Winston-Salem Vacation Rentals

Our Favorite Vacation Rentals in Winston-Salem

  • Stay close to Everywhere
     Home/Apartment
    Booking.com
    From
    $89
  • Guest En-Suite In Home with private entrance/Queen Bedroom/ Breakfast Room/ Bath
     Home/Apartment
    HolidayLettings
    From
    $177
  • Close to DTN WS, Wake Forest & HighPt
     Family Stay
    Booking.com
    From
    $132
  • New Executive Suite with Pool, Very Clean & Secure
     Home/Apartment
    HolidayLettings
    From
    $112
  • Convenient Cozy & Clean
     Country House
    Booking.com
    From
    $65
  • New 3BR & 3BA !No Smoking!Pets $40! A single family home in convenient location.
     3br Home/Apartment
    HolidayLettings
    From
    $275
  • 1 BD & 1 BA! No Smoking!Pets $40!A room renting out from a single family home.
     Home/Apartment
    HolidayLettings
    From
    $152
  • NEW! Historic Winston-Salem Guest Barn on Farm!
     3br Home/Apartment
    HolidayLettings
    From
    $658

Check prices for these upcoming dates

Winston-Salem Vacation Rentals with a Pool

  • Peaceful and Cozy Escape
     Home/Apartment
    Airbnb
    From
    $136
  • Private w/ Posh Amenities & Separate Keypad Entry
    GoodHome/Apartment
    Airbnb
    From
    $186
  • Convenient, Clean, & Cozy Separate In Law-Suite
     Home/Apartment
    Airbnb
    From
    $186

Winston-Salem Vacation Rentals with Wi-Fi

  • Salem Twin Deck
    ExcellentHome/Apartment
    Airbnb
    From
    $173
  • Historic Apt can walk to Historic Old Salem
    GoodHome/Apartment
    Airbnb
    From
    $93
  • The crib
     Home/Apartment
    Airbnb
    From
    $58
  • Winston's Huge -Tiny Pop Art house! Near Wake!
    ExcellentHome/Apartment
    Airbnb
    From
    $106

Winston-Salem Pet-Friendly Vacation Rentals

  • ★The Treehouse Experience★ featured in WS Journal
    ExcellentHome/Apartment
    Airbnb
    From
    $301
  • Colorful Ardmore home with large fenced yard
     4br Home/Apartment
    Airbnb
    From
    $494
  • Cozy Townhome in a Great Location
    Excellent2br Home/Apartment
    Airbnb
    From
    $140
  • Palm Cottage-3 Bedroom 2 Bath quaint cottage
    Excellent3br Home/Apartment
    Airbnb
    From
    $137

Winston-Salem, North Carolina Travel Guide

Winston-Salem, North Carolina, is called the 'Twin City' because of its dual heritage and the importance of arts and innovation. The city is dedicated to fine arts, theater, and technological research. Winston was also an important player in the tobacco industry, as the former hometown of Camel cigarettes. The town’s history dates back to the middle of the 1700s when Salem and Winston were two separate cities. It has attracted more and more tourists over recent years thanks to its museums, historical sights, and galleries.

Things to Do in Winston-Salem, North Carolina

Because history, art, and culture play an important role in the foundations of Winston-Salem, there are plenty of art galleries and museums in the city. However, it is not only museums and galleries that you can visit - the city is also close to lush green forests and parks.

For a history fix, visit the Old Salem Museums and Gardens which is a complex of various historical attractions. It is also home to the early southern decorative arts, heirloom gardens and educational sites for visitors. The Reynolda House Museum of American Art is a century-old mansion which features original, authentic furniture and decor inside.

For a spot of nature and relaxation, Salem Lake is a wonderful spot for families because the trails are great for exploring and biking, and the lake is very good for fishing or kayaking.

And when you’ve worked up an appetite, Winston-Salem offers a large variety of restaurants, cafes, vineyards and breweries.

Best Places to Stay in Winston-Salem, North Carolina

West Salem is an excellent area to stay while visiting Winston-Salem, because you'll be close to parks, restaurants, cafes, and bars.

Best Time to Visit Winston-Salem, North Carolina

The best time to visit Winston-Salem is from August to October when the weather is sunny and warm.

Price and Availability in Winston-Salem

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The cheapest day to stay at a vacation rental in Winston-Salem tends to be Thursday, while the most expensive day tends to be Saturday. Vacation homes in Winston-Salem tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Winston-Salem is in October, while the cheapest month is in August. The most popular time to book a vacation rental in Winston-Salem is in the high season in July. Winston-Salem has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Winston-Salem

Rainy days
91 º62
6
89 º34
7
73 º25
5
65 º23
5
67 º7
2
78 º18
4
78 º24
3
82 º31
5
91 º42
3
96 º59
2
96 º55
8
91 º58
7
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Winston-Salem. The warmest months in Winston-Salem are July and June, when temperatures reach 96 ˚F. The coolest month is December, when temperatures drop to 7 ˚F. The wettest month in Winston-Salem is June with 8.21 inches of rain, while the driest month is July with 1.66 inches of rain.

What Expert Travelers Think

  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad

Vacation Rentals in Winston-Salem

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Priceline, Agoda and many more. We have 1,009 vacation rentals, hotels and other accommodation types in Winston-Salem ranging from cheap options to extravagant places to stay. If you are wanting to save money, the cheapest place to stay in Winston-Salem is only $12 a night. On average, an accommodation in Winston-Salem will cost you $114 per night.

If you need to stay connected during your trip, then you can choose from over 460 accommodations in Winston-Salem that have WiFi. 100 places to stay include a morning meal. Choose from 54 places to stay that provide gym options, so you don't miss a single workout. Driving to Winston-Salem? Then choose one of the 469 places to stay that comes with a parking spot included. We track 61 accommodations that have a pool or jacuzzi.

AllTheRooms has 129 pet-friendly places to stay in Winston-Salem, so if you're traveling with your pet you won't have any trouble.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from loads of providers in Winston-Salem, including 403 places to stay from Airbnb, 31 accommodations from Priceline and 11 places to stay from Agoda

638 of our accommodations in Winston-Salem have been reviewed by previous guests. They rated 74% as great. 303 places to stay in are instantly bookable.

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