Winston - Salem vacation rentals

We found 859 vacation rentals — enter your dates for availability

Vacation rentals with weekly discounts - Winston - Salem

Showing deals for:Sep 26 - Oct 3
  • 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

Find out more about Winston - Salem

Find out more about Winston - Salem

Why visit Winston - Salem

  1. Rich Cultural Heritage: Experience the unique blend of history and art that defines Winston-Salem, from its Moravian roots to contemporary galleries.
  2. Beautiful Parks: Enjoy outdoor activities in the city's scenic parks, perfect for relaxation and family fun.
  3. Local Wineries: Discover renowned wineries nearby, offering tastings of local flavors and beautiful vineyard views.
  4. Charming Neighborhoods: Explore the quaint neighborhoods that add to the city's character, ideal for leisurely strolls.
  5. Diverse Accommodations: Choose from a variety of vacation rentals, from cozy cottages to spacious homes, catering to all traveler needs.

Popular types of accommodation around Winston - Salem

If you're exploring vacation rentals in Winston-Salem, you're in for a treat! Our most popular accommodations include fantastic houses, cozy cabins in Boone, and luxurious guesthouses. Whether you're seeking the comfort of a private villa or the convenience of apart hotels, Winston-Salem offers a variety of options to suit every traveler's needs. Enjoy popular amenities that enhance your stay and make your visit truly memorable!

  • Houses: The top choice for travelers in Winston - Salem, offering spacious accommodations perfect for families or groups.
  • Cabins: A favored option for those seeking a rustic escape, surrounded by nature.
  • Apartments: Ideal for solo travelers or couples looking for a convenient and comfortable stay.
  • Cottages: A delightful choice providing a cozy, charming atmosphere for a romantic getaway.
  • Condos: A popular selection for those wanting modern amenities and a home-like feel.**

Top attractions around Winston - Salem

Winston-Salem, North Carolina, offers a great getaway for families, business travelers, and city explorers alike. With attractions like modern colleges, parks, and event venues, there's something for everyone. Enjoy outdoor activities and eco-friendly experiences while exploring vacation rentals in the area. Make the most of your visit by discovering the diverse points of interest that cater to both relaxation and adventure.

  1. Wake Forest University: A vibrant campus with modern architecture and lush green spaces, offering a blend of academic excellence and city vibes. Explore the beautiful grounds, attend a sporting event, or enjoy the cultural activities available throughout the year.
  2. Benton Convention Center: This versatile venue hosts a variety of business events and conferences. Its central location makes it convenient for attendees, and it features modern amenities ideal for networking and professional gatherings.
  3. Old Salem: A beautifully preserved historic village that immerses visitors in early Moravian culture. Stroll through cobblestone streets, visit authentic shops, and experience interactive exhibits that bring history to life.

Things to do recommended for couples

For a romantic getaway in Winston-Salem, explore Divine Llama Vineyards, only 15 miles away, or visit Richard Childress Vineyards, located 18 miles from the city. Don't miss Junius Lindsay Vineyard, just 12 miles away, each offering charming atmospheres perfect for couples.

Things to do recommended for families

Families visiting Winston-Salem can catch an exciting game at the Lawrence Joel Veterans Memorial Coliseum, bounce around at Airbound Trampoline Park, or enjoy thrilling go-kart races at Celebration Station. Each destination offers fun-filled activities perfect for creating lasting memories together.

Things to do recommended for groups

Explore the vibrant Hanes Mall for shopping, catch thrilling races at Bowman Gray Stadium, or enjoy a cultural performance at Theatre Alliance. These local experiences in Winston-Salem cater to group travelers seeking fun, adventure, and entertainment.

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

If you're planning a trip with a group, family, or pets, or if you're considering a longer stay, be sure to set your filters based on your key priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Winston - Salem with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily narrow down your options on Vrbo to include all of these amenities and more.
  • Traveling to Winston - Salem with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Winston - Salem: For many families, a vacation just isn't the same without their furry companions. If you can relate, be sure to explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Winston - Salem: If you're in search of vacation rentals with special offers 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 options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Winston - Salem

Winston-Salem, North Carolina, offers a delightful blend of family-friendly attractions and artistic vibes. Explore the charming neighborhoods and enjoy the rural setting of nearby Clemmons, perfect for outdoor enthusiasts. Don't miss the area's renowned wineries for a taste of local flavor. This vibrant city is ideal for family vacations, business trips, or simply soaking in the warmth of friendly people and cultural experiences. Discover the unique charm that Winston-Salem has to offer!

  • Winston-Salem: Located at the heart of the Triad region, Winston-Salem is a vibrant city known for its rich history and cultural offerings. Travelers are drawn to its diverse experiences, from family-friendly attractions to outdoor adventures. The city boasts popular venues such as modern colleges and shopping centers, making it a hub for education and retail therapy. Don't miss the scenic lakes and impressive stadiums that dot the landscape, providing ample opportunities for recreation and relaxation.
  • High Point: Just 17 miles from Winston-Salem, High Point is renowned as the "Furniture Capital of the World." This city offers a blend of outdoor activities and family-oriented experiences. Visitors can enjoy the area's educational institutions and explore the local arena, which hosts a variety of entertainment events. High Point is also home to beautiful lakes and stadiums, making it an ideal spot for both leisure and excitement. Whether you're into golf or simply exploring the charming downtown, High Point has something for everyone.
  • Williamsburg Square: A quaint neighborhood located 4 miles from Winston-Salem, Williamsburg Square is perfect for families and business travelers alike. This area features an array of shopping centers and educational facilities, ensuring that visitors have access to both leisure and practical needs. The neighborhood is known for its historic village and visitor center, providing insights into the local culture and history. Strolling through Williamsburg Square, you'll find a welcoming atmosphere rich in community spirit.

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 month is July. Peak season runs in April, July and October, while off-peak times, like September and December to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January37.8°F (3.2°C)Light RainMostly SunnyModerately LowSlightly Low
February41.7°F (5.4°C)Light RainMostly SunnyModerately LowSlightly Low
March48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
April58.3°F (14.6°C)Light RainMostly SunnyModerately HighSlightly High
May66.9°F (19.4°C)Light RainMostly SunnyModerately HighSlightly High
June74.8°F (23.8°C)Light RainMostly SunnyAverageAverage
July78.1°F (25.6°C)Light RainMostly SunnyAverageSlightly Low
August75.9°F (24.4°C)Light RainMostly SunnyAverageAverage
September70.3°F (21.3°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyModerately HighSlightly High
November48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
December42.3°F (5.7°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Looking to cut costs on your next trip? Consider being flexible with your travel dates, as prices can fluctuate quite a bit. Also, extending your stay can result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Save more with One Key

Plan your group getaway by booking an eligible Vrbo and earn OneKeyCash™ on your reservation. Being the planner definitely has its perks! When you join our travel rewards program, One Key, you'll gain access to member discounts and the ability to earn and redeem OneKeyCash™ on qualifying bookings. Sign up today and begin your journey to savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform where you can plan new adventures, refine your travel arrangements, or review and manage your existing bookings. Your saved or reserved properties are organized into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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 university setting, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Winston - Salem

Do you want to discover attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Winston - Salem a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Salem Glen Golf & Country Club (11.7 mi / 18.8 km)
  • Divine Llama Vineyards (15.1 mi / 24.4 km)
  • All-A-Flutter Butterfly Farm (15.3 mi / 24.6 km)
  • Richard Childress Vineyards (17.9 mi / 28.9 km)
  • Farmington Dragway (18.8 mi / 30.2 km)
  • The Candy Factory (19 mi / 30.6 km)

Exploring the natural landscape of Winston - Salem

Whether you're an adventurous traveler or just want to take in the scenery, Winston - Salem is a great place to get outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Reynolda Gardens (2.9 mi / 4.6 km)
  • Paul J Ciener Botanical Garden (9.5 mi / 15.3 km)
  • Tanglewood Park (11.4 mi / 18.4 km)
  • Truist Sports Park (11.5 mi / 18.6 km)
  • BB&T Soccer Park (11.6 mi / 18.7 km)
  • Belews Lake Park (14.4 mi / 23.2 km)

Transportation to and around Winston - Salem

The nearest airport is in Winston-Salem, NC (INT-Smith Reynolds), located 2.7 mi (4.4 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Winston - Salem?
According to our data, apartments are considered the most popular vacation property type in Winston - Salem. But that goes without saying, everyone's idea of the perfect stay isn't the same. Vrbo has vacation homes of all sizes, shapes and budgets, and we'll help you discover 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 depends on several factors, such as property type, season and length of stay. Whether you're dreaming about a sprawling house with room for friends and family or a quaint cabin that's perfect for two, just enter your travel dates to view stays with fantastic 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 size and type of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and the number of guests to see your rental options and prices. From there you can use our filters to tailor your search results by ratings, nearby activities and more.
How old do you have to be to rent a vacation rental in Winston - Salem?
You'll need to check with the Winston - Salem vacation property you're looking at on Vrbo as age restrictions differ. However, typically it's 16, 18 or 21.
How long can I rent a vacation rental in Winston - Salem for?
It's up to the Winston - Salem property. To browse a list of options offering extended stays, just type your dates and number of guests into the Vrbo search page. Look forward to having the place to yourself, along with the comforts of home like a fully-equipped kitchen and a backyard where the little ones can play. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Winston - Salem?
Whether you've got your sights set on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to find some incredible deals and discounts on Vrbo. From weekend trips to extended getaways, we've got the ideal place for your next Winston - Salem escape.

People also search for

More Vacation Rentals ideas