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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.

SUPERHOST
  1. Entire home
  2. Winston-Salem
1 BR West End Gem - Newly Renovated!

Come stay in this newly renovated, ground-level apartment located in the basement of a historic home in the West End area. It is less than 1 mile from Baptist hospital and walking distance to downtown. This sparkling, clean apartment allows for the chance to get away while still providing the comforts of home. It has a large, open kitchen with brand new appliances and all the utensils, pots/pans, small appliances - and even spices- you need to make any meal!

$99 per night
SUPERHOST
  1. Private room
  2. Winston-Salem
Easy place to stay. Room #2

Please don’t book if you expect a 5 star location! If it matters do your own research! Cheap & humble. Easy keyless check in, safe parking off the street, comfy bed, light blocking curtains, clean towels, plush toilet paper, fast internet ٩(^‿^)۶ Stovetop and big oven are off limits, everything else in the kitchen is open to use. We have multiple guests at any given time and some can snore up a storm so if you need dead silence, we’ve got earplugs ;) Discounts for longer terms available.

$39 per night
  1. Private room
  2. Winston-Salem
Nicole’s room
$37 per night

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Stay near Winston-Salem's top sights

Photo of Old Salem Museum & Gardens
Old Salem Museum & Gardens14 locals recommend
Photo of Historic Bethabara Park
Historic Bethabara Park10 locals recommend
Photo of Reynolda House Museum of American Art
Reynolda House Museum of American Art35 locals recommend
Photo of Hanes Mall
Hanes Mall16 locals recommend
Photo of The Southeastern Center for Contemporary Art
The Southeastern Center for Contemporary Art12 locals recommend
Photo of Bowman Gray Stadium
Bowman Gray Stadium4 locals recommend

Winston-Salem guest house rentals

SUPERHOST
  1. Entire guesthouse
  2. Winston-Salem
Cozy Courtyard Cottage~Downtown Winston Salem
$98 per night
SUPERHOST
  1. Entire guesthouse
  2. Winston-Salem
Studio 1BR near WFU
$116 per night
  1. Entire guesthouse
  2. Winston-Salem
GOLDEN INDIGO Studio, few minutes to Downtown.
$72 per night
SUPERHOST
  1. Entire guesthouse
  2. Germanton
Mel’s country cottage. Country life near the city.
$56 per night
SUPERHOST
  1. Entire guesthouse
  2. Winston-Salem
Backyard Pool House
$214 per night
SUPERHOST
  1. Entire guesthouse
  2. High Point
1 Bedroom Basement Apartment Private Entrance
$57 per night
SUPERHOST
  1. Entire guesthouse
  2. Jamestown
Adorable studio tiny house.
$85 per night
  1. Entire guesthouse
  2. High Point
Private cottage w resort pool
$68 per night
  1. Entire guesthouse
  2. Lexington
The Cottage
$85 per night
SUPERHOST
  1. Entire guesthouse
  2. Greensboro
A charmer!Great spot near downtown.
$66 per night
SUPERHOST
  1. Entire guesthouse
  2. Lexington
Quiet, Cozy and only a 2 block walk to uptown
$72 per night
  1. Entire guesthouse
  2. Greensboro
Tiny House Greensboro
$73 per night

Weekly rentals in Winston-Salem

SUPERHOST
  1. Entire guesthouse
  2. Winston-Salem
✩✯10min→ TOP Dine+Shop | 500Mbps | Netflix | Yard
$129 per night
SUPERHOST
  1. Private room
  2. Winston-Salem
Guest house with parking space,
$74 per night
SUPERHOST
  1. Entire guesthouse
  2. Greensboro
Leafy, Suburban Abode
$81 per night
SUPERHOST
  1. Entire guesthouse
  2. Summerfield
Spacious updated guest house with pool
$80 per night
  1. Entire guesthouse
  2. Greensboro
Private Guesthouse in a Quiet Neighborhood.
$99 per night
SUPERHOST
  1. Entire guesthouse
  2. Greensboro
Eco-Friendly Nest near UNCG, Proximity, & Greenway
$66 per night
SUPERHOST
  1. Entire guesthouse
  2. Greensboro
The Right Place
$74 per night
SUPERHOST
  1. Entire guesthouse
  2. Pinnacle
Cute with character and history - est. 1849
$89 per night
  1. Entire guesthouse
  2. Greensboro
Eco-friendly Treehouse: The Roost!
$98 per night
SUPERHOST
  1. Entire guesthouse
  2. Greensboro
The Friendly Place
$81 per night
SUPERHOST
  1. Entire guesthouse
  2. High Point
Hillcrest Hideaway
$99 per night
SUPERHOST
  1. Entire guesthouse
  2. Kernersville
Farm House Loft Apartment
$101 per night