Discover a selection of 165 vacation rentals in Winston-Salem, NC that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $44 per night, and houses and condos are popular options for a stay in Winston-Salem. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Winston-Salem
Destination guide

A fusion of history and technology in Winston-Salem

Winston-Salem really is a city of 2 sides: Winston to the north; Salem to the south. Connected more than 150 years ago by pioneers of the North Carolina Railroad, both have their own distinct character. You can delve into redbrick bakeries and gabled cottages from the 1700s in the heart of Old Salem, or boggle the mind with the science museums and interactive technological institutions in the other half of town. Winston-Salem vacation rentals pepper the whole surrounding area known as the Piedmont Triad, too, offering quaint American homes and country lodges with sprawling acres of green garden to enjoy.

Things to do

Something for all generations in Winston-Salem

No matter if you've bagged a Winston-Salem vacation rental in the heart of the modern town, or close to the living exhibits of the Old Salem Museums & Gardens, you can rest assured there will be something here to keep the whole family entertained. There are Moravian churches and centuries-old homes to be found in the heritage center, along with world-class American art in the Reynolda House, a top-rated children's museum, and the sprawling Kaleideum attraction with its scientific conundrums aplenty. Joining the locals for a bout of football at the BB&T, or heading out to the historic sites of Bethabara Park also shouldn't be missed.


North Carolina history and country pursuits in Winston-Salem

It's possible to trace the history of Salem all the way back to the 1700s, when Moravian settlers first raised the charming redbrick homes and bakeries that can still be seen today in the city's heritage district. However, Salem is also known for its arts and sciences, which pop up with immersive children's' museums and other institutions on the newer side of town. And while some travelers are delving into tales of German counts and wondering at rotating planets, others will simply be enjoying the natural treasures of North Carolina: vineyards, the sculpted top of Pilot Mountain, and the countless nearby golf clubs.


Fun under the summer sun in Winston-Salem

The best time to go in search of Winston-Salem vacation rentals close to the historical sights of Old Salem and the technological institutions in the heart of the city is certainly the summer, between June and August. This is when the town comes to life with sporting events, the Dash baseball team is hitting home runs, and farmer's markets are popping up ad hoc in the suburbs. Fall is also much-loved, thanks to the changing of the colors in the surrounding NC forests, and the medley of warm days and breezy evenings.

Natural features

Winston-Salem and the peaks of the Sauratown Mountains

Winston-Salem sits where the rolling hills of central North Carolina begin to give way to the chiseled peaks of the Sauratown Mountains. These are spiked by the hoodoo-like turret of Pilot Mountain and the Hanging Rock State Park, where dangling climbers can often be seen beneath the rugged bluffs, and hiking trails beckon those who've packed their walking boots. There are also some more manicured historic parks around to visit, where you'll spot deer and birdlife between old Moravian churches.

How to get there

How to get to and around Winston-Salem

Fly into Winston-Salem, NC (INT-Smith Reynolds), the closest airport, located 4.1 mi (6.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Greensboro, NC (GSO-Piedmont Triad Intl.), which is 17.8 mi (28.6 km) away.

How many vacation rentals are available around Winston-Salem, NC?

Our 2021 property listings offer a large selection of 165 vacation rentals around Winston-Salem. From 112 house rentals to 42 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Winston-Salem?

Vrbo offers a large selection of vacation rentals near lovely places in Winston-Salem. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Wake Forest University Baptist Medical Center: 178 vacation rentals
  • Wake Forest University: 171 vacation rentals
  • Old Salem: 188 vacation rentals
  • Winston Salem State University: 202 vacation rentals
  • Grand 18-Winston-Salem: 148 vacation rentals

But there are many other points of interest around Winston-Salem listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Winston-Salem?

Yes, of course. Vrbo has 112 Houses in Winston-Salem. Our other popular types of vacation rentals in Winston-Salem include:

  • Condos/Apartments: 42 rentals available
  • Cabins: 9 rentals available
  • Townhouses: 7 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Studios and more.

Can I find a vacation rental with pool in Winston-Salem?

Yes, you can select your preferred vacation rental with pool among our 21 vacation rentals with pool available in Winston-Salem. Please use our search bar to access the selection of vacation rentals available.