Condo vacation rentals in Winston-Salem

Find and book unique condos on Airbnb

Top-rated condo rentals in Winston-Salem

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

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Top guest favorite
A cozy living area features two red sofas, each adorned with patterned throw pillows. A coffee table sits in the center, complemented by a colorful area rug. Large windows provide natural light, while subtle artwork enhances the space's aesthetic.
Condo in Greensboro
4.93 out of 5 average rating, 227 reviews

The lovely 2 bedroom Greensboro Hideaway

Keep it simple at this peaceful and conveniently located Greensboro hideaway. A short drive from the area colleges, attractions and entertainment venues, the hideaway provides a quiet place to relax when your travels bring you to the Greensboro area. Central location allows easy rideshare travel from PTI airport If work brings you to town, wifi and an ethernet cable allows easy connections for quality video calls along with Chromecast. Board Games & Air filtration system!!! *NO PARTIES*

Guest favorite
A spacious living area features a comfortable, light gray sectional sofa positioned near a wall-mounted television. A modern fireplace is visible, and large sliding glass doors lead to a small balcony. Natural light floods the space through multiple windows.
Condo in Ardmore
4.92 out of 5 average rating, 60 reviews

Peaceful Ardmore 2BR 5 min to hospitals & downtown

Keep it simple at this peaceful and centrally-located condo with ample natural lighting in Ardmore. Dedicated work space in bedroom with double bed (pictures to be updated soon). Walking distance to restaurants and shopping and right around the corner from interstate. 5 min drive to downtown area. Walking distance to Atrium Health Wake Forest Baptist Health, less than 2 miles to Novant Health Medical Park/Forsyth Medical Center. 8 mins to Hanes mall area. ~10 min drive to Wake Forest University.

Top guest favorite
A well-appointed bedroom features a spacious bed with soft linens and decorative pillows. Two nightstands with lamps flank the bed. A cozy armchair and small table are positioned nearby. Light filters through a large window, illuminating the room's soothing blue walls.
Condo in High Point
4.88 out of 5 average rating, 219 reviews

2 bedroom condo in High Point-Uptown/Downtown

Historic condo in the heart of High Point, 2nd floor stair access. Children 12 and over welcome. Walk to High Point Univ., HPFM, Baseball Stadium, Children’s Museum, Restaurants, Breweries, JH Adams Inn, Greenway, Pickleball Courts, Library, Farmers Market and more. Stroll along historic tree lined, shady streets. Oak Hollow Lake is just 5 minutes away or City Lake Park in Jamestown. Winston Salem and Greensboro are just 20 minutes away. 20 minute drive to the airport. Walk to Amtrak Station.

Guest favorite
A cozy living area features a vibrant red chair alongside a gray sofa. A rug with a geometric pattern lies beneath. In the background, a dining area is visible, with a wooden table surrounded by four chairs, set against a green accent wall. Wall art adds a touch of character.
Condo in Downtown Winston-Salem
4.93 out of 5 average rating, 28 reviews

Downtown Oasis Central to Everything Winston

Experience Winston-Salem like a local in this fully updated & beautifully decorated 1-bedroom+ condo. Nestled in the heart of the city, you're steps away from theaters, restaurants, breweries, & the convention center, yet a quick drive to WFU, WSSU & The Joel. The 900+ sq. ft unit offers an inviting bedroom w/ queen, 1.5 bathrooms, flex room w/ oversized single futon chair, living room w/queen sleeper sofa, dining room and kitchen complete w/ Keurig & pods, pots & pans and some spices too.

Top guest favorite
A cozy living area features a comfortable brown sofa adorned with decorative cushions, set against a light-colored wall. A round marble coffee table sits on a textured area rug, while a large arched window offers views of the courtyard and floods the space with natural light.
Condo in Kernersville
5 out of 5 average rating, 16 reviews

Designer Loft in the heart of theTriad

The Kerners Loft is a stylish boutique Airbnb tucked inside a restored factory in the heart of downtown Kernersville, NC. With high ceilings, exposed brick, and a design- forward aesthetic, this space blends together it's industrial roots with curated comfort. Whether your travels bring you in for work, or pleasure, The Kerners Loft is your stylish home base for your getaway! Centrally located in the Triad, we are minutes away from PTI airport, Greensboro, Winston-Salem, and High Point.

Superhost
A comfortable living room features a light-colored sofa set with decorative cushions. A central ottoman sits atop a soft area rug. Large windows allow natural light to brighten the space, complemented by the soft illumination from a ceiling fan. Potted plants add a touch of greenery.
Condo in Winston-Salem
4.9 out of 5 average rating, 457 reviews

Sanctuary – 1bedroom & 1bathroom

My modern and convenient condo located in the heart of Winston-Salem’s shopping district will provide you with a 1 bedroom & bathroom space. The condo is professionally furnished and cleaned to provide a 5 star experience. Basic appliances provided (microwave, kitchen appliances, washer & dryer, dishwasher, Keurig). Very spacious with patio furniture for extra relaxation! You can also enjoy the community pool and gym. This space is NOT shared. Guests have the entire space to themselves.

Guest favorite
Condo in Downtown Greensboro
4.84 out of 5 average rating, 126 reviews

1 Bedroom Downtown near Tanger, Stadium, UNCG

The Blessing House-GSO built in the 1940's is located on a quiet non-thru street in the Bellemeade District of Gboro and on the cusp of the Westerwood neighborhood. It is conveniently located and walkable to many areas, ie. hospitals-(5 minutes or 2 miles), downtown, ball park, shopping center, grocery store, Coliseum, Tanger Performing Arts Center, International Civil Rights Museum, NCAT, UNCG, Greensboro College, Guilford College, and the High Point Market is about 25 minutes away.

Top guest favorite
A living area features exposed brick walls and large windows allowing natural light. A cozy sofa and swivel chair are arranged around a coffee table. A dining table with seating for four complements the space, alongside a mounted TV positioned on the wall.
Condo in Downtown Greensboro
4.95 out of 5 average rating, 257 reviews

Entire Condo in the Heart of Downtown Greensboro!

Charming condo in the heart of downtown Greensboro! Walk to everything: shops, museums, Tanger Center, parks, grocery, coffee shops, restaurants, bars and more. Walking distance to UNC Greensboro, NC A&T, and Elon Law. 55" Smart TV. All amenities including washer, dryer, dishwasher and microwave. Coffees, teas, filtered water and snacks provided. All bedding, towels and linens. Whether you like nightlife, walks in the park, or trying new restaurants, Downtown Greensboro has it all!

Top guest favorite
A comfortable green sofa is positioned opposite a wooden coffee table, which holds several magazines. Above the sofa, framed photographs adorn the wall, while a floor lamp provides lighting. The space is unified with rich wooden flooring and an open layout leading to an adjacent room.
Condo in Winston-Salem
4.97 out of 5 average rating, 169 reviews

Old Salem Getaway - Visit DTWS via the Strollway

We love our comfy third floor condo with elevator access. Whether you are in town for business or pleasure, this condo fits the bill. Walk to Old Salem, UNCSA, and Salem College. Jog or bike Salem Creek trail, which is at our doorstep. Stroll through Old Salem on your way to downtown’s amazing eateries and breweries. Close by are Wake Forest University, WSSU and downtown Winston-Salem, and hospitals - this condo is central to anywhere in the Winston-Salem area.

Guest favorite
The bright bedroom features a spacious bed with decorative pillows and a lightweight blanket. A wooden desk and an orange chair are positioned nearby, complemented by two lamps. Natural light illuminates the room, and artwork is displayed on the wall above the bed.
Condo in Greensboro
4.87 out of 5 average rating, 116 reviews

2 Bed,1 Bath w/King: Enjoy Downtown/Coliseum/GAC

Welcome to downtown Greensboro, NC! From your Airbnb in the Dunleath Historic Neighborhood, you’ll be just moments from the Tanger Performing Arts Center for a live show, First National Bank Field to cheer on the Grasshoppers, and steps from the Downtown Greenway. Enjoy delicious meals at nearby restaurants, explore LeBauer Park, unique local shops, and the farmers market, and soak in Greensboro’s vibrant charm. Your adventure starts here—make yourself at home!

Top guest favorite
The cozy living area features a red couch and a wooden coffee table, surrounded by a dining table for four. Natural light enters through the sliding glass door leading to the balcony. Unique wall art and lamps add character to the space.
Condo in Downtown Winston-Salem
4.95 out of 5 average rating, 177 reviews

Heart of Downtown - Balcony! The Frequent Flyer!

☞ Balcony with Gas Firepit ☞ Free Parking (onsite, 1 car) ☞ 500 Mbps wifi ☞ 2 Smart TVs w/ Netflix (Both 55 inch LCD) ✭✭✭✭✭“Jeff, your place is perfect. Don’t change anything!” ☞ Fully equipped + stocked kitchen ☞ Self check-in ☞ In Unit Private washer + dryer ☞ Air conditioning 》0.2 miles to Benton Convention Center, 6 minute walk 》25 mins to Greensboro, Piedmont Triad Airport 》10 mins to Wake Forest University

Superhost
A comfortable living area features a dark gray sectional sofa adorned with patterned cushions. A wooden coffee table occupies the center space, complementing the sleek 65-inch television mounted on the wall. Light filters in through a window covered by patterned curtains.
Condo in Archdale
4.81 out of 5 average rating, 188 reviews

Home Away From Home Condominium in High Point

Enjoy a home away from home at this beautiful newly furnished condominium. Complete with a 65 inch Samsung TV in living room and 55 inch TCL TV in the bed room. Enjoy a amazing night stay with memory foam mattress in each of the 3 beds. The kitchen is fully stocked for any cooking needs. Working from home? The workstation will make you feel productive as can be. This is a very friendly neighborhood.

Popular amenities for Winston-Salem condo rentals

When is the best time to visit Winston-Salem?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$15,873 GYDG$16,918 GYDG$15,456 GYDG$19,424 GYDG$18,380 GYDG$15,873 GYDG$18,171 GYDG$17,335 GYDG$17,753 GYDG$19,842 GYDG$18,171 GYDG$15,664 GYD
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Quick stats about condo rentals in Winston-Salem

  • Total vacation rentals

    Explore 50 vacation rentals in Winston-Salem

  • Nightly prices starting at

    Winston-Salem vacation rentals start at G$4,177 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,180 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Winston-Salem vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winston-Salem rentals

  • 4.8 Average rating

    Winston-Salem stays are highly rated by guests—averaging 4.8 out of 5!

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