Winston-Salem Holiday Homes from €153: Search Top House Rentals

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

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.

includes taxes & fees

9 Sept - 10 Sept

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

2. The Ardmore Executive Suite

Winston-Salem

Jean

includes taxes & fees

1 Sept - 2 Sept

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

3. King Beds Hot Tub Arcade Grill & Firepit

Winston-Salem

Brittney N

includes taxes & fees

1 Sept - 2 Sept

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

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

Winston-Salem

Melinda P.

includes taxes & fees

1 Sept - 2 Sept

5. La Casita .

Winston-Salem

Giuliana

includes taxes & fees

1 Sept - 2 Sept

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

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

7. Quiet, newly renovated. Near everything!

Winston-Salem

Natalie K.

includes taxes & fees

1 Sept - 2 Sept

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.

includes taxes & fees

1 Sept - 2 Sept

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

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

Winston-Salem

Allison T.

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

10. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston-Salem

includes taxes & fees

6 Sept - 7 Sept

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

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

Winston-Salem

Peter F.

includes taxes & fees

1 Sept - 2 Sept

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.

12. 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

includes taxes & fees

13 Sept - 14 Sept

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

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

Winston-Salem

Jessica R.

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

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

Winston-Salem

Tatiana U.

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

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

Winston-Salem

Brian Z.

includes taxes & fees

1 Sept - 2 Sept

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

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

Winston-Salem

Patrick R.

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.

A bedroom with a bed, two leather chairs, a ceiling fan, and large windows with a view of a fenced yard.

18. 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

includes taxes & fees

6 Sept - 7 Sept

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

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

Winston-Salem

Julie M.

A spacious living room with a large sectional sofa, a green chair, and a coffee table. A staircase with white railings is visible in the background.

20. Spacious Historical Home 3 mins from Downtown

Winston-Salem

Melvin

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Top Winston-Salem Hotel Reviews

Courtyard by Marriott Winston-Salem Hanes Mall

10/10 Excellent

"Great property in a beautiful area and a fantastic price"

Hawthorne Inn and Conference Center

8/10 Good

"Hotel is not smoke free a lot of marijuana and a lot of cigarettes and rooms so if you do want a smoke free room good luck the room that we had said it was smoke-free but you can tell people smoke in it that day, but it was super clean the hotel pool was clean and it felt good. The breakfast was not worth $10 is your typical hotel breakfast that’s usually free at a Hilton Garden Inn or the country and suites but she will not find any kind of staff anywhere else. They have great snacks and a good prices, but I do wish they wouldn’t allow smoking in the rooms. If we go back to Winston-Salem, we will definitely stay there again, but I will make sure that I tell them that the room has to be smoke free. Maybe they need to put an air purifier after every guest if they smoke and tried to hefty fee!"

Find out more about Winston-Salem

Winston-Salem Holiday Homes information

Number of reviews	14
Accommodation	695 Holiday Homes
Lowest Price	€153
Highest Price	€1,158

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winston-Salem holiday homes

1. Updated 1BR cottage on private acre+ lot

2. The Ardmore Executive Suite

3. King Beds Hot Tub Arcade Grill & Firepit

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

5. La Casita .

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

7. Quiet, newly renovated. Near everything!

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

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

10. Winston Sleeps 16 - 2 Kitchens Hot Tub

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

12. Cozy 3BR Home Near Fairgrounds and Downtown

13. 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!

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

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

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

18. Heated Pool King Bed Jacuzzi Bath Arcade

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

20. Spacious Historical Home 3 mins from Downtown

Find holiday rentals that suit your style

Top Winston-Salem Hotel Reviews

Courtyard by Marriott Winston-Salem Hanes Mall

Hawthorne Inn and Conference Center

Hampton Inn Winston-Salem Hanes Mall

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

Comfort Suites Hanes Mall

The Historic Brookstown Inn, Trademark Collection by Wyndham

Spark by Hilton Winston-Salem University

Red Roof Inn Winston-Salem

Find out more about Winston-Salem

Winston-Salem Holiday Homes information

Holiday Homes in Winston-Salem

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winston-Salem holiday homes

1. Updated 1BR cottage on private acre+ lot

2. The Ardmore Executive Suite

3. King Beds Hot Tub Arcade Grill & Firepit

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

5. La Casita .

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

7. Quiet, newly renovated. Near everything!

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

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

10. Winston Sleeps 16 - 2 Kitchens Hot Tub

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

12. Cozy 3BR Home Near Fairgrounds and Downtown

13. 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!

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

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

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

18. Heated Pool King Bed Jacuzzi Bath Arcade

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

20. Spacious Historical Home 3 mins from Downtown

Find holiday rentals that suit your style

Top Winston-Salem Hotel Reviews

Courtyard by Marriott Winston-Salem Hanes Mall

Find out more about Winston-Salem

Winston-Salem Holiday Homes information