Winston-Salem, NC Vacation Homes from ￥20,959

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

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Our top choices for Winston-Salem vacation homes

A kitchen with white cabinets, a granite countertop, a stove, and a microwave. There is a hanging light fixture and a window with blinds.

1. Updated 1BR cottage on private acre+ lot

Winston-Salem

Joanne A.

￥20,959 total

includes taxes & fees

Aug 24 - Aug 25

A modern kitchen with white cabinets, a stainless steel refrigerator, and a tiled backsplash.

2. King Beds Hot Tub Arcade Grill & Firepit

Winston-Salem

Brittney N

￥41,128 total

includes taxes & fees

Aug 24 - Aug 25

A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

3. The Ardmore Executive Suite

Winston-Salem

Jean

￥27,244 total

includes taxes & fees

Aug 23 - Aug 24

A covered porch with wooden flooring, black chairs, and hanging planters.

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

Winston-Salem

Melinda P.

￥38,599 total

includes taxes & fees

Sep 21 - Sep 22

5. La Casita .

Winston-Salem

Giuliana

￥30,088 total

includes taxes & fees

Aug 28 - Aug 29

A spacious kitchen with a granite countertop, a sink, and a dining area with a long table and chairs.

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

Winston-Salem

Juancarlos

￥42,668 total

includes taxes & fees

Sep 8 - Sep 9

A modern kitchen with a wooden dining table, chairs, and a hanging light fixture.

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

Winston-Salem

Allison T.

￥47,713 total

includes taxes & fees

Sep 14 - Sep 15

A rustic wooden cabin with a porch, surrounded by greenery and a tree with pink flowers.

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

Winston-Salem

Tim W.

￥40,952 total

includes taxes & fees

Aug 27 - Aug 28

A modern kitchen with a large island, bar stools, and pendant lighting.

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

Winston-Salem

Peter F.

￥41,581 total

includes taxes & fees

Sep 21 - Sep 22

A bedroom with a bed, a ceiling fan, a nightstand, and wall art.

10. Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

Winston-Salem

Ralph S.

￥40,131 total

includes taxes & fees

Sep 21 - Sep 22

A modern kitchen with white subway tiles, stainless steel appliances, and grey cabinetry.

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

Winston-Salem

Jessica R.

￥32,871 total

includes taxes & fees

Aug 25 - Aug 26

A modern kitchen with wooden cabinets, a black stove, a microwave, and a tiled backsplash.

12. 3 King Beds | XL TVs | Near Hospital, College & DT

Winston-Salem

Tyler J.

￥38,873 total

includes taxes & fees

Sep 21 - Sep 22

A modern living room with a glass dining table, black sofa, and a TV mounted on the wall.

13. High Ceilings | King Beds | 85” TV | Near Downtown

Winston-Salem

Gina B.

￥38,873 total

includes taxes & fees

Sep 21 - Sep 22

A backyard with a fire pit, wicker furniture, a hot tub, and a hammock.

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

Winston-Salem

Brian Z.

￥42,783 total

includes taxes & fees

Aug 24 - Aug 25

A modern kitchen with white cabinets, a stainless steel refrigerator, and a marble backsplash. There are two bar stools and a wooden dining table with chairs.

15. 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

￥41,530 total

includes taxes & fees

Sep 15 - Sep 16

A single-story house with a front porch, a number '720' above the door, and a stone wall in front.

16. 3 King Beds Quiet Workspace Near Novant/Wake Forest

Winston-Salem

Julie M.

￥54,269 total

includes taxes & fees

Sep 9 - Sep 10

A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

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

Winston-Salem

Catherine D.

￥60,176 total

includes taxes & fees

Aug 23 - Aug 24

A bed with a heart-shaped arrangement of rose petals, a bedside table with a bottle of champagne, glasses, and a candle, and a tray with strawberries, nuts, and grapes.

18. Arcade Kid Friendly Firepit Grill HotTub

Winston-Salem

￥70,832 total

includes taxes & fees

Aug 24 - Aug 25

A compact kitchen with a stainless steel refrigerator, an oven, and a microwave.

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

Winston-Salem

Patrick R.

￥52,088 total

includes taxes & fees

Sep 21 - Sep 22

A covered porch with two wicker chairs and a small table, a brick wall, and a view of a street and trees.

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

Winston-Salem

Tatiana U.

￥47,794 total

includes taxes & fees

Sep 21 - Sep 22

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Top Winston-Salem Hotel Reviews

Fairfield Inn & Suites by Marriott Winston-Salem Hanes Mall

10/10 Excellent

"Their front desk employees were two of the nicest people I have ever encountered at a hotel. A female checked me in and a male checked me out, and they both actually acted like they wanted to be there and made me feel welcome — I was impressed!"

Sleep Inn Hanes Mall

8/10 Good

"The stay was nice. The room was a king bed in a smaller size room. The only complaint I had was the noise in the mornings. I was on the ground floor, so some foot traffic is to be expected with the free breakfast and check outs, but there was a high level of noise from the cleaning staff and such yelling down the hallways to each other. Communication is needed and expected, but it woke me up each morning."

Find out more about Winston-Salem

Winston-Salem Vacation Homes information

Number of reviews	317
Accommodation	544 Vacation Homes
Lowest Price	￥20,959
Highest Price	￥70,832

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winston-Salem vacation homes

1. Updated 1BR cottage on private acre+ lot

2. King Beds Hot Tub Arcade Grill & Firepit

3. The Ardmore Executive Suite

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

5. La Casita .

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

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

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

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

10. Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

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

12. 3 King Beds | XL TVs | Near Hospital, College & DT

13. High Ceilings | King Beds | 85” TV | Near Downtown

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

15. Cozy 3BR Home Near Fairgrounds and Downtown

16. 3 King Beds Quiet Workspace Near Novant/Wake Forest

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

18. Arcade Kid Friendly Firepit Grill HotTub

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

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

Find vacation rentals that suit your style

Top Winston-Salem Hotel Reviews

Fairfield Inn & Suites by Marriott Winston-Salem Hanes Mall

Hampton Inn & Suites Winston-Salem Downtown

Red Roof Inn Winston-Salem

Hawthorne Inn and Conference Center

Comfort Suites Hanes Mall

Sleep Inn Hanes Mall

The Historic Brookstown Inn, Trademark Collection by Wyndham

Courtyard by Marriott Winston-Salem Hanes Mall

Kimpton Cardinal Hotel by IHG

Find out more about Winston-Salem

Winston-Salem Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Winston-Salem

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winston-Salem vacation homes

1. Updated 1BR cottage on private acre+ lot

2. King Beds Hot Tub Arcade Grill & Firepit

3. The Ardmore Executive Suite

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

5. La Casita .

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

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

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

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

10. Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

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

12. 3 King Beds | XL TVs | Near Hospital, College & DT

13. High Ceilings | King Beds | 85” TV | Near Downtown

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

15. Cozy 3BR Home Near Fairgrounds and Downtown

16. 3 King Beds Quiet Workspace Near Novant/Wake Forest

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

18. Arcade Kid Friendly Firepit Grill HotTub

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

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

Find vacation rentals that suit your style

Top Winston-Salem Hotel Reviews

Fairfield Inn & Suites by Marriott Winston-Salem Hanes Mall

Find out more about Winston-Salem

Winston-Salem Vacation Homes information

Explore a world of travel with Expedia