Condo vacation rentals in Winston-Salem

4.93 out of 5 average rating, 258 reviews

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

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*

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Superhost

4.86 out of 5 average rating, 42 reviews

Charming Luxury Condo!

Welcome to your home away from home! Enjoy a spotless, newly renovated, and beautifully decorated condo nestled in the heart of Winston-Salem. You’ll be right next door to Forsyth Hospital and just 5 minutes from Wake Forest Baptist Hospital. Grocery stores, cafés, and restaurants are all an easy walk away. Great place for TRAVEL NURSES and extended medical travel. Message for special rate. Blackout curtains available Non-smoking | No pets Please reach out to the host for current availability.

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4.93 out of 5 average rating, 81 reviews

Condo in Ardmore

Peaceful 2BR w/pool near DTWN, Hospitals, Shopping

Keep it simple at this peaceful and centrally-located condo with ample natural lighting in Ardmore. Dedicated workspace with standing desk available. King sized air mattress for living room space. Walking distance to restaurants and shopping and right around the corner from interstate. 5 min drive to downtown area. Walking distance to Atrium Health WF Baptist Health, 2 miles to Novant Health Medical Park/Forsyth Medical Center. 8 mins to Hanes mall area. ~10 min drive to Wake Forest University.

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4.88 out of 5 average rating, 147 reviews

The living area features a bright, light-toned sofa with decorative pillows and an orange armchair. A coffee table holds various books, while a silver refrigerator and table lamp complete the space. Warm wood flooring enhances the cozy atmosphere.

Condo in Greensboro

2 Bed,1 Bath w/King: Downtown, Near Tanger/A&T/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 baseball team, just a few yards from the Downtown Greenway. Enjoy delicious meals at nearby restaurants, explore LeBauer Park, enjoy unique local shops and the farmers market, and soak in Greensboro’s vibrant charm. Your adventure starts here—please make yourself at home!

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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.

4.88 out of 5 average rating, 41 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.

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Condo in Downtown Greensboro

4.84 out of 5 average rating, 143 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.

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Condo in Downtown Greensboro

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.

4.96 out of 5 average rating, 295 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!

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Condo in Downtown Greensboro

A cozy seating area is highlighted by an iconic, vintage-style chair made of rich brown leather. The wall features exposed red brick with a built-in shelf displaying decorative objects. A modern lamp provides soft lighting, enhancing the welcoming ambiance.

4.97 out of 5 average rating, 116 reviews

Downtown Underground Stylish Apt

Want to have an urban living experience in the heart of Greensboro? Walk to Tanger Center and James Beard-nominated restaurants? Crave a coffee bar set up but could walk one block to the best coffee shops? Want a luxurious king size bed and option for friends or family to stay in a Murphy bed? This place is for you! Located in a 1925 building in downtown Greensboro this apartment is partly underground and gives a unique, fun, swanky staying experience in the heart of downtown.

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4.87 out of 5 average rating, 47 reviews

West End Charm

Welcome to Shenandoah Condominiums! Nestled in Winston-Salem’s historic West End, this bright one-bedroom condo blends vintage charm and a bit of Winston-Salem history with modern comfort. Enjoy hardwood floors, natural light, a full kitchen, and a private screened porch—perfect for morning coffee or relaxing evenings with a glass of wine. Easy walk to downtown restaurants, shops, bars, breweries, and the Benton Convention Center. The ideal home base for work or a weekend getaway!

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4.89 out of 5 average rating, 247 reviews

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

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. 1 mile walk to High Point Univ. Close to HPFM, Baseball Stadium, Children’s Museum, Restaurants, Breweries, JH Adams Inn, Greenway, Pickleball Courts, Library, Farmers Market and more. Stroll along historic tree lined, streets. Oak Hollow Lake 5 minutes away or City Lake Park in Jamestown. Winston Salem/Greensboro just 20 minutes away. 20 minutes to airport. Walk to Amtrak Station.

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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.

4.97 out of 5 average rating, 191 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.

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