Winston-Salem vacation rentals

We found 513 vacation rentals — enter your dates for availability

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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Find out more about Winston-Salem

Find out more about Winston-Salem

Why visit Winston-Salem

  1. Rich History: Explore historic villages and landmarks that showcase Winston-Salem's unique past.
  2. Family-Friendly Activities: Enjoy a variety of attractions perfect for all ages, from parks to museums.
  3. Vibrant Art Scene: Immerse yourself in local art through galleries and cultural events throughout the city.
  4. Outdoor Adventures: Discover picturesque parks and trails ideal for hiking and leisurely strolls.
  5. Comfortable Accommodations: Choose from a range of vacation rentals, from cozy cabins to modern apartments.

Popular types of accommodation in Winston-Salem

Planning a getaway to Winston-Salem? Discover the charm of this vibrant city while enjoying the comfort of your own space. From houses and cozy cabins to modern apartments, there’s a perfect rental waiting for you. Whether you’re looking for vacation rentals in Winston or nearby, we’ve got you covered with options that suit all tastes and budgets. Start your adventure in Winston-Salem with a home away from home!

  • Houses: The top choice for visitors in Winston-Salem, ideal for groups or families seeking a home-like experience.
  • Apartments: A popular option for those looking for a convenient and comfortable stay, perfect for couples or solo travellers.
  • Cabins: A charming choice for nature lovers wanting a rustic retreat near the outdoors.
  • Cottages: Quaint and cozy, these are great for a peaceful getaway in a picturesque setting.
  • Condos: A modern accommodation type that offers amenities and easy access to local attractions.**

Top attractions in Winston-Salem

Winston-Salem, North Carolina, offers a delightful mix of city-themed, family-friendly, and outdoor activities for all types of travellers. Explore modern colleges and universities, immerse yourself in historic villages, and attend events at various conference venues. With a range of attractions tailored for family outings, urban exploration, and outdoor adventures, Winston-Salem is an appealing destination for your vacation.

  1. Wake Forest University: A stunning modern campus blending academic excellence with vibrant city vibes, offering beautiful architecture and serene green spaces for leisurely strolls.
  2. Benton Convention Center: A bustling event venue ideal for conferences and gatherings, featuring state-of-the-art facilities and a professional atmosphere, perfect for networking.
  3. Old Salem: A charming historic village showcasing Moravian heritage, with restored buildings, traditional crafts, and cultural experiences that transport you back in time.

Things to do recommended for couples

For a romantic getaway in Winston-Salem, explore charming wineries like Weathervane Winery, Divine Llama Vineyards, and Junius Lindsay Vineyard, all offering delightful entertainment and a romantic atmosphere. Indulge in local wines and enjoy the picturesque surroundings, perfect for couples looking to create lasting memories.

Things to do recommended for families

Your family will have a blast at the Lawrence Joel Veterans Memorial Coliseum, enjoying the vibrant sports atmosphere. For thrilling fun, visit Airbound Trampoline Park, perfect for adventure seekers. Don’t miss The Candy Factory, a delightful sweet treat destination located 30.6km from Winston-Salem.

Things to do recommended for groups

Groups visiting Winston-Salem can enjoy shopping at Hanes Mall, experience the thrill of motor racing at Bowman Gray Stadium, and catch a film at Grand 18-Winston-Salem, perfect for family fun and entertainment.

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

If you're planning a trip with friends, family, pets, or seeking extended accommodations, it's important to prioritize your preferences when filtering options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Winston-Salem with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Winston-Salem with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritize their comfort and safety, along with access to suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Winston-Salem: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds to ensure that everyone feels comfortably 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 criteria as well.

Where to stay in Winston-Salem

Winston-Salem, North Carolina, is a fantastic destination for family-friendly adventures and outdoor fun. Explore the vibrant art scene and friendly neighbourhoods that offer a welcoming atmosphere. Take a stroll through the picturesque northwest Winston area and discover charming houses and inviting parks. Nearby, you can find additional attractions perfect for excursions, all while enjoying the local culture and budget-friendly options. Your vacation here promises a delightful blend of experiences for all ages.

  • Kernersville: Situated approximately 16.1km from Winston-Salem, Kernersville is a charming city that offers a delightful mix of outdoor adventures, family-friendly activities, and scenic views. Visitors can explore the local parks or enjoy a day at the arena entertainment facility. Shopping enthusiasts will appreciate the vibrant mall centre, while educational institutions add to the locale's appeal. The area is punctuated by a picturesque lake, a modern college university, and a stadium, providing ample opportunities for relaxation and recreation.
  • Midway: Nestled within the Winston-Salem area, Midway is a quaint village perfect for those seeking outdoor activities, family bonding, and romantic getaways. This community boasts a variety of venues, including educational facilities, karting tracks, and an arcade adventure zone. Visitors can unwind by the serene lake, explore the marina, or take in the sights at the nearby modern college university. The charming atmosphere makes it an ideal spot for creating lasting memories with loved ones.
  • Wallburg: Wallburg is another lovely village located in the Winston-Salem vicinity, attracting visitors with its scenic beauty, outdoor pursuits, and romantic ambiance. The village is home to several educational institutions, a beautiful golf course, and a relaxing resort. Nearby attractions include a picturesque lake, a modern college university, and a stadium. Whether you're looking to play a round of golf or enjoy a peaceful day by the water, Wallburg offers a serene escape from the hustle and bustle of city life.

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 September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January38.5°F (3.6°C)Light RainMostly SunnySlightly LowSlightly Low
February42.4°F (5.8°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
May67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
June75.0°F (23.9°C)Light RainMostly SunnyAverageAverage
July78.8°F (26.0°C)Light RainMostly SunnySlightly HighAverage
August76.8°F (24.9°C)Light RainMostly SunnyAverageAverage
September71.1°F (21.7°C)Light RainMostly SunnySlightly HighAverage
October60.4°F (15.8°C)Light RainMostly SunnyAverageSlightly High
November48.9°F (9.4°C)Light RainMostly SunnySlightly LowAverage
December43.0°F (6.1°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay frequently results 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.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a dedicated space for you to plan new journeys, manage your existing arrangements, or review and organize your bookings. The properties you’ve saved or reserved are conveniently categorized into Potential, Upcoming, or Current Trips. To discover Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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)
  • 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)
  • Celebration Station (19.8 mi / 31.9 km)
  • Sedgefield Country Club (20.8 mi / 33.5 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)
  • BB&T Soccer Park (11.6 mi / 18.7 km)
  • Belews Lake Park (14.4 mi / 23.2 km)
  • Oak Hollow Lake (14.9 mi / 24 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.
How old do you have to be to rent a vacation rental in Winston-Salem?
The age limit can vary across properties on Vrbo, so look at the rules of the vacation home in Winston-Salem you want. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental in Winston-Salem for?
It’s really down to the Winston-Salem property. To view a list of options offering extended stays, simply type your dates and number of people into the Vrbo search page. Look forward to having the whole property to yourself, along with home comforts like a full kitchen, air conditioning and an outdoor space where the little ones can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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