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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Featured Condo Rentals in Winston - Salem and around

Cozy 1-bedroom condo in Downtown Winston-Salem, free parking!
Microwave, oven, stovetop, dishwasher

Cozy 1-bedroom condo in Downtown Winston-Salem, free parking!

10.0 out of 10, Exceptional, (2)
"We celebrated my daughter’s graduation and this property was in an ideal location and perfect for the 3 of us! The place was awesome and communication was great. "
Cozy 1-bedroom condo in Downtown Winston-Salem, free parking!
Quit, Cozy, Pet Friendly Condo
Interior

Quit, Cozy, Pet Friendly Condo

7.6 out of 10, Good, (7)
"It was sufficient for our short term lodging needs."
Quit, Cozy, Pet Friendly Condo
Downtown Speakeasy Condo
Private kitchen

Downtown Speakeasy Condo

4.0 out of 10, (1)
"Centrally located property, within walking distance of movies, art galleries, and plenty of good eats. However, the place needs a little TLC. The floor was peeling and uneven. The bathroom seat was sliding off. Worse, the barnhouse doors trapped several members of our parties in the bathroom. Curtains in one of the bedrooms did not close, letting in light and sounds from the passing trains."
Downtown Speakeasy Condo
Cozy 2/2 Pet Friendly Condo near Wake Forest University in Winston-Salem
Microwave, oven, stovetop, dishwasher

Cozy 2/2 Pet Friendly Condo near Wake Forest University in Winston-Salem

10.0 out of 10, Exceptional, (1)
"Our stay was wonderful… just like the pictures on listing. Clean, soft towels and bedding, great safe location. "
Cozy 2/2 Pet Friendly Condo near Wake Forest University in Winston-Salem
Elegant 2Bed1B Condo in quiet neighborhood near WFU, UNSA, Hospitals.
Fridge, microwave, oven, stovetop

Elegant 2Bed1B Condo in quiet neighborhood near WFU, UNSA, Hospitals.

9.0 out of 10, Wonderful, (7)
"Super cute place, well appointed and so many nice and thoughtful gestures from the host. I only rated it overall 4 stars because the beds were a little too firm for me. Otherwise great place. Would stay again."
Elegant 2Bed1B Condo in quiet neighborhood near WFU, UNSA, Hospitals.
Downtown Winston-Salem Condo w/ Private Library!
Interior

Downtown Winston-Salem Condo w/ Private Library!

9.8 out of 10, Exceptional, (21)
"Great space to relax and enjoy the downtown Winston area. "
Downtown Winston-Salem Condo w/ Private Library!
Winston-Salem Vacation Rental - Walk Downtown!
Fridge, microwave, coffee/tea maker, toaster

Winston-Salem Vacation Rental - Walk Downtown!

9.8 out of 10, Exceptional, (9)
"Property was historic and charming. We enjoyed our stay!"
Winston-Salem Vacation Rental - Walk Downtown!
Entire condo in historic downtown Winston-salem building
Paper towels

Entire condo in historic downtown Winston-salem building

10.0 out of 10, Exceptional, (5)
"This was a great place for a quick weekend get away with easy access to North Carolina School of the Arts. "
Entire condo in historic downtown Winston-salem building
Winston-Salem Condo w/ Balcony: Steps to Golf!
Fridge, microwave, stovetop, dishwasher

Winston-Salem Condo w/ Balcony: Steps to Golf!

8.8 out of 10, Excellent, (6)
"Stay was good as a great option in lieu of WS hotels. Recommend "
Winston-Salem Condo w/ Balcony: Steps to Golf!
Downtown Oasis Central to Everything WInston
Fridge, microwave, oven, stovetop

Downtown Oasis Central to Everything WInston

10.0 out of 10, Exceptional, (6)
"Good location, well appointed condo, fast communication from the Host."
Downtown Oasis Central to Everything WInston
Beautiful Small Town Condo
Interior

Beautiful Small Town Condo

6.0 out of 10, (2)
"Cute condo with convenient location. Nice living area to relax and chat with guests. Tastefully decorated. Great communication with owner. Our stay here added to a great weekend. "
Beautiful Small Town Condo
2-bedroom condo in lovely Winston-Salem's Country Club
Fridge, microwave, oven, stovetop

2-bedroom condo in lovely Winston-Salem's Country Club

2.0 star property
4.0 out of 10, (1)
"My colleague and I were in town for a conference. We booked the country club location about a month prior to the conference. On the day of check-in, the host reached out and said the property was no longer available due to damages and offered an alternate location at no additional cost.This exchange was all done via text message between the hours of 11am and 3pm. We agreed to the alternate location because we needed a place to stay that day and felt this was our only choice with such little...
2-bedroom condo in lovely Winston-Salem's Country Club
30 Day Minimum Stay - 2 Bedroom 2 Bathroom Condo
Private kitchen

30 Day Minimum Stay - 2 Bedroom 2 Bathroom Condo

30 Day Minimum Stay - 2 Bedroom 2 Bathroom Condo
2BR-2BA Near Downtown, WFU & Hospital! 50% off 30+days
Smart TV

2BR-2BA Near Downtown, WFU & Hospital! 50% off 30+days

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stayed. Thank you so much!"
2BR-2BA Near Downtown, WFU & Hospital! 50% off 30+days
Last minute Furniture Market Deal! Newly renovated condo near PTI Airport.
Exterior

Last minute Furniture Market Deal! Newly renovated condo near PTI Airport.

10.0 out of 10, Exceptional, (1)
"Overall really good "
Last minute Furniture Market Deal! Newly renovated condo near PTI Airport.
Charming 2-bedroom condo in wonderful Winston-Salem with Designer touches
Living area

Charming 2-bedroom condo in wonderful Winston-Salem with Designer touches

Charming 2-bedroom condo in wonderful Winston-Salem with Designer touches
Artful Unit: Lush & Central.
1 bedroom, iron/ironing board, WiFi, bed sheets

Artful Unit: Lush & Central.

2.0 star property
Artful Unit: Lush & Central.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Why book your condo in Winston - Salem with Expedia?
Booking a condo in Winston - Salem is as easy as deciding on your travel dates and selecting an option suited to your needs. On the lookout for something luxurious or affordable, or a stay that also comes with a pool? Use Expedia's search filters to narrow your results even further and find the perfect pad.
How can I find cheap condos in Winston - Salem?
Expedia can help you narrow down your search for cheap condos in Winston - Salem. To book a fantastic stay in a couple of quick clicks, simply use the filter tool to refine your search results by amenities, budget and star rating.
What is there to do in Winston - Salem near my condo?
There are tons of awesome things to sink your teeth into in Winston - Salem. You won't want to miss well-known attractions like Hanes Mall, Lawrence Joel Veterans Memorial Coliseum and Old Salem. Truist Stadium, Bowman Grey Stadium and Reynolda Gardens are also visitor favourites.