Holiday Homes in Winston - Salem

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Winston - Salem

The Cook's Wall Cabin
Terrace/patio

The Cook's Wall Cabin

9.8 out of 10, Exceptional, (115)
"Great location, perfect little cabin for visiting Hanging Rock State Park."
The price is AU$171
includes taxes & fees
17 Aug - 18 Aug
The Cook's Wall Cabin
Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro
Smart TV

Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro

2.0 star property
9.8 out of 10, Exceptional, (7)
"Great location clean and gorgeous home"
The price is AU$584
includes taxes & fees
18 Aug - 19 Aug
Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Outdoor dining

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

9.6 out of 10, Exceptional, (15)
"Wonderful stay! "
The price is AU$373
includes taxes & fees
24 Aug - 25 Aug
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
3 bedrooms 7min from downtown, college and hospital
Exterior

3 bedrooms 7min from downtown, college and hospital

9.6 out of 10, Exceptional, (5)
"I had a great stay! It was a nice place for my small family. Our flight ended up getting delayed so the host was nice enough to let us stay a little longer than check out time. Definitely will book again when I come to NC "
The price is AU$316
includes taxes & fees
17 Aug - 18 Aug
3 bedrooms 7min from downtown, college and hospital
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital
Fridge, microwave, oven, stovetop

Three bedroom 5 minutes to state university & town, 10 min to baptist hospital

8.4 out of 10, Very good, (14)
"I loved everything about this property."
The price is AU$328
includes taxes & fees
17 Aug - 18 Aug
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital
Updated 1BR cottage on private acre+ lot
Exterior

Updated 1BR cottage on private acre+ lot

10.0 out of 10, Exceptional, (8)
"The place was supuer nice and clean! "
The price is AU$202
includes taxes & fees
26 Aug - 27 Aug
Updated 1BR cottage on private acre+ lot
High ceiling house close to downtown
3 bedrooms, free WiFi

High ceiling house close to downtown

7.8 out of 10, Good, (8)
"Our stay was excellent! The host was very courteous and helped out a lot. The house was very clean and the beds very comfortable. My family and I really enjoyed our trip and we would recommend this property to those who want a comfortable stay at a great price."
The price is AU$298
includes taxes & fees
24 Aug - 25 Aug
High ceiling house close to downtown
3 bed 2 bath single level home in Kernersville
Smart TV

3 bed 2 bath single level home in Kernersville

9.6 out of 10, Exceptional, (32)
"Great location, private fenced in yard, just as described."
The price is AU$411
includes taxes & fees
17 Aug - 18 Aug
3 bed 2 bath single level home in Kernersville
Semi-Private Large Guest Suite; bedroom, bath, and living room in Triad
Smart TV

Semi-Private Large Guest Suite; bedroom, bath, and living room in Triad

The price is AU$191
includes taxes & fees
31 Aug - 1 Sept
Semi-Private Large Guest Suite; bedroom, bath, and living room in Triad
Rosewood Loft I Lower Suite
TV

Rosewood Loft I Lower Suite

Rosewood Loft I Lower Suite
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (41)
"We had a great stay! The property manager had great communication and it was very clean! "
The price is AU$415
includes taxes & fees
18 Aug - 19 Aug
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Charming 2-bed, 2 full bath studio with WiFi, AC in Ardmore
Smart TV

Charming 2-bed, 2 full bath studio with WiFi, AC in Ardmore

10.0 out of 10, Exceptional, (2)
"This was the nicest, most thoughtfully laid out and stocked VRbo unit that we have ever had the pleasure of staying in. Cynthia though of everything a person would need even for an extended stay."
The price is AU$370
includes taxes & fees
25 Aug - 26 Aug
Charming 2-bed, 2 full bath studio with WiFi, AC in Ardmore
Vintage Modern Synthesis in the Heart of Winston-Salem
Fridge, microwave, oven, stovetop

Vintage Modern Synthesis in the Heart of Winston-Salem

10.0 out of 10, Exceptional, (41)
"Great property, great location and very helpful owners"
The price is AU$423
includes taxes & fees
17 Aug - 18 Aug
Vintage Modern Synthesis in the Heart of Winston-Salem
Cozy Winston-Salem Vacation Cabin
Exterior

Cozy Winston-Salem Vacation Cabin

2.0 star property
8.0 out of 10, Very good, (2)
"Host was prompt with responses and willing to assist. Sleeping for 10 or 12 if required but semi-comfortable seating for maybe 4 people unless you count dining room seating. Water pressure very low. Outdoor area and deck had nice view but old and could use some TLC with a covered are for rain days. We left a day early and went to a hotel."
The price is AU$729
includes taxes & fees
24 Aug - 25 Aug
Cozy Winston-Salem Vacation Cabin
Home in the Kernersville near Winston Salem, Greensboro, High Point
Fridge, microwave, oven, stovetop

Home in the Kernersville near Winston Salem, Greensboro, High Point

10.0 out of 10, Exceptional, (58)
"This property was perfect! Super great location, close to everything the Winston Salem area has to offer. "
The price is AU$343
includes taxes & fees
21 Aug - 22 Aug
Home in the Kernersville near Winston Salem, Greensboro, High Point
La Casita: A Cozy Retreat Near Wake Forest University"
Exterior detail

La Casita: A Cozy Retreat Near Wake Forest University"

9.6 out of 10, Exceptional, (49)
"Great location WFU, Reynolda Rd. House very clean with well equipped kitchen. King size beds. Outdoor patio table and chairs "
The price is AU$385
includes taxes & fees
8 Sept - 9 Sept
La Casita: A Cozy Retreat Near Wake Forest University"
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Exterior

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

9.8 out of 10, Exceptional, (25)
"The property description and photos are accurate. The property was clean and well cared for. The property is in a nice quiet neighborhood with restaurants and shopping close by. No issues whatsoever. Highly recommended. "
The price is AU$649
includes taxes & fees
10 Sept - 11 Sept
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Last minute Furniture Market Deal! Newly renovated condo near PTI Airport.
Exterior

Last minute Furniture Market Deal! Newly renovated condo near PTI Airport.

10.0 out of 10, Exceptional, (1)
"Overall really good "
Last minute Furniture Market Deal! Newly renovated condo near PTI Airport.
WEST END WHISPER 3 minute walk or drive to Everything. Prime location.
Property grounds

WEST END WHISPER 3 minute walk or drive to Everything. Prime location.

The price is AU$219
includes taxes & fees
16 Aug - 17 Aug
WEST END WHISPER 3 minute walk or drive to Everything. Prime location.
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

The Historic Brookstown Inn, Trademark Collection by Wyndham

The Historic Brookstown Inn, Trademark Collection by Wyndham

10/10 Excellent
"I liked everything about this hotel and staff! This is now my "go to" hotel whenever i am in winston salem. Customer service is above and beyond any hotel or any industry to be honest. Every employee that I encountered, gave a 5 star customer service experience. Thank you all!!!! "
Deanna 2-night trip
Posted 10 hours ago
The Historic Brookstown Inn, Trademark Collection by Wyndham