Dog Boarding South Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Over 332
pet parents in South Milwaukee have booked dog boarding

South Milwaukee, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Blythe R.
Verified Background Check
Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 212 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

“We had a great experience with Blythe! My dog has separation anxiety, and when I picked her up from Blythe's she was the calmest she's ever been after staying at a sitter's. She looked like she had a great time relaxing, getting lots of pets, and soaking in the attention. I'm very appreciative and we'll definitely look to book another stay with Blythe for next time.”

Profile image
Rachel L.
Sitter Profile Image: Rachel G.
Verified Background Check
Rachel G.
Star Sitter
from
$29
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
10 years of experience
South Milwaukee, WI, 53172

“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!”

Profile image
Elizabeth C.
Sitter Profile Image: Laura N.
Verified Enhanced Background Check
Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 30 reviews
9 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

“Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!”

Profile image
Jessica W.
Sitter Profile Image: Anna S.
Verified Background Check
Anna S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

“Anna is 100% the best ever! We needed our puppy boarded for 16 days and she was able to accommodate us for most of that time, she took our pup to a local boarding service for the nights she was unable to watch her. Our pup developed a UTI and Anna took her to the urgent care and kept us informed, she administered the antibiotics to our pup while she had her. She recoverd from her UTI. We love when Anna watches our pup as she keeps her stimulated with activities and her lovely dog Tommy!”

Profile image
Nicholas A.
Sitter Profile Image: Elba M.
Verified Enhanced Background Check
Elba M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 193 reviews
69 repeat clients
6 years of experience
Cudahy, WI, 53110

“Kody is absolutely over the moon with JOY whenever he hears her name. It’s a sight to behold- the moment he hears it, he’s jumpy for JOY and wagging his tail like there’s no tomorrow. Her love and compassion for him are truly remarkable, and it’s evident in his every excited reaction. She is such an incredible sitter and makes Kody feel right at home!!”

Profile image
Diane R.
Sitter Profile Image: Debbie L.
Verified Enhanced Background Check
Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 reviews
20 repeat clients
50 years of experience
Oak Creek, WI, 53154

“Debbie was wonderful with Charlie!!! He had tons of walks, lots of playing and snuggling along with photos which made me feel so comfortable leaving my baby in her care!! She is very communicative and flexible, I would absolutely 💯 recommend Debbie!!!”

Profile image
Mary Elizabeth W.
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check
Rebecca S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 188 reviews
56 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Rebecca was always in touch, sent lots of photos and very responsive through our extended boarding stay! Will definitely book again! Thank you for keeping my fur baby so happy and healthy!!!”

Profile image
Kaitlin L.
Sitter Profile Image: Katrina E.
Verified Enhanced Background Check
Katrina E.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 56 reviews
14 repeat clients
40 years of experience
Saint Francis, WI, 53235

“Katrina is top tier! She was responsive and kept us informed on how our Mac was doing. Such a warm welcoming environment for our little guy to stay in for a couple of days and we were able to enjoy our vacation knowing he was in the best hands. Her dogs are the sweetest floofs too and we can't begin to express how pleased we are with how everything went. Forever grateful for the time and attention she showed.”

Profile image
Sarah T.
Sitter Profile Image: Mary H.
Verified Enhanced Background Check
Mary H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 27 reviews
7 repeat clients
25 years of experience
Fernwood, Milwaukee, WI, 53207

“I was able to relax while being on my trip knowing my baby was in the best hands ever! She sent tons of pictures and very attentive to my baby. It was his home away from home! He will be back!”

Profile image
Angelic F.
Sitter Profile Image: Hannah K.
Verified Enhanced Background Check
Hannah K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 575 reviews
236 repeat clients
20 years of experience
Cudahy, WI, 53110

“Hannah did a great job with Shylo! She sent me pictures and an update-Shylo just stayed over night with Hannah and I felt comfortable knowing she was safe and having a good time with Hannah and the other pets!”

Profile image
Amy P.
Sitter Profile Image: Cecilia E.
Verified Enhanced Background Check
Cecilia E.
from
$35
per night
5 years of experience
Bay View, Milwaukee, WI, 53207

About: My dog Fletcher and I would love company while I work from home. I love dogs and have the flexibility to go on walks and play outside during the day! I work from home and have a dog myself so I have plenty of flexible! Also just moved to Milwaukee from Colorado so looking to make some new friends for our pup! I have a fenced in backyard where the dogs can run around and will be watching them at all times of course. We can also go on walks if that’s possible

Sitter Profile Image: Kelli H.
Verified Background Check
Kelli H.
from
$50
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

“Kelli was amazing with my dog Dusty!! She sent frequent updates throughout my time away and made me feel very comfortable through the whole process. My dog definitely loved spending time with her. Would highly recommend Kelli and will definitely be using her services again!”

Profile image
Eric H.
Sitter Profile Image: Rebecca B.
Verified Enhanced Background Check
Rebecca B.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Fernwood, Milwaukee, WI, 53207

“Will be repeat bookers, we felt incredibly comfortable leaving our little Shakespeare in her care”

Profile image
Kris K.
Sitter Profile Image: Kristi B.
Verified Enhanced Background Check
Kristi B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 35 reviews
19 repeat clients
19 years of experience
Franklin, WI, 53221

“I finally found a perfect sitter. My dog is a very picky and shy dog. So whenever I send her to another daycare I always worried so much. But I feel like Kristi treated my dog even better than I do. She updated me with pictures and videos. I feel very comfortable to send my dog.”

Profile image
Irene Hyeran K.
Sitter Profile Image: Jack S.
Verified Enhanced Background Check
Jack S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 36 reviews
9 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!”

Profile image
Rose L.
Sitter Profile Image: Ashley R.
Verified Enhanced Background Check
Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 38 reviews
18 repeat clients
20 years of experience
Mount Pleasant, WI, 53406

“My family had an amazing experience with Ashley. She and her family provided exceptional service while taking care of our dog, during a long boarding. She kept us updated with pictures and messages, which gave us peace of mind knowing our dog was in good hands. When we returned, my dog was happy and well taken care of. I highly recommend Ashley. Thank you for taking such great care of our dog! We will definitely look for availability with you for any future boarding needs.”

Profile image
Chris C.
Sitter Profile Image: Rachel & Matt C.
Verified Enhanced Background Check
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.”

Profile image
Meredith W.
Sitter Profile Image: Shannon J.
Verified Background Check
Shannon J.
Star Sitter
from
$37
per night
5.0 out of 5 stars
• 436 reviews
107 repeat clients
15 years of experience
Franklin, WI, 53132

“Shannon has been wonderful with Archie! Archie giving her hugs and kisses before we went back home. We are already planning our next booking!”

Profile image
Shelby P.
Sitter Profile Image: Tracy S.
Verified Enhanced Background Check
Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 58 reviews
14 repeat clients
15 years of experience
West Allis, WI, 53214

“Tracy was very friendly and communicative. I could tell she really loves dogs and has a lot of experience with them. Our babies seemed like they enjoyed their time with Tracy and the other dogs.”

Profile image
Jaihee C.
Sitter Profile Image: Ashlee K.
Verified Enhanced Background Check
Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 120 reviews
45 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️”

Profile image
Bianca R.
1 / 1
View more

The median cost per night for dog boarding in South Milwaukee is $45

Dog parents share their Rover experiences - South Milwaukee

1 / 1
5.0 out of 5 stars

Blythe took such amazing care of Alfie over night! She made sure to keep me updated with pictures frequently and made me feel so comfortable leaving my baby with her! Thank you, Blythe, Alfie had such a great time!

Profile image
Sophia D.
Boarding
5.0 out of 5 stars

Great with my baby and her dogs are super sweet, my girl always comes home happy and with an extra pep in step.

Profile image
Christy I.
Boarding
5.0 out of 5 stars

Jack took great care of Hazel. He provided a comfortable and safe environment for her and gave regular updates to us. We will use him again!

Profile image
Brian H.
Boarding
5.0 out of 5 stars

Super great communicator and sent lots of photos and videos of the pups! We would definitely have dean watch our pups again!

Profile image
Becky G.
Boarding
5.0 out of 5 stars

Anna is 100% the best ever! We needed our puppy boarded for 16 days and she was able to accommodate us for most of that time, she took our pup to a local boarding service for the nights she was unable to watch her. Our pup developed a UTI and Anna took her to the urgent care and kept us informed, she administered the antibiotics to our pup while she had her. She recoverd from her UTI. We love when Anna watches our pup as she keeps her stimulated with activities and her lovely dog Tommy!

Profile image
Nicholas A.
Boarding
5.0 out of 5 stars

Loribeth was able to take my pup on short notice. He is a higher energy dog and she was able to keep him happy with exercise. She sent pictures everyday and was a great communicator. I could tell my pup had a great time. Thank you!

Profile image
Carolina S.
Boarding
5.0 out of 5 stars

Mikeila took great care of my dog Scooby. He has allergies so I had some additional, weirder requests like keeping his kibble in the freezer to reduce his allergies and daily medication. She did amazing with him and she is super understanding and flexible.

Profile image
Kelli O.
Boarding
5.0 out of 5 stars

Our two dogs are always well taken care of by Hannah! She's very helpful with our dog's eye drops, and flexible when travel woes threaten to change schedules around

Profile image
Cassia C.
Boarding
5.0 out of 5 stars

Dream experience for first time using rover. Spent all weekend with her and gave constant attention and frequent pics! Will book with them again for sure.

Profile image
Ethan S.
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!

Profile image
Laura G.
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!

Profile image
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!

Profile image
Rebecca G.
Boarding
1 / 1
Find pet care near you

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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    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

Popular requests for dog boarding - South Milwaukee

Select a filter and find qualifying sitters offering dog boarding.

Sitters in South Milwaukee average 12
repeat dog boarding clients

FAQs for Dog Boarding - South Milwaukee

Frequently asked questions about Rover

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

Rover makes budgeting the cost of Dog 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 Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 834 sitters on Rover offering Dog Boarding across South Milwaukee. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

86% of South Milwaukee sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which South Milwaukee landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their South Milwaukee home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your South Milwaukee.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your South Milwaukee sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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.

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

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge