Pet Sitting & Drop Ins in Wilson Park, 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 Wilson Park pet sitters

“Hailey took such excellent care of our dog Buddy. I would absolutely 💯 recommend her. She is natural with pets! Knowing she took such great care of Buddy, made our vacation so much more relaxing, enjoyable and worry-free. We are looking forward to booking with Hailey again soon.”


“Devon did a great job taking care of our high needs special needs cat as well as our two bunnies! Everyone was very happy when we came home and our home was clean as well. Definitely would ask Devon to watch our pets again!”


“Bernice has been wonderful with my two dogs - one is almost 9 and the other is 3 this year. Short notice or an extended stay, I never worry when I book with her!! Highly recommended 🐾 🐾”


“Elaine did a wonderful job caring for our pets. Our cat has a lot of extra needs and she was very patient with him. She even spent extra time snuggling with him while we were away. We came home to a clean house and well-cared for animals. We'd definitely recommend!”



“Michele is a wonder. We have five of our own dogs right now, plus three fosters, and she handled them all with grace and ease. It is also a tricky situation because they don't all get along and have to be let out in groups, so that was a worry I had, but it worked out very well! I highly recommend Michele to watch your furry herd (or single furry friend). Thanks, Michele!”


“Linsey did an awesome job taking care of Pearl! She sent great pictures and videos and made sure to keep me updated on how she was doing every day. Thank you so much, Linsey!”


“Angela was so great with our kitten while we were gone! Her communication was excellent and she spent extra time with our pet—I knew he wasn’t lonely, which was so reassuring. I would 100% trust Angela in the future and use her as a sitter again!”


“Stephanie was excellent feeding my furry friends over labor day weekend. Very good communication and pictures. She not only fed them, but also tried to play with them. Would definitely recommend and use again!!”


“Lisa was excellent! Very communicative sending us cute pictures of our Sammy. She took great care to each instruction. I'm sure Sammy misses her!! 🌞Everything was left perfectly!! I will definitely rebook with Lisa!!!! 🐈⬛️💗”


“Courtney was absolutely wonderful! She watched my cat Blue while I was gone and sent loads of adorable pictures and videos daily and kept me updated on how Blue was doing. She took the extra time to play with him and brush him, and handled giving him his ear drops and medication fantastically!! I definitely recommend Courtney and look forward to continuing to work with her for all my pet sitting needs :)”


“Rucha was awesome and took such great care of my sweet 4 month old kitten. I didn’t have to worry about her not giving all the attention to my little one. For sure will be booking again!!”


“Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜”


About: I’ve raised and trained pit bulls from puppies to 8 years old, worked with skill training for German Shepards, and helped my sister foster a Dachshund that had a senior owner who couldn’t walk him for over 2 years. I’m addition, I’ve watched many friends pets in their home for multiple nights. I’m a world traveler and digital nomad. I work part time and am able to spend an ample amount of time with your pet! It is like pet therapy to me and I enjoy bringing pets with me everywhere I go or coming to them and spending time in their safe space. After just recently taking care of my friends dog for Thanksgiving in Albuquerque, New Mexico for a week, I decided that I wanted more pets in my life! I was able to take Ayani (3 year old male dog-not aware of breed) for his morning and evening walks, in addition to many dog park visits. I am an avid hiker and love to bring dogs along with me, both on and off the leash depending on the owners guidelines.


“Kim was AMAZING with my cat Millie. Millie is a very shy cat and usually stays away from new people, however, she immediately liked being around Kim. Millie and I cannot say enough good things about Kim!!!”


About: Ive been working with pets for over 6 years, I’ve walked them or taken care of them as if they were my own because I know how important they can be. I also know that keeping your pets active is the secret for them to live long, walking them is the best way to keep them healthy I am currently working part-time as a CNA, my schedule is pretty much free and I am available throughout the week. Any day I do have work I would get out at 2pm and could still take care of your pets. I also used to have a dog so I know how important it is to take care of them. I have a fenced yard and big yard for you pet to run around in. I currently don’t have any pets so your pet would have my undivided attention at all times.
Loving pet sitters in your neighborhood
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Hailey I.

“Hailey took such excellent care of our dog Buddy. I would absolutely 💯 recommend her. She is natural with pets! Knowing she took such great care of Buddy, made our vacation so much more relaxing, enjoyable and worry-free. We are looking forward to booking with Hailey again soon.”


Devon W.
Star Sitter


“Devon did a great job taking care of our high needs special needs cat as well as our two bunnies! Everyone was very happy when we came home and our home was clean as well. Definitely would ask Devon to watch our pets again!”


Keisha P.Star Sitter

“Thank you Keusha!”


Berenice B.


“Bernice has been wonderful with my two dogs - one is almost 9 and the other is 3 this year. Short notice or an extended stay, I never worry when I book with her!! Highly recommended 🐾 🐾”


Elaine P.

“Elaine did a wonderful job caring for our pets. Our cat has a lot of extra needs and she was very patient with him. She even spent extra time snuggling with him while we were away. We came home to a clean house and well-cared for animals. We'd definitely recommend!”




Michele M.

“Michele is a wonder. We have five of our own dogs right now, plus three fosters, and she handled them all with grace and ease. It is also a tricky situation because they don't all get along and have to be let out in groups, so that was a worry I had, but it worked out very well! I highly recommend Michele to watch your furry herd (or single furry friend). Thanks, Michele!”


Linsey C.Star Sitter

“Linsey did an awesome job taking care of Pearl! She sent great pictures and videos and made sure to keep me updated on how she was doing every day. Thank you so much, Linsey!”


Cassandra C.

“Cassandra was great!”


Angela R.Star Sitter

“Angela was so great with our kitten while we were gone! Her communication was excellent and she spent extra time with our pet—I knew he wasn’t lonely, which was so reassuring. I would 100% trust Angela in the future and use her as a sitter again!”


Stephanie L.

“Stephanie was excellent feeding my furry friends over labor day weekend. Very good communication and pictures. She not only fed them, but also tried to play with them. Would definitely recommend and use again!!”


Lisa W.Star Sitter

“Lisa was excellent! Very communicative sending us cute pictures of our Sammy. She took great care to each instruction. I'm sure Sammy misses her!! 🌞Everything was left perfectly!! I will definitely rebook with Lisa!!!! 🐈⬛️💗”


Lilyia S.

“Liliya is great! I was setting up cat sitting for my relatives during a family emergency and from several states away, and she was so helpful and accommodating!”


Courtney W.

“Courtney was absolutely wonderful! She watched my cat Blue while I was gone and sent loads of adorable pictures and videos daily and kept me updated on how Blue was doing. She took the extra time to play with him and brush him, and handled giving him his ear drops and medication fantastically!! I definitely recommend Courtney and look forward to continuing to work with her for all my pet sitting needs :)”


Mary C.

“Was very easy to work with and communicative and took great care of my pup.”


Rucha N.

“Rucha was awesome and took such great care of my sweet 4 month old kitten. I didn’t have to worry about her not giving all the attention to my little one. For sure will be booking again!!”


Alexy & Christian G.Star Sitter

“Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜”


Faith K.

“Faith helped out while we were gone for a long day and was a great communicator and also sent us photos of the fur babies! We plan to use her again for future needs!”


Sawyer U.
“Sawyer took care of my ridgeback mix for a week while out of town. He was an incredible dogsitter and Milo absolutely loved him! I got pictures of them on adventures together and Milo playing with new dog friends. My dog can be difficult with new people and loved Sawyer from the start. I appreciated the consistent updates on my boy and any time I messaged him for an update I quickly received a response. When I came home Milo was happy, healthy, tired from a walk and even freshly bathed, which is no easy task for my bathtub hating dog. If I ever have the chance to have Sawyer back to take care of my dog I will take that up in a heartbeat, I couldn’t recommend a pet sitter more.”




Kim S.Star Sitter

“Kim was AMAZING with my cat Millie. Millie is a very shy cat and usually stays away from new people, however, she immediately liked being around Kim. Millie and I cannot say enough good things about Kim!!!”


Mabel L.
About: Ive been working with pets for over 6 years, I’ve walked them or taken care of them as if they were my own because I know how important they can be. I also know that keeping your pets active is the secret for them to live long, walking them is the best way to keep them healthy I am currently working part-time as a CNA, my schedule is pretty much free and I am available throughout the week. Any day I do have work I would get out at 2pm and could still take care of your pets. I also used to have a dog so I know how important it is to take care of them. I have a fenced yard and big yard for you pet to run around in. I currently don’t have any pets so your pet would have my undivided attention at all times.
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 Wilson Park.
Rover makes it easy to find Wilson 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.
