house, complemented by a cloudy sky.

Home in Montour Falls

Cook Mansion Whole House Rental

4.92 out of 5 average rating, 163 reviews

A spacious living room is filled with natural light from large windows. A comfortable gray sectional sofa and a colorful patterned chair are arranged around a wooden coffee table. Warm wooden accents and blue walls create a relaxed atmosphere. Artwork decorates the walls.

Home in Watkins Glen

Spacious Lakeview Cottage in Watkins Glen

4.96 out of 5 average rating, 151 reviews

A custom-built three-story home is set against a backdrop of autumn foliage. The exterior features large windows, a stone chimney, and a spacious deck. A paved driveway curves around the property, leading to a parked vehicle, adding to the tranquil environment.

Home in Beaver Dams

Early check in for January! Hot tub, sleeps 10

4.95 out of 5 average rating, 168 reviews

A charming exterior view of the cabin is presented, surrounded by dense trees. A wooden deck features two chairs and a potted plant, providing a welcoming entryway. Gravel pathways lead up to the door, complemented by an outdoor storage shed in the background.

Home in Hammondsport

Hidden Hideaway

4.91 out of 5 average rating, 138 reviews

A spacious porch features wooden flooring and a ceiling adorned with exposed beams. Two rocking chairs and a small table are present, along with a flower arrangement. Large windows allow natural light, while a door leads into the home, offering a cozy outdoor seating area.

Home in Burdett

Restful Ranch on wine trail w/ private back deck

4.92 out of 5 average rating, 209 reviews

A modern home with a circular shape is visible in the foreground, surrounded by lush green grass and trees. A gravel path leads up to the house, with expansive views of rolling hills and distant tree lines in the background under a clear blue sky.

Home in Penn Yan

Keuka Lake Hilltop Cottage

4.9 out of 5 average rating, 157 reviews

A rustic red barn structure is framed by tall trees, revealing a clear blue sky above. The building features large windows that allow natural light to illuminate the interior. A brown door with a wooden frame and a small side window accents the entrance.

Home in Trumansburg

The Barn Manor | Stylish Barndominium Near Ithaca

Apartment rentals with outdoor seating

4.95 out of 5 average rating, 364 reviews

The Theodore Friendly House, constructed in the Queen Anne style, features a distinctive facade with intricate details. An American flag is displayed from the porch. Lush greenery surrounds the exterior, enhancing its historic charm and inviting appearance.

Apartment in Elmira

Spacious apartment in the Theodore Friendly House

4.87 out of 5 average rating, 237 reviews

A living area with a gray sofa adorned with patterned cushions is visible. A small black desk with a lamp is positioned nearby. Natural light enters through large windows, and a space heater is mounted on the wall. A rustic coffee table sits at the center.

Apartment in Mecklenburg

Private 1 Bedroom/1 Bath apartment

4.97 out of 5 average rating, 185 reviews

A modern architecture detail captures a snowy outdoor area, with a metal railing framing the view. Sunlight brightens the scene, reflecting off the pristine white snow. In the distance, trees and rolling hills create a serene backdrop under a clear blue sky.

Apartment in Lodi

Seneca House

5 out of 5 average rating, 156 reviews

A round outdoor table is set with two wine glasses and a bottle of wine, complemented by a small vase of flowers. The expansive view of Seneca Lake and the sky above is visible in the background, showcasing a tranquil ambiance.

Apartment in Burdett

PRIVATE STUDIO APT WITH 10 MILE SENECA LAKE VIEW

4.8 out of 5 average rating, 149 reviews

A view of Seneca Lake is captured, with clear blue waters reflecting the surrounding greenery. A spacious yard leads down to the lake, bordered by distant hills that create a serene backdrop. The image includes trees and open fields in the vicinity.

Apartment in Burdett

Cozy Lakeview Apartment

Apartment in Montour Falls

A spacious living area features comfortable seating arrangements, including a plush sofa and reclining chairs. Light filters through multiple windows covered with plantation shutters. A decorative area rug adds a touch of color to the hardwood floor, complemented by a coffee table at the center.

4.9 out of 5 average rating, 155 reviews

Entire Apartment centrally located 2 bed/2 baths

4.91 out of 5 average rating, 161 reviews

A comfortable living area features a gray sofa facing a wooden coffee table. A ceiling fan is visible above, with natural light streaming in through the window. The kitchen area is partially seen in the background, showcasing light-colored cabinetry and appliances.

Apartment in Corning

Little piece of heaven.

4.96 out of 5 average rating, 153 reviews

Apartment in Elmira

Spacious, artsy, brick Victorian,Wifi, laundry

Condo rentals with outdoor seating

A large end-unit condo exterior is framed by snow-covered ground. The entrance is highlighted by a deck with seating, while expansive windows provide views of the surrounding landscape. Trees partially shade the building, contributing to the serene setting.

4.9 out of 5 average rating, 71 reviews

Entire Townhouse at Greek Peak, Hope Lake Lodge

4.9 out of 5 average rating, 21 reviews

Cozy Mountain-Side Condo #10 at Greek Peak

A panoramic view showcases a calm landscape with a grassy area in the foreground. Trees flank the scene, while the backdrop features rolling hills under a partly cloudy sky. The parking area is visible, along with a few residential buildings nestled among the greenery.

4.86 out of 5 average rating, 7 reviews

The Shallot

4.96 out of 5 average rating, 155 reviews

A living area is furnished with a bright turquoise sofa and a yellow chaise lounge. A wooden coffee table is centered on a soft gray area rug. Colorful artwork adorns the wall, complemented by a round mirror and a stylish lamp in the corner.

Condo in Ithaca

Sauna Getaway in the Finger Lakes

4.96 out of 5 average rating, 127 reviews

A modern kitchen features sleek black cabinetry and a stylish gray countertop. Stainless steel appliances, including a fridge and microwave, are present. A wooden island offers additional workspace, complemented by a round dining table nearby. Minimalist decor adds to the sophisticated ambiance.

Condo in Elmira

Apartment B: the "modern" unit

4.86 out of 5 average rating, 28 reviews

A scenic view of rolling hills adorned with autumn foliage showcases a blend of vibrant oranges, yellows, and greens. The foreground features a well-maintained grassy area with several trees, contributing to the natural landscape. Clear blue skies stretch above the hills.

Condo in Virgil

Family Ski Condo Across the Street from Greek Peak

4.89 out of 5 average rating, 36 reviews

A spacious lakeside patio features a modern glass table with lit candles, surrounded by comfortable seating. Lush greenery and scenic lake views are visible in the background, creating a serene environment for relaxation.

Condo in Canandaigua

Spacious & Serene with Breathtaking Views

A modern living area features a comfortable sectional sofa with decorative pillows, complemented by a wooden coffee table. An electric fireplace provides warmth, while a large window offers a view of the outdoors. Light wood flooring contrasts with a patterned area rug.