Search Vacation Homes in Winston - Salem

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Vacation Homes in Winston - Salem

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

2.0 star property
Greensboro
9.8 out of 10, Exceptional, (10)
"Great location clean and gorgeous home"
United States
Deondrikk M.
$281 nightly
The price is $317
Dec 2 - Dec 3
Total with taxes and fees
Spacious Renovated 3-bedroom with WiFi and AC in tranquil Greensboro

Chic 2BR/2BA Near Dining & Shops

2.0 star property
Winston-Salem
9.0 out of 10, Wonderful, (2)
"Absolutely spotless and adorable cottage with tons of room, with a layout that makes it appear more spacious than its stated square footage. The decor is cozy and welcoming, with board games galore in the living room. Loved the spacious dining table with bench. Both showers are gigantic and tiled beautifully. We chose the dual-head shower in the spacious back bedroom, which easily holds 2 queen beds and furniture, as we chose to sleep there instead of the front bedroom. The mattress was very...
United States
Steven A.
$240 nightly
The price is $256
Dec 7 - Dec 8
Total with taxes and fees
Chic 2BR/2BA Near Dining & Shops

Cozy 3BR Home Near Fairgrounds and Downtown

2.0 star property
Winston-Salem
$214 nightly
The price is $227
Dec 1 - Dec 2
Total with taxes and fees
Cozy 3BR Home Near Fairgrounds and Downtown

Downtown Charm, 3 Bdr, Near Rest and Bars

Winston-Salem
9.4 out of 10, Exceptional, (18)
"Wonderful place to stay…ecotourism need!"
United Kingdom
Patricia K.
$234 nightly
The price is $248
Dec 10 - Dec 11
Total with taxes and fees
Downtown Charm, 3 Bdr, Near Rest and Bars

4-bedroom house in lovely High Point with AC, fitness room

2.0 star property
Deep River
$187 nightly
The price is $205
Dec 1 - Dec 2
Total with taxes and fees
4-bedroom house in lovely High Point with AC, fitness room

Cozy 2-bedroom bungalow in lovely Winston-Salem

Winston-Salem
10.0 out of 10, Exceptional, (12)
"We enjoyed our stay and loved the house. Great location for our needs."
United States
Andrea K.
$227 nightly
The price is $257
Dec 8 - Dec 9
Total with taxes and fees
Cozy 2-bedroom bungalow in lovely Winston-Salem

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

Kernersville
10.0 out of 10, Exceptional, (64)
"Well kept place just as listed. Owners were very helpful when asked. Recommend for small families!"
United States
Justin D.
$205 nightly
The price is $231
Dec 1 - Dec 2
Total with taxes and fees
Quiet home in the Kernersville near Winston Salem, Greensboro, High Point

The Cook's Wall Cabin

Germanton
9.8 out of 10, Exceptional, (127)
"Hosts were super friendly and informative Clean and very comfortable Toilet area is small but everything we needed and more was there for the affordable price Would stay again "
United States
Terri
$103 nightly
The price is $110
Dec 2 - Dec 3
Total with taxes and fees
The Cook's Wall Cabin

A place to enjoy Winter! nearby Skiing, Famous Christmas lights, Truist Soccer

Clemmons
10.0 out of 10, Exceptional, (1)
"Clean, comfy home and accommodating host. I would recommend this property and location. The fall decor made me smile every time I saw them!!"
United States
Sandra M.
$186 nightly
The price is $210
Dec 7 - Dec 8
Total with taxes and fees
A place to enjoy Winter! nearby Skiing, Famous Christmas lights, Truist Soccer

3 bed 2 bath single level home in Kernersville

Kernersville
9.6 out of 10, Exceptional, (35)
"We needed a place to stay halfway on our trip to the beach! We could not have asked for a nicer, easier to get to spot! We really enjoyed our stay! "
United States
Dylan V.
$234 nightly
The price is $265
Dec 2 - Dec 3
Total with taxes and fees
3 bed 2 bath single level home in Kernersville

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

Winston-Salem
8.4 out of 10, Very Good, (15)
"Great stay with family. "
United States
Tyler J.
$195 nightly
The price is $220
Dec 31 - Jan 1, 2026
Total with taxes and fees
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital

Minimalist Stay

Winston-Salem
10.0 out of 10, Exceptional, (1)
"The host was very accommodating and communicated well. The house was recently remodeled and very clean. The yard in front and back is large and covered in grass, very nice for pets. The description as minimalist is accurate. There are standard appliances, two beds, equipped bathrooms...that is it...just as advertised. No complaints, just nothing like we have booked before.One note - we only saw a recycle can outside, not a garbage can as we left.If available, we will book again."
United States
John F.
$159 nightly
The price is $180
Dec 1 - Dec 2
Total with taxes and fees
Minimalist Stay

Vintage Modern Synthesis in the Heart of Winston-Salem

Winston-Salem
10.0 out of 10, Exceptional, (42)
"Great property, great location and very helpful owners"
United States
Simon P.
$241 nightly
The price is $272
Dec 2 - Dec 3
Total with taxes and fees
Vintage Modern Synthesis in the Heart of Winston-Salem

Urban Escape 3 Bed 2.5 Bath Near Wake Forest

Winston-Salem
8.8 out of 10, Excellent, (6)
"Perfect place for nice weekend getaway. Also, the house was completely filled with amenities! It was surrounded by a lot of nature and very peaceful."
United States
Dahlia
$237 nightly
The price is $252
Dec 8 - Dec 9
Total with taxes and fees
Urban Escape 3 Bed 2.5 Bath Near Wake Forest

Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Winston-Salem
9.6 out of 10, Exceptional, (9)
"Nice location "
United States
Benelli T.
$268 nightly
The price is $303
Dec 1 - Dec 2
Total with taxes and fees
Winston Salem 3Bd 2Ba GAME ROOM mins to Downtown

Quiet, newly renovated. Near everything!

Winston-Salem
9.8 out of 10, Exceptional, (19)
"Great place to stay for a quick family visit. "
United States
karen e.
$233 nightly
The price is $263
Dec 4 - Dec 5
Total with taxes and fees
Quiet, newly renovated. Near everything!

Updated 1BR cottage on private acre+ lot

Winston-Salem
10.0 out of 10, Exceptional, (16)
"Beautiful little cottage, just the right size and space for the two of us! Great communication with the host and good area to stay. We felt safe and comfortable there!"
Canada
Aimee C.
$113 nightly
The price is $127
Dec 8 - Dec 9
Total with taxes and fees
Updated 1BR cottage on private acre+ lot

Luxury 3BR Townhome - Sleep 6

Winston-Salem
9.2 out of 10, Wonderful, (40)
"Not luxurious but perfectly adequate for three couples for three nights. A nice addition would be grab bars in both shower tubs for safety."
United States
Maggie B.
$230 nightly
The price is $244
Dec 1 - Dec 2
Total with taxes and fees
Luxury 3BR Townhome - Sleep 6

Soothing 3-bedroom house with AC in Winston-Salem close to highway restaurants

Winston-Salem
$312 nightly
The price is $353
Dec 1 - Dec 2
Total with taxes and fees
Soothing 3-bedroom house with AC in Winston-Salem close to highway restaurants

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

Winston-Salem
9.8 out of 10, Exceptional, (16)
"Wonderful stay! "
United States
Hannah J.
$209 nightly
The price is $236
Dec 1 - Dec 2
Total with taxes and fees
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
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

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Winston - Salem Vacation Homes information

Number of reviews
422
Accommodation
242 Vacation Homes
Lowest Price
$110
Highest Price
$353

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