Condo vacation 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*

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.

Miller Park Condo - Favorite Among Nurses!

Looking for a little slice of home while traveling for leisure or work? This condo provides it all! A quick trip (under 10 mins) to either Wake Forest Baptist Health or Forsyth Medical Center, also convenient to downtown. This home has been a favorite for travel nurses, lawyers & long term guest. In the home you will find all kitchen appliances you need, pots & pans, a washer & dryer and a work/dinning space. Across from the front door there is a full outdoor gym, playground and walking trails.

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.

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.

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.

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.

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.

Cozy Apartment in Peaceful Archdale

Enjoy a warm cozy stay at this 2 bed 1 bath apartment. Available is a 55 inch TV with Netflix available on the comfort of new couches. All the bed are equipped with 10 inch memory foam mattress that make for the absolute best night sleep. High speed google wifi along with a work station makes all your work from home needs a breeze. Fully stocked kitchen for all your cooking needs. Entire coffee station to create the ultimate brew. I hope my place treats you well!

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!

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

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.