Search Vacation Homes in Winston - Salem

  • 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
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sep - 13 Sep

Our top choices for Winston - Salem vacation homes

Studio | Bathroom | Shower, hair dryer, towels, soap

Exec Suite King Bed Hot Tub Gym Laundry

Exec Suite King Bed Hot Tub Gym Laundry
4.5 star property
Kernersville
The price is AED 275
AED 587 total
includes taxes & fees
31 May - 1 Jun
Exec Suite King Bed Hot Tub Gym Laundry
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
9.0 out of 10, Wonderful, (2 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 428
AED 1,034 total
includes taxes & fees
31 May - 1 Jun
King Beds Hot Tub Arcade Grill & Firepit
House | 5 bedrooms, hypo-allergenic bedding, laptop workspace

Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub
4.0 star property
Winston-Salem
The price is AED 217
AED 1,164 total
includes taxes & fees
31 May - 1 Jun
Arcade Kid Friendly Firepit Grill HotTub
4 bedrooms, hypo-allergenic bedding, in-room safe, blackout drapes

Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.0 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 322
AED 835 total
includes taxes & fees
21 Jun - 22 Jun
Heated Pool King Bed Jacuzzi Bath Arcade
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
The price is AED 214
AED 520 total
includes taxes & fees
1 Jun - 2 Jun
Updated 1BR cottage on private acre+ lot
Outdoor dining

La Casita .

La Casita .
Winston-Salem
10.0 out of 10, Exceptional, (4 reviews)
"Overall a great place to stay. Super cozy! "
United States
Darren L.
The price is AED 281
AED 691 total
includes taxes & fees
31 May - 1 Jun
La Casita .
Fridge, microwave, oven, stovetop

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
9.8 out of 10, Exceptional, (28 reviews)
"The property was clean, and comfortable in a nice neighborhood close to amenities."
United States
Maria H.
The price is AED 426
AED 975 total
includes taxes & fees
25 May - 26 May
Quiet, newly renovated. Near everything!
Iron/ironing board, travel crib, WiFi, bed sheets

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

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
Winston-Salem
9.4 out of 10, Exceptional, (3 reviews)
"Great place, definitely an excellent stay."
United States
Ralph S.
The price is AED 290
AED 848 total
includes taxes & fees
25 May - 26 May
Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
Smart TV

Spacious Renovated 3bedroom w/WiFi and Near PTI Airport in tranquil Greensboro

Spacious Renovated 3bedroom w/WiFi and Near PTI Airport in tranquil Greensboro
Greensboro
9.8 out of 10, Exceptional, (18 reviews)
"Great location clean and gorgeous home"
United States
Deondrikk M.
The price is AED 264
AED 1,139 total
includes taxes & fees
26 May - 27 May
Spacious Renovated 3bedroom w/WiFi and Near PTI Airport in tranquil Greensboro
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
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 AED 364
AED 894 total
includes taxes & fees
25 May - 26 May
High Ceilings | King Beds | 85” TV | Near Downtown
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 AED 397
AED 975 total
includes taxes & fees
1 Jun - 2 Jun
La Casita: A Cozy Retreat Near Wake Forest University"
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 AED 555
AED 997 total
includes taxes & fees
31 May - 1 Jun
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
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 AED 307
AED 746 total
includes taxes & fees
27 May - 28 May
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
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.
The price is AED 505
AED 1,182 total
includes taxes & fees
26 May - 27 May
Urban Escape 3 Bed 2.5 Bath Near Wake Forest
Smart TV, fireplace

Elegant 2BR Retreat • Spa Showers • Chef Kitchen • Near Hospitals & Parks

Elegant 2BR Retreat • Spa Showers • Chef Kitchen • Near Hospitals & Parks
Clemmons
8.8 out of 10, Excellent, (5 reviews)
"Good location. Nice kitchen and baths. "
United States
Holly H.
The price is AED 595
AED 1,166 total
includes taxes & fees
25 May - 26 May
Elegant 2BR Retreat • Spa Showers • Chef Kitchen • Near Hospitals & Parks
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 AED 478
AED 1,147 total
includes taxes & fees
26 May - 27 May
Luxury 3BR Townhome - Sleep 6
Smart TV

3 bed 2 bath single level home in Kernersville

3 bed 2 bath single level home in Kernersville
Kernersville
9.4 out of 10, Exceptional, (40 reviews)
"Clean, comfortable and safe location. "
United States
mtcornwell
The price is AED 413
AED 994 total
includes taxes & fees
31 May - 1 Jun
3 bed 2 bath single level home in Kernersville
2 bedrooms, desk, iron/ironing board, travel crib

Quiet home in the Kernersville near Winston Salem, Greensboro, High Point

Quiet home in the Kernersville near Winston Salem, Greensboro, High Point
Kernersville
10.0 out of 10, Exceptional, (72 reviews)
"Great place and greatly stocked house with all necessities, would stay here again! "
United States
Daphne C.
Quiet home in the Kernersville near Winston Salem, Greensboro, High Point
Dining

Downtown Charm, 3 Bdr, Near Rest and Bars

Downtown Charm, 3 Bdr, Near Rest and Bars
Winston-Salem
9.4 out of 10, Exceptional, (25 reviews)
"Nice parking… great location "
United States
Debra T D.
Downtown Charm, 3 Bdr, Near Rest and Bars
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.
View all properties
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

Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

6/10 Okay
"Website said breakfast was included, but was NOT included if you booked on Expedia or 3rd party site. Hotel said breakfast was only included if you booked directly on their website. Very misleading! Also, hotel entrance closest to parking lot was not accessible with room key. There was no sign stating any hours of operation or one indicating there was a problem with the door. This was VERY inconvenient as it required walking around entire property to gain entry at main entrance. After entering the hotel to ask about this, there was no one available at the front desk to report issue to. Rooms were clean, but our room was missing soap, shampoo, etc. Notified front desk, but never received items. After reading other reviews, we were disappointed as we expected a better experience. Only positive, rooms were clean."
Karen 1-night trip
Posted 9 hours ago
Hawthorne Inn and Conference Center