Apartment holiday rentals in Winston-Salem

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*

Modern/Retro Luxury Condo

Unique condo with brand new Ultra Modern renovation with a touch of Retro. If you seek an Extremely Clean, Modern Luxurious place close to everything then this is it. My place is in walking distance to all shopping and restaurants. High Point University only ( 1.8miles ), HP Furn Market is only ( 2.3 miles ).Kitchen is fully stocked, all luxury linens, shampoo, soap, toilet paper are included. Hearing impaired doorbell. Led TV's with Netflix,Amazon & whatever channels come in on regular antenna.

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!

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.

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!

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.

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.

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.

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. Please message for special rate. Non-smoking | No pets Please reach out to the host for current availability.

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.

Designer Loft in the Heart of the Triad

Stay in a beautifully restored historic factory in the heart of downtown Kernersville. Walk to coffee shops, restaurants, breweries, and boutiques, then return to your designer loft with exposed brick, soaring ceilings, and luxury hotel-style comforts. Perfect for couples, families, business travelers, and furniture market guests. -15 Minutes to Winston-Salem -20 Minutes to PTI Airport -25 Minutes to HPU -Walkable Downtown Location

West End Charm

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