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Winston-Salem vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Winston-Salem

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

Superhost
Guest suite in Winston-Salem
Private, Peaceful, Green Hideaway 6 Minutes to WFU
Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.
$58 per night
Superhost
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.
$69 per night
Superhost
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!
$78 per night

Stay near Winston-Salem's top sights

Hanes Mall57 locals recommend
Lawrence Joel Veterans Memorial Coliseum13 locals recommend
Walmart Supercenter30 locals recommend
Old Salem Museums & Gardens Administrative Offices36 locals recommend
Benton Convention Center8 locals recommend
Walmart Neighborhood Market3 locals recommend

Weekly rentals in Winston-Salem

Superhost
Guest suite in Winston-Salem
Ardmore studio, close to downtown, hospitals & WFU
Sep 24 – Oct 1
$72 per night
Superhost
Guest suite in Pfafftown
The Colonial Winston-Salem: a boutique guest suite
Aug 19 – 26
$72 per night
Superhost
Condo in Winston-Salem
Old Salem Getaway - Visit DTWS via the Strollway
Sep 18 – 25
$85 per night
Superhost
Guest suite in Winston-Salem
The Man Cave
Mar 30 – Apr 6
$109 per night
Superhost
Home in Winston-Salem
The Zen Ranch - Modern Luxury with Relaxing Vibes
Feb 21 – 28
$162 per night
Superhost
Bungalow in Winston-Salem
Cozy Ardmore Bungalow
Sep 12 – 19
$115 per night
Superhost
Condo in Winston-Salem
Modern Corner Condo near Old Salem,Downtown,UNCSA
Jan 5 – 12
$97 per night
Superhost
Home in Winston-Salem
Camel City Cottage - located near the hospitals
Jan 30 – Feb 6
$79 per night
Superhost
Home in Winston-Salem
House in West Salem w/Brewery Tour and Tasting
Oct 28 – Nov 4
$97 per night
Superhost
Apartment in Winston-Salem
West Salem Art Hotel, "Art" partment #1
Feb 26 – Mar 4
$99 per night
Superhost
Guest suite in Winston-Salem
Comfortable and Convenient Studio
Nov 15 – 22
$82 per night
Superhost
Bungalow in Winston-Salem
Renovated Perfection in Quiet W-S Neighborhood
Jun 25 – Jul 2
$143 per night

Winston-Salem guest house rentals

Superhost
Guesthouse in Lexington
The Cottage
$85 per night
Superhost
Guesthouse in Ararat
The FarmHouse Barn Suite
$65 per night
Superhost
Guesthouse in Pinnacle
Cute with character and history - est. 1849
$108 per night
Superhost
Guesthouse in Kernersville
The Bungalow at Weather Ridge
$76 per night
Superhost
Guesthouse in Winston-Salem
Charming Ardmore Cottage
$75 per night
Superhost
Guesthouse in Winston-Salem
3 mins from Downtown - PS5, King Bed & EV Charger
$55 per night
Superhost
Guesthouse in Clemmons
Bee Happy- Studio & Pets Welcome- No cleaning Fees
$115 per night
Superhost
Guesthouse in Jamestown
Beautiful Duplex
$85 per night
Superhost
Guesthouse in Mocksville
“Home” on the Road!
$95 per night
Superhost
Guesthouse in Mocksville
Entire Private Entrance Studio Apartment with Pool
$79 per night
Superhost
Guesthouse in Winston-Salem
Backyard Pool House
$150 per night
Superhost
Guesthouse in Winston-Salem
Adorable cottage surrounded by nature
$200 per night

Weekly guest house rentals in Winston-Salem

Superhost
Guesthouse in Winston-Salem
Studio 1BR near WFU
Sep 21 – 28
$101 per night
Superhost
Guesthouse in Winston-Salem
Cozy Courtyard Cottage~Downtown WS *No pet fees
Jan 30 – Feb 4
$101 per night
Superhost
Guesthouse in Germanton
Mel’s country cottage. Country life near the city.
Feb 11 – 18
$66 per night
Superhost
Guesthouse in Greensboro
A charmer!Great spot near downtown.
Jan 18 – 25
$70 per night
Superhost
Guesthouse in High Point
Historic Bouldin Carriage House
Dec 16 – 23
$85 per night
Superhost
Guesthouse in Lexington
Quiet, Cozy and only a 2 block walk to uptown
Mar 26 – Apr 2
$74 per night
Superhost
Guesthouse in Greensboro
Private Guesthouse in a Quiet Neighborhood.
Feb 25 – Mar 3
$97 per night
Superhost
Guesthouse in Dobson
The Cottage at Haze Gray Vineyards
Jan 29 – Feb 5
$116 per night
Superhost
Guesthouse in Greensboro
Gate House Garden
Jan 20 – 27
$88 per night
Superhost
Guesthouse in Greensboro
Stylish Studio Apartment Across From Park/Trails
Mar 29 – Apr 5
$74 per night
Superhost
Guesthouse in Greensboro
The Downtown Loft Apartment
$75 per night
Superhost
Guesthouse in Archdale
Hillbilly Hideout
Jun 16 – 23
$126 per night

Quick stats about vacation rentals in Winston-Salem

Total rentals

890 properties

Rentals with dedicated workspaces

550 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

330 properties allow pets

Family-friendly rentals

460 properties are a good fit for families

Total number of reviews

35K reviews

Destinations to explore