Winston-Salem Vacation Rentals

Our Favorite Vacation Rentals in Winston-Salem

  • Rough & Ready Firehouse Flat
     Home/Apartment
    Booking.com
    From
    $150
  • Guest En-Suite In Home with private entrance/Queen Bedroom/ Breakfast Room/ Bath
     Home/Apartment
    HolidayLettings
    From
    $177
  • Elegant Pet Friendly Ranch Close to Everything
     Country House
    Booking.com
    From
    $185
  • New Executive Suite with Pool, Very Clean & Secure
     Home/Apartment
    HolidayLettings
    From
    $118
  • 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
    $290
  • 1 BD & 1 BA! No Smoking!Pets $40!A room renting out from a single family home.
     Home/Apartment
    HolidayLettings
    From
    $165
  • 2 Bedroom, 2 Bathroom in Downtown Winston-Salem
     2br Home/Apartment
    HolidayLettings
    From
    $216

Check prices for these upcoming dates

Winston-Salem Vacation Rentals with a Pool

  • Studio 1BR near WFU
    ExcellentStudio
    Airbnb
    From
    $113
  • The Back 40 Wedding & Event Center
     Home/Apartment
    Airbnb
    From
    $113

Winston-Salem Vacation Rentals with Wi-Fi

  • The Studio Loft, Downtown, Wherehouse Art Hotel
    ExcellentHome/Apartment
    Airbnb
    From
    $114
  • Courtyard Cottage~West End Winston Salem~Downtown!
    ExcellentCottage
    Airbnb
    From
    $115
  • Cozy West End Apartment
    Good3br Home/Apartment
    Airbnb
    From
    $155
  • Cozy Guest Suite
    ExcellentHome/Apartment
    Airbnb
    From
    $61

Winston-Salem Pet-Friendly Vacation Rentals

  • Cozy entire residence minutes to Downtown and WFU
    Good2br Home/Apartment
    Airbnb
    From
    $77
  • Winter Special-James Bond Hidden Cottage By Wake
    Excellent2br Cottage
    Airbnb
    From
    $163
  • Beautiful Mid-Century Home in Heart of Ardmore!
    Excellent3br Home/Apartment
    Airbnb
    From
    $241
  • Cozy Townhome in a Great Location
    Excellent2br Home/Apartment
    Airbnb
    From
    $146

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
73° 25°
5
65° 23°
5
67°
2
78° 18°
4
78° 24°
3
82° 31°
5
91° 42°
3
96° 59°
2
96° 55°
8
91° 58°
7
91° 62°
6
89° 34°
7
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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

  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School

Vacation Rentals in Winston-Salem

At AllTheRooms.com we have accommodations from all of the leading providers - Airbnb, Priceline, Agoda and others. We have 1,088 vacation rentals, hotels and other accommodation types in Winston-Salem ranging from budget options to extravagant places to stay. For those trying to keep costs down, the cheapest place to stay in Winston-Salem is just $10 per night. An average vacation rental in Winston-Salem costs on average $119 a night.

If you want to stay connected during your vacation, then you can choose from over 469 accommodations in Winston-Salem that have WiFi. 109 of our accommodations come with breakfast in the price. Fitness fanatics can get a workout in during their stay by choosing from 50 accommodations that have gyms. If you are driving to Winston-Salem, you'll want to pick from 482 places to stay that provide parking. 65 vacation rentals come with a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in any of 125 accommodations that are designated as pet-friendly.

In Winston-Salem AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 4 providers, including 459 places to stay from Airbnb, 11 accommodations from Priceline and 11 places to stay from Agoda.

643 accommodations in Winston-Salem have been reviewed; 74% are rated excellent or good. You can instantly book any of 335 places to stay right now.

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