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

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Top rated Downer Woods pet sitters

“Bria was great- communicative and very thorough. She sent pictures of everything and made sure to leave everything the way she found it. My cat, Freddie, also enjoyed her company!! Would 100% recommend.”


“Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!”


“Jensen was great! From reading the drop in updates, it sounds like my dog was much more behaved for him than us😂! Super attentive to care details if your pup has some extra needs!”



“Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.”

“Jamie is the best! She asked detailed questions about my pet’s needs and he was very comfortable with her during our meet and greet. She had perfect communication and was a wonderful dog sitter/walker.”


“Ilene was a great sitter for our two-year-old kitty! She was very communicative, flexible and laid-back. She was able to come for a meet-and-greet ahead of time and amended the drop-in time, per my request, partway through our trip. We really appreciated her detailed write-ups and quality photos. Thank you, Ilene!”


“Melissa dropped in to check on my 2 cats for four days. She was kind, dependable and responsible which gave me peace of mind, especially considering one of my cats is elderly and needs daily medication.”


“Hanna did a wonderful job taking care of my two cats while I was away on vacation! She was prompt, communicated very well, and sent lots of photos. I would highly recommend her to anyone looking for a pet sitter!”


About: My experience caring for dogs and cats will allow me to provide the best care for your pet while you can stay worry free at work, out of town, etc. I’m active and love to be out and about, and would love to help provide your pet with more activity time. I make communication with pet owners a priority so that you’re sure of the care being provided. Thanks for considering me and please contact me with any questions! I’m a virtual school psychologist, fully remote, which allows me to have great flexibility throughout the week to be able to care for your pets! I ensure pets are safe and comfortable in my care. I’m attentive to their needs and careful to follow owners’ instructions and guidelines. I’ve been described as reliable, trustworthy, helpful, and tidy.

“Travis was great as usual looking after my cats and I know I have nothing to worry about while I’m gone. He was very accommodating of dropping in an extra day when my flights were delayed.”


“Emily was quick and responsive to a last minute drop in request. She provided a thorough note after her visit letting me know how they spent their time and my pup’s behavior and mood. I appreciate her being so responsive and thorough!”


About: I grew up with pets and have had my own dogs that I fully trained and cared for since I was 14 years old. Across the past 20 years, I’ve had 4 dogs ranging from golden labs to German shepherds to Golden Doodles. I am skilled in caring for dogs from puppy to senior age. Play in my fenced in back yard, long walks to the lake, and pup cups from Stone Creek Coffee are a few things your pet can expect if staying with me. I send frequent updates and pictures. I provide loving, reliable, tailored care for your pets. Hello! My name is Luke and I provide experienced, dependable, and tailored pet care. I am a university professor, so am completely free Monday-Sunday throughout the summer. I frequently go on at least 2 long walks during the day. I also have a fenced in yard for addition play and outside time. Because my schedule is so flexible, your pet will receive all my time and attention!! I have a fenced in back yard. I also have a 5 year old goldendoodle in the house who will quickly become your pets BEST friend. She is sweet, trained, well behaved, and so loving with other animals. Your pet will be in the house with me, allowed to roam, go on furniture, and enter the yard via a dog door at their leisure. If your dog is crate trained, please bring a crate with you for the visit. I am experienced with crate training so can easily manage it.

“Carly is very personable and friendly and made a good first impression with us and our dog Carlito. She was puntual and sent photos of her visits which my wife appreciated..”


“Keelyn - thank you for taking such good care of Chip during our vacation (and for bringing in our mail and packages!). Always grateful to have you checking in while we’re away.”


“Kathryn did a great job with my cats and went above and beyond when my flights got delayed, coming back for additional visits beyond our originally scheduled time frame.”


About: I've been taking care of my friends, family and neighbors dogs for as long as I can remember. Anything from daily to week long periods I have fed, walked, and cared for those animals, as well as overnight stays at either my home or theirs. Pet care fits extremely well into my routine, I am an online college student with a majority of free time and flexibility. I am typically up early and readily available most of the time. I remain especially cleanly in my own home and clients, making sure to clean/ tidy up after the pet as well as stay attentive to their needs. Another way I care for pets is by enjoying their company, talking, playing and interacting with them on walks and at home to make sure they are safe, happy and attended to.

About: Hello, my name is Elena! I’m a student at UWM currently living in the Downer Woods neighborhood. I always had dogs and cats growing up and have given love and care not only to my pets, but my friend’s pets, including several pet sitting occasions. Being a young adult, I can easily provide as long of a walk as your dog requires and desires, and can also provides lots of snuggles and pets. I currently work as a barista, but am looking to supplement that doing something I love; spending my time with dogs and cats! I enjoy pets of all sizes and ages, and will do my absolute best to provide the best possible care for your furry best friend. I have classes every day of the week around midday but can see your pet before in the morning or later in the afternoon and evening. I’m available weekends! I will respect your space and any wishes you have regarding safety precautions for your animal. I have experience using no pull leashes and muzzles, and understand the importance of taking caution with reactive dogs.

“Casey was amazing with our puppy. She is a handful and he took such great care of her while we were gone for 3 days. We will definitely be using him again and highly recommend him to anyone else. No question the best rover in town! He is also pre vet so you know he is in it for the right reasons.”

Loving pet sitters in your neighborhood
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Bria B.Star Sitter

“Bria was great- communicative and very thorough. She sent pictures of everything and made sure to leave everything the way she found it. My cat, Freddie, also enjoyed her company!! Would 100% recommend.”


Carrianne L.Star Sitter

“Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!”


Jensen M.Star Sitter

“Jensen was great! From reading the drop in updates, it sounds like my dog was much more behaved for him than us😂! Super attentive to care details if your pup has some extra needs!”




Carole & Shannon C.Star Sitter
“Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.”


Jamie C.


“Jamie is the best! She asked detailed questions about my pet’s needs and he was very comfortable with her during our meet and greet. She had perfect communication and was a wonderful dog sitter/walker.”


Ilene G.Star Sitter

“Ilene was a great sitter for our two-year-old kitty! She was very communicative, flexible and laid-back. She was able to come for a meet-and-greet ahead of time and amended the drop-in time, per my request, partway through our trip. We really appreciated her detailed write-ups and quality photos. Thank you, Ilene!”


Melissa H.Star Sitter

“Melissa dropped in to check on my 2 cats for four days. She was kind, dependable and responsible which gave me peace of mind, especially considering one of my cats is elderly and needs daily medication.”


Hanna C.

“Hanna did a wonderful job taking care of my two cats while I was away on vacation! She was prompt, communicated very well, and sent lots of photos. I would highly recommend her to anyone looking for a pet sitter!”


Morgan S.
“I have two large, active huskies that require a lot of attention. They are fun loving and Morgan was able to provide them with all the love in the world! I can tell Morgan is a very genuine person who truly loves hanging out with pets. She is responsible and will treat your dogs like they are her own. I highly recommend her!”


Quinesha F.

“Quinn was great! She was thorough, thoughtful and communicative.”


Travis H.


“Travis was great as usual looking after my cats and I know I have nothing to worry about while I’m gone. He was very accommodating of dropping in an extra day when my flights were delayed.”


Emily Z.

“Emily was quick and responsive to a last minute drop in request. She provided a thorough note after her visit letting me know how they spent their time and my pup’s behavior and mood. I appreciate her being so responsive and thorough!”


Lucas Y.Star Sitter
“I’ve known Luke for over fifteen years, and honestly, any pet would be lucky to hang out with him. He’s an incredibly loving, responsible, and attentive person. As a dog dad, he understands how important it is to provide both structure and affection. What really stands out is how playful he is with his dog Harley! Whether it’s playing with her favorite toys at home, going on long walks, or just giving her so much love and cuddles. I would trust him with my pets in a heartbeat. He treats every animal like his own, with patience, warmth, and whole lot of love.”


Carly P.

“Carly is very personable and friendly and made a good first impression with us and our dog Carlito. She was puntual and sent photos of her visits which my wife appreciated..”


Keelyn M.

“Keelyn - thank you for taking such good care of Chip during our vacation (and for bringing in our mail and packages!). Always grateful to have you checking in while we’re away.”


Catherine R.

“Catherine was willing to help on short notice and was great with our dog!!”


Kathryn D.Star Sitter

“Kathryn did a great job with my cats and went above and beyond when my flights got delayed, coming back for additional visits beyond our originally scheduled time frame.”


Grace B.
“Grace is a thoughtful, reliable, and loving pet caregiver. She treats our dog like her own and always goes above and beyond to ensure they feel safe and happy.”


Elena C.
“Elena is a person who deeply cares about and appreciates pets and animals. As a dog owner she is responsible and loving, always making sure her dog Benji is taken care of. She would be ecstatic to be able to walk, pet and love any dog she is able to.”


Casey G.


“Casey was amazing with our puppy. She is a handful and he took such great care of her while we were gone for 3 days. We will definitely be using him again and highly recommend him to anyone else. No question the best rover in town! He is also pre vet so you know he is in it for the right reasons.”
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 Downer Woods.
Rover makes it easy to find Downer Woods 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.
