Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Milwaukee house sitters
“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”
“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!!”
“Ashley house and dog sat for us for 3 nights and it worked out great. She sent pics and updates daily. My skittish pooch seemed unbothered by our absence and the house looked cleaner than we left it actually. Highly recommend Ashley and would definitely book her again”
“Blythe took such good care of our pets and home. She went out of her way to schedule fun things for our dog, and she clearly loved all the attention, and the cats loved the snuggles. Thank you, Blythe!”
“Jasmine was a fantastic person to have house sit for our pets! She sent many updates and photos. I know that she took the best care of our Great Dane (and cat!). I would highly recommend her! Hope we can book her again.”
“Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.”
“Melissa watched my kittens for five days while I was away and she was absolutely great! Very dependable and provided updates. She sent me photos and was a great communicator. She took excellent care of my kittens and home. I had peace of mind while away from them for the first time while they were in Melissa’s care. I highly recommend her and I’d love to have her care for them again in the future. Thanks Melissa!”
“Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.”
“Tishara was a wonderful and caring pet sitter. She stayed at our home and ensured our pups were loved on while we were gone. She was quick to communicate with us when needed and shared great photos. One of our dogs requires medicine 2x daily so Tishara made sure she understood how to administer it as well as any emergency contacts she might need while we’re gone. It is so reassuring to know someone is looking after your pets with that much care and concern.”
“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.”
“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!”
“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!”
“Abigail was wonderful both with our dog and for our house! She brought in mail, watered our plants, and took such good care of everything. We got daily photos and updates of our dog out on walks and she arrived early and left late, ensuring our dog spent as much time alone as possible. She’s our favorite sitter and we’ll be employing her again!”
“Molly was great and I’m so glad she was able to stay with Jordy for the weekend! She treated my home so well it was like I never left, and Jordy was clearly wiped. Would love to use her again in the future!”
“Talor was wonderful! she was super patient and helpful when dexter started to have his typical stomach issues. she sent lots of pictures and left the house clean and tidy! will absolutely use her again.”
“Elizabeth is so fantastic with my dog Daisy! She has house sat for me numerous times, she sends pictures with an update everyday (which I love!), and I will definitely call her back again! Daisy loves her too! :-)”
Loving house sitters in your neighborhood
Search Results
Addoris D.
“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”
Keisha P.Star Sitter
“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!!”
Ashley W.Star Sitter
“Ashley house and dog sat for us for 3 nights and it worked out great. She sent pics and updates daily. My skittish pooch seemed unbothered by our absence and the house looked cleaner than we left it actually. Highly recommend Ashley and would definitely book her again”
Blythe R.Star Sitter
“Blythe took such good care of our pets and home. She went out of her way to schedule fun things for our dog, and she clearly loved all the attention, and the cats loved the snuggles. Thank you, Blythe!”
Emily M.
“Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.”
Jasmine R.Star Sitter
“Jasmine was a fantastic person to have house sit for our pets! She sent many updates and photos. I know that she took the best care of our Great Dane (and cat!). I would highly recommend her! Hope we can book her again.”
Adrienne N.Star Sitter
“Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.”
Maiah D.Star Sitter
“Maiah is great and my dogs love her! Rebooking her again!”
Melissa H.Star Sitter
“Melissa watched my kittens for five days while I was away and she was absolutely great! Very dependable and provided updates. She sent me photos and was a great communicator. She took excellent care of my kittens and home. I had peace of mind while away from them for the first time while they were in Melissa’s care. I highly recommend her and I’d love to have her care for them again in the future. Thanks Melissa!”
Berenice B.
“Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.”
Tishara M.
“Tishara was a wonderful and caring pet sitter. She stayed at our home and ensured our pups were loved on while we were gone. She was quick to communicate with us when needed and shared great photos. One of our dogs requires medicine 2x daily so Tishara made sure she understood how to administer it as well as any emergency contacts she might need while we’re gone. It is so reassuring to know someone is looking after your pets with that much care and concern.”
Elizabeth J.
“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.”
Megan D.Star Sitter
“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!”
Emily R.Star Sitter
“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!”
Lily S.Star Sitter
“Lily is so invested in my dogs and did a particularly fantastic job with the puppy. She’s a great communicator and an outstanding photographer to boot.”
Abigail R.
“Abigail was wonderful both with our dog and for our house! She brought in mail, watered our plants, and took such good care of everything. We got daily photos and updates of our dog out on walks and she arrived early and left late, ensuring our dog spent as much time alone as possible. She’s our favorite sitter and we’ll be employing her again!”
Molly S.Star Sitter
“Molly was great and I’m so glad she was able to stay with Jordy for the weekend! She treated my home so well it was like I never left, and Jordy was clearly wiped. Would love to use her again in the future!”
Jackson C.
“He's great! Sent daily pictures. Communicates well. VERY clean and tidy. He made my life a whole lot easier. Highly recommend and I will use him again.”
Talor G.Star Sitter
“Talor was wonderful! she was super patient and helpful when dexter started to have his typical stomach issues. she sent lots of pictures and left the house clean and tidy! will absolutely use her again.”
Elizabeth J.
“Elizabeth is so fantastic with my dog Daisy! She has house sat for me numerous times, she sends pictures with an update everyday (which I love!), and I will definitely call her back again! Daisy loves her too! :-)”
Over 3,572 pet parents in Milwaukee have booked house sitting
Milwaukee pet parents share their Rover experiences
Carly was so great to work with! She was prompt to respond and set up a meet and greet! She was able to work with our schedule and took great care of our pets. I got daily updates with some great pictures of Melody and Theo! Would definitely like to work with her again!
I’m so thankful to Jaime for looking after our little, nervous pup. Sugar’s a special guy, and it’s not easy for him to feel relaxed around new people — but Jaime made me feel at ease from the very first meeting. Thanks for being such a huge help so we could enjoy our wedding party. It was a wild night (storm and all!), and somehow Sugar still seemed calm with Jaime! I know I can count on her again, and I felt totally comfortable having her in our home.
Rhonda did an excellent job with my 2 pups while I was away for 10 days. Lot's of walks with regular updates to me. Not sure the dogs even cared that I left them. She also took great care of my house and even baked me some delicious pumpkin bread to have upon my return. Rhonda is wonderful and I will use her again.
Erica always does an amazing job watching our pup! We have trusted her for several sits and it is always a great experience. She truly cares about our dog and provides multiple updates each day while watching our dog which is nice to see as you are away from your pet. I can’t say enough on how positive Erica’s care and experiences have been. Would highly recommend!
This was our first time having a house sitter/Rover care giver, and Jackie really helped put our minds at ease! She was lovely keeping our dogs comfortable and calm during the very loud local air show while we were away. Our pup Frankie had a tummy issue and bad accident in her crate, and Jackie gave her a bath and cleaned everything up amazingly. We are very grateful for all her work!
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 Aug 2025 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 Aug 2025, there are 1,135 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.
Connect anywhere with the Rover app
