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Winston-Salem vacation rentals

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Top-rated vacation rentals in Winston-Salem

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Condo in Winston-Salem
Sanctuary – 1bedroom & 1bathroom
My modern and convenient condo located in the heart of Winston-Salem’s shopping district will provide you with a 1 bedroom & bathroom space. The condo is professionally furnished and cleaned to provide a 5 star experience. Basic appliances provided (microwave, kitchen appliances, washer & dryer, dishwasher, Keurig). Very spacious with patio furniture for extra relaxation! You can also enjoy the community pool and gym. This space is NOT shared. Guests have the entire space to themselves.
$74 per night
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Private room in Ardmore
Cozy and private room in Ardmore
Location Location Location!!! In Ardmore, minutes away from both Hospitals, shopping, and a revitalized Downtown this private room is a great place to stay in Winston. Private entry, private bathroom and a cute deck are just some of the cool aspects of this charming spot. The neighborhood is great for walks and you can check out Miller Park or walk to Trader Joe’s in less than 5 minutes. No matter whether you are here for business or pleasure this location is awesome!
$49 per night
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Condo in Winston-Salem
A Bright Spot in West End
Welcome to the Shenandoah house condominiums! Located in the historic West End neighborhood of downtown Winston-Salem. Spacious one bedroom with lots of natural light, hardwood floors, eat in kitchen and private screened porch. Filled with works from many of Winston's local artists. Fully equipped for your stay. Easy walking distance to restaurants, bars, shopping, entertainment, breweries, parks and public transportation. Free parking!
$104 per night
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Stay near Winston-Salem's top sights

Photo of Hanes Mall
Hanes Mall58 locals recommend
Photo of Walmart Supercenter
Walmart Supercenter31 locals recommend
Photo of Lawrence Joel Veterans Memorial Coliseum
Lawrence Joel Veterans Memorial Coliseum13 locals recommend
Photo of Old Salem Museums & Gardens Administrative Offices
Old Salem Museums & Gardens Administrative Offices36 locals recommend
Photo of Benton Convention Center
Benton Convention Center8 locals recommend
Photo of Novant Health Forsyth Medical Center
Novant Health Forsyth Medical Center7 locals recommend

Weekly rentals in Winston-Salem

Private room in Ardmore
Ardmore Nest
$55 per night
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Condo in Winston-Salem
Open Stylish Condo near Old Salem,Downtown,UNCSA
$86 per night
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Guest suite in Winston-Salem
Private, Peaceful, Green Hideaway 6 Minutes to WFU
$68 per night
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Rental unit in Winston-Salem
The Foothills in Downtown WS! Renovated | King Bed
$118 per night
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Rental unit in Winston-Salem
Cozy Apt walking distance to Downtown / Stadium
$76 per night
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Private room in Winston-Salem
Alexis’s Room Monthy discount
$30 per night
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Rental unit in Ardmore
1BR 1st Floor Apt Near Downtown with Free Parking
$89 per night
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Guesthouse in Winston-Salem
Golden Studio, few minutes to Downtown.
$72 per night
Rental unit in Winston-Salem
Cozy Cottage Near WF Baptist & Downtown
$75 per night
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Rental unit in Winston-Salem
Entire Apartment near Atrium Baptist Hospital
$115 per night
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Private room in Winston-Salem
Nurse’s Private Cottage/Private entry monthly disc
$29 per night
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Condo in Winston-Salem
Cozy Downtown Retreat w/ King Bed + Luxe Shower
$126 per night
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Winston-Salem guest house rentals

Guesthouse in Kernersville
The Bungalow at Weather Ridge
$76 per night
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Guesthouse in Winston-Salem
Cozy Courtyard Cottage~Downtown Winston Salem
$113 per night
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Guesthouse in Winston-Salem
3 mins from Downtown - PS5, King Bed & EV Charger
$99 per night
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Guesthouse in Greensboro
A charmer!Great spot near downtown.
$74 per night
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Guesthouse in Germanton
Mel’s country cottage. Country life near the city.
$62 per night
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Guesthouse in Winston-Salem
Studio 1BR near WFU
$125 per night
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Guesthouse in Greensboro
Gate House Garden
$91 per night
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Guesthouse in Jamestown
Adorable studio tiny house.
$85 per night
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Guesthouse in Greensboro
Private Guesthouse in a Quiet Neighborhood.
$83 per night
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Guesthouse in Lexington
The Cottage
$85 per night
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Guesthouse in Mocksville
“Home” on the Road!
$79 per night
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Guesthouse in Winston-Salem
Backyard Pool House
$214 per night
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Weekly guest house rentals in Winston-Salem

Guesthouse in Lexington
Quiet, Cozy and only a 2 block walk to uptown
$75 per night
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Guesthouse in Lexington
Mountain View Retreat
$157 per night
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Guesthouse in Summerfield
Spacious updated guest house with pool
$85 per night
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Guesthouse in Asheboro
The cozy country getaway
$80 per night
Guesthouse in Greensboro
The Right Place
$58 per night
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Guesthouse in Greensboro
*NEW - The Concrete Retreat
$106 per night
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Guesthouse in High Point
Farmhouse Guesthouse
$101 per night
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Guesthouse in Greensboro
Stylish Studio Apartment Across From Park/Trails
$93 per night
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Guesthouse in Greensboro
Tranquil & Private Loft in Charming Starmount
$105 per night
Guesthouse in High Point
Adorable & Spacious Studio with Full Kitchen
$86 per night
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Guesthouse in Greensboro
Dreamland Cabin - Cozy Carolina Comfort
$80 per night
Guesthouse in High Point
Private Apt/Furniture Market/HPU
$57 per night

Stays in Ardmore

Home in Ardmore
Cozy & Clean Home In Ardmore - The Yellow Cottage
$92 per night
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Private room in Ardmore
Three blocks from Atrium Hosp.
$50 per night
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Home in Ardmore
The Retreat @ Ardmore in Downtown Winston
$109 per night
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Guest suite in Ardmore
Ardmore studio, close to downtown, hospitals & WFU
$76 per night
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Stays in West Salem

Rental unit in Winston-Salem
Vintage Grocery-now Artsy downtown Apt near UNCSA
$120 per night
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Guest suite in Winston-Salem
Gorgeous Private Unit in West Salem ~ Pet Friendly
$81 per night
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Home in Ardmore
1 Bed Entire Place Ardmore 3 min Baptist Hospital
$80 per night
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Rental unit in Winston-Salem
🌹Rose Room Apartment, West Salem Art Hotel
$92 per night
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Stays in Buena Vista

Private room in Winston-Salem
Private guest suite on beautiful lot.
$54 per night
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Bungalow in Winston-Salem
Buena Vista
$150 per night
Private room in Winston-Salem
Beautiful Suite close to Hospitals and WFU
$52 per night
Private room in Winston-Salem, North Carolina, US
Cosy Single Rm w/private entry month/wk discount
$30 per night
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