Book Holiday Homes in Winston-Salem
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Featured Holiday Homes in Winston-Salem

Rustic Pond Retreat w/ Hot Tub & Fishing Gear

Private & Peaceful w/Hot Tub, Fireplace, Popcorn Machine. 15 Mins to Everything

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

Barn Loft with Mountain Views, minutes from Hanging Rock State Park

Little Granny's House - 3 Bedroom, 1 Bath

Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain

Family Fun Home 2 Bedroom 1 Bathroom close to Downtown Greensboro

Cozy 2-bedroom bungalow in lovely Winston-Salem

Urban Escape 3 Bed 2.5 Bath Near Wake Forest
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 | 588 Holiday Homes |
|---|---|
Lowest Price | NZ$141 |
Highest Price | NZ$546 |
Popular accommodation | Rustic Pond Retreat w/ Hot Tub & Fishing Gear, Private & Peaceful w/Hot Tub, Fireplace, Popcorn Machine. 15 Mins to Everything, Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby, Barn Loft with Mountain Views, minutes from Hanging Rock State Park, Little Granny's House - 3 Bedroom, 1 Bath, Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain, Family Fun Home 2 Bedroom 1 Bathroom close to Downtown Greensboro, Cozy 2-bedroom bungalow in lovely Winston-Salem, Urban Escape 3 Bed 2.5 Bath Near Wake Forest |
Top trending hotels in Winston-Salem

Hawthorne Inn and Conference Center

Courtyard by Marriott Winston-Salem University

Comfort Suites Hanes Mall

Best Western Plus University Inn
More ways to explore Winston-Salem
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^Subject to availability and chosen travel dates.
