Pet Sitting & Drop Ins in Enderis Park, Milwaukee, WI
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Enderis Park pet sitters

“Michelle easily gets a five star review. I just moved to the area and was nervous about leaving my dog alone but Michelle has made the transition so easy. She is wonderful with my boy. She is excellent with communicating and sends the best updates. 10 times out of 10, I’m picking Michelle.”


“We had a wonderful experience with Michelle! She was very responsive and communicative. It was clear from her detailed daily updates that she was very attentive to our cat and took time to let the cat warm up to her. 100% would book again!”



“Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!”



About: PLEASE DO NOT MESSAGE ME IF YOU HAVE PENDING REQUESTS TO OTHER SITTERS. Please understand that when you send me a request, I have to turn down other potential clients while I wait for you to confirm. Thanks in advance for being a considerate neighbor and human. I had dogs all through childhood and college, and miss having a four-legged friend around! Sadly, my own work travel schedule prevents me from having a doggo of my own right now, so I thought that it would be a good compromise to lend a hand to other frequent flyers who love their pup too much to put them in the kennel. Rest assured that your dog will not get just a 15-minute lap around the block to pee, I'll take him or her to the dog park, on a hike, or if your pup is more low-key, I'll totally snuggle on the couch. My pet ownership experience is mostly with big dogs (sheperds), so that's definitely my soft spot, but I've taken care of all breeds and sizes through volunteering as a foster with a rescue group in my former home of Washington, DC. I have a reliable car, so it's easy for me to get to your place to check in a couple of times a day. I work from home, so I am pretty flexible. I do live with a sassy cat, but we live in a big duplex where pets can be separated if needed. I will strive to stick to your pet's usual routine whether I am sitting at your home or boarding in my own home. They are already missing their humans, and maintaining their routine gives them one less thing to be anxious about.

“Lizzy did a great job taking care of all three of our pups while we were out of town. Her communication was top notch and she went above and beyond during her visits. We loved seeing how happy the dogs looked in her updates and will definitely reach out to her the next time we need someone to care for our dogs!”


About: As someone who’s naturally calm, observant, and patient, I connect easily with pets who need gentle energy—whether they’re playful pups, anxious rescues, or sweet senior companions. I’m a homebody at heart, so your pet will always have consistent attention, a peaceful environment, and plenty of snuggles. I’m especially comfortable with older dogs who need slower walks or extra care, and I have experience reading subtle body language cues to keep pets happy and safe. I treat every animal like my own, and I’m here for the quiet moments, quirky habits, and unconditional love that come with pet care. I have open availability so pet care is the best part of my day! I’m home often, love quiet routines, and prefer paws over people anyway. I provide care in your pet’s home where they feel most safe. I follow routines, give calm attention, cuddles, and keep their space clean and cozy.


“I’ve booked with Kelsey twice now within the last few months and I would book her services again in a heartbeat! She’s very thorough when she is taking care of my cats, and she provides an adorable Rover card every visit. She is fast to respond to messages, and 100% trustworthy with my cats! Kelsey is awesome! 😸😺”


About: I've had dogs since I was a kid, for as long as I can remember. I've had dogs of all breeds, sizes, and personalities. My last dog was trained so well that friends and neighbors decided to get a dog for themselves after meeting him. Currently I have a 3 year old dog at home, along with my wife and 2 teenagers. We all love dogs because of the mutual unconditional love. I love taking dogs on walks, playing fetch with them in our small backyard and going to the dog park is a favorite activity for the whole family. Our dog is happiest when playing with other dogs and then getting so tired she can poop out on our couch while cuddling one of us. We have a small backyard but live in a very dog friendly neighborhood with sidewalks so when playing in the backyard isn't exercise enough long walks are great. I am familiar with giving dogs different medications and dealing with different dog personalities. I am an educator, so I am home for the summer, so our routine is flexible. I typically start the day with a morning walk by 7:00 am and then see where the day takes us. We take our last potty break around 10:00 pm before heading to bed. I have a fenced in backyard. I allow pets on our furniture. I do not have a crate, but I am comfortable crating dogs if that is what they are accustomed to. I have a dog and a cat at home. The cat mostly avoids dogs. I love dogs and they will be safe, loved, and taken good care of. There is usually always somebody at home to watch the pets, and we have a flexible schedule to accommodate to that.

About: Hello, I have taken care of all kinds of animals since I was very young. I have taken care of roosters, chickens, ducks, rabbits, dogs, kittens, goats. I really like playing with animals and entertaining them. I like taking them for walks and bathing them. I started working as an animal caregiver at the age of 20 with neighbors, friends, and family. I believe that animals are very intelligent and full of love. I just arrived in the country and I am looking for a job that I can do part-time and be able to study. I am also looking to do what I love and am passionate about, which is taking care of pets, being able to walk them and take care of them, giving them everything they need, which is love and care. I have a park near my house where I can play with your doggy baby. I also have many toys and ideas in my house to do with them.

About: Lifelong animal lover with a soft spot for pups and kitties of all kinds—raised dogs from puppy zoomies to sweet old souls, cared for sick pets with heart, and the go-to sitter for friends and neighbors. I treat every animal like the quirky little legend they are—each one with their own vibe, needs, and love language. Whether it’s snuggles, playtime, meds, or just good vibes, I’m here for it all. 🐾♊️ I currently work remote and PT so I have plenty of time to pop over to your house for a mid-day or evening potty situation. Whether in my home or yours, pets get the full VIP treatment. At our home, they're part of the family (we have 2 very friendly dogs & a fenced in yard)—cozy spots to nap, daily playtime, walks, and tons of love. In your home, I keep their routine consistent and their energy happy—feeding, snuggling, walking, and hanging out like their favorite human stand-in. I tune into each pet’s unique vibe and make sure they feel safe, seen, and totally adored

“Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!”


About: I have taken care of dogs, cats, and many different kind of pets. I’m trustworthy and dependable with a special heart for animals! Thank you for considering me. I am currently not working as I left my hospital recruitment job to stay home with my almost 2 year old! He is gentle and sweet with every creature he meets. We nanny for a couple families with pets as well. I’m looking for something else to fill our time and help where we can. I have done different types of care. We have a big yard which is mostly fenced in. We live in a great, safe neighborhood where we love to walk but also love checking out new areas.

About: Hello, and thank you for looking at my profile! As a dog owner myself I completely understand how hard it is to know where to turn for dog sitting. You have come to the right spot. I will make sure that while you’re out of town the only thing you need to worry about, is what drink to order. I have had cats since I was about 7 years old. I learned from a young age to be responsible for feeding them, cleaning the litter box and giving them all the love they required. I’ve also had dogs including a pup with special needs so I’ve had plenty of experience administering medicine and shots if your pup needs some extra care. I love giving dog walks, playing fetch and snuggling with them. I love and care for all animals and will treat your fur baby as my own. I’m very excited to meet your pup and make sure they are loved as if they were at home. I am currently a full time student taking classes on line so I am home nearly all day. I also live with my husband and one middle aged American bulldog named Zoe. This allows me to have a very flexible schedule. I have a medium sized fenced back yard. I live in a neighborhood next to a great walking path and three schools that have parks for playtime and sidewalks for safety. We have a room where pups can play and mess around without hurting them selves and they are welcome to the entire house unless you prefer they not be. There are no kids or cats and lots of fun toys and balls to chew on and couches to lay on.
Loving pet sitters in your neighborhood
Search Results


Michelle Y.Star Sitter

“Michelle easily gets a five star review. I just moved to the area and was nervous about leaving my dog alone but Michelle has made the transition so easy. She is wonderful with my boy. She is excellent with communicating and sends the best updates. 10 times out of 10, I’m picking Michelle.”


Kathy S.
Star Sitter


“Kathy did a fantastic job with our cat. She was so sweet with him, took great care of him, and provided detailed updates. Absolutely wonderful!”


Michelle G.
Star Sitter


“We had a wonderful experience with Michelle! She was very responsive and communicative. It was clear from her detailed daily updates that she was very attentive to our cat and took time to let the cat warm up to her. 100% would book again!”


McKenna D.Star Sitter

“McKenna helped us out with a last minute request. She is reliable and Hazel seemed to have a great time with her!”


Caitlin K.Star Sitter

“Caitlin was amazing with our old dog. Gave him the best attention he could ask for. Was a very happy dog when we got home. Thanks again”




Jamila M.
Star Sitter


“Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!”




Ashley W.Star Sitter
“Ashley is quite the do lover. She no only loves dogs but has tons of energy for those who like to be super active. In the time I have known Ashley she has not only watched dogs I've had and done an excellent job but she is also a former foster with a local dog rescue. When fostering with an off transport rescue you rarely know what to expect and Ashley has shown that she can care for many types of dogs of varying temperaments. The most memorable was very anxious and mouthy beagle who was later put on Prozac to help with her temperament and behavior. Ashley fostered Tallulah until she was adopted to later be returned multiple times because people just couldn't deal with the challenge that Ashley was. If I had a personal dog i would not only trust Ashley with its care but not worry because I know she would do anything she could to assure it's comfort and care.”


Lizzy B.
Star Sitter


“Lizzy did a great job taking care of all three of our pups while we were out of town. Her communication was top notch and she went above and beyond during her visits. We loved seeing how happy the dogs looked in her updates and will definitely reach out to her the next time we need someone to care for our dogs!”


April C.
“April took care of my dog, Apollo, for three days and did a great job. Apollo can be a bit of a challenge—he’s protective in certain situations, especially during walks when we encounter other dogs or squirrels. I gave April a demonstration and specific instructions on how to properly handle and stay in control of him, and she followed them very well. Apollo is a bit of a Velcro dog—he likes to be near people but also values his space. April was respectful, attentive, and mindful of his boundaries, which I really appreciated. She kept me updated daily on how things were going and was honest if any hiccups came up. I also appreciated that she wasn’t afraid to ask for clarification when needed. She even took Apollo to the park and made sure he stayed hydrated by bringing his water bottle, refilling it as needed, and treating him to a pup cup from Starbucks. Overall, I felt very comfortable leaving Apollo in her care and would absolutely trust her to watch him again.”




Charlotte M.

“Charlotte was super sweet and took great care of my cats! She had to give one of them ear drops and was very good at taking care of that!”




Kelsey H.

“I’ve booked with Kelsey twice now within the last few months and I would book her services again in a heartbeat! She’s very thorough when she is taking care of my cats, and she provides an adorable Rover card every visit. She is fast to respond to messages, and 100% trustworthy with my cats! Kelsey is awesome! 😸😺”


Keith O.
“We have known Keith as our neighbor for 20 years. He has always had dogs who were happy, healthy, and well cared for. Their dogs were part of the family. I wouldn't hesitate for a minute to have Keith care for our pets. He is reliable, dependable and loves making new canine friends.”


Krystal D.Star Sitter

“Excellent communicator and did a great job with making sure Bo had everything he needed.”


Monsserath C.
“Karla was awesome! Our little fur baby loved spending time with her. She’s kind, communicates often and responds quickly. We’re so happy we found Karla! Shes the best! Karla es lo Maximo! Nuestro perrito encantó su tiempo con Karla! Ella es muy cariñosa, su comunicación es excelente y siempre se responde muy rápido a nuestros preguntas y solicitudes. Estamos muy emocionados encontrar alguien con quien podemos tener 100 confianza aquí cerca de l casa. Sabemos que cuando estamos de viaje nuestro perrito está en buenos manos.”


April S.
“Hi! I’ve known April for 25 years and can attest that since I’ve known her she’s always had a special place in her heart for all pets. She’s a fantastic mom to her own two pups, and an equally as wonderful auntie to my 2 kitties. Not only that, she is reliable, timely, and a very responsible person. She will care for all the fur babies as if they were her own.”


Stephen & Wipawee D.

“Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!”


Kaitlin G.

“I’ve worked with Kaitlin multiple times now - she’s awesome! She’s reliable and communicative, she’ll hang out with your pets and make sure to send photos :) 10/10 person”


Courtney W.
“I have known Courtney for over 10 years now, as a friend, colleague, and as someone I trust to watch my 2 dogs and 1 cat while me and my husband are away. As a person, Courtney is loyal, trustworthy, responsible, and a little quirky which really makes her one of my favorite humans. As a fur mom, I am very picky about who I trust to follow my "rules," and directions to feeding and taking care of my pets and Courntney is one of them. She is just as kind to animals as she is to humans, which is exactly what I need to make me feel comfortable when having someone take care of my pets. Even with our last dog who was diabetic and our current dog who requires pain medication for her joints, she is able to give them their daily medications with no hesitation. Courtney understands how important fur babies are and is someone that will make sure they are safe, fed, and taken care of to your standards.”


Crystal H.
“I’ve known Crystal for 11 years and she has always been a responsible pet owner and would be a great pet sitter. Crystal has had both cats and dogs during the time I’ve known here as well as a turtle! She loved them all. When she lived in Panama she started a meet up group of dog owners so her puppies would have a group of dogs to play with that would meet almost daily. They would even have pet birthday parties! One of Crystals dogs was a stray that she took in and it turned out he had some health issues. Crystal didn’t shy away or surrender the dog, instead she rose to the challenge. She made sure that dog had everything it needed to live as long and as loved as it possibly could. I know she would give him medicine on a daily basis and even administered IV fluids. Crystal is a an animal lover! She makes bandanas for all the neighborhood dogs and sets up play dates for her current dog to play and run around with other dogs. She walks her dog almost religiously, every day, sometimes twice a day. She even started an Instagram for her dog. Her and her husband built an amazing dog house for their dogs with a doggy door, windows and even a deck! She is as loving, caring and responsible of a person as you will find and would make an excellent pet sitter. I’d definitely let her take care of my pets and would recommend her to anyone looking for a trustworthy caring pet sitter.”


Julia M.

“Thank you very much for checking in on Blueberry and Avocado when we were gone! It really give us piece of mind knowing they are good while we are away. 💙💚”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Enderis Park.
Rover makes it easy to find Enderis Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
