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.

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Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
39 reviews
18 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

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!

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Janine P.
Sitter Profile Image: Mallory S.
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Mallory S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
30 years of experience
West Allis, WI, 53719

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.

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Miranda D.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
102 reviews
25 repeat clients
11 years of experience
West Allis, WI, 53214

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.

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Nick R.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
30 years of experience
Milwaukee, WI, 53213

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!

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Creighton B.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$45
per night
4.9 out of 5 stars
56 reviews
30 repeat clients
6 years of experience
West Allis, WI, 53227

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.

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Ronald S.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$77
per night
5.0 out of 5 stars
96 reviews
26 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

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!

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Kim A.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

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.

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Carol M.
Sitter Profile Image: Cindy H.
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Cindy H.
from
$60
per night
5.0 out of 5 stars
51 reviews
13 repeat clients
45 years of experience
Martin Drive, Milwaukee, WI, 53208

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!

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Lynn G.
Sitter Profile Image: Elizabeth C.
Verified Enhanced Background Check
Elizabeth C.
from
$45
per night
5.0 out of 5 stars
15 reviews
7 repeat clients
7 years of experience
Wauwatosa, WI, 53213

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!

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Emily F.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$64
per night
5.0 out of 5 stars
114 reviews
33 repeat clients
40 years of experience
West Allis, WI, 53227

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

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Kristen A.
Sitter Profile Image: Leilani W.
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Leilani W.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Wauwatosa, WI, 53213

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

Sitter Profile Image: Lexi K.
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Lexi K.
Star Sitter
from
$75
per night
5.0 out of 5 stars
133 reviews
40 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

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!

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Mary M.
Sitter Profile Image: Samantha B.
Verified Background Check
Samantha B.
from
$60
per night
4.9 out of 5 stars
14 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53215

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

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Tia R.
Sitter Profile Image: Maiah D.
Verified Enhanced Background Check
Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
85 reviews
26 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

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!

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Will S.
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Berenice B.
from
$70
per night
4.9 out of 5 stars
248 reviews
104 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

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

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Jagpreet S.
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
198 reviews
56 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

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!

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Puneet G.
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check
Melissa H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
51 reviews
18 repeat clients
40 years of experience
Milwaukee, WI, 53202

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.

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Claire L.
Sitter Profile Image: Meghan E.
Verified Enhanced Background Check
Meghan E.
from
$63
per night
5.0 out of 5 stars
21 reviews
3 repeat clients
8 years of experience
Avenues West, Milwaukee, WI, 53233

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.

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Lidia S.
Sitter Profile Image: Kimberly M.
Verified Enhanced Background Check
Kimberly M.
from
$30
per night
5.0 out of 5 stars
74 reviews
16 repeat clients
4 years of experience
Cannon Park, Milwaukee, WI, 53226

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!

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Brittany W.
Sitter Profile Image: Hannah B.
Verified Background Check
Hannah B.
from
$30
per night
5.0 out of 5 stars
5 reviews
7 years of experience
Riverwest, West Allis, WI, 53219

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

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West Milwaukee pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

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.

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Gwen P.
House Sitting
5.0 out of 5 stars

She did an amazing job with our boy, Koda! We were nervous being away from him for a whole week, but she did such a good job of being with him, communicating with us of updates as well! We will definitely be using her again in the future!

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Brittney R.
House Sitting
5.0 out of 5 stars

Emily was exceptional through and through. Great communication and even better care of our home & pups. We will most certainly ask her to care for our boys again!

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Caryn L.
House Sitting
5.0 out of 5 stars

We use Amanda multiple times a year and she is great! I love the daily photos of our pup, and I know she with take great care of our big guy. Thanks, Amanda!

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Erin F.
House Sitting
5.0 out of 5 stars

Emily is reliable, quick to communicate, and our dog and cat love when she comes to stay with them! Thanks, Emily!

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Kathleen P.
House Sitting
5.0 out of 5 stars

Cindy is amazing! Great communication, our fur babies were happy and loved during her stay. She even won over our cat, who barely tolerates us.

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Jaclyn A.
House Sitting
5.0 out of 5 stars

Sofia again took great care of Athena as well as our house while we were on vacation. We always feel so comfortable with Sofia, love the pics and updates & our pup loves all the attention with her!

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Diane T.
House Sitting
5.0 out of 5 stars

Our pup Garbanzo loved having Elizabeth watch him! We will definitely use her again in the future. She left our house very clean and took excellent care of our dog while we were away for a couple of days.

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Samantha & Malcolm K.
House Sitting
5.0 out of 5 stars

Mallory has been working so hard trying to get my dog to love her. She has made some great breakthroughs with this visit. She kept in touch with us with daily updates and pictures.

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Jennifer J.
House Sitting
5.0 out of 5 stars

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.

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Jack D.
House Sitting
5.0 out of 5 stars

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!

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Cam H.
House Sitting
5.0 out of 5 stars

Bree did such an amazing job with Lulu while we were in Arizona. I came home to a happy and tired dog. Will definitely be using Bree again for dog sitting and recommend her!!

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Jessica F.
House Sitting
5.0 out of 5 stars

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!

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Kim C.
House Sitting
5.0 out of 5 stars

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!

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Arianna C.
House Sitting
5.0 out of 5 stars

Did a wonderful job taking care of Bernie. Daily updates and pictures. Left the place just how we left it too. Thanks Enrique!!

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Courtney J.
House Sitting
5.0 out of 5 stars

Thank you for caring for our dog . We appreciated the pictures and updates when we were on vacation . Great job .

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Kathy K.
House Sitting
5.0 out of 5 stars

Tarah did great, took excellent care of my pups, even when one of them tried to test the waters. Super appreciative of her care for them.

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Christy J.
House Sitting
5.0 out of 5 stars

Alexis saved the day when we had a last-minute cancellation for a long trip. She was wonderful and spent lots of time with our pets, sending updates and giving them lots of love!

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Cassandra D.
House Sitting
5.0 out of 5 stars

Elizabeth was wonderful! She arrived on time, kept the housing looking neat, and took excellent care of our sweet dog! We would gladly have her come back!

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Kristen A.
House Sitting
5.0 out of 5 stars

Caitlyn checks in once a day with pictures, which I really appreciate, and is super communicative. She’s catsit for me twice now and does a great job - I will absolutely continue to schedule with her!

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Tressa S.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 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. 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.

If you’re searching for a West Milwaukee house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

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.