Winston-Salem, NC Vacation Homes from ￥21,196

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.

￥21,196 total

includes taxes & fees

Oct 6 - Oct 7

2. La Casita .

Winston-Salem

Giuliana

￥29,700 total

includes taxes & fees

Oct 6 - Oct 7

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

3. The Ardmore Executive Suite

Winston-Salem

Jean

￥33,295 total

includes taxes & fees

Oct 6 - Oct 7

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

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

Winston-Salem

Jessica R.

￥30,181 total

includes taxes & fees

Oct 6 - Oct 7

A kitchen with a wooden countertop, stainless steel appliances, and a built-in dishwasher.

5. Charming house in Washington Park, W-S, NC

Winston-Salem

￥26,416 total

includes taxes & fees

Oct 8 - Oct 9

A wooden deck with wicker furniture, a grill, and a white door.

6. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston-Salem

￥56,627 total

includes taxes & fees

Oct 12 - Oct 13

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

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

Winston-Salem

Tim W.

￥45,003 total

includes taxes & fees

Oct 6 - Oct 7

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

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

Winston-Salem

Melinda P.

￥37,798 total

includes taxes & fees

Oct 6 - Oct 7

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

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

Winston-Salem

Juancarlos

￥42,023 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a large bed, two bedside tables, a ceiling fan, and a window with curtains.

10. Man cave, Office, Soaking tub, & Firepit.

Winston-Salem

￥60,112 total

includes taxes & fees

Oct 6 - Oct 7

A modern kitchen with white cabinets, a black countertop, and a chandelier.

11. Quiet, newly renovated. Near everything!

Winston-Salem

Natalie K.

￥41,562 total

includes taxes & fees

Oct 6 - Oct 7

A compact kitchen with white cabinets, a stainless steel refrigerator, a dining table with chairs, and a small potted plant.

12. La Casita #3

Winston-Salem

￥1,424,626 total

includes taxes & fees

Oct 6 - Oct 7

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

13. King Beds Hot Tub Arcade Grill & Firepit

Winston-Salem

Brittney N

￥45,351 total

includes taxes & fees

Oct 6 - Oct 7

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.

14. 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

￥40,885 total

includes taxes & fees

Oct 26 - Oct 27

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

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

Winston-Salem

Patrick R.

￥45,841 total

includes taxes & fees

Oct 6 - Oct 7

A wooden deck with two blue chairs and a table, surrounded by a wooden railing and dense greenery.

16. Luxury 3BR Townhome - Sleep 6

Winston-Salem

Mia P.

￥42,641 total

includes taxes & fees

Oct 6 - Oct 7

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.

￥59,042 total

includes taxes & fees

Oct 6 - Oct 7

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

￥83,327 total

includes taxes & fees

Oct 11 - Oct 12

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

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

Winston-Salem

Bonnie F.

￥46,376 total

includes taxes & fees

Oct 6 - Oct 7

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

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

Winston-Salem

Allison T.

￥46,059 total

includes taxes & fees

Oct 6 - Oct 7

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Top Winston-Salem Hotel Reviews

WoodSpring Suites Winston-Salem near Hanes Mall

10/10 Excellent

"I rarely write reviews. This hotel and staff deserve accolades. My two day visit was safe and I slept well in a clean and modern room."

Spark by Hilton Winston-Salem University

8/10 Good

"On the plus side the hotel is in a green area and there was ample parking. The breakfast was very much lacking, they were out of almost everything. The neighboring room was so loud, I could hear the TV going in other rooms all night that it was hard to sleep. The advertised pool was closed for renovations. The front staff was nice."

Find out more about Winston-Salem

Winston-Salem Vacation Homes information

Number of reviews	291
Accommodation	647 Vacation Homes
Lowest Price	￥21,196
Highest Price	￥1,424,626

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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. La Casita .

3. The Ardmore Executive Suite

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

5. Charming house in Washington Park, W-S, NC

6. Winston Sleeps 16 - 2 Kitchens Hot Tub

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

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

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

10. Man cave, Office, Soaking tub, & Firepit.

11. Quiet, newly renovated. Near everything!

12. La Casita #3

13. King Beds Hot Tub Arcade Grill & Firepit

14. Cozy 3BR Home Near Fairgrounds and Downtown

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

16. Luxury 3BR Townhome - Sleep 6

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

18. Arcade Kid Friendly Firepit Grill HotTub

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

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

Find vacation rentals that suit your style

Top Winston-Salem Hotel Reviews

WoodSpring Suites Winston-Salem near Hanes Mall

Hampton Inn & Suites Winston-Salem/University Area, NC

Spark by Hilton Winston-Salem University

Hampton Inn & Suites Winston-Salem Downtown

Red Roof Inn Winston-Salem

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. La Casita .

3. The Ardmore Executive Suite

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

5. Charming house in Washington Park, W-S, NC

6. Winston Sleeps 16 - 2 Kitchens Hot Tub

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

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

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

10. Man cave, Office, Soaking tub, & Firepit.

11. Quiet, newly renovated. Near everything!

12. La Casita #3

13. King Beds Hot Tub Arcade Grill & Firepit

14. Cozy 3BR Home Near Fairgrounds and Downtown

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

16. Luxury 3BR Townhome - Sleep 6

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

18. Arcade Kid Friendly Firepit Grill HotTub

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

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

Find vacation rentals that suit your style

Top Winston-Salem Hotel Reviews

WoodSpring Suites Winston-Salem near Hanes Mall

Find out more about Winston-Salem

Winston-Salem Vacation Homes information

Explore a world of travel with Expedia