Holiday Homes in Winston-Salem

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Sept - 21 Sept
In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov

Featured Holiday Homes in Winston-Salem

Chic 2BR/2BA Near Dining & Shops
Fridge, microwave, oven, stovetop

Chic 2BR/2BA Near Dining & Shops

2.0 star property
8.0 out of 10, Very good, (1)
"This house was a nice spot to gather while we visited our son at school. We enjoyed the location and were able to walk around and visit the cute nearby shops while we waited to check in. (When we arrived, we learned that the guests before us had left a mess, so the woman who was cleaning the place wasn’t finished yet. She did a great job, though—it was in good shape when we were able to get settled in.The house did have some minor issues: one of the chairs at the dining table seemed like it was...
The price is AU$405
includes taxes & fees
11 Sept - 12 Sept
Chic 2BR/2BA Near Dining & Shops
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$362
includes taxes & fees
11 Sept - 12 Sept
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Rosewood Loft I Upper Suite
Dining

Rosewood Loft I Upper Suite

10.0 out of 10, Exceptional, (1)
"The host was very easy to contact. The space was clean and it was very easy to find things that we needed. We really appreciated the necessities towel bundle. The space felt welcoming and comfortable."
The price is AU$467
includes taxes & fees
11 Sept - 12 Sept
Rosewood Loft I Upper Suite
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$426
includes taxes & fees
16 Sept - 17 Sept
Charming 2-bed, 2 full bath studio with WiFi, AC in Ardmore
3 bedrooms 7min from downtown, college and hospital
Exterior

3 bedrooms 7min from downtown, college and hospital

9.8 out of 10, Exceptional, (6)
"Great property, great price"
The price is AU$323
includes taxes & fees
11 Sept - 12 Sept
3 bedrooms 7min from downtown, college and hospital
Urban Escape 3 Bed 2.5 Bath Near Wake Forest
Fridge, microwave, oven, stovetop

Urban Escape 3 Bed 2.5 Bath Near Wake Forest

10.0 out of 10, Exceptional, (3)
"An outstanding property.Well-appointed, clean, convenient to everything, and most importantly, quiet and peacefulWe are definitely staying again."
The price is AU$401
includes taxes & fees
15 Sept - 16 Sept
Urban Escape 3 Bed 2.5 Bath Near Wake Forest
Updated 1BR cottage on private acre+ lot
Exterior

Updated 1BR cottage on private acre+ lot

10.0 out of 10, Exceptional, (10)
"I will love to recommend this home away from home. It’s very close to everything and a very peaceful stay. "
The price is AU$287
includes taxes & fees
18 Sept - 19 Sept
Updated 1BR cottage on private acre+ lot
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
Fridge, microwave, oven, stovetop

Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem

9.0 out of 10, Wonderful, (2)
"Overall pleasant stay"
The price is AU$1,052
includes taxes & fees
12 Sept - 13 Sept
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem
Private kitchen

Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem

10.0 out of 10, Exceptional, (2)
"We enjoyed our short stay, house is very cute and cozy and well put together "
The price is AU$371
includes taxes & fees
21 Sept - 22 Sept
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem
Luxury 3BR Townhome - Sleep 6
Interior

Luxury 3BR Townhome - Sleep 6

9.2 out of 10, Wonderful, (35)
"Located in a quiet neighborhood with all the conveniences of home. Very clean and the furniture is comfortable."
The price is AU$387
includes taxes & fees
14 Sept - 15 Sept
Luxury 3BR Townhome - Sleep 6
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, (50)
"Adorable house with all the amenities. Excellent location when visiting Wake Forest. "
The price is AU$388
includes taxes & fees
11 Sept - 12 Sept
La Casita: A Cozy Retreat Near Wake Forest University"
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Interior

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

9.6 out of 10, Exceptional, (5)
"Nice location "
The price is AU$507
includes taxes & fees
15 Sept - 16 Sept
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Charming 1-bedroom house with AC, WiFi in delightful Winston Salem.
Property grounds

Charming 1-bedroom house with AC, WiFi in delightful Winston Salem.

The price is AU$279
includes taxes & fees
28 Sept - 29 Sept
Charming 1-bedroom house with AC, WiFi in delightful Winston Salem.
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, (47)
"Lovely space... super clean and cozy, close to everything in Winston-Salem but secluded enough. We will be definitely staying here again when we come back next year."
The price is AU$386
includes taxes & fees
7 Oct - 8 Oct
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Hartman Casita! Quiet neighborhood.1 king Bed!
Interior

Hartman Casita! Quiet neighborhood.1 king Bed!

9.8 out of 10, Exceptional, (19)
"The house was just what we need in terms of travel time to our event, comfort and peace! Would definitely recommend and stay again! "
The price is AU$646
includes taxes & fees
16 Sept - 17 Sept
Hartman Casita! Quiet neighborhood.1 king Bed!
Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (8)
"I rented the home for my family and they loved the place, very kid friendly."
The price is AU$700
includes taxes & fees
14 Sept - 15 Sept
Spacious 4-bedroom house with WiFi, AC in welcoming Winston-Salem, Ardmore
Cozy Winston-Salem Vacation Cabin
Exterior

Cozy Winston-Salem Vacation Cabin

2.0 star property
8.0 out of 10, Very good, (3)
"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$745
includes taxes & fees
25 Sept - 26 Sept
Cozy Winston-Salem Vacation Cabin
The Ardmore Executive Suite
Outdoor spa tub

The Ardmore Executive Suite

8.0 out of 10, Very good, (1)
"Overall, my stay was nice and was a great location for my daughter, granddaughters, and myself to celebrate my granddaughter's birthday, shop, eat dinner, and spend time together. The living space was nice, bed in the bedroom was comfortable, the pull out beds from two couches were not as comfortable, but my granddaughters enjoyed the board games that were there. The place was well furnished and clean. The upstair guests were doing karaoke which was somewhat loud late night. The most...
The price is AU$457
includes taxes & fees
6 Oct - 7 Oct
The Ardmore Executive Suite
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, (26)
"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$661
includes taxes & fees
18 Sept - 19 Sept
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Quiet, newly renovated. Near everything!
Fridge, microwave, oven, stovetop

Quiet, newly renovated. Near everything!

9.8 out of 10, Exceptional, (10)
"My son was graduating from NC state but lives in Winston Salem. This was the perfect spot for 5 adults and served as a great base camp. There were many small touches included and communication was immediate. We would definitely stay here again! "
The price is AU$420
includes taxes & fees
21 Sept - 22 Sept
Quiet, newly renovated. Near everything!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winston-Salem Hotel Reviews

Springhill Suites by Marriott Winston-Salem Hanes Mall

Springhill Suites by Marriott Winston-Salem Hanes Mall

10/10 Excellent
"GM Phillip was very attentive. "
Judy 1-night trip
Posted 13 hours ago
Springhill Suites by Marriott Winston-Salem Hanes Mall

Find out more about Winston-Salem

Find out more about Winston-Salem

Winston-Salem Holiday Homes information

Number of reviews
Accommodation
647 Holiday Homes
Lowest Price
AU$169
Highest Price
AU$1,108

Explore a world of travel with Expedia

Explore a world of travel with Expedia