Winston-Salem Vacation Homes

A cityscape with various buildings, including a prominent skyscraper and several mid-rise structures.

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Our top choices for Winston-Salem holiday homes

Coffee/tea maker, fridge, microwave, oven

1. Updated 1BR cottage on private acre+ lot

Winston-Salem

Joanne A.

2. King Beds Hot Tub Arcade Grill & Firepit

Winston-Salem

Brittney N

3. The Ardmore Executive Suite

Winston-Salem

Jean

4. Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Winston-Salem

Tim W.

5. Cozy 2-bedroom bungalow in lovely Winston-Salem

Winston-Salem

Melinda P.

6. Quiet, newly renovated. Near everything!

Winston-Salem

Natalie K.

7. Chic 2BR/2BA Near Dining & Shops

Winston-Salem

Juancarlos

8. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston-Salem

9. La Casita .

Winston-Salem

Giuliana

10. Downtown Charm, 3 Bdr, Near Rest and Bars

Winston-Salem

Allison T.

4 bedrooms, hypo-allergenic bedding, in-room safe, blackout curtains

11. Heated Pool King Bed Jacuzzi Bath Arcade

Winston-Salem

"The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt...

Rami

12. Private Hot Tub Retreat | King Bed | Outdoor Oasis

Winston-Salem

13. La Casita: A Cozy Retreat Near Wake Forest University"

Winston-Salem

Bonnie F.

14. La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

Winston-Salem

Jessica R.

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

Winston-Salem

Brian Z.

5 bedrooms, hypo-allergenic bedding, laptop workspace

16. Arcade Kid Friendly Firepit Grill HotTub

Winston-Salem

17. Cozy 3BR Home Near Fairgrounds and Downtown

Winston-Salem

"Overall, we had a good stay. The home looked exactly like the photos and comfortably accommodated our group during a difficult time with family. The space was clean and met our needs. My only concerns were that the glass panel/door in the shower was missing, which made the bathroom less functional than expected. I also submitted a request to update the reservation to allow up to 5 guests because we had family and friends stopping by while we were grieving, but I never received a response from...

Jayceon

18. Recently renovated luxury duplex unit. Short walk to Atrium WF Baptist Hospital!

Winston-Salem

Tatiana U.

19. Urban Escape 3 Bed 2.5 Bath Near Wake Forest

Winston-Salem

Rhonda H.

20. New Build Clean Modern Sleep Luxuriously 4 min from Wake Forest University

Winston-Salem

Catherine D.

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Top Winston-Salem Hotel Reviews

Courtyard by Marriott Winston-Salem Hanes Mall

10/10 Excellent

"Everything about the property and staff made my stay most enjoyable. This is a location I would return to!!!"

Spark by Hilton Winston-Salem University

8/10 Good

"Everything was spotlessly clean and I particularly like that they had vinyl floors in the room, not carpet. The breakfast was very good. Only problem at all was the a/c alternated with heat but they were going to send someone up to check it right away. The front desk staff were wonderful."

Hampton Inn Winston-Salem Hanes Mall

8/10 Good

"Ended up checking in late (1245am) due to an ER visit for my daughter. Had to wait about 15-20mins for someone to appear at front desk - this was after saying hello loudly several times and calling the front desk from the lobby phone. Then our key didnt work for the room. Came down, got another, still didnt work. Third time, front desk person came up and let us in with the master and said to mention it in the morning to the front desk. Alot of help that was since we were only there a night. The breakfast was good and the front desk person was very friendly in the morning."

Red Roof Inn Winston-Salem

8/10 Good

"The bed took up most of the usable space in the room. Toiletries were minimal but adequate. Mini-fridge and microwave functional though microwave a trifle dodgy. No place to sit down except on the bed. Older property refurbished and fairly clean. For the solo (and definitely solo) traveller who wants to save money, this is a good but minimal choice."

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