
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.

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.

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.

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.

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!

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.

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!

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

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
Weekly condo rentals

1 Bed apt near Baptist & Forsyth Hospitals

Comfortable Condo in High point

Quiet Condominium Escape in High Point

Cozy Apartment in Peaceful Archdale

Luxury Designer Loft Apartment

Casa Del Jefe! Located In the Heart of Downtown

The Urban Hippie! Downtown Winston-Salem!

Queen Anne's Revenge, Downtown Winston-Salem!
Pet-friendly condo rentals

Downtown Hidden Gem

Downtown Underground Stylish Apt

West End Charm

Cozy Apartment off Guilford college!

Open concept design with contemporary styling.

LAST MIN DEAL - Historic Condo - 1 King 2 Queens

Quiet Townhome right off exit

Welcome to Serene Havens ~ Relax & enjoy your stay
Condo rentals with a pool

2br King-Queen/2ba/Pool/ No cleaning fees!

Mid-Century Modern Condo

Located near WFU, Baptist, & Forsyth Hospital‼️

Modern/Retro Luxury Condo

The Best of Benjamin

QUIET PRIVATE ROOM IN A TWO BEDROOM TOWN HOME

Charming Condo - Near WFU and Hospitals, Fast WiFi
When is the best time to visit Winston-Salem?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,873 GYD | G$16,918 GYD | G$15,456 GYD | G$19,424 GYD | G$18,380 GYD | G$15,873 GYD | G$18,171 GYD | G$17,335 GYD | G$17,753 GYD | G$19,842 GYD | G$18,171 GYD | G$15,664 GYD |
| Avg. temp | 4°C | 6°C | 10°C | 15°C | 20°C | 24°C | 26°C | 25°C | 22°C | 16°C | 10°C | 6°C |
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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- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Hanging Rock State Park
- Pilot Mountain State Park
- High Meadows Golf & Country Club
- Sedgefield Country Club
- Dan Nicholas Park
- Meadowlands Golf Club
- Stone Mountain State Park
- Greensboro Science Center
- Old Town Club
- Lake Norman State Park
- Divine Llama Vineyards
- Starmount Forest Country Club
- Lazy 5 Ranch
- Mooresville Golf Course
- Olde Homeplace Golf Club
- International Civil Rights Center & Museum
- Gillespie Golf Course
- Raffaldini Vineyards & Winery
- Childress Vineyards
- Shelton Vineyards
- Autumn Creek Vineyards
- Guilford Courthouse National Military Park