House Sitting in South Milwaukee
Find a loving house sitter to watch over your pets and your home.

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Top rated South 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!!”



“I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!”


“Heidi was truly amazing… She really took great care of my little guy while he was in recovery after an unexpected surgery. She kept me in the loop on everything that was happening and really helped keep my mind at ease when I was unable to be there. Very grateful to have found her, and will definitely use again in the future.”


“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.”


“Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!”


About: I’ve grown up with several different dogs all my life and i’ve always had a passion for taken care of them. I am a doggy daycare , I’ve been working there for a few months I’m trained in giving dogs meds, feeding them, basic first aid in wounds and overall care of a dog:) I work with dogs for a living and their is nothing i would trade in the world for it:) I currently have a bearded dragon, and I always make sure he’s fed daily and has his daily activity time. He also gets a nail trim and soak weekly. I always make sure any pet in any type of environment is comfortable, but in my home i have a designated spot for my lizard dracula, and he has his food, water , and proper lighting he needs. As a keyholder at work, I have to prep dogs for boarding so i always make sure they have their food, water, blankets and meds administered.

“This was our second time with Carolina dog sitting in our home and we couldn't be happier. Our dog seemed very comfortable with her and her family. She sent us many photos, videos, and updates. And she took our dog on hikes and walks regularly. We will absolutely be booking Carolina again!”


“Courtney was amazing with Blaze. I could tell by her updates that she had him figured out very quickly. He was clearly content when we got home. We will be able to travel this summer knowing our boy is in good hands.”


About: I am a pretty big guy, I can handle any dog. I currently have 2 Huskies who I have trained and cared for and I also had 2 Portuguese Water Dogs who have since passed. I’ve been around dogs my whole life and have always been the “favorite”. One of my relatives has called me the dog whisperer! 😂 I truly love dogs with a passion and they really are our best friends. My old guy Timber has arthritis and thyroid problems so I am used to administering medications and different types of food diets. Your dogs would be well cared for and I can accommodate any special needs. I also love walking so it would be great to have some additional companions! I work full time but remotely. I am 80% at home and occasionally have to travel. I am pretty much available whenever you need me. I make sure to get my high energy dogs the exercise they need as well as playtime and bathroom breaks. My older dog needs more care as he has medical conditions and special feeding routines and I would be able to do the same for your pets.

“Stephanie has watched our two dogs at our home numerous times and is absolutely amazing with them every single visit. She sends pictures and videos and takes our German Shepherd on hikes and trips to the park. She gives multiple updates throughout the day and truly loves our pups. Highly recommend!!”


“Melissa was great with our boys, Rocky & Dillon! She was very responsive and prompt with setting up a meet and greet. She sent us pics and kept us updated. We were very pleased and would definitely ask her to care for them again!!”


“Oriana was absolutely AMAZING! She did such a great job in juggling all of our pets needs and was also a great house guest. We are so thankful for her flexibility and willingness to help us out with last minute changes and appreciate her patience and understanding. We will definitely be looking to rebook with her in the future!”


About: As a kid, I was a go-to dog sitter for several neighborhood dogs while their owners were out of town. I have experience walking, feeding, and letting dogs out when they need. Most importantly, I’m best at giving dogs love, attention and pets! I am a band teacher, so my schedule varies depending on the time of the year. I also have a 35 minute commute to and from work, which affects the hours that can make in-home visits. I return to school on August 25th. My work hours during the school year are 7:30-4:00pm, plus the commute both ways. During the school year, I am only available for overnight stays on the weekends from Friday-Sunday. This might vary depending on different breaks during the school year. I am a warm, patient, and caring person. Whether your pet eagerly greets me when I arrive, or if they need more time to warm up to me, I will be flexible to your pet’s needs.

About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I work remote so will always be able to be responsive when sitting. Also have a 400+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

About: I have always grown up around pets & have a high tolerance!! I can’t imagine life without my 3 cats! I know how important they are in a family and with me they’d be in good hands! I have experience caring for cats, dogs, fish, hedgehogs, and rabbits I work full time M-F. When I’m at home, I give attention, scoop litter boxes, and feed animals. When no one is home but me I do walks, wake up with the pets, sleep in bed with them, you name it! I live in a tiny apartment so It’d be easier if I just stayed with the pet at your home both because I have a zoo at home 😂

“Cassandra took great care of Luke. She watched him in our home. She was present and attentive, great about sending pictures a couple times a day along with updates on how he was doing. I would definitely book with her again.”


About: I have 3 dogs of my own they are my best friends and my biggest priority in my life very special girls to me and very spoiled I would treat your dog like I do my own you would have no worries I’m currently a stay home dog mom and would be available anytime to help with your furry friends I’m open to come to your house anytime I have a fenced yard , I’m open to feeding ,walking, picking up poo , just hanging out and spending time with them day or night
Loving house sitters in your neighborhood
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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!!”




Blythe R.Star Sitter

“I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!”


Heidi B.

“Heidi was truly amazing… She really took great care of my little guy while he was in recovery after an unexpected surgery. She kept me in the loop on everything that was happening and really helped keep my mind at ease when I was unable to be there. Very grateful to have found her, and will definitely use again in the future.”


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.”


Lynette F.Star Sitter

“Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!”


River W.
“River is the most caring, considerate person I know. I have personally entrusted them with my furry friends and I’ve never been let down. They always take the initiative to understand each individual animal, owner, and environment to have the best experience possible. As a pet parent and a friend, I cannot recommend River enough.”


Carolina G.Star Sitter

“This was our second time with Carolina dog sitting in our home and we couldn't be happier. Our dog seemed very comfortable with her and her family. She sent us many photos, videos, and updates. And she took our dog on hikes and walks regularly. We will absolutely be booking Carolina again!”


Courtney T.

“Courtney was amazing with Blaze. I could tell by her updates that she had him figured out very quickly. He was clearly content when we got home. We will be able to travel this summer knowing our boy is in good hands.”


Joseph F.
“Joe is one of the most trustworthy and compassionate people I know, especially when it comes to animals. He’s cared for my pets multiple times, and each time I’ve been impressed by how attentive, patient, and loving he is. He takes the time to really connect with each pet, making sure they feel comfortable, safe, and happy. Whether it’s going on long walks, playing, or just keeping them company, Joe goes above and beyond. I always have peace of mind knowing my pets are in his hands.”


Stephanie R.

“Stephanie has watched our two dogs at our home numerous times and is absolutely amazing with them every single visit. She sends pictures and videos and takes our German Shepherd on hikes and trips to the park. She gives multiple updates throughout the day and truly loves our pups. Highly recommend!!”


Melissa M.

“Melissa was great with our boys, Rocky & Dillon! She was very responsive and prompt with setting up a meet and greet. She sent us pics and kept us updated. We were very pleased and would definitely ask her to care for them again!!”


Oriana D.

“Oriana was absolutely AMAZING! She did such a great job in juggling all of our pets needs and was also a great house guest. We are so thankful for her flexibility and willingness to help us out with last minute changes and appreciate her patience and understanding. We will definitely be looking to rebook with her in the future!”


Leslie H.
“Leslie has watched out kitties twice while we were away and I never worried about them either times because I knew Leslie was on it! She is trustworthy, caring, and I know our kitties are well taken care of when she's watching them! Highly recommend!!”


Jack S.Star Sitter
“As someone with a high energy dog, it tough finding someone to watch her that's going to be able to keep up with her. Jack was extremely attentive and ensured my pup got plenty of exercise, while also taking care of her basic needs. Whether it was for a few minutes or days, I knew I could trust Jack to keep my pup cared for and entertained for all the times I was gone. I can't think of a better dog-sitter and would recommend him to anyone that needs their pet taken care of.”


Cassandra C.Star Sitter

“Cassandra has been a great pet sitter for the summer. She is communicative, professional, and has been a big help.”


Lexi M.

“Lexie was great! She was very responsive and accommodating to house sit for us on short notice. She sent tons of photos and videos. We came home to a couple of happy pups!”


Marki H.
“Marki is great with dogs and cats! She has been around them all of her life and has a ton of affection and love for all animals. You will not be disappointed if you had her watch your pet.”


Cassandra F.

“Cassandra took great care of Luke. She watched him in our home. She was present and attentive, great about sending pictures a couple times a day along with updates on how he was doing. I would definitely book with her again.”


Sheila E.
“Sheila is a wonderful pet sitter who takes exceptional care of the furry ones. She is not only an exceptional caretaker, but she is knowledgeable, friendly, reliable, and devoted. She will work around your schedule to watch your dogs at short notice. She demonstrates love and compassion for all animals. She is very warm and friendly and very good with pets.”
Over 61 pet parents in South Milwaukee have booked house sitting
South Milwaukee pet parents share their Rover experiences
I have a couple challenging pets, including an anxious, blind senior dog but Carolina moved at their pace and took great care of them. She was communicative and I got pictures every day. We came home to the house exactly as we left it. She’s kind and respectful.

Oriana was absolutely AMAZING! She did such a great job in juggling all of our pets needs and was also a great house guest. We are so thankful for her flexibility and willingness to help us out with last minute changes and appreciate her patience and understanding. We will definitely be looking to rebook with her in the future!

I asked to book with Alex last minute and she responded quickly and showed up on time! 🤩 She kept me updated throughout the whole weekend with pictures videos and texts and my nerves were calmed knowing my puppy was in good hands ☺️ will definitely book again in the future when needed

Rita did a great job taking care of our dog, Lucy while we were on a weeklong vacation. She took Lucy on multiple daily walks, played with her inside and out and kept us in the loop with photos. Rita also took care in our home leaving it as she found it and bringing in the mail for us. We hope to use her for future trips.

How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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 house sitting in South Milwaukee is $47
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 South 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 South Milwaukee on Rover as of Aug 2025 was about $47 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 1,132 house sitters in South 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 South Milwaukee house sitters respond in under an hour.
House sitters in South 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 South 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. South 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.
