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

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Loving pet sitters in your neighborhood
Search Results


1. Nycole T.

“Nycole goes above and beyond on every visit! I have no worries when I have to leave our cats and home for any amount of time. She is my favorite kitty sitter EVER!”


2. Joan P.

“Joan was very kind and very calming with the dogs. I really think they liked her. I hope she feels the same way and comes back. 🥰”


3. Susan H.

“Great care! Very attentive.”


4. Heather E.
“Heather has watched my two dogs both in her home and in mine. She has also come to my home to feed & check my two cats. She is dependable and conscientious, and it is evident that she truly loves animals. Her family’s dog, Rosa, is also very friendly and gentle – my dogs love to play with her when they get together!”


5. Shelby B.

“Incredibly reliable!!! We were hesitant to use a pet sitter as we normally travel with our furbabies but we found Shelby and she was absolutely fantastic! Her communication was prompt which was huge for me. She was punctual and completed the tasks she said she would. Shelby eased my mind as I knew the furbabies were in good hands. I would highly recommend Shelby! We will definitely use her in the future. Thank you Shelby.”


6. Jen G.

“Jen is awesome. This was my second time booking with Jen and she took excellent care of my dog and cat. She took my dog for a long nature walk while I was away and sent lots of pictures. She is an animal lover and a reliable sitter. We will be booking with her again.”


7. Jasmine T.

“My husband and I had Jasmine for an hour drop in to feed and hang out with our 3 dogs. She created a report card that individually explained what she & the dogs did. She provided fantastic details about each pup as well as many pictures of them! My husband and I felt at ease knowing Jasmine was there & trusting her attention to detail to provide what each pups needed.”




8. Cindy T.

“Cindy took great care of our dog and sent great pictures of him playing. I feel confident that she loved and cared for him just as we would have. We will be using her again!”


9. Dani D.

About: Hello and welcome! My name is Dani and I take care of/have taken care of all different kinds of pets. I have my own two dogs, as well as six cats. I have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (I have had up to 9 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can’t wait to meet you! (Or if you prefer the whole crew won’t meet you :)). I’m currently home full time. At this time I am home for almost the entire day, with occasional errands. There is one other person is the home, being my fiancé. His name is Aidan and he does help out with the animals (taking out the dogs, walks, feeding, play time, etc.) You can request my schedule for any amount of time to confirm your loved one will be cared for properly and on time. I deep clean all items used after a pet stays, so that they are ready for the next pet to stay. I have extra blankets, beds, crates, bowls, and more. I keep my fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is fenced in with access through a back door. When it’s nice out we play outside with the dogs where they have access to a kiddie pool to play in the water. I have started to add more outdoor play equipment/toys.


10. Jaclyn O.

“Thank you Jaclyn for taking care of Chola! We had a really great experience and loved the pictures. It was good to know that our old lady was in good hands while we were gone. Will be a repeat customer if we travel again soon.”


11. Henna K.
“I have known Henna for a little over 2 years. Full disclosure, she is engaged to my son. As a result, I have been blessed to have Henna join our family on many occasions. Henna is an extremely caring, thoughtful, and respectful person. She loves animals and being active in the outdoors. She is the PERFECT person for you to trust with your furry friends!!!”


12. Selena M.
“Selena and Maui has a truly special bond. The excitement that he shows towards her is a clear sign of affection and a happy anticipation. Patience is key when working with such enthusiastic energy and she has that. It's wonderful that they have such a positive connection.”


13. Angelina H.
About: I have worked with many types of animals my entire life. I spent my younger years working on a farm with lots of farm animals. I’ve worked with almost every kind of dog. I’ve also been pet sitting every since I was a kid for family and neighbors I have currently just moved and am looking to start taking new clients!! I am free everyday at almost any time currently! I always have my phone on me and am available. I would care for your pet just as if it were my own!! I would listen to ALL care instructions to give your animal the best care and to keep them comfortable.


14. Maddalena P.

“Maddalena was a great fit for our cat. She seemed to bond very quickly to the point Maddelena sent us video of their quality time spent together when she visited, rather than basically have our cat ignore her. In the past that has always been the case when we have others stop by to check in. We received photos each time Maddalena visited which made us feel better while we were away. Maddalena was very reliable and open with communication. We will rebook with Maddalena any time we go out of town in the future.”




15. Jenni F.


“Jenni did a great job with Copper! She even brought her own dog over for a playdate, which Copper loved. We really appreciated getting pics/videos. We would absolutely book again with Jenni!”


16. Jennifer P.
“She’s very caring towards animals and has experience with all kinds of them. She’s helped take care of my rats before. She has also raised chickens.”


17. Elijah X.
“Eli was awesome with my 7 year old American Bully. Eli, was able to accommodate my bullies needs to make him feel comfortable while I was away on vacation. Eli will continue to be my dog caregiver for all my future getaways.”


18. Michelle M.
“I would definitely recommend Michelle for all your pet care needs! She cares very much for all the animals and will take great care of your pets as well!”


19. Tegra R.

“Tegra is super sweet and I immediately felt comfortable into our home and trusting her with our little rascal Kitty cat. Assuming she accepts I'll happily use her services again!”


20. Madeline M.
“Madeline is wonderful with caring for my dog Honey. Honey loves her! I have a set walking schedule for Honey and Madeline was nice enough to walk her 3x a day. She is reliable and trustworthy. What I appreciate most are the updates to reassure me that Honey is doing well. I have built a relationship with Madeline and feel comfortable leaving Honey overnight. She cared for Honey for two weeks while I was overseas. Highly recommend!”
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 Maple Tree.
Rover makes it easy to find Maple Tree 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.
