Winston-Salem, NC Vacation Homes from ￥20,683

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

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.

￥20,683 total

includes taxes & fees

Oct 27 - Oct 28

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

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

Winston-Salem

Tim W.

￥45,255 total

includes taxes & fees

Nov 2 - Nov 3

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

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

Winston-Salem

Jennifer

￥46,780 total

includes taxes & fees

Nov 23 - Nov 24

4. La Casita .

Winston-Salem

Giuliana

￥29,674 total

includes taxes & fees

Oct 27 - Oct 28

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

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

Winston-Salem

Jessica R.

￥32,263 total

includes taxes & fees

Oct 27 - Oct 28

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

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

Winston-Salem

Brian Z.

￥45,911 total

includes taxes & fees

Nov 1 - Nov 2

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

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

Winston-Salem

￥63,639 total

includes taxes & fees

Nov 19 - Nov 20

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

8. Quiet, newly renovated. Near everything!

Winston-Salem

Natalie K.

￥41,481 total

includes taxes & fees

Oct 28 - Oct 29

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

9. La Casita #3

Winston-Salem

￥1,434,007 total

includes taxes & fees

Oct 27 - Oct 28

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

￥41,163 total

includes taxes & fees

Nov 2 - Nov 3

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

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

Winston-Salem

Melissa T.

￥46,089 total

includes taxes & fees

Oct 27 - Oct 28

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

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

Winston-Salem

Catherine D.

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.

￥48,024 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a bed, bedside tables, a desk, and a chair. There is a window with curtains, a ceiling fan, and a wall-mounted lamp.

14. Charming 4-bedroom house in Winston-Salem near hospitals, downtown,universities

Winston-Salem

Jen B.

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

15. Urban Escape 3 Bed 2.5 Bath Near Wake Forest

Winston-Salem

Rhonda H.

￥43,318 total

includes taxes & fees

Oct 27 - Oct 28

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

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

Winston-Salem

Lindsey G.

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

17. Luxury 3BR Townhome - Sleep 6

Winston-Salem

Alyssa B.

￥56,898 total

includes taxes & fees

Nov 19 - Nov 20

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

18. 3 King Beds Quiet Workspace Near Novant/Wake Forest

Winston-Salem

John L.

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.

￥51,760 total

includes taxes & fees

Nov 4 - Nov 5

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Winston-Salem Hotel Reviews

Courtyard by Marriott Winston-Salem Hanes Mall

8/10 Good

"Enjoyed my stay"

Comfort Suites Hanes Mall

8/10 Good

"It was a good, clean room with a comfortable bed. My main dissatisfaction was with the loud voices from the housekeeping room at midnight Saturday 10/24. Room 117 is across from the housekeeping room. Breakfast was quite satisfying. Great coffee, and thanks for the boiled eggs. I would stay there again."

The Historic Brookstown Inn, Trademark Collection by Wyndham

8/10 Good

"This is a mid-19th century building converted. It has charm as a result and it has draw-backs. My room was a large kitchenette with separate sleeping area and large bath: good! Getting around the property is complicated as it is divided in odd segments: not so good. I would stay here gain mainly due to the central location and the unique vibe of the property."

Find out more about Winston-Salem

Winston-Salem Vacation Homes information

Number of reviews	314
Accommodation	666 Vacation Homes
Lowest Price	￥20,683
Highest Price	￥1,434,007

Explore a world of travel with Expedia

More ways to book

Book Vacation Homes in Winston-Salem on Expedia.com

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