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

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Top rated West Milwaukee house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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!”

“Mallory is so nice! She ensured that Kermit was comfortable despite fireworks and a thunderstorm in the same weekend. She sent us updates twice a day to reassure us that he was doing okay.”

“Rachel was absolutely amazing. She kept us posted throughout the whole night! She is amazing with dogs. We are definitely using her in the future!!!!! Couldn’t have asked for a better sitter for our crazy dog.”

“Emily was great at communicating with us the entire stay, and we could tell from all her updates and pictures that our pups loved having her around. Our flight ended up getting delayed because of the blizzard rolling through Wisconsin this past weekend, and Emily was able to help make sure our pups were let out and fed while we figured out how to get back to Milwaukee. I would absolutely recommend Emily to anyone else looking for expert and friendly care for their pups on Rover. Thank you again!”

“It was so nice having Emily take care of Cosmo. I can tell that she is good with animals, and seems to understand them. and I could tell that Cosmo was in really good shape when we got home.”

“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!”

“It was our second time hiring Elizabeth, another positive experience. My pooch likes his walks and we are grateful she is ok with taking him. She is great with giving updates and sending photos. Upon return the house was just as we left it.”

“As first-time Rover users, we were quite nervous about leaving our golden doodle in someone else's care. However, Cindy quickly put our minds at ease. She was fantastic to work with and followed through on everything we agreed upon. She also sent us some great photos of our baby having fun on walks, which really helped us relax. We couldn't have asked for a better experience, and we highly recommend Cindy to anyone looking for a reliable and caring pet sitter. Thank you, Cindy, for taking such good care of our furry family member!”

“Elizabeth went above and beyond to take care of our pup and our home during her stay. She provided multiple updates and photos throughout the day and kept our dog safe and happy while we were away. Can’t recommend her enough!”

“Jenn was wonderful! She was dependable and super responsive. She sent us frequent photo updates as well which made us feel comfortable knowing our dog was in great hands while we were away”

About: I've been around dogs all my life and love giving them plenty of play time and attention. I also just recently gained experience with puppies. They are my favorites 🙂↕️ Availability: Wednesday: 8am to 10:30am/ 5pm to 10pm Thursday: 5pm to 10pm Open availability on Friday, Saturday and Sunday If you have any questions or requests outside of my schedule, I will do my best to work with you. I am a student in college currently. I typically do drop ins, I feed according to how the owner wants their pet fed, I play with them as much as possible and give plenty of love and attention
“Lexi was great with my particular and somewhat shy senior dog. We planned drop-ins prior to the full weekend, which worked great for Lexi and my Coco to get to know each other a little. Lexi is very responsive and gave updates. I will feel more comfortable taking trips and time away with Lexi caring for my girl!”

“Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again”

“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!”

“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”

“Jessica has taken care of our cats, pup, and home while we’re traveling multiple times. She is such a wonderful sitter, and we’re really grateful to have found her. We highly recommend her to anyone looking for someone reliable, communicative, and wonderful to work with!”
“Melissa is genuinely amazing. From the meet and greet to the moment we returned home, I’m so grateful and impressed by her. She kept our boys active and happy (and handled our big puppy so well!) Melissa communicated so well, and we returned to the house just as we left it. Highly recommend Melissa. She really cares about the dogs and making you feel comfortable while you’re away.”

“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.”

“Kim was absolutely perfect! She communicated very consistently while I was away & made a creative effort to get my anxious dog to eat when he wouldn’t. She also left a really cute card for me when I returned home. I felt like Tino was in very safe & capable hands. We can’t wait to book with Kim again!”
About: I am a animal lover and previous pet owner. I have experience caring for cats, dogs, birds, fish, rodents, you name it!. I have worked with many animals and am comfortable grooming, walking, feeding, playing with and caring for your pets. I have been a volunteer and youth leader with Safe Humane Chicago and have participated in many of their programs. I think every pet I’ve met has shown me how to be more patient and kind.I have seen how owners truly care about their pets and his or her safety and that shows me just how much they love them as an important part of their family. If you are interested I would love to hear from you and am available via text or phone call Thanks, -Hannah
West Milwaukee pet parents share their Rover experiences
Sonia and Alex did an absolutely excellent job caring for my dog. He is developmentally delayed, requires daily medication, and is incontinent, so his care takes extra attention and patience. Throughout the 6 days he was with them, they communicated promptly and openly about any challenges that came up, and together we were able to make simple adjustments to ensure his stay was comfortable and successful. They sent pictures frequently, which gave me great peace of mind while I was away. From every photo, it was clear that my dog was happy, well cared for, and comfortable in their care. I am incredibly grateful for the compassion, flexibility, and attentiveness Sonia and Alex showed, and I would wholeheartedly recommend them to anyone—especially those with pets who have special needs.

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.

Caitlyn was once again outstanding. She provided excellent care for our five dogs and accommodated our newest addition on short notice. She handled Mayhem’s medications perfectly (which is an absolute necessity as she has Addison’s Disease) and shared lots of regular photo updates, which we greatly appreciated during our 10-day absence. Our dogs clearly adore her and are always excited to see her. This is our fourth time using Caitlyn, and we hope she’ll continue to sit for us! I really can’t say enough good things!

Nicole was simply fantastic. Walter is a new rescue, and has only been with me for about two weeks before I had to travel for work. Nicole kept all of my anxiety about leaving him at Bay, she was incredibly communicative, very patient with my anxious, crazy boy, and even left me a full page document of notes about her observations on him as I’m continuing to understand who he is. While I was away, I was telling some of the individuals I was with about everything she was doing for Walter and they all begged me to give them her information. Will absolutely be reaching out to Nicole 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 West 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 West 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 West 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 1,159 house sitters in West 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 West Milwaukee house sitters respond in under an hour.
House sitters in West 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 West 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. West 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.














