Dog Boarding in South Milwaukee

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Top rated South Milwaukee dog boarders

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: Hannah D.
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Hannah D.
Star Sitter
from
$38
per night
5.0 out of 5.0 stars
25 reviews
4 repeat clients
26 years of experience
Racine, WI, 53402

Hannah and her family made our guy feel right at home, like he was part of their family. He had a lot of happy Corgi smiles in all the photos that were shared😊

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Jed P.
Sitter Profile Image: Amy K.
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Amy K.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
106 reviews
38 repeat clients
30 years of experience
Cudahy, WI, 53110

Amy and her family are amazing! I was gone for about a week and my pups were well cared for. They made it very easy to not worry about them while I was gone. She sent pictures and updates throughout my trip and asked questions when she needed clarification. I was able to enjoy my trip with not a worry about how they were doing. Will definitely use Amy for future trips!

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Krystal A.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
154 reviews
51 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

This was our second stay at Becky’s house. Becky allowed us to book Lucy’s stay somewhat last minute which helped us out tremendously. Lucy was comfortable right away and we got lots of pictures during her stay! Thank you, Becky!

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Stephanie C.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5.0 stars
189 reviews
67 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe watched my pup for over a week and it was an awesomely positive experience for both me and Juno. Blythe was communicative, sent daily updates with pictures, and made me feel at ease. I will absolutely be recommending her to others and be re-booking services in the future.

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Lauren R.
Sitter Profile Image: Elba M.
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Elba M.
from
$45
per night
5.0 out of 5.0 stars
175 reviews
64 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba saved the day when I needed a pet sitter last minute. She took great care of my Schatzi. Elba sent me pictures of Schatzi when I was away. Unfortunately, I had no Wifi where I was staying at but still it was nice to open the text with pictures of her having fun. I won’t hesitate to use Elba’s services in the future.

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Milta M.
Sitter Profile Image: Tyler C.
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Tyler C.
from
$50
per night
5.0 out of 5.0 stars
1 review
1 repeat client
25 years of experience
South Milwaukee, WI, 53172

Tyler is great! Very communicative and helpful with all my dog’s special needs and quirks. He has great dog energy and my dog is always soo happy to see him ☺️ I will always recommend Tyler to any friend needing a dog-sitter.

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Amanda T.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
4.9 out of 5.0 stars
248 reviews
76 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was great with my dog and made it a smooth pick-up and drop-off process. I could tell my dog was comfortable and well cared for. I would definitely recommend booking with her!

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Briana O.
Sitter Profile Image: Katrina E.
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Katrina E.
Star Sitter
from
$48
per night
5.0 out of 5.0 stars
37 reviews
7 repeat clients
40 years of experience
Saint Francis, WI, 53235

Katrina was wonderful caring for our dog while we were away for our wedding!! She was helpful and kind, and communicative about how our dog was doing with funny stories and pictures. Pippin seemed to love his time - we would absolutely take him back to Katrina if needed!

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Clare C.
Sitter Profile Image: Hannah K.
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Hannah K.
Star Sitter
from
$60
per night
5.0 out of 5.0 stars
545 reviews
229 repeat clients
13 years of experience
Cudahy, WI, 53110

Our dogs have been staying with Hannah for a year now and we are so happy to have found her! She has been available anytime we’ve needed her, our dogs LOVE going to stay with her, and she is great about sending photos and gets back to messages really quickly. We couldn’t be happier :)

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Kim C.
Sitter Profile Image: Laura N.
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Laura N.
from
$35
per night
5.0 out of 5.0 stars
9 reviews
1 repeat client
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura did amazing with Romeo, she updated us everyday on how he was doing and was very responsive. Romeo was in very good hands. We would definitely use her again!

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Kyle A.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
65 reviews
16 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie took great care of our dog, she took her on so many adventures and checked in with pictures! She also handled our dog’s medications without issues. Definitely will book her next time we need a dog sitter!

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Rachel J.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$46
per night
5.0 out of 5.0 stars
26 reviews
6 repeat clients
6 years of experience
Cudahy, WI, 53110

Charlie had a great stay! Jack kept him active. Took him on runs and walks by the lake. Jack is quick to respond and asks questions as needed. Charlie seemed happy and tired when he got home.

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Jenny P.
Sitter Profile Image: Katie B.
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Katie B.
from
$50
per night
5.0 out of 5.0 stars
10 reviews
2 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: Mary H.
Verified Enhanced Background Check
Mary H.
Star Sitter
from
$55
per night
5.0 out of 5.0 stars
23 reviews
5 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: Ashlee K.
Verified Enhanced Background Check
Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5.0 stars
85 reviews
32 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.

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Amber
Sitter Profile Image: Ashley R.
Verified Enhanced Background Check
Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
34 reviews
17 repeat clients
20 years of experience
Mount Pleasant, WI, 53406

I cannot say enough positive for this beautiful and loving family. They treated Ruby like their own and I could tell by the photos she was totally happy and comfortable. A huge thank you to Ashley and her girls for loving Ruby the way I do. I highly recommend and will be a repeat.

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Lynn K.
Sitter Profile Image: Wendy N.
Verified Background Check
Wendy N.
Star Sitter
from
$44
per night
5.0 out of 5.0 stars
87 reviews
24 repeat clients
42 years of experience
Bay View, Milwaukee, WI, 53207

Wendy was an excellent host and care taker for Chocco. I got regular updates throughout the time that I was away, including pics and video. Chocco and Boris got along famously and I look forward to their next play date. I'll definitely be using Wendy's care again!

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Jenise T.
Sitter Profile Image: Kellene M.
Verified Enhanced Background Check
Kellene M.
from
$30
per night
5.0 out of 5.0 stars
6 reviews
40 years of experience
St. Francis, WI, 53235

We had a great experience with Kellene taking care of our pup. She was very responsive before and during the stay, and sent many updates/photos. Ozzy and coco got along great and it was nice to have a meet and great before to make sure the stay would go well. She treated Ozzy like her own pup and took him for walks, lots of play time and cuddles. We couldn’t ask for anything more!

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isis s.
Sitter Profile Image: Daniel & Holly L.
Verified Background Check
Daniel & Holly L.
Star Sitter
from
$38
per night
4.9 out of 5.0 stars
478 reviews
196 repeat clients
45 years of experience
West Allis, WI, 53219

Daniel and Holly took such great care of our sweet girl! They are very thorough in the meet and greets, and made sure to take care of our Scout the way she would be taken care of in our own home. We would recommend them!

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Heidi R.
Sitter Profile Image: Michelle G.
Verified Enhanced Background Check
Michelle G.
from
$45
per night
5.0 out of 5.0 stars
214 reviews
57 repeat clients
10 years of experience
Wauwatosa, WI, 53233

Michelle is my go to Rover girl for my dear little Cavalier. She takes great care of him and communicates well and often. We are very thankful to her for her care of our little guy.

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Kurt H.
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Over 296
pet parents in South Milwaukee have booked dog boarding

South Milwaukee dog parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Tyler is great! Very communicative and helpful with all my dog’s special needs and quirks. He has great dog energy and my dog is always soo happy to see him ☺️ I will always recommend Tyler to any friend needing a dog-sitter.

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Amanda T.
Boarding
5.0 out of 5.0 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 5.0 stars

Jack was a great dog sitter for my dog Chanel. Took her on walks, provided many updates and did everything he could to ensure she was comfortable. Thank you!

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Autumn J.
Boarding
5.0 out of 5.0 stars

Blythe and her fiancé were great sitters for Barry! Blythe has great communication and we were able to relax and enjoy our trip knowing Barry was well taken care of. We would definitely use Blythe as a sitter in the future and would recommend her to anyone looking for care for their pets!

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Molly F.
Boarding
5.0 out of 5.0 stars

First time using Rover! Elba did a great job with our dog. She took care of him while we were away. She communicated daily to update the progress of my dog during his stay at her house. Highly recommend!

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Hoat P.
Boarding
5.0 out of 5.0 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
5.0 out of 5.0 stars

Dean was a great sitter for our dog. Frequent updates and great communication. The fenced in yard really helps to let our dog get outside and run around. He was able to play with other dogs and we had no issues. Will be using Dean again, thanks!

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L
Boarding
5.0 out of 5.0 stars

Mikeila was great! We had our 70 lb dog stay with her for 10 days. He is the type of dog that if stressed at all will stop eating, but that didn’t happen with Mikeila and her family! He returned to us happy and healthy! Communication with Mikeila was fantastic! She sent updates and pictures every day, and was always very quick with her responses. Highly recommend! We would not hesitate to use her again! Thank you Mikeila!

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Michelle B.
Boarding
5.0 out of 5.0 stars

Alana and Justen do a great job caring for Chester. They communicate well, give regular updates and we know he is very well cared for. Chester enjoys their canine companions and the freedom to run around in their fenced in back yard!

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Lyn R.
Boarding
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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 dog boarding in South Milwaukee is $45

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in South Milwaukee average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jan 2026, the median cost of dog boarding in South Milwaukee is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most South Milwaukee dog boarding rates can be found as low as $22 to as high as $55 per night.

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

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

As of Jan 2026, 740 sitters provided dog boarding in South Milwaukee. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of South Milwaukee dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in South Milwaukee have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in South Milwaukee.

Rover makes it easy to find South Milwaukee dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 740 dog boarding sitters in South Milwaukee on Rover, so you’re sure to find the perfect match for your dog! In South Milwaukee, 87% of sitters offer daily exercise, 96% offer medication administration, and 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.