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

“Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!”



“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!”


“Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.”


“Maggie was an amazing house sitter. Lambeau absolutely loved her and she left the house in better shape than she found it, which was much appreciated. She kept us well updated while we were away, and we will definitely be requesting her in the future.”


“This is our third time booking Carolina for dog and house sitting; she takes great care of our pup and home, is very communicative, and we plan on booking her again!”


“Alexa & Christian did a great job! Sent lots of pics which I love. Mabel seemed very happy when I got home and the house was in order. They walked her & engaged with her. Thank you so much!! ❤️”


“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”


“We came home clean house and my Esther was taught a trick and very disciplined on the leash in backyard. Alexis is so loving and I highly recommend her. She checked in with us throughout our trip. She is the best!”


“Stephanie was amazing watching our baby! Great updates, she stayed at our place so it was an easier adjustment for our pup. We came home to a nice letter letting us know how it went and she was so kind to vacuum. Definitely will use again!”


“Reilly was great for our first time working with her for dog sitting! She took great care of our senior pup. Reilly was super responsive, and we have already booked her for a second time!”


“I would recommend Kelsey for dog sitting and house sitting 1000%. She stayed in my home for 6 days and looked after my nervous, skittish dog so well that I actually enjoyed my trip and never worried about him or the house while I was gone. She kept my dog on his meal, med, and walk schedule, made adjustments based on a dangerous heatwave, and kept him company while giving him the space he needed to relax. I got photos and updates everyday and Kelsey was always quick to respond to any communication. I came home to a healthy and happy puppy and a well cared for house. I am looking forward to leaving things in Kelsey's very capable hands on my next trip!”


“Sarah was super responsive and did a great job watching our dog. Our plans changed a bit and she was very flexible and accommodating. We would definitely have her watch our dog in the future and would recommend to anyone.”


About: Ive taken care of our family dogs all my life! As well as helping other family & friends with their pups. I have experience in walks, feeding, administering medication, baths, light puppy training, and senior care. I'm currently working part time as a yoga teacher, so I have extra time through out the week for various pet care needs or even overnights. Every dog is unique, and though their needs may vary, I approach all dog care with a open loving heart, and lots of patience & understanding.

“Courtney was the best with Beast for the 4 days that we were gone. We had many pictures sent to us and he looked happy! Will definitely have her watch our babies again!! ❤️”


“Alex has been very caring and loving to take care of our dog! Our pup got a cold just before we have to leave and she has been very responsible and careful giving our pup meds and looking after her. Alex is very experienced with petting sitting and she took care of the separation anxiety that our dog has (which we weren’t aware of before we left). Alex is amazing and patient as our dog needs some extra attention and we really love all the lovely pics of our pups she sent us. We can surely tell that our pup LOVES seeing her and in a good condition! Thank you very much Alex!”


About: I grew up with dogs, fostered dogs, and watched dogs for friends and family. I now work remotely in a flexible job and am looking to use that flexibility to love on your dog! I will work with you to ensure I understand your dog's specific needs to provide the best care possible. I have experience with dogs of all sizes and ages. I work fully remote with a flexible schedule. I am able to be responsive to the dog's needs and can usually adapt to their normal routine. I have experience with all types of dogs and their needs. I am able to work with the owner to find the past care routine for the pet.

“Oriana was great. Both dogs loved her, communication was fantastic, photos she sent were fun. I'm not sure I could recommend her highly enough and I'm certain the dogs can't wait for us to leave again so they can see Oriana.”


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!

About: I easily build a connection with dogs. Raising dogs was always about providing them with the best life possible. Having exercise, and time to bond is important for them and has always been important to me. Whether thats providing them with snacks, or sharing a moment to play. Even the high energy dogs, they deserve fun too. I have some flexibility in my schedule outside of work. Wanted a new task to add to my schedule, especially something I love and works efficiently with my schedule. Providing walks, play time, relax with them. Making sure their spaces are clean and organized. Child proofing always worked for me as a pet owner.

About: Command performance trainings Puppy training Potty training Obedience training Socializing dog in different environment putting him into situations so he can learn taking insecurities out of our puppies lives I am very much available and I urge everyone to be kind towards animals anyone need any type of help with your puppies I am more willing to do that so I am open DEAR pet parents I also own a dog I have very less knowledge about animals when I have a dog when I have him I noticed that he is infected with ticks and also very bad condition health. Me and my family nurse my puppy at the time I have only two kids after I have my dog I have three more kids total I have five kids including my dog my cat and my parrots we are very busy family and I love to stay around animals I love to take care of them understanding is mutual if I keep my eyes on them they will keep their eyes on me I noticed when you are very mutual to any animal treat someone like you want to get treated that's all I want to say about taking care of your pet I take care of any animal just like my own kids I love animals and I urge everyone to be kind towards animals
Loving house sitters in your neighborhood
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1. Keisha P.

“Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!”




2. Blythe R.

“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!”


3. Lynette F.

“Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.”


4. Maggie M.

“Maggie was an amazing house sitter. Lambeau absolutely loved her and she left the house in better shape than she found it, which was much appreciated. She kept us well updated while we were away, and we will definitely be requesting her in the future.”


5. Carolina G.

“This is our third time booking Carolina for dog and house sitting; she takes great care of our pup and home, is very communicative, and we plan on booking her again!”


6. Alexy & Christian G.

“Alexa & Christian did a great job! Sent lots of pics which I love. Mabel seemed very happy when I got home and the house was in order. They walked her & engaged with her. Thank you so much!! ❤️”


7. Berenice B.


“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”


8. Alexis W.

“We came home clean house and my Esther was taught a trick and very disciplined on the leash in backyard. Alexis is so loving and I highly recommend her. She checked in with us throughout our trip. She is the best!”


9. Stephanie R.

“Stephanie was amazing watching our baby! Great updates, she stayed at our place so it was an easier adjustment for our pup. We came home to a nice letter letting us know how it went and she was so kind to vacuum. Definitely will use again!”


10. Reilly R.

“Reilly was great for our first time working with her for dog sitting! She took great care of our senior pup. Reilly was super responsive, and we have already booked her for a second time!”


11. Kelsey S.

“I would recommend Kelsey for dog sitting and house sitting 1000%. She stayed in my home for 6 days and looked after my nervous, skittish dog so well that I actually enjoyed my trip and never worried about him or the house while I was gone. She kept my dog on his meal, med, and walk schedule, made adjustments based on a dangerous heatwave, and kept him company while giving him the space he needed to relax. I got photos and updates everyday and Kelsey was always quick to respond to any communication. I came home to a healthy and happy puppy and a well cared for house. I am looking forward to leaving things in Kelsey's very capable hands on my next trip!”


12. Sarah Y.


“Sarah was super responsive and did a great job watching our dog. Our plans changed a bit and she was very flexible and accommodating. We would definitely have her watch our dog in the future and would recommend to anyone.”


13. Alejandro S.
“We have known Alejandro for over ten years. He is kind, loving, patient, attentive and careful with both our dog and our cat. I would recommend him for any animal care giving. Thanks, Karen A Bowen”


14. Courtney T.

“Courtney was the best with Beast for the 4 days that we were gone. We had many pictures sent to us and he looked happy! Will definitely have her watch our babies again!! ❤️”


15. Alex M.


“Alex has been very caring and loving to take care of our dog! Our pup got a cold just before we have to leave and she has been very responsible and careful giving our pup meds and looking after her. Alex is very experienced with petting sitting and she took care of the separation anxiety that our dog has (which we weren’t aware of before we left). Alex is amazing and patient as our dog needs some extra attention and we really love all the lovely pics of our pups she sent us. We can surely tell that our pup LOVES seeing her and in a good condition! Thank you very much Alex!”


16. Grace K.
“I am a star sitter on Rover in my own city, and I know without a doubt that Grace will do an amazing job caring for your fur babies! Not only is she responsible and trustworthy, she is extremely kind and caring, and on top of that, an excellent communicator. I would feel 110% confident trusting her with my pets and my home!”


17. Oriana D.

“Oriana was great. Both dogs loved her, communication was fantastic, photos she sent were fun. I'm not sure I could recommend her highly enough and I'm certain the dogs can't wait for us to leave again so they can see Oriana.”


18. Jack S.
“Jack has been a wonderful caregiver for my personal dog and my siblings dogs. He can take dogs on runs or walks, he cares for their best interest and he is always down to included our pets in an adventure!”


19. Whitney T.
“Whitney is someone I trust with my pets. She has the ability to connect and show kindness and care always. Your pet will feel safe in her care.”


20. Syed A.
“Hello it's a privilege it's a pleasure to be here Syed A excellent service Very humble and polite good dogs & Cats a great soul”
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!
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 South Milwaukee on Rover as of Apr 2025 was about $45 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 1,077 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, 89% 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.
