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This story is part of a collaboration between Wisconsin Watch and Door County Knock, exploring the factors that make pet ownership in Door County a pricey challenge. Read Wisconsin Watch’s story here. 

Click here to read highlights from the story

• Pet owners told Door County Knock about how they struggled to find rental properties that accept their furry friends. 
• Places that do often charge additional deposits tack on monthly charges per pet ranging from $25 to $75 or more and implement weight and breed restrictions. 
• Officials with the Wisconsin Humane Society say 24% of people who surrender a pet statewide cite housing as the reason. 
• Experts say dogs in particular can increase insurance costs, as dog bites are the number one claim under homeowner’s insurance nationwide. 
• Landlords say the extra deposit and fees help cover damage and labor costs for picking up after pets when owners fail to do so.

Owning a pet and finding rental housing can be difficult, especially in a tight rental market like Door County. As of May 2025, Sturgeon Bay’s vacancy rate — the percentage of total housing available – was less than 1%, and local housing experts say the rest of the county is similar. 

Add pet policies and extra fees, and finding affordable rental housing when you have pets is an even bigger challenge. 

Laurel Grey moved to Door County with two dogs and two cats. She had to stay in a motel while she was looking for housing, before selling her home in Onalaska. Grey said she called every place she could find and eventually got into a property in Sturgeon Bay. 

The apartment’s pet policy included an extra deposit and a $50 per animal per month fee — an extra $200 a month. Three of her pets died before apartment management changed the policy to prohibit pets, except for service animals or emotional support animals (ESAs). 

Though Grey’s remaining dog was grandfathered in and allowed to stay, she said, the monthly fee was raised to $75 per animal per month. The issue of pets and housing is one of economic inequality, she said. 

Anybody who can’t afford to own a home or chooses to rent is either not allowed to have a pet or has to pay significantly more in housing costs, according to Grey. 

“Do you realize how classist that is?… I used to be judgy of surrendering pets, but there may truly be no other option for some people,” she said.

Shelters feel the fallout

Housing insecurity and a lack of affordable pet-friendly housing are among the biggest reasons animals are surrendered to the Wisconsin Humane Society, according to Corey Viars, the organization’s media specialist for its Green Bay and Door County campuses. 

When people surrender pets to the Humane Society, they fill out an intake form that includes the reason they are doing so, Viars said, and “housing” is cited by 24% of people across the state. Of that number, almost half are related to moving, and a third are related to landlords not permitting an animal. 

“One of the most common reasons for surrender is moving and simply not being able to find pet-friendly housing,” Viars said. Pet deposits and pet rent increases add additional barriers to pet ownership, he added. 

The Door County Humane Society does not have as many animals as some of the other campuses, according to Viars, because it is one of the smallest campuses in the state. However, seven animals were adopted from Door County during the first week of August, he said. 

Strong emotions are almost always involved when people are giving up a member of their households. 

“Our intake desk is an emotional place, and those surrendering due to financial or housing reasons are no exception,” Viars said. People are “heartbroken” when they have to surrender a beloved pet because they have nowhere to go with them, he added.  

More than just a pet

Pets are more often than not a member of the family, according to Door County veterinarian Dr. Sherry Billett. 

In her practice at Peninsula Veterinary Hospital, Billett said she has seen firsthand the “substantial and oftentimes quite devastating” emotional impact of having to give up a beloved pet, but it is not a very common occurrence among her patients.

Most of the pet owners she encounters refuse to give up a pet and continue to search for housing, she said, even if it means moving out of Door County. 

“This is not hard to understand since, in the vast majority of cases, pets are members of the family, so it makes sense that the same loving dedication be extended to them as well as human family members,” Billett said in an email. 

She is aware of cases where a pet owner has to move to an assisted living or similar facility that will not allow pets, and others where individuals and families have difficulty finding any housing that will allow pets even with a deposit.  

Billett also sees the numerous benefits of caring for pets that extend beyond emotional well-being, she said. 

“Pets provide many people with the type of loving daily caretaking interactions that help prevent loneliness, that promote responsibility, that provide a reason to care for their own personal health in order to be able to take care of their pets, and that facilitate meeting other people when out on a walk or at a park,” she said. 

Officials say this is particularly important in a community with one of the largest aging populations in the state and which has identified loneliness and isolation as one of the top community health concerns. 

Aging and Disability Resource Director Jennifer Fitzgerald said she has also seen firsthand how pets help alleviate isolation and improve quality of life for both pets and the ADRC’s consumers. This becomes especially important when older adults lose a spouse, she added. 

ADRC clients encounter housing challenges involving pets, according to Fitzgerald, but the agency does not get directly involved. Rather, it provides people with a housing list as a resource, she said.

The risks landlords weigh

The Door County Economic Development Corporation keeps an inventory of available rental properties in the county, although it is not exhaustive, according to Executive Director Michelle Lawrie. However, the inventory can provide a snapshot of what pet owners encounter when looking for a place to live. 

The list contains 42 properties, and 21 of them explicitly identify themselves as pet-friendly. The rest do not specify whether they allow pets. 

Rebecca Willoughby is the property manager for SCS Sturgeon Bay Estates, a market rate housing development. All of the properties owned by SCS are pet-friendly, she said, but they have restrictions against certain breeds. 

A $250 deposit is required for pets, as well as a $50 per pet per month fee, Willoughby said. ESA and service animal owners are not charged additional fees or deposits. 

The deposit and fees are to offset the costs of pet damage, she said, such as cats or dogs urinating or defecating indoors, or scratching things. Cat urine can be especially difficult to remove, she said. Renters sometimes do not pick up after their pets outdoors, which leads to more labor for maintenance services, Willoughby added. 

The tight rental market in Door County does not factor into the policy, she said, and renter eligibility hinges on things like income qualifications and other leasing criteria. 

Dog-related liability is a real insurance concern as well, according to Andrew Franken, president of the Wisconsin Insurance Alliance. 

Insurance costs for property owners can be impacted by the presence of a dog, Franken said, and all companies handle the issue differently.

Nationally, dog bites are the number one claim under homeowner’s insurance. In Door County, there were approximately 63 dog bites reported to the Door County Department of Health and Human Services in 2025, according to data provided by county staff. 

When a dog bites someone a second time in Wisconsin, there is an automatic “double damage” law. It means the dog owner can be liable for twice the amount of damages if the owner knew about the first bite. 

Breed restrictions

Pet-friendly rental housing often specifies what types of dogs can live at a property. 

Larger dogs are disproportionately affected by restrictions, Viars said. Fifty-pound weight limits are common, and some insurers and rental companies do not allow specific breeds. Pit bull terriers, Doberman pinschers and Rottweilers are often the focus of these types of restrictions, according to rental industry sources. 

The Humane Society has stopped labeling dogs by breed, according to Viars, because breed identification can be inaccurate. 

“When we used to assign a breed, it was often a guess proven wrong by DNA tests,” Viars said. “We focus on the personality and attributes of each individual dog during adoption counseling.” 

Knock contacted Door County rental properties represented in DCEDC’s inventory to find out more pet policy details, and they ran a gamut of restrictions, with several mentioning breed and weight limits. 

What does ‘pet-friendly’ mean?

Among Door County property listings, the following pet policies were indicated: 

• no additional pet fee
• $25 per month per pet
• $45 per month per pet
• $50 per month per pet
• $75 per month per pet
• $250 deposit per pet
• half-month’s rent
• breed/weight restrictions

A renter with two dogs might be looking at an extra $100 per month in pet rent. That’s $1,200 a year before any deposit. Landlords say the fees correlate directly to expected costs brought on by animals. 

Balancing pets, people and housing 

The Humane Society said more pet-friendly affordable housing would result in fewer surrenders. The problem is not only a Door County one, according to Viars, but state and nationwide. 

Many of the people in Grey’s apartment complex are older adults — she herself is 69 — and she knows at least a dozen residents who would take a cat. One of her neighbors, who just turned 80, moved into the complex after a divorce, she said. She used to own cats and she adores them, Grey said. 

“It’s just sad. She’s someone who is lonely, who would benefit from having pets,” she said.

Emily Small is a reporter for Door County Knock and a Report for America corps member. Contact her at esmall@doorcountyknock.org.

Pets can make finding a home harder in Door County’s housing market is a post from Wisconsin Watch, a non-profit investigative news site covering Wisconsin since 2009. Please consider making a contribution to support our journalism.

Reading Time: 11 minutes

Click here to read highlights from the story

• The trend of older adults staying in the workforce is reshaping what retirement looks like in Door County. 
• Many retirees seek jobs in the county’s booming tourism industry, offering the chance for them to interact with people, as well as earn extra cash. 
• A local nonprofit organization matches older adults seeking work in Door County with employers. 
• Wisconsin Watch and Door County Knock spoke to several people over age 65 who continue to work for various reasons.

When James Carson, 72, retired to Washington Island a decade ago, he envisioned the next stage of his life as many do: leaving the workforce, volunteering, traveling, caring for his family. 

Instead, unexpected medical expenses and the rising cost of living soon forced him to pick up two service industry jobs to make ends meet. Today, he regularly clocks in seven days a week, logging 45 to 50 hours. 

Door County is home to one of Wisconsin’s oldest populations, largely thanks to its status as a serene retirement destination. But like Carson, more of those older adults and retirees are returning to work. Unwilling or unable to quit for good, they’re picking up jobs to afford the rising cost of living, to stay social and to become involved in the community. 

The trend is reshaping what retirement in Door County looks like today as people live longer and life becomes more expensive.

Carson wishes he would have saved more aggressively – he “was kind of naive” about retirement. He also thinks people have false ideas about what it looks like. 

“You cannot live on Social Security, and unless people have a very good retirement plan, they’re going to be hurting,” Carson said. 

Given Door County’s booming tourism industry, many retirees like Carson seek out hospitality and customer service jobs. Even for those not driven by finances, these gigs offer the chance to interact with others. But others simply continue their careers past retirement age or pivot fields.

To meet the demand from job-seeking older adults, local employment services nonprofit We Are Hope runs a program to match them with employers. Executive Director Kim Carley said the organization served more people in the first half of 2026 than it expected for the whole year.

“The need is definitely, definitely there. The majority of it is that social connection, but you do have that small population that financially they need to work still,” Carley said. “Not everybody in Door County is rich. The cost of living has really affected things right now, too.”

Wisconsin Watch and Door County Knock spoke with several workers over the age of 65. Together, their stories create a changing image of what retirement and aging look like today. Keep reading to learn more about their jobs.

James Carson

Age: 72

Job: Bartender

Former career: Amtrak conductor

Town: Washington Island

Why: Money

“Everyone wants to talk to the bartender,” Carson said. “I’m well-suited for the job.” 

Carson was not always a confident speaker. When he was younger, he stuttered badly. A fifth grade teacher helped correct it, he said, “and I haven’t shut up since.” 

Being well-suited for his job may be a good thing, but Carson did not think he’d still be working at 72 years old, especially not in Washington Island’s demanding summer service industry.

Carson and his wife, Stacey, bought a house there about 10 years ago, after he retired from a 20-year career with Amtrak. Stacey spent summers on the island growing up, and her parents live there now. 

He envisioned volunteering and traveling, and the couple would care for Stacey’s aging in-laws, he said. For the first year or so, that was what he did. Jim served on their church council, worked with a developmentally disabled young adult, volunteered for the island’s nonprofit Art & Nature Center, and gave back to a community he said welcomed them with open arms. 

“Until reality kicked in,” he said. The cost of living, including utilities, groceries and ferry travel, ate away at the couple’s savings faster than they anticipated. Jim needed eye surgery, then knee surgery. 

He quit volunteering and returned to the workforce, where he has remained for the last eight years. Between shifts as a prep and line cook at Nelsen’s Hall & Bitters Club and as a bartender at the Albatross Drive-In tiki bar, he works seven days a week during the busy tourist season.

“I’m working more aggressively this summer to bank against having to continue to work this much next year,” Carson said. But with the fluctuating economy, higher grocery bills and gas prices, that might change. Ideally, he would like to only work for another two years, he said. 

Mentally, Carson enjoys talking to people and has formed good relationships with the island’s youth — the Albatross is a popular hangout spot — but physically, the work takes its toll. The knee surgery made it harder to be on his feet all day and he falls into bed exhausted every night, he said. 

“I’m doing better than most. I hear about folks splitting or foregoing their medications and going to food pantries,” Carson said. “I’m not there yet.” 

Cindy Good 

Age: 71

Job: Retailer

Former career: Software and business consulting

Town: Sturgeon Bay

Why: Keeps her busy

Cindy Good plopped down on the chartreuse furniture clustered at the front of her store, The Naked Sheep Yarn Shop & Gift Boutique. At 2 p.m., it was her first time sitting that day. 

Good, nearly 72, is exhausted. But she said she’ll continue working “as long as my body will hold out.”

She retired at 70 after a career in software and business consulting. She once thought that she’d work part time at most at her age and take advantage of having more time to read books or catch up on knitting. But before she could do that, she and her sister opened a second venture: a yarn store on the west side of Sturgeon Bay. 

The store sells yarn, knitting tools and other tchotchkes. They also host classes, social knitting groups and crafting events. Good regularly bounces between handling orders for inventory, checking what’s in stock and helping customers with their knitting projects.

“There are days when I wake up and I think, ‘Oh God, why didn’t I just fully retire?’” she joked.

But in reality, she knows why: She feels the need to keep busy. 

If she quit working, her Social Security payments would provide enough money for her to live on. But she recognizes the rising cost of living that influences other working retirees in the area. For instance, no houses in the area are for sale at the price she and her sister bought theirs for. 

“We have friends that have money and they travel and do all that kind of stuff,” Good said. “That was sort of my goal, but I don’t have that kind of money. I was thinking I would do a trip a year or something, but now I’m here.”

Good loves Sturgeon Bay’s tight-knit feel and the downtown location of her business. In mid-June, business had just started picking up as tourism season began. By July, the street will bustle for their busiest month.

Maybe, she considered, once business is where she wants it to be, she might take those yearly trips.

Charlene Keith

Age: 68

Job: Door County Maritime Museum associate

Former career: Grocery distribution

Town: Sturgeon Bay

Why: Social interaction

Charlene Keith never envisioned herself retiring. 

Five years ago, she technically did. But she went right back to work. After two and a half years, she decided to finally slow down — but not fully. 

“If I sat home, I would just drive myself crazy,” Keith said. “I have to be doing something.” 

She reached out to We Are Hope, where MatchUp program leaders recommended a part-time opening at Door County Maritime Museum in Sturgeon Bay. 

Here, she works the front desk, welcomes visitors, sells tickets, stocks the gift shop, keeps tours running on schedule and closes the museum at night. 

It’s a far cry from her grocery distribution career, where she navigated difficult roles and recalled everyone around her being unhappy. Nowadays at work, “everybody’s happy to be where they’re at,” she said. Most of Keith’s co-workers are retirees, too.

“It’s just fun. It makes me believe that it can be done. I thought everybody was unhappy in (their job),” Keith said. “You hear people say if you have a job you love, then it’s not really working, and I thought, ‘Yeah, that doesn’t happen.’”

Keeping busy brings her joy. She enjoys seeing guests’ excitement over the museum’s exhibits.

Keith lives and shares expenses with her sister, so she doesn’t necessarily need the part-time wages to get by. But she sees why finances motivate other people her age. 

“It’s expensive to live, but people are living so much longer,” Keith said. “Unless you’re a millionaire and can travel, what would you do with yourself? I mean, I guess there’s people that sit around and fish for hours every day, but I’m not that kind of person.” 

Lee Engstrom

Age: 87

Job: First responder

Former career: Factory quality control

Town: Washington Island

Why: Keeps him busy

At 87 years old, Lee Engstrom is almost certainly among the oldest in Door County, according to county Emergency Services Director Aaron LeClair. He may be the oldest first responder in Wisconsin. 

Engstrom is a fourth-generation member of the family that owns and operates Sunset Resort on Washington Island. He grew up in Michigan and spent summers helping his grandparents at the resort. He always dreamed he would end up there full time.

That dream came true when he and his wife, Janet, moved to the island in the late 1980s after he retired from a 30-year career in a factory’s quality control department. 

Engstrom was not ready to stop working completely. He got a job with the local hardware store and did some plumbing work on the island. When he turned 62, he started getting Social Security and quit those jobs, but still needed something to keep busy. 

He became an emergency medical responder, then got certified as an emergency medical technician and joined the island’s volunteer fire department. Today, he spends 80 to 100 hours every two weeks on call as a first responder because he enjoys it. He also does maintenance and odd jobs around the resort.

At 87, he did not think he would still be working, he said. 

“I didn’t think I’d be alive,” Engstrom said. “When is it going to stop? As long as I feel good like this, I’ll just keep going. I have slowed down some, though … I’ve got fake ears, fake eyes and fake teeth. Everything else is original.” 

Unless there’s a rescue call, being on standby doesn’t take much time. Engstrom just needs to be dressed near the emergency services facilities in case a call comes in — easy enough on an island. He’s happy to be one of the responders on call during the day because many of the younger volunteers are working their regular jobs during that time. 

Engstrom focuses on patient care when he goes on calls. His primary objective is to make them feel comfortable and cared for once their medical condition is stable, he said. 

When there is a fire, Engstrom’s primary job is to fill the tender truck — a mobile reservoir that supplies water to hose trucks when fire hydrants aren’t available. Rural departments often use them. 

“I’m too old, and not as agile, to be going around dragging hoses and that kind of stuff,” he said. 

For a while, fewer and fewer new recruits became island first responders as agencies statewide saw dire staffing shortages. But a recent influx of younger people has changed that, he said. 

Financially, he and Janet are doing fine, and they have family who support and help them. But he enjoys his work — especially interaction with patients and knowing he provides a valuable service to his beloved island community. 

When he does stop for good, Engstrom said he might golf more, keep working in his shop and do what he can to help at the resort. He would also continue his daily cruise around the island with Janet, he added. 

“Whatever I’m doing, I enjoy taking the ride with my wife for a cup of coffee,” he said. 

Jeff Gildersleeves

Age: 65

Job: Door County Parks Department maintenance staff

Former career: Manufacturing plant management

Town: Gardner

Why: Money

Jeff Gildersleeves is no stranger to physical labor. The 65-year-old works for the Door County Parks Department’s “mow crew.” The part-time gig lasts from May to October, and he spends his days hauling equipment, mowing, trimming trees, planting grass seed, picking up trash and tackling other tasks to maintain the county’s parks. 

Gildersleeves’ first job as a teenager growing up in Door County was picking cherries and strawberries during summer. He loves the outdoors, and the work suited him well, he said. He went on to obtain a degree in biology and wildlife management, which he used to work for the Department of Natural Resources.

When Gildersleeves and his wife were expecting their first child, he switched careers and took a job at a chemical production and manufacturing plant in Milwaukee. He retired in 2021 and returned to Door County with his retirement benefits and a plan. 

According to Gildersleeves, a local company was offering an Employee Stock Ownership Plan. If he worked there for at least three years, he would receive his full investment and returns, enough to supplement his retirement savings from the Milwaukee job. 

Three months before his three-year anniversary, Gildersleeves got injured on the job. He needed surgery to repair a torn left rotator cuff, and that was it, he said. “I only got 20% of my investment back.” 

Today, the mowing job is replacing that lost income.

“We thought at 66, 67 we’d be able to sit back and enjoy life, but with the economy the way it is, and health insurance costs?” Gildersleeves said. “My wife has some hefty prescriptions. Social Security is not enough to live on.” 

The physical part of the job can be hard, he said. “You think you are physically fit until you’re out there doing it.” 

Beyond the manual labor, Gildersleeves guides younger employees. His supervisors value his experience, and he has a good rapport with the teenagers on his crew, who listen to him, he said. 

Doing something valued and worthwhile is good for his mental health, he said, but he is not sure how long he’ll continue. 

 “Until I’m unable to work anymore,” he said. 

He has a small IRA put away and a pending lawsuit against the Door County company where he was injured, but he said he doubts he will see any settlement money. He knows one thing for certain: He would like to remain in his own home for as long as possible. 

“I don’t want to sell off and go to a nursing home,” he said. “I watched my in-laws do that, and it’s not a good way to live.” 

Kathy Bandstra

Age: 76 

Job: Therapist

Town: Sturgeon Bay

Why: Is fulfilled by her career.

Kathy Bandstra returned to school in her 40s to become a licensed clinical social worker. Her sixth decade began before she paid off her student loans. At 68, she started considering retirement. 

“I retired in June of 2018 because my financial person said, ‘Don’t ever retire in the winter, because that’s too depressing,’” she said. “I followed his advice.” 

By the next month, though, she already returned to work part time for a private practice. A year later, she shifted to volunteer as a hospice worker during the COVID-19 pandemic. Then she moved from Racine to Door County and began volunteering at the area’s Aging and Disability Resource Center.

“I still felt like something was missing … It just felt like I could do more with the skills I had,” Bandstra said. “And I still had the energy to do it. And volunteering doesn’t pay you anything. I like making some money.”

People had told her that it was hard to find affordable mental health services in her new home county. She rented an office in Sturgeon Bay, opened her own business and offered services on a sliding scale to help people afford care. She couldn’t offer her services for so cheap if she wasn’t retired and receiving Social Security, she said. 

Now, at 76, Bandstra regularly sees several clients a day in person and through telehealth. She helps people through distress and trauma with cognitive behavioral therapy and eye movement desensitization and reprocessing therapy.

Continuing to work gives her the freedom to go out to eat, get a new car if needed and cover expenses that pop up outside of bills. If she stopped working, she might have more time for her hobbies — making clay pots, writing her memoir, doing open mic readings. But she would miss feeling helpful to others. She also feels her physical and mental health has improved because she keeps going. 

Bandstra believes people largely have false ideas about what retirement looks like. She thinks “it’s unrealistic to look to retire,” period. If clients continue to see her, she’d like to work into her 80s.

“I don’t know if some people would want someone that’s old enough to be their great-grandma,” Bandstra said. “But the people that stopped coming to me didn’t say that they thought I was too old or anything.”

Miranda Dunlap reports on pathways to success in northeast Wisconsin, working in partnership with Open Campus. Find her on Instagram and Twitter, or send her an email at mdunlap@wisconsinwatch.org.

Emily Small is a reporter for Door County Knock and a Report for America corps member. Contact her at esmall@doorcountyknock.org.

Door County is a retirement destination. So why are more older adults still working? is a post from Wisconsin Watch, a non-profit investigative news site covering Wisconsin since 2009. Please consider making a contribution to support our journalism.