Search Vacation Homes in Winston - Salem

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27
In one month
Aug 8 - Aug 10
In two months
Sep 5 - Sep 7

Vacation Homes in Winston - Salem

The Cook's Wall Cabin
Terrace/patio

The Cook's Wall Cabin

9.8 out of 10, Exceptional, (110)
"Great location, perfect little cabin for visiting Hanging Rock State Park."
$103 nightly
The price is $110
Jul 10 - Jul 11
Total includes taxes and fees
The Cook's Wall Cabin
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! "
$208 nightly
The price is $234
Jul 10 - Jul 11
Total includes taxes and fees
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Updated 1BR cottage on private acre+ lot
Exterior

Updated 1BR cottage on private acre+ lot

10.0 out of 10, Exceptional, (5)
"The place was supuer nice and clean! "
$114 nightly
The price is $128
Jul 14 - Jul 15
Total includes taxes and fees
Updated 1BR cottage on private acre+ lot
3 bedrooms 7min from downtown, college and hospital
Exterior

3 bedrooms 7min from downtown, college and hospital

9.6 out of 10, Exceptional, (4)
"Great property, great price"
$161 nightly
The price is $182
Jul 13 - Jul 14
Total includes taxes and fees
3 bedrooms 7min from downtown, college and hospital
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, (1)
"We enjoyed our short stay, house is very cute and cozy and well put together "
$204 nightly
The price is $231
Jul 10 - Jul 11
Total includes taxes and fees
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem
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. "
$195 nightly
The price is $221
Jul 14 - Jul 15
Total includes taxes and fees
Home in the Kernersville near Winston Salem, Greensboro, High Point
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars
Property grounds

Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars

9.4 out of 10, Exceptional, (12)
"This space was perfect for three friends in town for a quick overnight stay. Plenty of space for everyone, very clean and well equipped."
$247 nightly
The price is $265
Jul 15 - Jul 16
Total includes taxes and fees
Downtown Charm, 3 Bdr, Near Rest and Bars, Downtown Charm, 3 Bdr, Near Rest and Bars
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!

9.8 out of 10, Exceptional, (39)
"We had a great stay! The property manager had great communication and it was very clean! "
$221 nightly
The price is $250
Jul 16 - Jul 17
Total includes taxes and fees
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
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

$126 nightly
The price is $142
Jul 14 - Jul 15
Total includes taxes and fees
Semi-Private Large Guest Suite; bedroom, bath, and living room in Triad
🍀 Exceptional Fully Equipped Spacious Home 1 King & 2 Queen BRs
Exterior

🍀 Exceptional Fully Equipped Spacious Home 1 King & 2 Queen BRs

9.0 out of 10, Wonderful, (6)
"I will be staying here again. The host was very nice."
$559 nightly
The price is $613
Jul 10 - Jul 11
Total includes taxes and fees
🍀 Exceptional Fully Equipped Spacious Home 1 King & 2 Queen BRs
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, (40)
"Great property, great location and very helpful owners"
$241 nightly
The price is $272
Jul 10 - Jul 11
Total includes taxes and fees
Vintage Modern Synthesis in the Heart of Winston-Salem
La Casita: A Cozy Retreat Near Wake Forest University"
Outdoor dining

La Casita: A Cozy Retreat Near Wake Forest University"

9.6 out of 10, Exceptional, (48)
"Adorable house with all the amenities. Excellent location when visiting Wake Forest. "
$252 nightly
The price is $285
Jul 16 - Jul 17
Total includes taxes and fees
La Casita: A Cozy Retreat Near Wake Forest University"
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 "
$243 nightly
The price is $274
Jul 10 - Jul 11
Total includes taxes and fees
Last minute Furniture Market Deal! Newly renovated condo near PTI Airport.
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee
Children's activities

Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

3.0 star property
6.0 out of 10, (4)
"The house was very nice. Very well kept up. Enjoyed the atmosphere. Hope to stay there again. Great experience. 😃"
$425 nightly
The price is $480
Jul 15 - Jul 16
Total includes taxes and fees
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee
Quiet, newly renovated. Near everything!
Exterior

Quiet, newly renovated. Near everything!

9.8 out of 10, Exceptional, (8)
"Great house for a bunch of O40 soccer players in the Carolinas Cup. Good location and nice, clean accommodations for relaxing after abusing our bodies for the weekend. Thanks for a great stay!"
$215 nightly
The price is $242
Jul 10 - Jul 11
Total includes taxes and fees
Quiet, newly renovated. Near everything!
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."
$410 nightly
The price is $463
Jul 14 - Jul 15
Total includes taxes and fees
Cozy Winston-Salem Vacation Cabin
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Interior

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

10.0 out of 10, Exceptional, (1)
"Nice location "
$283 nightly
The price is $319
Aug 1 - Aug 2
Total includes taxes and fees
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown
Hartman Casita! Quiet neighborhood.1 king Bed!
Interior

Hartman Casita! Quiet neighborhood.1 king Bed!

9.8 out of 10, Exceptional, (18)
"From beginning to end everything has been great "
$432 nightly
The price is $462
Jul 25 - Jul 26
Total includes taxes and fees
Hartman Casita! Quiet neighborhood.1 king Bed!
3-bedroom house in charming Winston-Salem with WiFi and AC!
Smart TV

3-bedroom house in charming Winston-Salem with WiFi and AC!

$260 nightly
The price is $294
Jul 16 - Jul 17
Total includes taxes and fees
3-bedroom house in charming Winston-Salem with WiFi and AC!
Little Granny's House - 3 Bedroom, 1 Bath
Exterior

Little Granny's House - 3 Bedroom, 1 Bath

10.0 out of 10, Exceptional, (6)
"Love the property, will definitely be back again!"
$238 nightly
The price is $269
Jul 14 - Jul 15
Total includes taxes and fees
Little Granny's House - 3 Bedroom, 1 Bath
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