Winston-Salem vacation rentals

We found 590 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Winston-Salem by choosing from 223 houses, 98 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.

Vacation rentals with weekly discounts - Winston-Salem

Showing deals for:May 22 - May 29

Image gallery for Updated 1BR cottage on private acre+ lot

Living area
10 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)

Updated 1BR cottage on private acre+ lot

Winston-Salem

9% off
Price is $112
$785 for 7 nights
All fees included
Updated 1BR cottage on private acre+ lot

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Find out more about Winston-Salem

Why visit Winston-Salem

  • Cultural attractions: Explore modern colleges and art museums that showcase the city's rich artistic heritage.
  • Historic villages: Visit charming historic villages that offer a glimpse into North Carolina's past.
  • Outdoor adventures: Enjoy a variety of outdoor activities in the beautiful natural surroundings.
  • Family-friendly experiences: Discover engaging attractions that are perfect for visitors of all ages.
  • Vibrant neighborhoods: Immerse yourself in the local culture while exploring friendly, budget-friendly neighborhoods.

Popular types of accommodation in Winston-Salem

Explore the vibrant selection of vacation rentals in Winston-Salem. Whether you prefer a cozy private vacation home, a modern apartment, or a charming cabin, we have options that cater to every traveler. Discover new apartments and house rentals that fit your needs. With various NC homes for rent, you're sure to find the perfect spot to relax and enjoy your time in this historic city.

  • Houses: The top choice for visitors to Winston-Salem, offering spacious accommodations perfect for families or groups.
  • Apartments: A popular option for those seeking a home-away-from-home experience with convenient amenities and a central location.
  • Cabins: Ideal for nature enthusiasts, these cozy retreats provide a rustic escape amid the beautiful surroundings.
  • Cottages: A charming and quaint option, perfect for a romantic getaway or a peaceful solo retreat.
  • Condos: A great choice for travelers looking for modern comfort and access to communal facilities.**

Top attractions in Winston-Salem

Winston-Salem is an ideal destination for family-friendly, city-themed, and outdoor vacations. Visitors can explore a variety of attractions, including modern colleges, art museums, and historic villages. The city's diverse points of interest cater to travelers seeking enriching experiences, whether they're interested in cultural explorations or outdoor adventures. There's something for everyone in this vibrant city.

  • Wake Forest University: A beautiful campus blending modern architecture with lush green spaces, offering a vibrant atmosphere. Explore its art galleries and attend events that showcase student talent.
  • Benton Convention Center: A hub for business and events, this center hosts conferences and exhibitions. Experience the dynamic energy of networking and professional gatherings in a modern setting.
  • Old Salem: Step back in time in this restored historic village. Discover Moravian culture through its museums, crafts, and authentic architecture, immersing yourself in rich local history.

Things to do recommended for couples

For a romantic getaway in Winston-Salem, explore nearby wineries like Weathervane Winery, Junius Lindsay Vineyard, and Medaloni Cellars. Each offers a charming atmosphere and delightful entertainment, perfect for couples seeking love and relaxation just a short drive away.

Things to do recommended for families

Your family vacation in Winston-Salem promises fun at the Lawrence Joel Veterans Memorial Coliseum for sports enthusiasts, thrilling adventures at Airbound Trampoline Park, and relaxation at Walkertown Community Park, just a short drive away, perfect for unwinding together in nature.

Things to do recommended for groups

Experience shopping at Hanes Mall, where you can enjoy entertainment and family vibes. For thrill-seekers, catch a race at Bowman Gray Stadium, embracing sports and adventure. Wind down with a movie at Grand 18-Winston-Salem, perfect for family fun and romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Winston-Salem

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Winston-Salem with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Winston-Salem with young kids: Traveling with young kids can be quite a challenge. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, being close to family-friendly attractions is a wise consideration.
  • Taking your pets with you to Winston-Salem: For many families, a vacation isn’t truly finished without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Winston-Salem: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Winston-Salem

Winston-Salem offers a delightful mix of family-friendly attractions and vibrant downtown experiences. Visitors can explore charming neighborhoods, enjoy outdoor activities, and immerse themselves in the local culture. From the bustling downtown area to nearby communities, you'll find friendly faces and plenty of budget-friendly options for excursions. Discover the unique atmosphere of this city, where family homes and engaging attractions create an unforgettable vacation experience.

  • Winston-Salem: Nestled in the heart of North Carolina, Winston-Salem is a vibrant city known for its rich history and family-friendly atmosphere. This city offers a blend of urban experiences and natural beauty, making it a great destination for travelers seeking education and entertainment. You'll find modern colleges, scenic lakes, and a lively stadium, perfect for sports enthusiasts. The shopping mall centers provide ample opportunities for retail therapy, while various cultural venues enhance the city’s appeal for business travelers and families alike.
  • Kernersville: Located about 10 miles from Winston-Salem, Kernersville is a charming city that promises stunning outdoor experiences and beautiful scenery. It’s perfect for families looking to enjoy nature and engage in recreational activities. The city features modern educational institutions, an arena entertainment facility, and shopping mall centers. Local attractions include picturesque lakes and a stadium, making Kernersville an inviting stop for those wanting a relaxing getaway close to the excitement of Winston-Salem.
  • Welcome: Situated 14 miles from Winston-Salem, Welcome is a quaint village that offers a romantic and entertaining experience amid beautiful outdoor settings. This area is ideal for couples and families alike, with attractions centered around motor racing and community events. You'll find educational opportunities and shopping centers, alongside local landmarks like serene lakes and a notable event conference venue. Welcome's charming ambiance and accessible attractions make it a delightful spot to explore on your vacation.

Best time to go to Winston-Salem

If you're planning a trip to Winston-Salem, it's a good idea to check both the weather and property rates. The warmest months are July and July. Peak season runs in April, April, July, July, September and September, while off-peak times, like January, November, November to December and December to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January38.5°F (3.6°C)Light RainMostly SunnySlightly LowSlightly Low
January38.5°F (3.6°C)Light RainMostly SunnySlightly LowSlightly Low
February42.4°F (5.8°C)Light RainMostly SunnyAverageSlightly Low
February42.4°F (5.8°C)Light RainMostly SunnyAverageSlightly Low
March49.1°F (9.5°C)Light RainMostly SunnyAverageSlightly Low
March49.1°F (9.5°C)Light RainMostly SunnyAverageSlightly Low
April58.3°F (14.6°C)Light RainMostly SunnySlightly HighSlightly High
April58.3°F (14.6°C)Light RainMostly SunnySlightly HighSlightly High
May67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
May67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
June75.0°F (23.9°C)Light RainMostly SunnyAverageAverage
June75.0°F (23.9°C)Light RainMostly SunnyAverageAverage
July78.8°F (26.0°C)Light RainMostly SunnySlightly HighAverage
July78.8°F (26.0°C)Light RainMostly SunnySlightly HighAverage
August76.8°F (24.9°C)Light RainMostly SunnyAverageAverage
August76.8°F (24.9°C)Light RainMostly SunnyAverageAverage
September71.1°F (21.7°C)Light RainMostly SunnySlightly HighAverage
September71.1°F (21.7°C)Light RainMostly SunnySlightly HighAverage
October60.4°F (15.8°C)Light RainMostly SunnyAverageSlightly High
October60.4°F (15.8°C)Light RainMostly SunnyAverageSlightly High
November48.9°F (9.4°C)Light RainMostly SunnySlightly LowAverage
November48.9°F (9.4°C)Light RainMostly SunnySlightly LowAverage
December43.0°F (6.1°C)Light RainMostly SunnySlightly LowAverage
December43.0°F (6.1°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? We recommend keeping your travel dates flexible, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to organize your search by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your total booking. Being the organizer definitely has its perks. When you enroll in our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers an easy-to-use platform for planning your travels. You can create new trips, continue from where you last stopped, or manage and view your itinerary all in one place. Your saved or booked properties will be neatly organized into categories such as Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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, North Carolina, United States of America when booking a vacation rental?
When considering the best area to stay in Winston-Salem for a vacation rental, the downtown district comes highly recommended. This vibrant neighborhood is home to a mix of historic charm and modern attractions. Visitors can explore the renowned Reynolda House Museum of American Art, which showcases an impressive collection of artwork in a beautifully restored estate. Additionally, the local culinary scene offers a variety of delightful dining options, making it easy to enjoy some of the best flavors Winston-Salem has to offer.

Another excellent choice is the Old Salem area, known for its well-preserved Moravian history. Here, guests can engage in the captivating architecture and learn about the region's rich cultural heritage. Old Salem also features charming shops and restaurants, providing a superb blend of history and modern comforts.

Both neighborhoods have a range of vacation rental properties, suiting different preferences and budgets.
How much does it cost to rent a vacation home in Winston-Salem?
Prices for vacation rentals in Winston-Salem vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Winston-Salem to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Winston-Salem vacation house rentals?
You can find great discounts on house rentals in Winston-Salem on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Winston-Salem?
In Winston-Salem, vacation houses are the most popular rental option, with about 185 available throughout the city. Many of these homes are situated in family-friendly neighborhoods, providing ample space and a comfortable environment for larger groups or families. Most vacation houses feature multiple bedrooms, fully equipped kitchens, spacious living areas, and often outdoor spaces like patios or gardens for relaxing after a day of exploring local attractions such as Old Salem and Reynolda House.

Apartments are also a common choice, with approximately 70 available, typically located in vibrant areas near downtown and close to points of interest like the Southeastern Center for Contemporary Art. These apartments usually come with modern amenities including full kitchens, cozy living spaces, and sometimes balconies for enjoying the surroundings.

Additionally, there are around 19 charming cottages and about 15 condos, which offer unique stays with individual character. Cottages often provide a quaint, homey atmosphere, while condos may feature shared amenities like pools or fitness centers.
Are there any family house rentals in Winston-Salem?
In Winston-Salem, North Carolina, families will find a wealth of rental options, with around 125 homes available to accommodate various needs. Neighborhoods like Ardmore and Buena Vista are particularly appealing, offering spacious residences that are superb for family gatherings. Many of these properties come equipped with full kitchens, allowing for convenient meal preparation, and cozy living areas where everyone can relax together.

In Ardmore, visitors can enjoy proximity to local parks, such as the popular Miller Park, which features playgrounds and walking trails, making it ideal for outdoor family activities. Meanwhile, Buena Vista boasts tree-lined streets and is close to attractions like the Reynolda House Museum of American Art, providing a cultural experience for families.
Can I rent a vacation home with a pool or hot tub in Winston-Salem?
In Winston-Salem, there are several vacation homes available for rent that feature pools and hot tubs, with around 14 options to choose from. The city offers a mix of charming neighborhoods, including historic areas close to downtown and more spacious suburban regions. Travelers can expect a variety of amenities in these rentals, such as private pools, relaxing hot tubs, outdoor dining areas, and fully equipped kitchens, great for family gatherings or entertaining guests.
Can I find long-stay vacation rentals in Winston-Salem?
A long-stay vacation rental in Winston-Salem is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Winston-Salem?
In Winston-Salem, there are numerous pet-friendly house rentals available, with a total of 128 options to choose from. Travelers can expect a variety of amenities in these accommodations, including fully equipped kitchens, spacious living areas, and outdoor spaces that are great for pets to enjoy. Many of these homes also come with features such as fenced yards and easy access to nearby parks, allowing for convenient walks and playtime.

The historic and charming neighborhoods of Winston-Salem, such as Old Salem and Salem College, offer a unique backdrop for your stay while providing opportunities for pet-friendly activities. While exploring the area, you can visit local parks like Hanes Park, which features walking trails and open spaces, making it an ideal spot for pet owners.
Are there any remote work vacation rentals in Winston-Salem?
In Winston-Salem, North Carolina, there are numerous vacation rentals suitable for remote work, with about 261 options available throughout the city. Many of these properties are equipped with reliable internet access, making them ideal for those needing to work away from home. Travelers can expect amenities such as dedicated workspaces, high-speed Wi-Fi, and comfortable living areas to help maintain productivity.

The city offers a mix of accommodations, from modern apartments in the downtown area to charming homes in quieter neighborhoods. Many rentals feature full kitchens, allowing for convenient meal preparation, and some include outdoor spaces where guests can unwind after a day of work. Additionally, being in Winston-Salem provides access to local coffee shops and restaurants, great for a change of scenery during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Winston-Salem vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Winston-Salem with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Winston-Salem?
In Winston-Salem, popular vacation rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals during their stay. Onsite parking is commonly available, making it convenient for guests with vehicles. Many rentals also feature coffee and tea makers, great for enjoying a warm beverage in the comfort of their accommodation. Additionally, some properties permit pets, suiting travelers who wish to bring their furry companions along. Service animals are also welcomed, ensuring that guests with specific needs can have a comfortable experience.
When is the best time to visit Winston-Salem for a vacation rental?
The best time to visit Winston-Salem for a vacation rental is during the peak season from July to September. This vibrant period attracts travelers looking to immerse themselves in the rich culture and history of the region. With warm temperatures averaging in the mid-70s to low-90s Fahrenheit, the summer months offer a fantastic opportunity for outdoor activities, including exploring the beautiful parks and historic sites that Winston-Salem has to offer.

July is particularly popular, as the city buzzes with events and festivals, drawing visitors eager to experience everything from the arts to local cuisine. The long days provide ample time for sightseeing, whether you're wandering through the Reynolda House Museum of American Art or enjoying the lush landscapes of the surrounding areas.

For those seeking a more budget-friendly option, consider planning your visit in December. While this is outside the peak tourist season, it still offers the charm of holiday festivities and the opportunity to enjoy the city's cozy atmosphere. The mild winter temperatures generally hover in the low to mid-50s Fahrenheit, making it a comfortable time for leisurely strolls and local shopping.

Ultimately, the best time to book a vacation rental in Winston-Salem depends on your preference for lively summer experiences or a quieter winter escape.
How early should I book a Winston-Salem vacation rental?
Book your Winston-Salem vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Winston-Salem, North Carolina, United States of America?
In Winston-Salem, visitors can explore a range of attractions that highlight the city's rich history and cultural offerings. The historic Old Salem neighborhood is a must-visit, showcasing Moravian architecture and providing a glimpse into 18th-century life, with museums and artisan shops. Nearby, the Reynolda House Museum of American Art is set within beautiful gardens and features an impressive collection of American art, making it a lovely spot for art enthusiasts.

The downtown area is vibrant, with attractions like the Benton Convention Center and the Winston-Salem Dash baseball stadium, where visitors can enjoy local sporting events. For those interested in science and nature, the SciWorks science museum offers interactive exhibits and a nature preserve, superb for families.
Can I change or cancel my Winston-Salem home rental booking on Vrbo?
To find Winston-Salem vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Winston-Salem vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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