Book Holiday Homes in Winston-Salem
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Winston-Salem

Updated 1BR cottage on private acre+ lot

The Cook's Wall Cabin

⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊♀️🛍🍔🥂 Close

Cozy 2-bedroom bungalow in lovely Winston-Salem

Sports Bar + Work Center + 6 TVs + Fully Fenced Backyard

The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.

Renowned historic home downtown/across from park

Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby

Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views
Winston-Salem Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winston-Salem vacation homes are the perfect way for you to wing it.
Holiday houses in Winston-Salem let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winston-Salem in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winston-Salem adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winston-Salem with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winston-Salem vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Winston-Salem Holiday Homes essential information
Accommodation | 647 Holiday Homes |
---|---|
Lowest Price | NZ$133 |
Highest Price | NZ$533 |
Popular accommodation | Updated 1BR cottage on private acre+ lot, The Cook's Wall Cabin , ⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊♀️🛍🍔🥂 Close , Cozy 2-bedroom bungalow in lovely Winston-Salem, Sports Bar + Work Center + 6 TVs + Fully Fenced Backyard, The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges. , Renowned historic home downtown/across from park, Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby, Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views |
Top trending hotels in Winston-Salem

Hawthorne Inn and Conference Center

Best Western Plus University Inn

Comfort Suites Hanes Mall

Sleep Inn Hanes Mall
More ways to explore Winston-Salem
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.