Winston-Salem vacation rentals

We found 577 vacation rentals — enter your dates for availability

Experience the enchanting charm of Winston-Salem, where vibrant cultural attractions and picturesque parks invite exploration and relaxation. This dynamic city is a treasure trove for group travelers, boasting family-friendly activities and welcoming neighborhoods filled with local shops and delightful dining options. Whether you choose a cozy cabin or a modern apartment, our vacation rentals provide the comfort and convenience of home, making your stay unforgettable in this captivating North Carolina destination.

Holiday rentals with weekly discounts - Winston-Salem

Showing deals for:Dec 11 - Dec 18

Exterior
Private kitchen
Interior
Room
Very Good
(6 reviews)

Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem

Winston-Salem

7% off
$499
$3,493 for 7 nights
All fees included
Charming 4-bedroom house with AC and WiFi in wonderful Winston-Salem
Kitchen
Grand Room at night!
Study
Study
Exceptional
(16 reviews)

Stunning Penthouse 15-B Located In Historic Market Square.

High Point

9% off
$945
$6,614 for 7 nights
All fees included
Stunning Penthouse 15-B Located In Historic Market Square.
Private kitchen
Interior
Dining
Interior
Exceptional
(12 reviews)

Luxurious Cape Cod in Emerywood - Minutes to Furniture Market & HP University

High Point

8% off
$416
$2,913 for 7 nights
All fees included
Luxurious Cape Cod in Emerywood - Minutes to Furniture Market & HP University
Interior
Private kitchen
Interior
Living area
Exceptional
(6 reviews)

Beautiful 1800’s Cabin with newly renovated addition. WFU only 7 miles away.

Winston-Salem

9% off
$428
$2,993 for 7 nights
All fees included
Beautiful 1800’s Cabin with newly renovated addition. WFU only 7 miles away.
Room
Dining
Living area
Interior
Exceptional
(13 reviews)

Spacious Home + 6 Beds + Huge Fenced Yard Near Wake Forest University + Hospital

Winston-Salem

8% off
$248
$1,739 for 7 nights
All fees included
Spacious Home + 6 Beds + Huge Fenced Yard Near Wake Forest University + Hospital
Dining
Living area
Exterior
Living area
Exceptional
(16 reviews)

Charming 3-bedroom cottage centrally located to enjoy High Point.

High Point

8% off
$167
$1,169 for 7 nights
All fees included
Charming 3-bedroom cottage centrally located to enjoy High Point.
Interior
Private kitchen
Dining
Exterior
Exceptional
(10 reviews)

Spacious 4-bedroom house in charming Winston-Salem with WiFi and fenced in yard.

Winston-Salem

11% off
$301
$2,105 for 7 nights
All fees included
Spacious 4-bedroom house in charming Winston-Salem with WiFi and fenced in yard.
Living area
Living area
Interior
Private kitchen
Wonderful
(35 reviews)

Charming Ardmore Home minutes from hospitals/I-40

Winston-Salem

12% off
$207
$1,448 for 7 nights
All fees included
Charming Ardmore Home minutes from hospitals/I-40
Living room
Muse at Graylyn.
Fully stocked kitchen with plenty of counter space.
Kitchen open to dining room table seats 6.
Exceptional
(91 reviews)

Walking distance to Reynolda House and Gardens. Close to Wake Forest University

Winston-Salem

8% off
$459
$3,213 for 7 nights
All fees included
Walking distance to Reynolda House and Gardens. Close to Wake Forest University
Private kitchen
Dining
Living area
Living area
Exceptional
(11 reviews)

Cheerful cottage w/work space near hospitals

Winston-Salem

8% off
$159
$1,111 for 7 nights
All fees included
Cheerful cottage w/work space near hospitals
Room
Living area
Dining
Private kitchen
Excellent
(13 reviews)

Cozy 2BR King Bed Sleeps 6 Near Hospital & Wake Forest

Winston-Salem

8% off
$146
$1,025 for 7 nights
All fees included
Cozy 2BR King Bed Sleeps 6 Near Hospital & Wake Forest
Exterior
Living area
Dining
Room
Exceptional
(7 reviews)

Cozy Cottage minutes to Downtown

Winston-Salem

8% off
$168
$1,175 for 7 nights
All fees included
Cozy Cottage minutes to Downtown
Living area
Private kitchen
Room
Exterior
Exceptional
(29 reviews)

Updated 1BR cottage on private acre+ lot

Winston-Salem

8% off
$83
$583 for 7 nights
All fees included
Updated 1BR cottage on private acre+ lot
Dining
Private kitchen
Interior
Exterior
Very Good
(15 reviews)

3 King Beds | XL TVs | Near Hospital, College & DT

Winston-Salem

6% off
$119
$831 for 7 nights
All fees included
3 King Beds | XL TVs | Near Hospital, College & DT
Private kitchen
Nighttime under the stars
Interior
Dining
Exceptional
(64 reviews)

Elegant Pet Friendly Ranch Home close to everything!

Winston-Salem

8% off
$236
$1,650 for 7 nights
All fees included
Elegant Pet Friendly Ranch Home close to everything!
Exterior detail
Property grounds
Living area
Living area
Exceptional
(42 reviews)

Home in a nice High Point Neighbourhood

High Point

5% off
$140
$981 for 7 nights
All fees included
Home in a nice High Point Neighbourhood
Property grounds
Property grounds
Living Room
Living area
Exceptional
(76 reviews)

Historic Craftsman bungalow near Winston Salem, wineries and mountain activities

Rural Hall

13% off
$145
$1,018 for 7 nights
All fees included
Historic Craftsman bungalow near Winston Salem, wineries and mountain activities
Bathroom
Private kitchen
Dining
Terrace/patio
Exceptional
(17 reviews)

Modern, Comfortable and Cozy Large Apartment

Lewisville

8% off
$171
$1,196 for 7 nights
All fees included
Modern, Comfortable and Cozy Large Apartment
Interior
Room
Exterior
Living area
Exceptional
(12 reviews)

Bright & Airy 1910 Cottage with 2 King Master Suites! Updated! Close to campus!

Winston-Salem

9% off
$312
$2,185 for 7 nights
All fees included
Bright & Airy 1910 Cottage with 2 King Master Suites! Updated! Close to campus!
Living area
Private kitchen
Living area
Room
Exceptional
(8 reviews)

Charming 4-bedroom house with AC and WiFi in Winston-Salem

Kernersville

8% off
$179
$1,254 for 7 nights
All fees included
Charming 4-bedroom house with AC and WiFi in Winston-Salem
Exterior
Living area
Interior
Room
Exceptional
(12 reviews)

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Winston-Salem

9% off
$170
$1,192 for 7 nights
All fees included
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Exterior detail
Room
Living area
Exterior
Wonderful
(142 reviews)

Guest suite in Winston Salem

Winston-Salem

8% off
$67
$469 for 7 nights
All fees included
Guest suite in Winston Salem
Room
Terrace/patio
Living area
Living area
Exceptional
(9 reviews)

Modern/Retro 2br Condo by Exceptional Stays

High Point

16% off
$214
$1,498 for 7 nights
All fees included
Modern/Retro 2br Condo by Exceptional Stays
Spacious entryway. Living room to the left and kitchen to the right.
Kitchen, with full amenities, access to back deck
Entryway, leads to living room
Spacious, stylish living room
Exceptional
(15 reviews)

Stunning 3 Bedroom Retreat with Inspiring Backyard

High Point

12% off
$261
$1,824 for 7 nights
All fees included
Stunning 3 Bedroom Retreat with Inspiring Backyard
  • 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

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.

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 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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