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

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Winston-Salem vacation homes

House | Private kitchen | Fridge, microwave, oven, stovetop

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.5 star property
Winston-Salem
9.4 out of 10, Exceptional, (3 reviews)
"House was clean and amenities were good. House is in a great location. Be aware that there is another rental unit downstairs that may have other parties occuppying."
United States
Elizabeth
The price is AED 532
AED 1,152 total
includes taxes & fees
5 Jul - 6 Jul
King Beds Hot Tub Arcade Grill & Firepit
House | Terrace/patio

Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
4.0 star property
Winston-Salem
The price is AED 580
AED 1,570 total
includes taxes & fees
21 Jul - 22 Jul
Winston Sleeps 16 - 2 Kitchens Hot Tub
4 bedrooms, hypo-allergenic bedding, in-room safe, blackout drapes

Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.5 star property
Winston-Salem
8.0 out of 10, Very Good, (1 review)
"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...
United States
Rami
The price is AED 389
AED 911 total
includes taxes & fees
9 Jul - 10 Jul
Heated Pool King Bed Jacuzzi Bath Arcade
Terrace/patio

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

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Winston-Salem
9.6 out of 10, Exceptional, (55 reviews)
"We had a very relaxing stay here. The hot tub was lovely and the property was very close to a lot of shopping/restaurants. "
United States
Taylor E.
The price is AED 555
AED 989 total
includes taxes & fees
5 Jul - 6 Jul
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
TV, offices

Modern 2BR near WFU Steps to LJVM Coliseum Family-Friendly & Fast WiFi

Modern 2BR near WFU Steps to LJVM Coliseum Family-Friendly & Fast WiFi
Winston-Salem
Modern 2BR near WFU Steps to LJVM Coliseum Family-Friendly & Fast WiFi
Private kitchen

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

La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
Winston-Salem
La Casita #2 Great location,close to downtown Winston Salem 1 mile from UNCSA
Fridge, microwave, oven, stovetop

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
9.8 out of 10, Exceptional, (29 reviews)
"Very nice comfortable place that is dog friendly, loved the back porch. Host was very responsive to communication."
United States
Rachel S.
The price is AED 426
AED 963 total
includes taxes & fees
4 Jul - 5 Jul
Quiet, newly renovated. Near everything!
TV, video games

Spacious Historical Home 3 mins from Downtown

Spacious Historical Home 3 mins from Downtown
Winston-Salem
Spacious Historical Home 3 mins from Downtown
Fridge, microwave, oven, stovetop

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Winston-Salem
9.2 out of 10, Wonderful, (16 reviews)
"We were there for a conference, so this location is ideal! So close to the convention center, comfortable, clean and spacious. We loved it!"
United States
Terrie H.
The price is AED 496
AED 1,204 total
includes taxes & fees
6 Jul - 7 Jul
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Interior

Urban Escape 3 Bed 2.5 Bath Near Wake Forest

Urban Escape 3 Bed 2.5 Bath Near Wake Forest
Winston-Salem
9.2 out of 10, Wonderful, (15 reviews)
"They have were very welcoming. We thoroughly enjoyed our stay there while moving our daughter, son-in-law and new grandbaby into their new home. It felt like you were out in the country, but yet you were right there where everything was. Perfect location."
United States
Jill H.
Urban Escape 3 Bed 2.5 Bath Near Wake Forest
Fridge, microwave, oven, stovetop

La Casita: A Cozy Retreat Near Wake Forest University"

La Casita: A Cozy Retreat Near Wake Forest University"
Winston-Salem
9.6 out of 10, Exceptional, (55 reviews)
"Very nice place to stay! "
United States
Kirby M.
The price is AED 393
AED 975 total
includes taxes & fees
13 Jul - 14 Jul
La Casita: A Cozy Retreat Near Wake Forest University"
Fridge, microwave, oven, stovetop

Chic 2BR/2BA Near Dining & Shops

Chic 2BR/2BA Near Dining & Shops
Winston-Salem
9.6 out of 10, Exceptional, (8 reviews)
"My stay was a 10/10 "
United States
Janiajah P.
The price is AED 444
AED 1,099 total
includes taxes & fees
22 Jul - 23 Jul
Chic 2BR/2BA Near Dining & Shops
Smart TV, fireplace

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Winston-Salem
9.8 out of 10, Exceptional, (38 reviews)
"Perfect size, very clean and great location!"
United States
Laron A.
The price is AED 738
AED 1,855 total
includes taxes & fees
27 Jul - 28 Jul
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Smart TV, fireplace, books, offices

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

High Ceilings | King Beds | 85” TV | Near Downtown
Winston-Salem
7.6 out of 10, Good, (17 reviews)
"Older home but clean and in quiet neighborhood. Host was very prompt to reply and went above and beyond to help us recover an item left behind. "
United States
Gina B.
High Ceilings | King Beds | 85” TV | Near Downtown
Private kitchen

La Casita #3

La Casita #3
Winston-Salem
The price is AED 264
AED 32,577 total
includes taxes & fees
5 Jul - 6 Jul
La Casita #3
Fridge, microwave, oven, stovetop

Cozy 3BR Home Near Fairgrounds and Downtown

Cozy 3BR Home Near Fairgrounds and Downtown
Winston-Salem
8.0 out of 10, Very Good, (1 review)
"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...
United States
Jayceon
The price is AED 364
AED 960 total
includes taxes & fees
6 Jul - 7 Jul
Cozy 3BR Home Near Fairgrounds and Downtown
Interior

Cozy Cottage: Nature-Filled Winston-Salem Retreat!

Cozy Cottage: Nature-Filled Winston-Salem Retreat!
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Our only regret was that we didn’t find Jennifer four years ago! We came to W-S to attend the WFU graduation. After spending four years at all of the different W-S hotels, this was a beautiful and relaxing change of pace to come home to every evening.There is just such an overwhelming peacefulness to be able to make your own cup of coffee and sit out on the deck after having a restful night sleep that is priceless."
United States
carolyne
Cozy Cottage: Nature-Filled Winston-Salem Retreat!
WiFi

1980's ARCADE + 80's themed bedroom

1980's ARCADE + 80's themed bedroom
Winston-Salem
1980's ARCADE + 80's themed bedroom
Smart TV, fireplace, foosball, books

Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore

Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore
Winston-Salem
10.0 out of 10, Exceptional, (23 reviews)
"The house was perfect for our long weekend. Great spaces and clean!"
United States
Kelly C.
The price is AED 826
AED 1,818 total
includes taxes & fees
7 Jul - 8 Jul
Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore
Fridge, microwave, oven, stovetop

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

New Build Clean Modern Sleep Luxuriously 4 min from Wake Forest University
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"We thoroughly enjoyed our stay; very nicely furnished, bed was comfortable and it was very clean and inviting, would not hesitate to rent again in the future"
United States
Catherine D.
New Build Clean Modern Sleep Luxuriously 4 min from Wake Forest University
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winston-Salem Hotel Reviews

Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

8/10 Good
"Property is in the Old Salem downtown area… area was OK, but seemed to be a lot of police presence, and some homeless frequenting the property!! Room was clean and offered ample space, customer service was fantastic!!"
Cayce 2-night trip
Posted 5 hours ago
Hawthorne Inn and Conference Center