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Our top choices for Winston-Salem vacation homes

1. Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot
Winston-Salem
10.0 out of 10, Exceptional, (28 reviews)
"The cottage was very cozy and clean, and the amenities provided were helpful! It was conveniently located for all the places we had to go and in a quiet neighborhood."
United States
Joanne A.
The price is ¥8,991
¥22,280 total
includes taxes & fees
Sep 9 - Sep 10
Updated 1BR cottage on private acre+ lot

2. The Ardmore Executive Suite

The Ardmore Executive Suite
4.0 star property
Winston-Salem
7.6 out of 10, Good, (5 reviews)
"Place was wonderful. Host was great. No complaints at all."
United States
Jean
The price is ¥10,893
¥28,318 total
includes taxes & fees
Aug 31 - Sep 1
The Ardmore Executive Suite

3. King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.5 star property
Winston-Salem
9.4 out of 10, Exceptional, (3 reviews)
"Loved this little house and all the attention to detail! Would definitely return."
United States
Brittney N
The price is ¥18,673
¥45,116 total
includes taxes & fees
Aug 30 - Aug 31
King Beds Hot Tub Arcade Grill & Firepit

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

Cozy 2-bedroom bungalow in lovely Winston-Salem
Winston-Salem
10.0 out of 10, Exceptional, (35 reviews)
"Great place to stay we appreciate it being dog friendly"
United States
Melinda P.
The price is ¥18,789
¥38,699 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 2-bedroom bungalow in lovely Winston-Salem

5. La Casita .

La Casita .
Winston-Salem
9.4 out of 10, Exceptional, (13 reviews)
"The location was perfect for what we needed."
United States
Giuliana
The price is ¥12,191
¥30,164 total
includes taxes & fees
Sep 1 - Sep 2
La Casita .

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

Chic 2BR/2BA Near Dining & Shops
Winston-Salem
9.4 out of 10, Exceptional, (13 reviews)
"Very clean and nice"
United States
Juancarlos
The price is ¥15,060
¥42,776 total
includes taxes & fees
Sep 8 - Sep 9
Chic 2BR/2BA Near Dining & Shops

7. Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
9.6 out of 10, Exceptional, (31 reviews)
"In town for work. Was a Great stay. Staying there again this week"
United States
Natalie K.
The price is ¥18,486
¥42,502 total
includes taxes & fees
Sep 1 - Sep 2
Quiet, newly renovated. Near everything!

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

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Winston-Salem
9.6 out of 10, Exceptional, (21 reviews)
"Cozy clean cabin, had trouble staying warm on the cool nights downstairs until we used the space heater. Altogether a very good stay."
United States
Tim W.
The price is ¥19,920
¥41,238 total
includes taxes & fees
Sep 1 - Sep 2
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

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

Downtown Charm, 3 Bdr, Near Rest and Bars
Winston-Salem
9.4 out of 10, Exceptional, (25 reviews)
"My husband and I had a wonderful 2-night stay here. The property was incredibly clean and located in a very quiet neighborhood. It was the perfect amount of space for the two of us. We would definitely stay here again!""
United States
Allison T.
The price is ¥20,159
¥49,003 total
includes taxes & fees
Sep 21 - Sep 22
Downtown Charm, 3 Bdr, Near Rest and Bars

10. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
4.0 star property
Winston-Salem
The price is ¥27,107
¥70,472 total
includes taxes & fees
Sep 13 - Sep 14
Winston Sleeps 16 - 2 Kitchens Hot Tub

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

La Casita: A Cozy Retreat Near Wake Forest University"
Winston-Salem
9.6 out of 10, Exceptional, (59 reviews)
"Perfect for our family of 3 visiting WFU"
United States
Peter F.
The price is ¥17,930
¥45,951 total
includes taxes & fees
Aug 31 - Sep 1
La Casita: A Cozy Retreat Near Wake Forest University"

12. Cozy 3BR Home Near Fairgrounds and Downtown

Cozy 3BR Home Near Fairgrounds and Downtown
Winston-Salem
8.0 out of 10, Very Good, (1 review)
"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...
United States
Jayceon
The price is ¥16,127
¥42,213 total
includes taxes & fees
Aug 31 - Sep 1
Cozy 3BR Home Near Fairgrounds and Downtown

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

La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
Winston-Salem
10.0 out of 10, Exceptional, (2 reviews)
"Quiet area, cozy rooms and good location. Loved staying here!"
United States
Jessica R.
The price is ¥13,482
¥31,804 total
includes taxes & fees
Sep 1 - Sep 2
La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA

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

Recently renovated luxury duplex unit. Short walk to Atrium WF Baptist Hospital!
Winston-Salem
8.0 out of 10, Very Good, (2 reviews)
"Overall had good amenities and was nicely renovated and decorated. Disappointed in the initial cleanliness of the unit for the price paid"
United States
Tatiana U.
The price is ¥21,370
¥48,099 total
includes taxes & fees
Aug 31 - Sep 1
Recently renovated luxury duplex unit. Short walk to Atrium WF Baptist Hospital!

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

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Winston-Salem
9.6 out of 10, Exceptional, (55 reviews)
"Enjoyable atmosphere, accommodating host, and a beautiful home overall. I’ll definitely plan another booking with them!"
United States
Brian Z.
The price is ¥26,772
¥46,819 total
includes taxes & fees
Sep 2 - Sep 3
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

16. Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Winston-Salem
9.4 out of 10, Exceptional, (19 reviews)
"Perfect place for a couple guys for one night stop on our way south for a golf trip. Quick/cheap uber ride to restaurants/town and very clean house!"
United States
Patrick R.
The price is ¥21,612
¥52,100 total
includes taxes & fees
Aug 30 - Aug 31
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

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

New Build Clean Modern Sleep Luxuriously 4 min from Wake Forest University
Winston-Salem
10.0 out of 10, Exceptional, (7 reviews)
"We thoroughly enjoyed our stay; very nicely furnished, bed was comfortable and it was very clean and inviting, would not hesitate to rent again in the future"
United States
Catherine D.
The price is ¥25,179
¥61,408 total
includes taxes & fees
Aug 31 - Sep 1
New Build Clean Modern Sleep Luxuriously 4 min from Wake Forest University

18. Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.5 star property
Winston-Salem
8.0 out of 10, Very Good, (1 review)
"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...
United States
Rami
The price is ¥28,320
¥72,025 total
includes taxes & fees
Aug 30 - Aug 31
Heated Pool King Bed Jacuzzi Bath Arcade

19. 3 King Beds Quiet Workspace Near Novant/Wake Forest

3 King Beds Quiet Workspace Near Novant/Wake Forest
Winston-Salem
2.0 out of 10, (1 review)
"No A/C broken, my guests left I spoke Victoria. Smoke alarm was chirping every 32 seconds. Someone came out to find, a second person tried to help. Victoria was aware and did nothing. Kitchen unusable utensils dirty there was even lipstick on the glasses. Mold was everywhere. Manager is aware of the credit card dispute is in process. "
United States
Julie M.
The price is ¥16,553
¥56,038 total
includes taxes & fees
Aug 30 - Aug 31
3 King Beds Quiet Workspace Near Novant/Wake Forest

20. Spacious Historical Home 3 mins from Downtown

Spacious Historical Home 3 mins from Downtown
Winston-Salem
8.8 out of 10, Excellent, (3 reviews)
"I recommend this 👌"
United States
Melvin
The price is ¥22,733
¥60,423 total
includes taxes & fees
Sep 1 - Sep 2
Spacious Historical Home 3 mins from Downtown
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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Top Winston-Salem Hotel Reviews

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Winston-Salem Vacation Homes information

Number of reviews
324
Accommodation
647 Vacation Homes
Lowest Price
¥22,280
Highest Price
¥72,025