Search Vacation Homes in Winston - Salem

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Vacation Homes in Winston - Salem

The Cook's Wall Cabin

9.8 out of 10, Exceptional, (121)
"Perfect location! Close to Hanging Rock, shops and restaurants! Hosts were more than accommodating, beautiful secure little spot definitely can't wait to go back!"
$103 nightly
The price is $110
Oct 13 - Oct 14
Total with taxes and fees
The Cook's Wall Cabin

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

2.0 star property
9.8 out of 10, Exceptional, (9)
"Great location clean and gorgeous home"
$310 nightly
The price is $350
Oct 13 - Oct 14
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
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...
$301 nightly
The price is $324
Oct 15 - Oct 16
Total with taxes and fees
Chic 2BR/2BA Near Dining & Shops

Cozy 3BR Home Near Fairgrounds and Downtown

2.0 star property
$193 nightly
The price is $207
Oct 14 - Oct 15
Total with taxes and fees
Cozy 3BR Home Near Fairgrounds and Downtown

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

9.6 out of 10, Exceptional, (15)
"Wonderful stay! "
$226 nightly
The price is $255
Oct 26 - Oct 27
Total with taxes and fees
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

High ceiling house close to downtown

7.8 out of 10, Good, (9)
"Nicely upgraded older home. It’s clean and very comfortable. The beds are comfy and big tv in each room. Huge back yard. Quiet neighborhood."
$169 nightly
The price is $191
Oct 14 - Oct 15
Total with taxes and fees
High ceiling house close to downtown

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."
$238 nightly
The price is $269
Oct 12 - Oct 13
Total with taxes and fees
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

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! "
$421 nightly
The price is $450
Nov 9 - Nov 10
Total with taxes and fees
Hartman Casita! Quiet neighborhood.1 king Bed!

Cozy Stay Near DT w/Deck and Fenced Yard

8.0 out of 10, Very Good, (1)
"Clean, quiwt, and close to everything. "
$179 nightly
The price is $202
Oct 13 - Oct 14
Total with taxes and fees
Cozy Stay Near DT w/Deck and Fenced Yard

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. "
$222 nightly
The price is $251
Oct 27 - Oct 28
Total with taxes and fees
La Casita: A Cozy Retreat Near Wake Forest University"

3 bed 2 bath single level home in Kernersville

9.6 out of 10, Exceptional, (32)
"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! "
$230 nightly
The price is $260
Oct 19 - Oct 20
Total with taxes and fees
3 bed 2 bath single level home in Kernersville

Newly renovated condo near PTI Airport.

10.0 out of 10, Exceptional, (2)
"This place is great. It has a cozy feel with all the conveniences of home. There is attention to detail with coffee, snacks & drink options. Definitely would recommend!"
$246 nightly
The price is $277
Oct 13 - Oct 14
Total with taxes and fees
Newly renovated condo near PTI Airport.

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 "
$229 nightly
The price is $259
Oct 26 - Oct 27
Total with taxes and fees
Spacious 3-Bedroom with 4 beds, Fully Furnished Home Near Downtown Winston-Salem

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

9.6 out of 10, Exceptional, (29)
"Enjoyed our stay at this property. Lina was very good with communication. Good location of the home and house was very spacious. "
$369 nightly
The price is $417
Oct 15 - Oct 16
Total with taxes and fees
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!

Rosewood Loft I Lower Suite

$262 nightly
The price is $296
Oct 12 - Oct 13
Total with taxes and fees
Rosewood Loft I Lower Suite

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

8.4 out of 10, Very Good, (15)
"I loved everything about this property."
$186 nightly
The price is $210
Oct 19 - Oct 20
Total with taxes and fees
Three bedroom 5 minutes to state university & town, 10 min to baptist hospital

Cozy Winston-Salem Vacation Cabin

2.0 star property
8.0 out of 10, Very Good, (4)
"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."
$412 nightly
The price is $466
Oct 13 - Oct 14
Total with taxes and fees
Cozy Winston-Salem Vacation Cabin

Cozy 2-bedroom bungalow in lovely Winston-Salem

10.0 out of 10, Exceptional, (8)
"We enjoyed our stay and loved the house. Great location for our needs."
$230 nightly
The price is $260
Oct 15 - Oct 16
Total with taxes and fees
Cozy 2-bedroom bungalow in lovely Winston-Salem

Vintage Modern Synthesis in the Heart of Winston-Salem

10.0 out of 10, Exceptional, (42)
"Great property, great location and very helpful owners"
$241 nightly
The price is $272
Oct 12 - Oct 13
Total with taxes and fees
Vintage Modern Synthesis in the Heart of Winston-Salem
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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