House Sitting in Milwaukee
Find a loving house sitter to watch over your pets and your home.
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
Top rated Milwaukee house sitters
“Megan was so lovely! She was so great with my (big) dog and I felt really confident leaving my pup with her. She kept me updated the whole time and sent a lot of pics. I came home to my apartment the same way I left it and Megan even left a sweet card. Highly recommend Megan!”
“Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.”
“Lily was fantastic with my animals! She got sick while I was gone, poor thing, but worked right through it, even cleaned the carpet when one of my babies threw up. I would definitely trust her with my animals and place and will be using her services in the future!”
“Keisha was amazing!! She sent lots of updates on our dog and spent really good time with her the whole 5 day trip. She was in such good hands and we would DEFINITELY use her again! Thank you!!”
“Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!”
“We were so happy to have Carole staying at our house and taking care of our puppy! We were sent many updates and assured that our dog had been well taken care of. Thank you!”
“Melissa was outstanding!! We for sure could not have asked for anyone better to come stay with our babies. We got daily pictures and updates and you could tell she loved them like her own. We can not wait for her to come back as we already have her booked for more sittings!”
About: I’ve taken care of elderly dogs, as well as new puppies, and know how to meet the needs of every unique pet that I work with in my life. I am always conscious about disrupting their routine as little as possible while their humans are gone, and take care to give them as much kindness and love as possible. I work in theatre in the evenings, but have my mornings and afternoons free. I enjoy dog sitting when I don’t have a show, as well as drop in visits and walks to help folks who work a 9-5 job. I always strive to respect and diligently care for the pets in my care. I always write down any instructions I receive, and make sure to cross check that to provide the highest quality care and service for folks. I treat the pets I care for with the kindness, calmness, and love that I would want someone to take care of my own pets.
“Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!”
“Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!”
“Daniela is wonderful and such a doting dogsitter. Our great dane loves it when she comes and is always sad when she leaves! She's attentive to his special diet and is highly communicative. Cannot recommend her enough!”
“Lanaya was great. She could handle our Great Dane with no problems for a whole day, even sending us pictures through the day without us asking for them which was really nice of her. First time using rover for us but it won’t be the last. Thanks Lanaya! We will see you soon.”
“Blythe is a fabulous dog sitter!! She truly loves her clients and you can tell‼️ She’s great at sending pictures and messages to keep you updated. I can’t say enough about her caring heart.”
About: I have grown up with dogs all my life. Every time I get the opportunity to watch a fur baby, I treat them like they are my own. I have done some dog/puppy training as well, and I've always gotten great reviews on what one's pet can do by the time they go home (If interested) As of right now, my schedule is completely open, Monday - Sunday. I am in a transition period, so I would love to prioritize your fur baby. I live in an apartment on the east side, so I’m close to several parks and have access to trails, lakeside, dog parks if these attributes benefit your baby. I’m a very active person, so taking your animal on several walks a day is a treat to me!
“Maggie did an amazing job while I was away a week from my two boys. She sent me updates and photos which helped me feel more at peace with being away from them.”
“Linnea was absolutely amazing! She went above and beyond to make sure my puppy was well taken care of (which included a vet visit). I could not recommend Linnea enough. She was super communicative and my puppy loved her. She also was a perfect house guest.”
“Talor was a great sitter! She asked a bunch of questions when booking to make sure she understood my pet and how to best care for him. She checked in often and provided updates each day. She did a very good job watching Finn. Definitely would rebook next time I need a sitter.”
“Ms. Anna treated Ruby like her own puppy. It was so fabulous to travel to Chicago for the day and know Ruby was in competent hands. We highly recommend Ms. Anna.”
“Berenice is fantastic! Sends lots of updates and pictures of my babies while we were away. Cleaned up after herself which wasn’t necessary. I felt comfortable being away knowing my dogs were taken care of. 10 out of 10!!”
“Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.”
Loving house sitters in your neighborhood
Search Results
1. Megan D.
“Megan was so lovely! She was so great with my (big) dog and I felt really confident leaving my pup with her. She kept me updated the whole time and sent a lot of pics. I came home to my apartment the same way I left it and Megan even left a sweet card. Highly recommend Megan!”
2. Jessica Z.
“Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.”
3. Lily S.
“Lily was fantastic with my animals! She got sick while I was gone, poor thing, but worked right through it, even cleaned the carpet when one of my babies threw up. I would definitely trust her with my animals and place and will be using her services in the future!”
4. Keisha P.
“Keisha was amazing!! She sent lots of updates on our dog and spent really good time with her the whole 5 day trip. She was in such good hands and we would DEFINITELY use her again! Thank you!!”
5. Joanne & Becky J.
“Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!”
6. Carole & Shannon C.
“We were so happy to have Carole staying at our house and taking care of our puppy! We were sent many updates and assured that our dog had been well taken care of. Thank you!”
7. Melissa H.
“Melissa was outstanding!! We for sure could not have asked for anyone better to come stay with our babies. We got daily pictures and updates and you could tell she loved them like her own. We can not wait for her to come back as we already have her booked for more sittings!”
8. Addoris D.
“Adi was an absolute gem. My dog Ruby loved her and we were sad when she moved to Chicago. She takes incredible care and was always prompt when messaging me about any issues (Ruby has to take medication every day and she can sometimes be a nightmare about it). Would highly recommend her, especially for your elderly dogs that need a little bit of extra love and attention.”
9. Emily R.
“Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!”
10. Ashley W.
“Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!”
11. Daniela & Michael P.
“Daniela is wonderful and such a doting dogsitter. Our great dane loves it when she comes and is always sad when she leaves! She's attentive to his special diet and is highly communicative. Cannot recommend her enough!”
12. Lanaya O.
“Lanaya was great. She could handle our Great Dane with no problems for a whole day, even sending us pictures through the day without us asking for them which was really nice of her. First time using rover for us but it won’t be the last. Thanks Lanaya! We will see you soon.”
13. Blythe R.
“Blythe is a fabulous dog sitter!! She truly loves her clients and you can tell‼️ She’s great at sending pictures and messages to keep you updated. I can’t say enough about her caring heart.”
14. Mikalanne T.
About: I have grown up with dogs all my life. Every time I get the opportunity to watch a fur baby, I treat them like they are my own. I have done some dog/puppy training as well, and I've always gotten great reviews on what one's pet can do by the time they go home (If interested) As of right now, my schedule is completely open, Monday - Sunday. I am in a transition period, so I would love to prioritize your fur baby. I live in an apartment on the east side, so I’m close to several parks and have access to trails, lakeside, dog parks if these attributes benefit your baby. I’m a very active person, so taking your animal on several walks a day is a treat to me!
15. Maggie M.
“Maggie did an amazing job while I was away a week from my two boys. She sent me updates and photos which helped me feel more at peace with being away from them.”
16. Linnea G.
“Linnea was absolutely amazing! She went above and beyond to make sure my puppy was well taken care of (which included a vet visit). I could not recommend Linnea enough. She was super communicative and my puppy loved her. She also was a perfect house guest.”
17. Talor G.
“Talor was a great sitter! She asked a bunch of questions when booking to make sure she understood my pet and how to best care for him. She checked in often and provided updates each day. She did a very good job watching Finn. Definitely would rebook next time I need a sitter.”
18. Anna L.
“Ms. Anna treated Ruby like her own puppy. It was so fabulous to travel to Chicago for the day and know Ruby was in competent hands. We highly recommend Ms. Anna.”
19. Berenice B.
“Berenice is fantastic! Sends lots of updates and pictures of my babies while we were away. Cleaned up after herself which wasn’t necessary. I felt comfortable being away knowing my dogs were taken care of. 10 out of 10!!”
20. Jackie C.
“Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. 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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Milwaukee on Rover as of Apr 2025 was about $46 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Apr 2025, there are 1,071 house sitters in Milwaukee. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Milwaukee house sitters respond in under an hour.
House sitters in Milwaukee have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Milwaukee.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Milwaukee house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
Connect anywhere with the Rover app
