Pet Sitting in 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 Milwaukee pet sitters

“We LOVE Jensen and will 100% be booking with him again. He took such good care of our babies, communicated with us well, all the updates and pictures kept us at ease. And even our shy boy warmed up to Jensen’s amazing energy!”


“Maiah is a great sitter, communication is excellent. Always sends a detailed summary of the visit and goes above beyond to make your pet have an enjoyable time. Highly recommend !”


“Thank you Keusha!”


“Vilma was great with communication and was so kind! She sent multiple pictures a day and daily updates of how my boys were doing. I will definitely be keeping her in mind with future travels.”


About: I’m a MIAD student in Milwaukee. I’ve been pet sitting and walking for a while. And I’ve worked with many dogs that are in training. Including puppies/dogs in service dog training. So I can help with training if needed. And I’ve worked with many other different animals like reptiles and cats I’m a junior college student at MIAD Milwaukee. I have classes on Monday-Wednesday. But I got time available around my classes during the day to walk or watch pets. And I am available on every other Thursdays! Heres my class schedule if you’d like me to walk them or if you’d like me to stop by to feed or hang out with your pet around any of these days and times: Monday classes: 8:00am-12:15pm & 3:00pm-8:30pm Tuesday classes: 12:30pm-5:35pm Wednesday classes: 8:00am-11am & 3:00pm-5:45pm Thank you so much for understanding my school schedule. Very busy school year. Note: I sadly don’t have a car here. So I’ll be walking to the destination to walk or watch your pet. I live in a dorm so it may be hard for me to have pets at my place. But I’ve done pet sitting many times in my life and feed them and let them out whenever needed. And as for play time I can stick around to hang out with pets and spend time with them. And for walking I’ve done many walks with all sorts of dogs.

“Megan was so wonderful!! Our sassy cat loved her and we could tell he felt comfortable with her and was calm when we got home after a week away. We are so thankful to have found her and are way more confident with leaving in the future!”


“Julia always takes great care of our two boys!”


“Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++”


“They did a great job taking care of my older dog! They sent great updates and did the extra work needed to take care of her from carrying her up and down stairs to helping with her food. It felt like close friends taking care of her and highly recommend them!”


“Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.”


“Avery was great. We appreciated her meeting our pup before she started with her visits. She left great notes and photos. We’ll definitely have her back again.”


“Chelsea took amazing care of my pittie girl while I was away! She sent messages, pictures or video everyday to keep me updated. My dog loves her new friend in Chelsea so I will definitely continue to use her services!”


About: Hi there! I’m Karla DJ, your soon-to-be pet care companion! By day, I work at a desk with computers, so I cherish the breaks I get to spend caring for pets—it’s the perfect way to recharge! In my free time, I love DIY projects and training my own dog, Lola. I’ve been an animal lover all my life, growing up with two turtles, a guinea pig named Bobo, a Shih Tzu mix named Chucho, and a Pomeranian named Princess. Over the years, I’ve also been a rescue mom and the go-to dog sitter for friends and family. One of my favorite stories? While living in Houston, I met the sweetest rescue pup and instantly knew she was meant to be mine—that’s how Lola, my loving Carolina mix (and partner in crime!), joined my life. Now, as I train Lola at home, I’d love to extend that care to your pets too! Whether it’s a refreshing walk, a fresh bowl of water, or some extra playtime and treats, I’m here to make their day brighter. Plus, I live with my sister, so your furry friends will get double the love and attention! I can’t wait to meet your pets and help make their days happier! I'm a morning person and my day starts a 5am! With so much time I'd love to be more productive and help others with their pets. I'm available all day Saturday to Sunday and during the week depends but very flexible from Monday to Wednesday. **I'm happy to help with all your pet care needs!** Whether it's refilling food and water, administering medications, keeping your home pet-secure, or providing walks and car rides - I've got you covered. Your pet's comfort and safety are my top priorities! Let me know how I can best care for your furry friend. I look forward to helping!

About: My family has adopted rescue dogs since I was 6 years old. I'm very familiar and comfortable with dogs with anxiety and digestive issues. I have dogsat relatives' dogs throughout high school and college and started dogsitting coworkers' dogs as soon as I joined the workforce. I work a 40 hour work week but work remote 2-3 times a week. I am a close walk to work, so I can always come back quickly without issue. My night and weekend schedules are incredibly flexible. I live close to many parks and love going on walks. I also like taking dogs on runs if that is of interest. I've been trusted to dogsit in numerous families' homes and pay extra attention to being respectful while there.

“Megan was wonderful with my dog and provided great care! This was a rebooking and I will definitely continue to rebook. Thanks for everything!”


About: Experienced in long term pet care, taking care of dogs for extended time periods when owners are on vacation and everyday experience taking care of pets while families are working, including drop ins and dog walks I work remotely and have a lot of free time open during the day for drop ins and dog walks. I’m available in the mornings, afternoons, and nights! Will respect any rules of the house and am very open to watch / play with the dogs in any way they’re comfortable with and used to

About: I'm a dog lover in every regard, I have two yorkies (Theo and Winnie) who love to play, well trained (although vocal), and moving downtown. I've done rover for a number of years so I'm experienced with medications, senior dogs, pack behavior, training puppies, etc. If you have questions feel free to ask. I work in an office 4 blocks from my apartment M/Tue/Th, I'm remote Wed/Fri, my hours are 9 - 5. Outside of that I am active, there is a cute little dog park opening downtown and I love walks. I can't have pets in my home but I treat your pet as much as my own as you would like. I like to know all their normal routines/rules to maintain consistency for them as well as what they enjoy so they have fun when I hang out. I understand pets need time to gain trust with new people but I secretly love when they realize I'm safe and I love them.

“Alexis was great! Very friendly and good communicator. She is one of the few people that our cat has come out to say hi to while we’re gone. We were confident our cat was well taken care of!”


About: I have had animals all my life and feel a real connection to them. My dog Kyra is my soul dog. I've had her since college and she's the best dog I could ever imagine owning. She is a 60 lb lab dog who has to be attached to my hip at all times, which I am perfectly okay with. I grew up having cats, but my husband is allergic so I would love to get some cat quality time in by taking care of yours :) I love being outside so taking your dogs on long walks would be an honor. I promise to make them feel loved in the little time I may get to spend with them. My dog can play pretty hard so I am a bit weary of watching smaller dogs around her, so I will leave it up to your discretion. She did become best friends with a small weenie dog (who thought he was much bigger), so it really just depends on your dog's personality. I would suggest meet and greets before hand for these situations :) Due to Kyra's high energy and the fact that I live in an apartment, we do go outside many times throughout the day as weather permits, and even go to the dog park whenever possible, so your dog is sure to have lots of outside time.
Loving pet sitters in your neighborhood
Search Results


Jensen M.Star Sitter

“We LOVE Jensen and will 100% be booking with him again. He took such good care of our babies, communicated with us well, all the updates and pictures kept us at ease. And even our shy boy warmed up to Jensen’s amazing energy!”


Maiah D.Star Sitter

“Maiah is a great sitter, communication is excellent. Always sends a detailed summary of the visit and goes above beyond to make your pet have an enjoyable time. Highly recommend !”


Keisha P.Star Sitter

“Thank you Keusha!”


Vilma C.Star Sitter

“Vilma was great with communication and was so kind! She sent multiple pictures a day and daily updates of how my boys were doing. I will definitely be keeping her in mind with future travels.”


Gwyneth P.
“Gwyneth is fantastic with all animals. She not only takes good care of them but shows them friendship and love. Very reliable and animals just love her presence.”


Megan D.Star Sitter

“Megan was so wonderful!! Our sassy cat loved her and we could tell he felt comfortable with her and was calm when we got home after a week away. We are so thankful to have found her and are way more confident with leaving in the future!”


Julia S.

“Julia always takes great care of our two boys!”


Emily R.
Star Sitter


“Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++”


Andrew & Taylor O.

“They did a great job taking care of my older dog! They sent great updates and did the extra work needed to take care of her from carrying her up and down stairs to helping with her food. It felt like close friends taking care of her and highly recommend them!”


Valerie S.Star Sitter

“Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.”


Avery P.Star Sitter

“Avery was great. We appreciated her meeting our pup before she started with her visits. She left great notes and photos. We’ll definitely have her back again.”


Chelsea R.Star Sitter

“Chelsea took amazing care of my pittie girl while I was away! She sent messages, pictures or video everyday to keep me updated. My dog loves her new friend in Chelsea so I will definitely continue to use her services!”


Karla D.Star Sitter
About: Hi there! I’m Karla DJ, your soon-to-be pet care companion! By day, I work at a desk with computers, so I cherish the breaks I get to spend caring for pets—it’s the perfect way to recharge! In my free time, I love DIY projects and training my own dog, Lola. I’ve been an animal lover all my life, growing up with two turtles, a guinea pig named Bobo, a Shih Tzu mix named Chucho, and a Pomeranian named Princess. Over the years, I’ve also been a rescue mom and the go-to dog sitter for friends and family. One of my favorite stories? While living in Houston, I met the sweetest rescue pup and instantly knew she was meant to be mine—that’s how Lola, my loving Carolina mix (and partner in crime!), joined my life. Now, as I train Lola at home, I’d love to extend that care to your pets too! Whether it’s a refreshing walk, a fresh bowl of water, or some extra playtime and treats, I’m here to make their day brighter. Plus, I live with my sister, so your furry friends will get double the love and attention! I can’t wait to meet your pets and help make their days happier! I'm a morning person and my day starts a 5am! With so much time I'd love to be more productive and help others with their pets. I'm available all day Saturday to Sunday and during the week depends but very flexible from Monday to Wednesday. **I'm happy to help with all your pet care needs!** Whether it's refilling food and water, administering medications, keeping your home pet-secure, or providing walks and car rides - I've got you covered. Your pet's comfort and safety are my top priorities! Let me know how I can best care for your furry friend. I look forward to helping!


Molly S.Star Sitter
“Molly has spent almost all her life around dogs and is a dedicated caregiver. She will give your dog lots of love and attention, and she understands dogs with unique needs. Molly will be a responsible companion for your dog.”


Megan & Richard S.
Star Sitter


“Megan was wonderful with my dog and provided great care! This was a rebooking and I will definitely continue to rebook. Thanks for everything!”


Benjamin R.
About: Experienced in long term pet care, taking care of dogs for extended time periods when owners are on vacation and everyday experience taking care of pets while families are working, including drop ins and dog walks I work remotely and have a lot of free time open during the day for drop ins and dog walks. I’m available in the mornings, afternoons, and nights! Will respect any rules of the house and am very open to watch / play with the dogs in any way they’re comfortable with and used to


Ashley M.
About: I'm a dog lover in every regard, I have two yorkies (Theo and Winnie) who love to play, well trained (although vocal), and moving downtown. I've done rover for a number of years so I'm experienced with medications, senior dogs, pack behavior, training puppies, etc. If you have questions feel free to ask. I work in an office 4 blocks from my apartment M/Tue/Th, I'm remote Wed/Fri, my hours are 9 - 5. Outside of that I am active, there is a cute little dog park opening downtown and I love walks. I can't have pets in my home but I treat your pet as much as my own as you would like. I like to know all their normal routines/rules to maintain consistency for them as well as what they enjoy so they have fun when I hang out. I understand pets need time to gain trust with new people but I secretly love when they realize I'm safe and I love them.


Alexis F.

“Alexis was great! Very friendly and good communicator. She is one of the few people that our cat has come out to say hi to while we’re gone. We were confident our cat was well taken care of!”


Maci P.
“Maci is a loving and caring friend that everyone needs in life. By spending just a minute with her, you'll easily be able to see the kind of person she is. If you want your dog cared for by a genuine and compassionate person (for humans and dogs), hands down she's the best option.”


Sydney Z.

“Sydney took wonderful care of my dog Morty while I was away! I will definitely contact her again”
Over 2,717 pet parents in Milwaukee have booked pet sitting
Milwaukee pet parents share their Rover experiences
Angela was great. Respectful, communicative, and even left me a huge zucchini from her garden!! I will absolutely be hiring her again when I go out of town.

We LOVE Jensen and will 100% be booking with him again. He took such good care of our babies, communicated with us well, all the updates and pictures kept us at ease. And even our shy boy warmed up to Jensen’s amazing energy!

Berenice is always great! She was very accommodating with a last minute change to the schedule and she takes great care of my dog. Thanks!

This is the second time danielle took care of my cats while I was out of town, everything was done first rate, I couldnt have done it better myself. I would use her anytime, Once again, thank you very much !!!

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.

Meghan is great with our lab and is wonderful about providing pictures and updates throughout the drop in visits we have her do while we are out of town.

Megan was wonderful with my dog and provided great care! This was a rebooking and I will definitely continue to rebook. Thanks for everything!

Anna made me feel so comfortable with her coming to let my dog out! She was very responsive! I would definitely use her again in the future!

Bailey was available on short notice and went above and beyond for my cat! Highly recommend her and will only be using her going forward! Thanks again :)

We always appreciate Lily's caring service. She even was able to accommodate a late date change, which was greatly appreciated. She always leaves a great report and pictures. We highly recommend her!

Alexis was great! Very friendly and good communicator. She is one of the few people that our cat has come out to say hi to while we’re gone. We were confident our cat was well taken care of!

If you’re looking for someone reliable, caring, and great with dogs, I highly recommend booking with Emma. She was punctual and communicative. I highly recommend!

Put a smile on my face with Adrienne’s updates and photos of my dog with each visit. Calming to know my girl was well loved while I was away!

Jenna is always a great choice for my pup. Communication is great and she always responds in a timely manner. I highly recommend Jenna for your sitter needs !

Always so kind, reliable, and responsible with our crazy pup. We feel so comfortable knowing Megan’s available to check on our dog and play with him while we’re away!

Quinesha was great! She made my first experience using Rover so good! I can’t wait to book her again my little three loved her!

Kayla did an amazing job watching my kitten, Archie! She provided excellent care, sent adorable pictures after every visit, and was very responsive. When I got home Archie was his usual happy and playful self and it was clear that Kayla’s visits really helped limit the stress of me being away for both of us. I’ll absolutely book her again!

Popular requests near you
Select a filter and find qualifying Milwaukee sitters!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!
The median cost per night for pet sitting in Milwaukee is $20
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.
Sitters in Milwaukee average 5 repeat pet sitting clients
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 Milwaukee on Rover as of Aug 2025 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 Aug 2025, there are 460 pet sitters in Milwaukee. 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, 87% of Milwaukee pet sitters respond in under an hour.
Pet sitters in Milwaukee have an average of 11 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 Milwaukee.
Rover makes it easy to find Milwaukee 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 460 pet sitters in Milwaukee on Rover, so you’re sure to find the perfect match for your pet! In Milwaukee, 100% of pet sitters offer daily exercise, 91% 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.
