Vacation Rentals in Winston-Salem, NC

Compare 6 vacation rentals and Airbnbs in Winston-Salem, NC, from downtown condos to family houses with gardens. Check rates and reviews before you book

Check-in
Sat, 14 Nov
Check-out
Sun, 15 Nov
Rooms and Guests2 Guests, 1 room
Check-in
Sat, 14 Nov
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Check-out
Sun, 15 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
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Check-in
Sat, 14 Nov
-
Check-out
Sun, 15 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
View map
1-6 out of 6
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.6
Great
Map
482 yd from City Center284 yd from Benton Convention Center
Private ParkingFull KitchenFireplace
  • Private parking on site
  • Fully equipped kitchen with dishwasher
  • Cozy fireplace in apartment
FromUS$ 259 /nightSelect
5.4
Needs improvement
Map
5.1 mi from City Center1.6 mi from Hanes Mall
Private ParkingFull KitchenFireplace
  • Spacious 5-bedroom holiday home
  • Private parking on site
  • Garden-view patio and fireplace
Select
10.0
Perfect
Map
5.1 mi from City Center1.3 mi from Hanes Mall
Private ParkingFull KitchenPrivate Garden
  • Three-bedroom home with kitchen
  • Private garden and parking
  • Recently renovated holiday home
FromUS$ 369 /nightSelect
5.5
Needs improvement
Map
6.5 mi from City Center2.3 mi from Ben's Arcade
Private PoolGames RoomHot Tub
  • Private pool with games room
  • Fenced yard with firepit
  • Arcade room and table tennis
FromUS$ 375 /nightSelect
8.1
Great
Map
3.2 mi from City Center242 yd from Parkland Park
Private Parking24/7 SecurityCookware
  • Entire 2-bedroom townhome
  • Free private parking
  • Quiet street views
Select
8.9
Great
Map
520 yd from City Center313 yd from Benton Convention Center
Full KitchenWasher/DryerPrivate Balcony
  • Apartment with full kitchen
  • In-unit washer and dryer
  • Private balcony and terrace
FromUS$ 167 /nightSelect

Vacation rentals in Winston-Salem offer a practical alternative to traditional hotels, especially for travelers who value space and privacy. Downtown options like The Frequent Flyer (guest score 89) and Entire Condo In Downtown Winston (guest score 85) are within a short walk of the M C Benton Jr Convention Center and attractions like the Eleanor And Egbert Davis Gallery. These apartments feature fully equipped kitchens, private entrances, and free parking, making them ideal for longer stays or those who prefer self-catering.

For families or larger groups, houses such as Boho Blast (guest score 100) near Old Salem and Kid Friendly Park Arcade Fenced Yard Firepit Grill near Korner'S Folly include gardens, game rooms, or outdoor fire pits. Budget-conscious travelers will find good-value options like Entire Townhome Near Park Library And Shopping, starting around $100 per night, while a premium holiday home like Luxury Living! Peaceful, Comfort And Spacious features high-speed WiFi and a spacious layout for up to ten guests. Most properties offer free parking and family rooms, and booking directly can secure the best rates.