Pet Boarding South Milwaukee

Find a loving South Milwaukee pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 327
pet parents in South Milwaukee have booked pet boarding

South Milwaukee, Find top rated pet boarding

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: Erin M.
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Erin M.
from
$55
per night
5.0 out of 5 stars
138 reviews
36 repeat clients
13 years of experience
Town Of Lake, Milwaukee, WI, 53207

Amazing experience! You won’t possibly pick a better sitter for your pup. She communicated exceptionally well, took great care of my dog, and the photos were amazing!

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Jason S.
Sitter Profile Image: Kristi B.
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Kristi B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
33 reviews
18 repeat clients
19 years of experience
Franklin, WI, 53221

I cannot give Kristi enough stars! And I hope she doesn't get too busy (smile)--because my older pup LOVED her, loved spending time with her, and can't wait to go back. She is a lifesaver. Did eyedrops and even managed to get him to take a pill that I can never get him to eat without getting crushed into his food. He came home very happy, not at all stressed like from bigger dog hotels. THANK YOU, KRISTI!

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Amy B.
Sitter Profile Image: Sara M.
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Sara M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

So kind and accommodating. It was great that she had a dog as it helped mine feel at ease. Sara asked for a meet & greet to make sure we were on the same page. Thank you for taking him to the dog park, his favorite place to be. Will definitely ask to rebook with her if needed on my next visit. Thank you Sara!

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Tiffany B.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.

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Andy B.
Sitter Profile Image: Karen & Toy
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Karen & Toy
from
$42
per night
5.0 out of 5 stars
100 reviews
41 repeat clients
25 years of experience
Alverno, Greenfield, WI, 53220

This family is truly amazing. They gave daily updates and took great care of my dog. They even bought him a halloween costume. Will be booking again! :)

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Iviany R.
Sitter Profile Image: Teri B.
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Teri B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
110 reviews
42 repeat clients
16 years of experience
St. Francis, WI, 53235

Teri did a wonderful job caring for Winnie! She sent us daily updates and photos, reviewed all of our care instructions during our drop-off and made sure everything went smoothly. Highly recommend!

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Kyle S.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$40
per night
5.0 out of 5 stars
34 reviews
17 repeat clients
10 years of experience
Morgandale, Milwaukee, WI, 53221

Courtney was an unbelievable sitter for Baxter while we were away. She kept us posted with updates and we were sure he was having almost as much fun as we were on vacation. She clearly knows pets and was on top of all his needs. I am sure he got excellent care based on everything demonstrated in our meet and greet and the updates. She was highly knowledgeable and the socialization did him a world of good. Thanks again Courtney and we hope to book with you again in the future.

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Andrew C.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Benny has been at Kathy's before for daycare. This was his first overnight stay. Kathy is so good about keeping me updated with pictures and treats Benny like he is one of her own. After some not so good experiences at other facilities I'm thrilled that Benny feels so comfortable at Kathy's and loves to play with her little doggo.

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Carol H.
Sitter Profile Image: Katie B.
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Katie B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53207

We had a fantastic experience boarding our dog Cleo with Katie!!! She was very communicative and sent us lots of updates and photos throughout the week. We knew Cleo was being loved and taken care of the entire time we were away. 10/10 experience!

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Maddy C.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
22 reviews
3 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

Our dog loved her stay with Zach. He was very professional and flexible with our unique drop off/pick up needs. Would recommend him to anyone looking for a dog sitter.

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Robert P.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
10 repeat clients
20 years of experience
Franklin, WI, 53132

My dog's loved being at Amanda's! I got so many cute pictures while we were away and you can tell they enjoyed cuddling with her and her son. Our pups were truly treated like family and I have already booked my dogs next stay with her.

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Alana & Justen W.
Sitter Profile Image: Rachel & Matt C.
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Rachel & Matt C.
from
$40
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
8 years of experience
Tippecanoe, Milwaukee, WI, 53207

Rachel and Matt took great care of our frenchie while we were gone for 2 weeks. They kept us up to date every day on how he was doing, which was greatly appreciated. He came home tired, so I know they got him plenty of exercise. We would absolutely book with them again.

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Meredith W.
Sitter Profile Image: Cindi W.
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Cindi W.
from
$50
per night
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$37
per night
5.0 out of 5 stars
421 reviews
102 repeat clients
15 years of experience
Franklin, WI, 53132

Shannon was great with our pup! It's so great to have such a kind and conscientious person care for our dog while we were away. Very highly recommended!

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

Jack took such great care of Biggie! They went on lots of walks and Biggie was very content and comfortable when I picked him up. Thank you, Jack!

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Rose L.
Sitter Profile Image: Lisa & Richard M.
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Lisa & Richard M.
from
$30
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
1 year of experience
Greenfield, WI, 53221

Lisa and Richard took great care of Roscoe and were easy to deal with. Roscoe enjoyed his stay, got in a lot of playtime, and was well taken care of. Thank you fir being great hosts for Roscoe.

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Russ P.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
396 reviews
124 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria so helpful when I needed a last minute dogsitter. Her house is so clean and looks like a dog palace with a big yard and heated dog pad. Great communication as well. Highly recommend

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Shannon W.
Sitter Profile Image: Joe & Ramiro S.
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Joe & Ramiro S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
149 reviews
68 repeat clients
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

This was the second time Joe watched my dog. I was only supposed to be gone for a weekend but due to bad weather, my flights kept getting moved and I had to modify the booking several times. Joe was patient and accommodating to all the changes I had to make and I was so glad that my dog was in good hands while I was stuck across the country!

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Margaret L.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
57 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

Dawn and her family provided a comforting setting for our dog Astro. He was the only client they had for the stay which to us is just what he likes. He’s not much a social one, but tolerates well with other dogs if he has to! They paid Astro lots of attention when he needed it. Kept us up to date on anything that was important to tell us and sent pictures to show us he’s doing well! He’s pretty easy to take care of and not a trouble maker for anybody and he knew he was in good hands! Also, we liked that Dawn has a fenced in backyard! Big plus! Thanks again! Mike and Liz

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Mike C.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Milwaukee, WI, 53211

Working with Julia and Colin was our first Rover experience and we could not be happier with how it went! Julia is extremely communicative and made the process easy. Our dog took to them very quickly and we could tell she was made comfortable in their home. We look forward to booking with them again!

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Kaitlyn K.
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The median cost per night for pet boarding in South Milwaukee is $45

Pet parents share their Rover experiences - South Milwaukee

1 / 1
5.0 out of 5 stars

Hannah was so great with my two pups while I was traveling! She was great about sending pictures and updates. It looks like my boys had a great time!

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Dylan W.
Boarding
5.0 out of 5 stars

Mikeila was a great sitter! I got regular photo updates of how my pup was doing, and she even gave him daily brushes to help him with his shedding winter coat during these hot summer days. She also has central AC which helped to keep him cool. I will be a returning client!

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Jacob E.
Boarding
5.0 out of 5 stars

Rachel is great! She will love yours as her own. Stays updated and sends pics of your fur babies. Sets up a meet and greet which is wonderful so you know you’re in good hands. Definitely recommend and will definitely use her services again!

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Elizabeth C.
Boarding
5.0 out of 5 stars

Tyler was easy to communicate with and I appreciated the daily updates and photos. Ember will be looking forward to staying again!

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Jordan D.
Boarding
5.0 out of 5 stars

Blythe was an amazing sitter for my dog. Will absolutely book with her again! My dog Zelda is older with separation anxiety and Blythe was able to accommodate that very well. Zelda was so comfortable and happy at Blythe’s house and got tons of attention & care. It put me and my family at ease to know Zelda was safe and having such a nice visit. Would recommend!

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Brian G.
Boarding
5.0 out of 5 stars

Dean was willing to board two new dogs for a weekend with only one week notice. He was friendly, helpful and sent pictures to let me know how they were doing during their stay.

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Heather T.
Boarding
5.0 out of 5 stars

We did multiple days of doggy daycare leading up to an 11 day boarding stay and my dog had a wonderful time! I could tell she was very cared for and was happy and healthy. She had a great time and I was able to enjoy knowing she was so comfortable!

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Laura G.
Boarding
5.0 out of 5 stars

Jack was great! Great communication and sent me pictures of Aero. Aero was still recovering from a surgery and Jack made sure to give him his medication and everything else so he could recover.

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Jennifer W.
Boarding
5.0 out of 5 stars

Amy is great dog sitter! Our 14 month old pup had her 1st weekend away from us and she seemed in good spirits when we picked her up. Pictures and updates during her stay showed she had a great time, adapted well and was well taken care of. I so recommend Amy!

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Theresa W.
Boarding
5.0 out of 5 stars

As always, Rebecca is amazing! She’s so kind, keeps in touch, is quick to respond - we never have to worry when we leave our 2 dogs with her. She’s their 2nd home. Highly recommend!

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Rebecca G.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in South Milwaukee average 11
repeat pet boarding clients

FAQs for Dog Boarding - South Milwaukee

Frequently asked questions about Rover

The average cost for Pet Boarding in South Milwaukee on Rover is $37.45 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .

There are 876 sitters on Rover for Pet Boarding in South Milwaukee. About 92% of South Milwaukee sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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