Winston-Salem vacation rentals

We found 478 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Find the perfect place for your stay in Winston-Salem by choosing from 150 houses, 91 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.

Sign in and earn OneKeyCash for your eligible stays

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

The lush setting of Winston-Salem is ready to explore

The area's art galleries and museums are just a few of the reasons to vacation in Winston-Salem. Renowned for its sporting events, shopping and forests, this city welcomes all visitors. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Winston-Salem

Are you hoping to discover attractions to visit during your stay? Venture out of your vacation home and check out everything that makes Winston-Salem a fun place to get away. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Divine Llama Vineyards (15.1 mi / 24.4 km)
  • Richard Childress Vineyards (17.9 mi / 28.9 km)
  • Farmington Dragway (18.8 mi / 30.2 km)
  • Celebration Station (19.8 mi / 31.9 km)
  • Grandover Resort East Course (21.6 mi / 34.8 km)
  • Wet 'n Wild Emerald Pointe Water Park (23.5 mi / 37.8 km)

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

Frequently asked questions

What is the most popular type of vacation rental accommodation in Winston-Salem?

Apartments are the most popular kind of vacation rental in Winston-Salem, according to our data. Even if you have a different vision in mind, Vrbo has properties in all shapes and sizes. Browse our options to find your ideal match.

How much does it cost to rent a vacation rental in Winston-Salem?

Length of stay, season and property type are some things that can affect the price of a vacation home. Simply enter your travel dates to find your dream escape. From comfy cottages to plush villas, all Vrbo vacation rentals offer amazing value.

How much does it cost to rent a beach house in Winston-Salem?

When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Enter your Winston-Salem travel dates to see all your options on Vrbo. Can't live without a private pool? Use our filters to choose the features and amenities you want in your beach house.

Are there pet-friendly vacation rentals in Winston-Salem?

Pack a suitcase for the pup in your life because Winston-Salem has 12 properties that put out the welcome mat to pets. Let your four-legged buddy have fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check the "Pets allowed" filter box.

What are popular rental amenities in Winston-Salem?

Some of the most popular rental amenities people look for in Winston-Salem are nearby museums, a swimming pool and a barbecue grill. Whether you're on a trip with pals, family or even pets, Vrbo vacation homes come with the best amenities for starting a new adventure with the people that matter most.

Are there large group vacation rentals in Winston-Salem?

Take your pick of three Vrbo vacation rentals in Winston-Salem that can accommodate five or more guests. You'll enjoy all the room and privacy you need to spend time with your nearest and dearest — and nobody else.

Are there vacation rentals in Winston-Salem that welcome kids?

Gather your whole family for an unforgettable adventure in Winston-Salem at one of our 12 family-friendly vacation homes. A lot of these stays provide amenities that are just perfect for getaways with youngsters, such as full kitchens, extra bedrooms and private pools. Just click on the "Properties good for families" filter and choose your favorite option.

What are the top attractions for families in Winston-Salem?

Keep the kids amused at these awesome family-friendly attractions in Winston-Salem:

  • Airbound Trampoline Park
  • SciWorks
  • Old Salem

Are there one-bedroom vacation rentals in Winston-Salem?

Yes, there are four one-bedroom properties in Winston-Salem to select from. A one-bedroom vacation rental is a superb choice if it's just you and your sweetheart or if you're traveling on your own. Add in more space, privacy and convenience compared to a regular hotel, and you're sure to have an unforgettable getaway.

Can I find two-bedroom vacation rentals in Winston-Salem?

Gather your loved ones and enjoy a relaxing escape in one of the three two-bedroom vacation properties Winston-Salem has to offer.

Are there vacation rentals with WiFi in Winston-Salem?

Winston-Salem has three vacation rentals with WiFi, so you'll be able to stay connected while on vacation. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to updating your social media, these Vrbo homes make it a cinch to get online.

How can I find vacation rentals with air conditioning in Winston-Salem?

Work out your travel dates and then use our filter tool to search for vacation rentals with ac in Winston-Salem on Vrbo. With 12 air-conditioned properties available, you can enjoy a cool and comfortable trip.

Explore destinations around Winston-Salem

More Vacation Rentals ideas

People also search for