Winston-Salem Holiday Homes from £156: Search Holiday Homes in Winston-Salem

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

Dana A.

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

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

Winston-Salem

Gerald

includes taxes & fees

17 Nov - 18 Nov

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

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

Winston-Salem

Jessica R.

includes taxes & fees

16 Nov - 17 Nov

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

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

Winston-Salem

Jennifer

includes taxes & fees

10 Nov - 11 Nov

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

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

Winston-Salem

Kara S.

includes taxes & fees

9 Nov - 10 Nov

A dining area with a large table, chairs, and a view into a kitchen and dining room.

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

Winston-Salem

includes taxes & fees

19 Nov - 20 Nov

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

Hannah J.

includes taxes & fees

17 Nov - 18 Nov

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

8. Quiet, newly renovated. Near everything!

Winston-Salem

Natalie K.

A modern kitchen with a central island, stainless steel appliances, and wooden bar stools.

9. New Build 3BR by Wake Forest | Pets OK, Sleeps 6

Winston-Salem

includes taxes & fees

6 Dec - 7 Dec

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.

10. 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

9 Nov - 10 Nov

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

11. La Casita #3

Winston-Salem

includes taxes & fees

11 Nov - 12 Nov

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

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

Winston-Salem

Melissa T.

includes taxes & fees

2 Dec - 3 Dec

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

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

Winston-Salem

Allison T.

includes taxes & fees

6 Dec - 7 Dec

A living room with a sofa, armchair, coffee table, and a small side table.

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

Winston-Salem

Robert B.

includes taxes & fees

6 Dec - 7 Dec

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

15. Luxury 3BR Townhome - Sleep 6

Winston-Salem

Alyssa B.

includes taxes & fees

9 Nov - 10 Nov

A house with a concrete driveway, a wooden deck, and a well-lit front porch.

16. 4 Beds | King | 85” TV | 5min to WSSU & Downtown

Winston-Salem

Anonymous traveller

includes taxes & fees

15 Nov - 16 Nov

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.

includes taxes & fees

6 Dec - 7 Dec

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

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

Winston-Salem

Tatiana U.

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

19. Urban Escape 3 Bed 2.5 Bath Near Wake Forest

Winston-Salem

Rhonda H.

includes taxes & fees

6 Dec - 7 Dec

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

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

Winston-Salem

AJb b.

includes taxes & fees

9 Nov - 10 Nov

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Top Winston-Salem Hotel Reviews

WoodSpring Suites Winston-Salem near Hanes Mall

10/10 Excellent

"Enjoyed my stay at Woodspring suites. Very welcoming and cleanly."

Hawthorne Inn and Conference Center

8/10 Good

"We really like this hotel and will be glad to go back. Couple things that you might want to know before you reserve: breakfasts are not included with third party reservations, but they are provided for about $10 apiece, and they lock out your access cards a half hour before checkout time, so be careful making multiple trips to load your car! You might not be able to get back into the building."

Find out more about Winston-Salem

Winston-Salem Holiday Homes information

Number of reviews	345
Accommodation	666 Holiday Homes
Lowest Price	£156
Highest Price	£6,242

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

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

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

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

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

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

8. Quiet, newly renovated. Near everything!

9. New Build 3BR by Wake Forest | Pets OK, Sleeps 6

10. Cozy 3BR Home Near Fairgrounds and Downtown

11. La Casita #3

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

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

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

15. Luxury 3BR Townhome - Sleep 6

16. 4 Beds | King | 85” TV | 5min to WSSU & Downtown

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

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

19. Urban Escape 3 Bed 2.5 Bath Near Wake Forest

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

Find holiday rentals that suit your style

Top Winston-Salem Hotel Reviews

WoodSpring Suites Winston-Salem near Hanes Mall

Suburban Studios Winston Salem-University Parkway

Kimpton Cardinal Hotel by IHG

Hawthorne Inn and Conference Center

Holiday Inn Express Winston-Salem Medical Center Area by IHG

Red Roof Inn Winston-Salem

The Historic Brookstown Inn, Trademark Collection by Wyndham

Courtyard by Marriott Winston - Salem Downtown

Hampton Inn & Suites Winston-Salem Downtown

Find out more about Winston-Salem

Winston-Salem Holiday Homes information

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