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Vacation Homes in Winston-Salem
Our top choices for Winston-Salem vacation homes

Updated 1BR cottage on private acre+ lot
Updated 1BR cottage on private acre+ lot
10.0 out of 10, Exceptional, (10)
$166 nightly
The price is $188
Sep 21 - Sep 22
Total with taxes and fees

The Cook's Wall Cabin
The Cook's Wall Cabin
9.8 out of 10, Exceptional, (119)
$103 nightly
The price is $110
Sep 21 - Sep 22
Total with taxes and fees

⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊♀️🛍🍔🥂 Close
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊♀️🛍🍔🥂 Close
9.8 out of 10, Exceptional, (60)
$278 nightly
The price is $313
Oct 9 - Oct 10
Total with taxes and fees

Cozy 2-bedroom bungalow in lovely Winston-Salem
Cozy 2-bedroom bungalow in lovely Winston-Salem
10.0 out of 10, Exceptional, (7)
$229 nightly
The price is $259
Sep 29 - Sep 30
Total with taxes and fees

Sports Bar + Work Center + 6 TVs + Fully Fenced Backyard
Sports Bar + Work Center + 6 TVs + Fully Fenced Backyard
10.0 out of 10, Exceptional, (1)

The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.
The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.
10.0 out of 10, Exceptional, (51)

Renowned historic home downtown/across from park
Renowned historic home downtown/across from park
10.0 out of 10, Exceptional, (48)

Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby
Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby
10.0 out of 10, Exceptional, (186)
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

The Historic Brookstown Inn, Trademark Collection by Wyndham
10/10 Excellent
Find out more about Winston-Salem
Find out more about Winston-Salem
Winston-Salem Vacation Homes information
Number of reviews | 970 |
---|---|
Accommodation | 631 Vacation Homes |
Lowest Price | $110 |
Highest Price | $598 |
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