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

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: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
192 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

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!

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Nicole D.
Sitter Profile Image: River W.
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River W.
from
$50
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
2 years of experience
South Milwaukee, WI, 53172

Wow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!

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Amanda B.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
176 reviews
65 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba was the best sitter for my pups while I was out of town! Daily updates and photos kept my worries at bay. She provided lots of playtime and multiple walks for my reactive dogs. I will absolutely have her house sit for me every time I need a sitter!

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Monica B.
Sitter Profile Image: Stephanie R.
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Stephanie R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
170 reviews
33 repeat clients
4 years of experience
South Milwaukee, WI, 53172

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!

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Stephanie S.
Sitter Profile Image: Carolina G.
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Carolina G.
from
$40
per night
5.0 out of 5 stars
33 reviews
7 repeat clients
9 years of experience
Cudahy, WI, 53110

We were pleased with Caroline😊 She was attentive to Petey and helped him adjust to a new person caring for him. Petey is a happy dog and Caroline was great at getting him to play and took him for several walks! We felt she kept us posted with notes and pictures. We honestly can’t think of anything she could improve-Our Petey was well cared for and given plenty of attention😊

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Richard /Katrina M.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
64 reviews
9 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette continues to be a star with our dogs. They are both rescues and have special issues. They love lynette and she is so good with them. Thank you Lyly!!!

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Bill B.
Sitter Profile Image: Julia R.
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Julia R.
from
$40
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
2 years of experience
Cudahy, WI, 53110

About: Welcome! I’m Julia and I love being part of Rover. I have 5 years of experience caring for dogs of all breeds and sizes. From energetic pups to dogs who need a little extra TLC, I’ve got you covered! I also send fun pics of your pups during the day 🐶 I am currently working at a part job. So I am available to play with animals on my spare time. I would love to play with my cutie amazing dogs !! I take care of my puppy at my home !! He gets so spoiled . I like him on walks play with him take him to the dog park he loves it so much

Sitter Profile Image: Amanda R.
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Amanda R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
26 years of experience
Oak Creek, WI, 53154

About: I’ve been caring for animals my whole life, especially cats—from playful kittens to senior cats needing extra patience and care. Growing up in a cat-loving household gave me a deep understanding of feline behavior, medical needs, and how to make even the most reserved cat feel safe and comfortable. Over the years, I’ve also gained hands-on experience with dogs through both Rover clients and my own family’s pets. From daily walks to providing structured routines, I’ve learned how to tailor care to each dog’s unique personality and energy level. What sets me apart is my attention to detail and commitment to going above and beyond. I treat every pet as if they’re my own, and I believe that great care means noticing the little things—whether that’s changes in behavior, feeding preferences, or just giving them that extra belly rub or playtime they love. I work 8am-noon "ish" every Wednesday, Thursday, and Friday, so am unable to watch/walk your pets during these times. With my job demands, I may need to be flexible with times in those days of I need to stay late. Other than that, my other job is very flexible and I create my own hours so I can be widely available for your pets! The more advance notice you give me, I can be able to form my schedule around your furry loved ones! In your home, I strive to create a calm, familiar environment where your pet feels just as safe and loved as they do with you. I follow your care instructions closely and ask questions whenever needed to ensure I’m meeting your expectations—and your pet’s needs. Just as I appreciate from guests in my own home, I always clean up after your pet and treat your space with respect.

Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
6 years of experience
Cudahy, WI, 53110

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 700+ 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!

Sitter Profile Image: Alexy & Christian G.
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Alexy & Christian G.
from
$40
per night
4.9 out of 5 stars
83 reviews
25 repeat clients
4 years of experience
Bay View, Milwaukee, WI, 53207

Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.

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

Keisha was great! She watched our 2 doodles, one with a bit of an attitude! She sent texts when she had questions and sent us pictures. Will definitely book with her again!

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

Elizabeth was wonderful! Our pups were well loved and safe. She was trustworthy and went above and beyond to make sure the house was left in excellent condition. We look forward to having her back.

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Kimberly P.
Sitter Profile Image: Lucia H.
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Lucia H.
from
$50
per night
5.0 out of 5 stars
5 reviews
4 years of experience
St. Francis, WI, 53235

About: I have 3 cats & a dog who I treat as if they were my biological children. One of my cats & my dog are medically “blessed,” so I have experience giving meds & sticking to dietary restrictions. They are also anxious creatures, so I’m more than experienced in the world of patience. I foster for a cat rescue who saves stray cats & have experience with getting cats/kittens to trust me. I work full-time but am available weekday evenings for drop-ins & walks. I am available for boarding & house-sitting on weekends or over holidays. My weekends are flexible, so I can also accommodate medication schedules easily With a fenced in yard, dogs can enjoy time outdoors safely. I live in a quiet neighborhood that allows for nice walks. My dog & cats are very laidback. For other dogs, after a proper introduction, my dog loves playing with other dogs & is cat savvy. Since I foster, I also have a separate room where I could keep any cat guests.

Sitter Profile Image: Oriana D.
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Oriana D.
from
$80
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
16 years of experience
Oak Creek, WI, 53154

Once again I think Oriana cared for our dogs far better than we do. 🤣. I am not sure we could say enough good things. She always sends us pictures so we know the treatment we need to try to live up to when we get home. Thanks Ori for everything.

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James V.
Sitter Profile Image: Melana R.
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Melana R.
from
$28
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
7 years of experience
Oak Creek, WI, 53154

Melana was very accommodating to all our needs and wants and was flexible with everything we asked for to help us and our puppy out!

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Isaac S.
Sitter Profile Image: Heidi B.
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Heidi B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
32 years of experience
Caledonia, WI, 53402

Heidi was amazing. She was very accommodating in terms of finding a time for a meet and greet. When my son decided he wanted to entertain her and have her attention as I showed her around, she was a great sport. She was super non-judgmental about the state of our house, and put me at ease. She was great with our pets while we were gone, and sent adorable photos. When we got home, I found that she had washed all of the odd dishes we hadn’t had a chance to wash before we left. She also shoveled the walkway! I will absolutely be reaching out to her again, next time we go on vacation.

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Cassandra H.
Sitter Profile Image: Michelle F.
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Michelle F.
from
$30
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
3 years of experience
Franklin, WI, 53132

Michelle was amazing! She was the first ever dog sitter that asked for veterinary information which I thought was so thoughtful. Our home was left clean and she sent a lot of photos! The girls loved her! We will definitely be using Michelle again!

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Cassie B.
Sitter Profile Image: Nicholas R.
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Nicholas R.
from
$55
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

About: I’ve been around dogs my entire life but have owned my own for the past 9 years. I have a 100lb Black Lab and a 35lb Frenchie that love cuddling and hugs. I have owned both dogs since they were puppies so I know what it takes to care for them, and I have plenty of patience to attend to their needs. I will take plenty of pics of your dogs as I take WAY to many of my own on a daily basis. My Frenchie has allergies so I’m used to giving him a pill every morning, so if your dog needs medicine I will be able to administrate it effectively. I have taken clients dogs for runs if they are really high energy, and I enjoy running, so getting a lot of exercise in for your pups is no problem for me! My schedule is pretty flexible, and we love to adventure and hike at national parks so that’s what we do most of our off time. Feel free to reach out last minute or days in advance and I will not have a problem fitting your dog in at any time! My dogs are very well mannered and house trained so we do not kennel them even while we are away. I have a fenced backyard so the dogs are always outside running around.

Sitter Profile Image: Christa K.
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Christa K.
from
$75
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Oak Creek, WI, 53154

About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.

Sitter Profile Image: Lexi M.
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Lexi M.
from
$75
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
11 years of experience
Milwaukee, WI, 53211

Lexi saved the day, last minute, and even made the time for a meet and greet! She took great care of our two English bulldogs and our home. Thanks Lexi!

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Chelsea M.
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Over 77
pet parents in South Milwaukee have booked house sitting

South Milwaukee pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Carolina continues to be our go-to dog sitter on Rover. She sends frequent updates, photos, and videos and has been very responsive to any messages we send. She takes good care of our home, and our dog is always excited to see her and seems relaxed and happy when we return, which is the biggest mark of approval in our book!

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Shelly C.
House Sitting
5.0 out of 5 stars

Wow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!

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Amanda B.
House Sitting
5.0 out of 5 stars

I had a last minute cancellation frim a friend that was supposed to take care of my dog when I was going on vacation. I found Kelsey on Rover. We set up a meet and greet quickly. She came over and met my dog Bailey. We agreed they were a good fit. She took excellent care of him . She went above and beyond sending me pictures and videos of Bailey. This was the first time I had left him. She made sure I was comfortable. Highly recommend!

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Billie N.
House Sitting
5.0 out of 5 stars

Cannot recommend Cassandra & Tyler enough! They have done two in-house sits for me, and they took such incredible care of my dogs both time. Excellent communication, really thoughtful support for a couple of issues that came up and coming back to two very happy boys. These were both longer sits (14 days and 7 days) and the level of communication, professionalism and just care for the boys never dwindled, and that meant the world for me actually getting to enjoy my time away from them. Highly recommend these two if you are in need of help with your furbabies!

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Tamara M.
House Sitting
5.0 out of 5 stars

As always, Blythe provides great care and love for Oliver. I never worry when she’s at my house. Oliver loves it when she comes to stay!

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Cindy A.
House Sitting
5.0 out of 5 stars

Our young dog (2yrs) has seizures, along with that many medications to be given. She did incredible with both. She is amazing with our boys! A 5yr old Chihuahua and a 2yr old Pekingese/Shih Tzu/mix.

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Holly W.
House Sitting
5.0 out of 5 stars

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

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Christine F.
House Sitting
5.0 out of 5 stars

Melana was very accommodating to all our needs and wants and was flexible with everything we asked for to help us and our puppy out!

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Isaac S.
House Sitting
5.0 out of 5 stars

We’ve had Berenice watch our cats now multiple times and we trust her with our very picky and needy cats. Sends pics and updates which are very appreciated. Thanks again!

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Caitlin B.
House Sitting
5.0 out of 5 stars

Brittany was great watching my two pups! She gave a lot of updates and photos throughout the stay. My dogs loved her!! Would definitely recommend!

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Bailey F.
House Sitting
5.0 out of 5 stars

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

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Micaela 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 South 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 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 Mar 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 South 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 Mar 2026, there are 1,108 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.