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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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, 248 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, 74 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.

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, 137 reviews

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!

Top guest favorite
Condo in Kernersville
4.98 out of 5 average rating, 47 reviews

Designer Loft in the Heart of the Triad

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.

Top guest favorite
A cozy living area features a turquoise sofa with yellow accent pillows, complemented by a round table with two yellow chairs. Large windows allow natural light to fill the space, with blinds providing privacy. A colorful piece of artwork adds a touch of character to the wall.
Condo in Downtown Greensboro
4.96 out of 5 average rating, 262 reviews

King Bed-Huge Windows-Heart of Downtown Greensboro

Adorable condo is close to everything! Walk to shopping, museums, restaurants, coffee shops, bars, Tanger Center, grocery, city parks, and more. Also walking distance to UNC Greensboro, NC A&T, and Elon Law. 65" Smart TV in living room. 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!

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, 472 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
4.85 out of 5 average rating, 137 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.

Guest favorite
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.
Condo in Downtown Greensboro
4.97 out of 5 average rating, 101 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.

Top guest favorite
Condo in High Point
4.89 out of 5 average rating, 237 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. 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.

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, 184 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 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, 191 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

Guest favorite
A well-arranged living area features a comfortable sectional sofa positioned around a central ottoman. A ceiling fan enhances air circulation, while modern artwork adorns the walls. A stylish side table holds a small decor item, and a patterned area rug adds warmth to the space.
Condo in High Point
4.92 out of 5 average rating, 225 reviews

The Windchase Condo

This two bedroom condo is located in a quiet neighborhood just a few miles from downtown High Point. Giving you close access to High Point University, High Point Furniture Market and a wide variety of local restaurants. If you wish to venture outside of High Point, Winston Salem and Greensboro are a short commute. Both cities offering additional restaurants, bars, breweries, and shopping.

Popular amenities for Winston-Salem condo rentals

When is the best time to visit Winston-Salem?

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Avg. priceﺩ.ﺇ290ﺩ.ﺇ294ﺩ.ﺇ294ﺩ.ﺇ342ﺩ.ﺇ323ﺩ.ﺇ279ﺩ.ﺇ294ﺩ.ﺇ275ﺩ.ﺇ290ﺩ.ﺇ338ﺩ.ﺇ301ﺩ.ﺇ297
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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 ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 2,250 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 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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