Winston-Salem vacation rentals

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Find the perfect place for your stay in Winston-Salem by choosing from 182 houses, 89 apartments, and other vacation rentals. Vacation rentals provide the amenities you need and want for your stay with friends, family, or just your pet, such as parking and air conditioning. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.
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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.

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.

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.

Exploring the natural landscape of Winston-Salem

Whether you're looking for adventure or just want to spend some time taking in the scenery, Winston-Salem is a great place to get outside. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Reynolda Gardens (2.9 mi / 4.6 km)
  • Tanglewood Park (11.4 mi / 18.4 km)
  • Truist Sports Park (11.5 mi / 18.6 km)
  • Hanging Rock State Park (20.5 mi / 33.1 km)
  • Paul J Ciener Botanical Garden (9.5 mi / 15.3 km)
  • BB&T Soccer Park (11.6 mi / 18.7 km)

Transportation to and around Winston-Salem

Fly into Piedmont Triad Intl. Airport (GSO), the closest airport, located 17.1 mi (27.6 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Winston-Salem, NC (INT-Smith Reynolds), which is 2.7 mi (4.4 km) away.

Frequently asked questions

What is the best area to stay in Winston-Salem when booking a vacation rental?
Wallburg is one of the most desirable areas for a Vrbo vacation home in Winston-Salem. Take a look at our relaxing stays and then get out and experience the best of this destination.
What is the most popular type of vacation rental accommodation in Winston-Salem?
Apartments are the most popular type of vacation rental in Winston-Salem, according to our data. Even if you have a different vision in mind, Vrbo has properties in loads of sizes and shapes. Compare our options to find your ideal fit.
How much does it cost to rent a vacation rental in Winston-Salem?
The average price for a vacation home in Winston-Salem is determined by several factors, like property type, length of stay and season. Whether you’re in search of a sprawling villa with space for the whole family or a quaint cottage that’s perfect for two, just enter your travel dates to find stays with unbeatable value.
How much does it cost to rent a beach house in Winston-Salem?
Prices for beach houses in Winston-Salem may vary depending on the type and size of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and how many guests to view your rental options and prices. From there you can use the filters to refine your search by ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Winston-Salem?
Happily, yes. Take your pick of 169 vacation rentals that welcome pets in Winston-Salem on Vrbo. Our furry friends also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to find a perfect pad where your pup can lap up the fun.
Can I rent a house with a pool in Winston-Salem?
Check the “pool” box in our handy filter tool and pick from 24 houses with private pools in Winston-Salem on Vrbo. Morning swim, sunset soak or midnight dip? Leisure activities are up to you when your Vrbo vacation home has its own pool.
What are popular rental amenities in Winston-Salem?
When it comes to rental amenities that guests are searching for in Winston-Salem, a swimming pool, a fireplace and a garden are the most popular. With Vrbo vacation rentals, you’ll enjoy options to fit your style and taste, whether you’re traveling with your partner, your friends or even pets.
Are there large group vacation rentals in Winston-Salem?
With nine vacation rentals that can host 10 or more guests in Winston-Salem, you won’t have to keep anyone off the invite list. From vacations with the extended family to special events like Christmas and birthday parties, Vrbo can help you find a large group rental that fits the occasion.
Are there vacation rentals in Winston-Salem that welcome kids?
Gather your whole family for a fun-packed adventure in Winston-Salem at one of our 167 family-friendly vacation rentals. A lot of these stays feature conveniences that are suitable for getaways with youngsters, such as laundry facilities, bunk beds and entertainment areas. Just click on the “Properties good for families” filter box and choose your favorite.
What are the top attractions for families in Winston-Salem?
Keep your kids busy at these leading family-friendly attractions in Winston-Salem:

  • Hanes Mall
  • Lawrence Joel Veterans Memorial Coliseum
  • Old Salem

Are there one-bedroom vacation rentals in Winston-Salem?
Yes, Winston-Salem has 56 one-bedroom rentals on offer. Typically situated in desirable areas due to their compact size, a one-bedroom vacation property is great if you’re traveling with your partner or a pal. And with plenty of home comforts like kitchens and more privacy than a standard hotel, you’ll be able to chill out while discovering this incredible destination.
Can I find two-bedroom vacation rentals in Winston-Salem?
Winston-Salem has 47 two-bedroom properties for you to pick from. Discover a vacation home with all the privacy and comfort you want at a price that won’t break the bank on Vrbo.
Are there vacation rentals with WiFi in Winston-Salem?
You’ll have a choice of 83 vacation rentals with WiFi in Winston-Salem. If you’d like to disconnect from the world on your escape, but still want to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Winston-Salem?
Pick your dates and then make use of the filters to look for vacation rentals with air conditioning in Winston-Salem on Vrbo. With 155 air-conditioned properties to choose from here, you can look forward to a cool and comfortable stay.
How old do you have to be to rent a vacation rental in Winston-Salem?
The minimum required age is usually 16, 18 or 21. It can change from one property to another on Vrbo, so look at the rules of your preferred Winston-Salem vacation rental before you book.
How long can I rent a vacation rental in Winston-Salem for?
It really depends on the Winston-Salem property. To view all available options offering extended stays, simply enter your travel dates and guest number into Vrbo. You can enjoy having the property to yourself, along with home comforts such as a fully-equipped kitchen and an outdoor space where the kids can run around and play. Be on the lookout for any long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Winston-Salem?
Whether you’re interested in one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some amazing deals and discounts on Vrbo. From mini stays to extended getaways, we’ve got the perfect place for your next Winston-Salem escape.

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