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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Winston-Salem holiday homes

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, (36 reviews)
"Perfect size, very clean and great location!"
United States
Laron A.
The price is £349
includes taxes & fees
1 Jun - 2 Jun
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Interior

Hartman Casita! Quiet neighborhood.1 king Bed!

Hartman Casita! Quiet neighborhood.1 king Bed!
Winston-Salem
9.8 out of 10, Exceptional, (20 reviews)
"The house was just what we need in terms of travel time to our event, comfort and peace! Would definitely recommend and stay again! "
United States
Stefanie H.
The price is £347
includes taxes & fees
11 May - 12 May
Hartman Casita! Quiet neighborhood.1 king Bed!
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
9.8 out of 10, Exceptional, (51 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 £216
includes taxes & fees
24 May - 25 May
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
10.0 out of 10, Exceptional, (26 reviews)
"The property was clean, and comfortable in a nice neighborhood close to amenities."
United States
Maria H.
The price is £193
includes taxes & fees
11 May - 12 May
Quiet, newly renovated. Near everything!
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, (54 reviews)
"Very nice place to stay! "
United States
Kirby M.
The price is £197
includes taxes & fees
11 May - 12 May
La Casita: A Cozy Retreat Near Wake Forest University"
Terrace/patio

Luxury 3BR Townhome - Sleep 6

Luxury 3BR Townhome - Sleep 6
Winston-Salem
9.2 out of 10, Wonderful, (49 reviews)
"The amenities were great as was the location for us."
United States
jeanne k.
The price is £189
includes taxes & fees
11 May - 12 May
Luxury 3BR Townhome - Sleep 6
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)
"Lovely and affordable apartment with incredibly attentive and responsive host. Would totally stay again!"
United States
Caleb W.
The price is £177
includes taxes & fees
15 May - 16 May
High Ceilings | King Beds | 85” TV | Near Downtown
Outdoor dining

La Casita .

La Casita .
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Overall a great place to stay. Super cozy! "
United States
Darren L.
The price is £141
includes taxes & fees
11 May - 12 May
La Casita .
Dining

Cheerful cottage w/work space near hospitals

Cheerful cottage w/work space near hospitals
Winston-Salem
9.6 out of 10, Exceptional, (10 reviews)
"Central location, clean, and well maitained. Host easy to communicate with. Would stay here again."
United States
Nancy T.
Cheerful cottage w/work space near hospitals
Interior

Cozy Stay Near DT w/Deck and Fenced Yard

Cozy Stay Near DT w/Deck and Fenced Yard
Winston-Salem
9.6 out of 10, Exceptional, (7 reviews)
"Clean, quiwt, and close to everything. "
United States
Rebecca G.
The price is £157
includes taxes & fees
24 May - 25 May
Cozy Stay Near DT w/Deck and Fenced Yard
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
Iron/ironing board, travel cot, WiFi, bed sheets

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
Winston-Salem
9.0 out of 10, Wonderful, (2 reviews)
"Very clean. Fairly quiet neighborhood. Huge TV’s. Great relaxing after a days work. Kitchen could benefit from a dish drain rack. Would happily stay there again. "
United States
John
The price is £185
includes taxes & fees
12 May - 13 May
Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
Exterior

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

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Winston-Salem
9.6 out of 10, Exceptional, (19 reviews)
"Wonderful stay! "
United States
Hannah J.
The price is £179
includes taxes & fees
11 May - 12 May
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Fridge, microwave, oven, stovetop

Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot
Winston-Salem
10.0 out of 10, Exceptional, (24 reviews)
"The property was excellent for the price and extremely quiet. The only recommendation I would make is if a stackable washer and dryer was added that would be wonderful."
United States
Jim
Updated 1BR cottage on private acre+ lot
Fridge, microwave, oven, stovetop

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Winston-Salem
9.6 out of 10, Exceptional, (12 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 £233
includes taxes & fees
7 Jun - 8 Jun
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Interior

Rosewood Loft I Lower Suite

Rosewood Loft I Lower Suite
Winston-Salem
Rosewood Loft I Lower Suite
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
Private kitchen

LUX Home - Centrally Located - only minutes to Norvant Health & Historic Salem

LUX Home - Centrally Located - only minutes to Norvant Health & Historic Salem
Winston-Salem
LUX Home - Centrally Located - only minutes to Norvant Health & Historic Salem
Fridge, microwave, oven, stovetop

Cozy 3BR Home Near Fairgrounds and Downtown

Cozy 3BR Home Near Fairgrounds and Downtown
Winston-Salem
Cozy 3BR Home Near Fairgrounds and Downtown
TV, video games

Urban Escape 3 Bed 2.5 Bath Near Wake Forest

Urban Escape 3 Bed 2.5 Bath Near Wake Forest
Winston-Salem
9.4 out of 10, Exceptional, (13 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
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

10/10 Excellent
"I enjoyed my stay !! Thank you so much!!"
Kimberly 2-night trip
Posted 3 hours ago
Hawthorne Inn and Conference Center

Find out more about Winston-Salem

Winston-Salem Holiday Homes information

Number of reviews
307
Accommodation
188 Holiday Homes
Lowest Price
£141
Highest Price
£349