Dog Boarding South Milwaukee

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Over 332
pet parents in South Milwaukee have booked dog boarding

South Milwaukee, Find top rated dog boarding

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Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
204 reviews
75 repeat clients
40 years of experience
Mount pleasant, WI, 53406

Sandy was so great with our boy. She picked him up, sent pictures and was so happy to watch him! She's an incredibly friendly, warm, and kind person. We highly recommend her to anyone looking!

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Lisa & Mark W.
Sitter Profile Image: Ashley R.
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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

Ashley and family once again made Rocco feel at home. He was spoiled with attention, and always looked happy in the regular pictures we received. Rocco tends to be anxious, but always seems comfortable in Ashley’s home.

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Jeanne H.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$55
per night
5.0 out of 5 stars
536 reviews
97 repeat clients
5 years of experience
West allis, WI, 53219

Sarah is amazing and great with my boy. I love that she updated me on a daily basis and took great care of Hamburger. Definitely recommended and will be using again!

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Pang L.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
210 reviews
103 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ was fantastic! He was very attentive to Toto's needs and did everything possible to accommodate. He asked all of the right questions and made sure Toto was compatible with his place/family/pets before his stay. We will definitely consider using him again!

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Curt C.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
112 reviews
31 repeat clients
25 years of experience
Greenfield, WI, 53228

This was a long stay for our Bud, however the videos and photos Mary sends makes me feel like I'm seeing Bud in person! He is so well taken care of, loves his little brother Matteo and is treated like a member of Mary's family. He comes home so mellow and content, which means he had a wonderful time with Mary, Fernando and Matteo. Thank you for taking such good care of Bud! Bud is looking forward to his next visit!

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Deb P.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.

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Theresa W.
Sitter Profile Image: Rachel G.
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Rachel G.
from
$29
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
South Milwaukee, WI, 53172

Rachel did an amazing job watching our dog! She was very communicative and sent daily videos/pictures of our dog while we were away! She was very accommodating and even dropped our dog off at our house before we got home! i will definitely book again!

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Chase R.
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$50
per night
4.9 out of 5 stars
282 reviews
125 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

Jan took exceedingly good care of Beau and updated us with pictures and comments during his stay. In fact, I suspect he was a little let down when he returned home… Highly recommend.

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Deborah J.
Sitter Profile Image: Katrina E.
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Katrina E.
Star Sitter
from
$49
per night
5.0 out of 5 stars
56 reviews
13 repeat clients
40 years of experience
Saint Francis, WI, 53235

She was very kind and flexible. Phoenix was in great hands with Katrina, she had lots of fun and exercise. Katrina was great at communication and you could tell she loved watching dogs.

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Kristin R.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
223 reviews
90 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda was awesome!! I was nervous at first because my dog never went with anyone outside of family but she definitely made me feel comfortable and welcoming! I will definitely be rebooking her services! Thank you again Yolanda 😊

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Ameera M.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
28 reviews
4 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: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
25 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.

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Rebecca Z.
Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Caledonia, WI, 53108

Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!

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Josie O.
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: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
33 reviews
3 repeat clients
20 years of experience
Muskego, WI, 53150

She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again

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Maddy L.
Sitter Profile Image: Hannah K.
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Hannah K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
572 reviews
236 repeat clients
20 years of experience
Cudahy, WI, 53110

She was very patient with my dogs who have never been away from home. She did so well especially since I have a not so nice chihuahua. Not long after drop off my chihuahua was warming up to her. I’m so glad everything worked out and loved getting updates and pictures ?

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Michelle L.
Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
23 reviews
13 repeat clients
15 years of experience
Wauwatosa, WI, 53213

Michelle was great, she took care of my dog George for several days while I was out of town. She texted me how he was doing and sent pictures which gave me a lot of peace of mind because initially I was a little nervous about leaving. You can tell Michelle loves dogs and they love her back!

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

Our dog did great and Shannon gave updates throughout the two weeks we were gone which we loved! We would definitely have Shannon take Tilly again in the future.

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Mark K.
Sitter Profile Image: Mary H.
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Mary H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
25 years of experience
Fernwood, Milwaukee, WI, 53207

Mary was easy to work with and took great care of our dog Sonny. He got several long walks and individual attention while we were away overnight. Was sent lots of pics. Sonny came back happy and healthy. Would definitely recommend and will book again when we need a sitter.

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Jodie E.
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check
Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
419 reviews
134 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

We definitely recommend Maria and Nayibe. We were constantly updated with photos and we could tell that our dogs were being well cared for and even pampered. We will be booking again!

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Carisa B.
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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

Rachel did an amazing job watching our dog! She was very communicative and sent daily videos/pictures of our dog while we were away! She was very accommodating and even dropped our dog off at our house before we got home! i will definitely book again!

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Chase R.
Boarding
5.0 out of 5 stars

Easy to communicate with and flexible in our booking. Jack took great care of Sonny while we were away, and I felt comfortable with his care. He sent some pictures and updates throughout his stay. Would use Jack again as a sitter and recommend to others.

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Jodie E.
Boarding
5.0 out of 5 stars

Dean deserves all the stars!! He made my girl feel very welcome- he is very kind, has good communication, and I would absolutely rebook. He has a wonderful fenced in yard and all of the accommodations to make your furry friend feel spoiled/right at home. I really appreciated the pictures and videos. Thank you for giving Hazel such a wonderful weekend of playing and love while I was out of town!

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CharleeAnn S.
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!

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Carolina S.
Boarding
5.0 out of 5 stars

Blythe always takes such great care of Barry. You can tell pets are part of the family in her home! She is super flexible and has great communication. We would recommend her to anyone! 🩷

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Molly F.
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.

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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

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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.

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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!

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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!

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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.

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 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.

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