House Sitting in Milwaukee
Find a loving house sitter to watch over your pets and your home.
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Top rated Milwaukee house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Rachel was amazing with my dog Zoey! Zoey is a timid dog that needs a sitter who is patient and kind. Rachel also provided amazing updates throughout the day. Will be booking again!”
“We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!”
“Megan was friendly and super communicative the whole time she house sat for us! My dog got sick while I was away and Megan handled it like an absolute pro. I would definitely trust Megan to care for my dog again.”
“They were amazing with Bodhi - on our return he seemed so happy and well cared for. They also left the house immaculate. We were just very pleased with their care of Bodhi and our house. They are great and we very much appreciate their care.”
“Emily is incredible with my senior dog, Bernie. She's gentle and patient and is understanding of the unfortunate accident or 2 requiring clean up on some visits. I have peace of mind knowing she will be there for Bernie!”
“Cindy is the best. She helped take care of my cats before they passed and takes care of my senior dog like she is her own dog. Lots of love and attention. I have had Cindy stay at my house multiple times,she goes above and beyond what I would expect. I wish I could clone her so she would always be available for just me, lol”
“Catie is a gem! We met twice before she stayed with our two small dogs for 4 nights. Catie updated us frequently and left our house spotless… and our dogs love her! She is kind, highly reliable, a great communicator and is a truly lovely person. So happy to have found her!”
“Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.”
“Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!”
“Laurie was great! She took such good care of our home and dogs and kept us updated on how everything was going. She even left our home very clean. I will definitely book with Laurie again in the future!”
“We love Lily. She goes above and beyond while watching Rosie. She takes care of her but also takes great care while staying at our home. We get daily reports and photos. We will book with her again.”
About: Taking care of dogs is something I have enjoyed for much of my life, even a malanois can’t resist my affection! I’m very excited to have fun with your fur baby! I am currently working part time so my availability is open to help you and your lovely pet! I am able to easily balance your pet care with my own schedule. Figuring out your pets needs is crucial, then building a good routine around play, rest and bathroom breaks. Building a good routine is very important for me to develop a good relationship with your friend!
“Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!”
“Lauren did a great job taking care of the boys while we were away. She gave them plenty of exercise and engagement as well as keeping them on their regular schedule. Very much appreciated and we hope to book again.”
“Berenice was great!!! She was easy to get in touch with and sent lots of pictures! My puppy was so happy to see her and tuckered out when I saw him indicating that all his physical and mental needs were met during his full day of care. Trustworthy and reliable! Would definitely book again”
“Meghan was amazing! Our dog loved her and she made sure he is comfortable and happy while we were gone. She sent us multiple updates with pictures of our sweet little pup. She followed all his feeding and walking routines to the t and communication was stellar. We couldn’t be happier. Our Shurik definitely found a new friend.”
“Maiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didn’t get lonely! Amazing!”
“Jackie stayed in our house with our dog for the weekend and she was great. Our husky Zero is our baby and a bit particular sometimes but she took it all in stride. She sent pictures throughout the weekend and reached out when she had questions. We also tried to make the house nice and neat for her time here and when she left we were wondering if she actually touched anything it was still so clean! We highly recommend Jackie and plan on booking her in the future when we're away for any extended amount of time.”
“Julianna was incredible! She stayed at my house for a week while we were gone to watch Sophia. She kept me updated on everything that was going on and gave her some extra love when she needed it. Sophia doesn’t love being away from us but Julianna made sure she was okay and did everything she could to make sure she was happy! Would definitely recommend her <3”
“Karla was amazing!! She was super responsive and sent many updates each day we were gone. Kuzco is still a puppy and can be wild at times, and she handled him perfectly. Would use her again for sure!”
Over 3,839 pet parents in Milwaukee have booked house sitting
Milwaukee pet parents share their Rover experiences
Sara and Ethan were excellent dog sitters! They watched three dogs at my house and were great about getting them out on regular walks, giving lots of attention and pets, and sending regular updates and communication. My dogs loved having them and I loved that they had a hybrid/remote work schedule that allowed them to be close to the dogs throughout the day! Ethan and Sara are a great team!
Jessica is an absolute pro when it comes to dogsitting. We recently rescued two dogs, and they can be quite a handful as they're acclimating to their new home. She was unfazed with Rocky's barking, and had Gordo snuggling in no time. Jessica sent regular updates and photos, which made me feel better, since it was our first time away from them overnight. I highly recommend Jessica, and would love to have her back in the future.
Flor was an EXCELLENT sitter to our dog Toast! We left on a trip for 5 days and she took amazing care of not only our dog, but our house as well! She was a great communicator and sent a ton of pictures! She also was great at giving our dog his medicine. We would absolutely book Flor again!
Steely my dog was in great hands with Megan. He was very happy to see her when she came back after the meet and greet. She kept me up to date regularly and sent me multiple pictures a day which made me feel so good being away. She asked appropriate questions regarding his care instructions. Also the residents in my 55 and over apartment building were very complimentary about her. I would absolutely have her take care of my boy again. Thank you Megan!🩷
Once again, Lily exceeded our expectations. She was so caring and attentive to Bailey during her 11 day stay in our home. She handled a long stretch of horrible weather (including a power outage) and sent us pictures that showed how much Bailey was enjoying playtimes, walks, and cuddles in our absence. The house was in great condition when we returned.
Tanya was fantastic with my crazy dogs! She went above and beyond in communication and made us feel so comfortable leaving our dogs for a few days. Our dogs required special care and minimal time alone and Tanya accommodated all requests. We will be using her every time we need a dog sitter! Highly recommend.
Keisha was absolutely great with our young dog. We were feeling anxious as it was our first time leaving him for vacation. She provided constant updates to ease our worried minds and took great care of him and our apartment. We came home to a happy, healthy pup and a clean home. What more could you ask for? If we go on a trip again while living in the area we will 100% be booking with Keisha again. 5/5 stars no complaints.
Hi Michelle, Thank you for taking such great care of Una (dog) and Larry (cat) this weekend. Larry usually hides from strangers, so the fact that she sat out with you shows how comfortable they both were in your company. We appreciated the consistent updates and photos, as well as you taking Una for a walk. Thank you also for cleaning Larry's box. The house looks wonderful, and both pets seem very relaxed. You are a pleasure to work with, and I would highly recommend your services to anyone. We look forward to booking you again in the future.
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!
The median cost per night for house sitting in Milwaukee is $50
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.
Sitters in Milwaukee average 4 repeat house sitting clients
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 2026 was about $50 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 2026, there are 1,118 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, 87% of Milwaukee house sitters respond in under an hour.
House sitters in Milwaukee have an average of 15 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.
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