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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Featured Condo Rentals in Winston - Salem and around

Cozy 1-bedroom condo in Downtown Winston-Salem
Private kitchen

Cozy 1-bedroom condo in Downtown Winston-Salem

10.0 out of 10, Exceptional, (1)
"Elizabeth is the most communicative and best host that I have ever rented from. I highly recommend renting any property that she has. "
The price is €233
includes taxes & fees
27 Apr - 28 Apr
Cozy 1-bedroom condo in Downtown Winston-Salem
Downtown Winston-Salem Condo w/ Private Library!
Fridge, microwave, stovetop, coffee/tea maker

Downtown Winston-Salem Condo w/ Private Library!

9.8 out of 10, Exceptional, (19)
"Great space to relax and enjoy the downtown Winston area. "
Downtown Winston-Salem Condo w/ Private Library!
Quit, Cozy, Pet Friendly Condo
Interior

Quit, Cozy, Pet Friendly Condo

8.0 out of 10, Very good, (6)
"It was sufficient for our short term lodging needs."
The price is €210
includes taxes & fees
5 May - 6 May
Quit, Cozy, Pet Friendly Condo
Winston-Salem Vacation Rental - Walk Downtown!
Fridge, microwave, coffee/tea maker, toaster

Winston-Salem Vacation Rental - Walk Downtown!

9.8 out of 10, Exceptional, (7)
"Property was historic and charming. We enjoyed our stay!"
Winston-Salem Vacation Rental - Walk Downtown!
Winston-Salem Condo w/ Balcony: Steps to Golf!
Fridge, microwave, stovetop, dishwasher

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

8.4 out of 10, Very good, (5)
"Stay was good as a great option in lieu of WS hotels. Recommend "
Winston-Salem Condo w/ Balcony: Steps to Golf!
Beautiful Small Town Condo
Interior

Beautiful Small Town Condo

2.0 out of 10, (1)
"I never give bad reviews & this was my first bad experience with a VRBO. We were visiting for Wake Forest parents weekend, drove through the hurricane, arrived at dinner, & I messaged the host because we hadn’t received our code. He replied immediately (only positive) that he was sorry & had to cancel our reservation. It was 6pm. The condo was overbooked on another platform & someone had already checked in. I don’t understand how this happens because we received VRBO emails reminding us...
Beautiful Small Town Condo
Entire condo in historic downtown Winston-salem building
Paper towels

Entire condo in historic downtown Winston-salem building

10.0 out of 10, Exceptional, (4)
"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
Downtown Oasis Central to Everything WInston
Fridge, microwave, oven, stovetop

Downtown Oasis Central to Everything WInston

10.0 out of 10, Exceptional, (5)
"Good location, well appointed condo, fast communication from the Host."
Downtown Oasis Central to Everything WInston
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

Cozy 2/2 Pet Friendly Condo near Wake Forest University in Winston-Salem
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
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
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
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)
"Beautiful property and fantastic owner. Communication was great."
Elegant 2Bed1B Condo in quiet neighborhood near WFU, UNSA, Hospitals.
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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Other property types in Winston - Salem

Secluded close to everything!
Exterior

Secluded close to everything!

8.8 out of 10, Excellent, (6)
"This property was in a nice quiet area. It was perfect for large family. We enjoyed being able to cook & spend time together. The kids really enjoyed the karaoke machine. Personally I enjoyed sitting on the rear porch enjoying the quiet mornings. "
The price is €368
includes taxes & fees
4 May - 5 May
Secluded close to everything!
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

10.0 out of 10, Exceptional, (34)
"Awesome stay! We had a great time "
The price is €204
includes taxes & fees
28 Apr - 29 Apr
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
The Cook's Wall Cabin
Terrace/patio

The Cook's Wall Cabin

9.8 out of 10, Exceptional, (99)
"Great host"
The price is €109
includes taxes & fees
29 Apr - 30 Apr
The Cook's Wall Cabin
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.

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.