Pet Sitting & Drop Ins In Uptown 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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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
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1. Kathy S.


“I am so grateful I found Kathy when looking for a sitter to check in on my cat! My cat was recently prescribed meds that need to be administered every 12 hours. Kathy didn't bat an eye at helping with meds and was punctual for each check-in. She went above and beyond in every way while I was out of town, and her communication was excellent. I won't hesitate to have her check-in on my cat again in the future, and would I recommend her to others in a heartbeat!”


2. Michelle Y.

“It has been so great to have Michelle caring for my dog. She is responsive, reliable, and most importantly my dog loves her. She helps out with drop in visits in my home and makes sure my dog is cared for when I can’t be there. She always makes sure to send me updates and photos so I’m aware of what’s going on. She’s respectful of my space and makes certain all of my needs are met.”


3. Michelle G.


“Michelle did an amazing job with Millie! Very attentive to her needs and became someone Millie looked forward to seeing everyday while we were away!”


4. Joshua P.

“Communication was easy and Joshua is reliable. He's also able to work with your schedule and specific animals's needs. I already rebooked. Thank you!”




5. Kelsey H.

“Kelsey is our go-to pet sitter! She is always responsive, flexible, and so attentive to our pets. Even our neighbor commented to us on how our sitter goes above and beyond!”




6. Ashley W.
“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.”


7. Andrew S.
“Andrew is very nice and professional. You can tell he has a love for animals and spending time with them. He'll either take my dog on a short but tiring walk, or he'll take him to the park to run around and play, and everything in between. Highly recommend.”


8. Julia M.

“Julia was a wonderful pet sitter for my 2 fur boys. She made sure they were well cared for and i got to see the fun time they had with daily picture”


9. Amanda C.


“Amanda was great! I really appreciated her communication and pictures during each visit with our cats. I will be using her services again.”


10. Kristin R.

“Kristin did a great job looking after my cat! She was very friendly and willing to help when I forgot that she was due for her monthly medication. I got lots of pictures of my cat snuggling with her, which is always a good sign! I would definitely use Kristin again.”


11. Melainie T.

“Melainie is great with Trixie! She comes to let her out while I'm at work and I love getting the updates and photos during their visits 🥰 Trixie can be shy with new people and she's taken to Melainie so, so well!”




12. Charlotte M.
“The first time my dog met Charlotte, she refused to leave her side, especially when she discovered that Charlotte is an expert at giving ear massages. It's a testament to how wonderful Charlotte is with animals, how gentle and loving she is that they are naturally drawn to her. When I thought my dog needed surgery and someone would have to spend all day with her during recovery, I instantly thought of Charlotte as a potential caregiver, and I'd trust Charlotte absolutely in my dog's most vulnerable state. Charlotte is an incredible dog mom and your pets would be so lucky to have her care for them.”


13. 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”


14. Bella N.
“Isabella was great with my dog! She was timely and responsive, and she did a good job managing my dog’s reactivity while on walks. Overall a pleasure to work with!”




15. Jamila M.


“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!!!”


16. Caitlin K.

“Caitlin was a great communicator and took great care of my pup while I was away.”


17. Beth P.
“Beth has looked after my pets many times throughout the years. She's been excellent with our senior dogs as well as our younger pups. Beth is great with communicating, responsible, and our pets just love her!”


18. Davina A.
“Davina is a great sitter and she has done an amazing job caring for my dog Sunny. She proves excellent care and extra love to make him feel comfortable. Every time I get him back, he is happy and calm. I can tell he is well taken care of! She is also very responsive and sends me frequent photos and updates, which makes me feel at ease. I definitely recommend Davina as a trusted dog sitter.☺️”


19. Patricia B.
“Patty is an excellent pet sitter. She has taken care of our 3 fur babies as well as our home on several occasions. If you need someone to watch and care for your pets as if they were her own, I can't recommend Patty enough.”


20. Kat K.
“Kat is super communicative, consistently sticks to our cat's routine, and gives her all the love and pats she deserves. They're one of our go-to pet sitters, from day trips to short-notice family emergencies. Hire them, you won't regret it! ❤️”
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
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Uptown on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 290 pet sitters in Uptown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Uptown pet sitters respond in under an hour.
Pet sitters in Uptown have an average of 13 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Uptown.
Rover makes it easy to find Uptown 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
There are 290 pet sitters in Uptown on Rover, so you’re sure to find the perfect match for your pet! In Uptown, 100% of pet sitters offer daily exercise, 95% offer medication administration, and 95% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
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.
