Dog Boarding in Milwaukee

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Top rated 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: Altynay A.
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Altynay A.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
9 reviews
5 repeat clients
14 years of experience
Haymarket, Milwaukee, WI, 53212

I needed a sitter for my pup and I had no idea about this app. Thankfully a friend recommended to me via Facebook and I downloaded it. Altynay was my first option but since it was last minute I was doubtful on her availability. Luckily she was available and she accepted my request. When I say I will recommend this sitter to all of my friends & family believe it! She was great with Pluto and he was content his whole stay! 100% recommend her!

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Paola P.
Sitter Profile Image: Karen D.
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Karen D.
from
$45
per night
4.9 out of 5.0 stars
17 reviews
4 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Karen welcomed our little Betty with open arms. Betty loves to meet new people and she got to meet quite a few new folks thanks to Karen’s friendly condo building. Karen sent pictures throughout Betty’s stay, which we always appreciate. We are so glad to have found Karen and know that Betty is looking forward to her next visit.

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Terry M.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$45
per night
5.0 out of 5.0 stars
211 reviews
56 repeat clients
10 years of experience
Wauwatosa, WI, 53233

This is our third time to book our Murphy with Michelle. We continue to be impressed with her care of our dog. She is communicative, caring, and provides excellent care. Highly recommend!!

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Valerie W.
Sitter Profile Image: Ashlee K.
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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 very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!

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Alayna & Natalie W.
Sitter Profile Image: Megan & Richard S.
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Megan & Richard S.
Star Sitter
from
$55
per night
5.0 out of 5.0 stars
31 reviews
10 repeat clients
20 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Megan and Richard were so great. So flexible when our plans changed and took great care of Dom. They sent the cutest photos and videos of our little man and we felt great knowing he was in loving hands. They read all of the care instructions and made sure Dom felt safe. We will be back next time we’re in Milwaukee!

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Jamie M.
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

Becky’s communication is incredible, we got multiple photos and updates on what Bjork did EVERY DAY!! She also has two wonderful daughters who cuddled Bjork at night and two amazingly behaved dogs who played with him in their huge fenced in yard! I am beyond grateful we booked with Becky and still cannot believe we found someone so perfect to watch our boy. 10/10 experience, 100/10 family! We will be booking again and we whole heartedly recommend her to all friends and family.

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Michelle S.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
4.9 out of 5.0 stars
245 reviews
74 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: Ellie T.
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Ellie T.
from
$27
per night
5.0 out of 5.0 stars
3 reviews
1 repeat client
15 years of experience
Northpoint, Milwaukee, WI, 53202

Archie seemed quite happy during his stay and very disappointed to leave. I can tell he was cared for well and felt very comfortable. I would gladly recommend Ellie

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Jason F.
Sitter Profile Image: Gabriel M.
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Gabriel M.
from
$45
per night
5.0 out of 5.0 stars
34 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

Gabriel was great, my poppy had a great time with him and his puppy Mel. Lots of playing and wrestling, and Gabriel was great about sending pictures/updates all weekend. 5 Stars!

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Jordan P.
Sitter Profile Image: Mary V.
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Mary V.
from
$30
per night
5.0 out of 5.0 stars
3 reviews
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Hi Mary, Thanks for taking care of Rani. You did very good. Rani is very happy. We will surely get back to you for Rani again. Thanks

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Debjoy B.
Sitter Profile Image: dawn s.
Verified Background Check
dawn s.
Star Sitter
from
$40
per night
4.9 out of 5.0 stars
50 reviews
27 repeat clients
20 years of experience
West Allis, WI, 53214

Stella stayed with Dawn and her family for a few days. Overall, the stay sounds like it went well. She has a nice fenced yard for her to run and play ball. They communicated and sent pictures and were quick to respond to messages.

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Carrie L.
Sitter Profile Image: Daniel & Holly L.
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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

Dan and Holly are truly animal lovers! From the moment my dog and I walked in- you can tell how much they care about the well-being of your animals. Their meet & greet process was very organized and thorough which is so appreciated. My dog is sometimes anxious around new friends but I could tell from Dan’s thorough updates, that he was comfortable and having so much fun! He has been sleeping for over 24 hours since I picked him up so I just know he had the best time. I will continue to book with Dan and Holly as much as their availability fits my needs!

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Amanda F.
Sitter Profile Image: Michelle Y.
Verified Enhanced Background Check
Michelle Y.
Star Sitter
from
$47
per night
5.0 out of 5.0 stars
85 reviews
24 repeat clients
16 years of experience
Cooper Park, Milwaukee, WI, 53222

Our dogs were well taken care of with Michelle. She sent lots of pictures and updates and kept them on their normal schedules. Would recommend!

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Hannah L.
Sitter Profile Image: Andrew & Taylor O.
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Andrew & Taylor O.
from
$41
per night
5.0 out of 5.0 stars
39 reviews
6 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

About: Hi there! We are recently new residents to Milwaukee and the Lower East Side and we would love to make some new friends in the neighborhood! We have gained a lot of experience caring for a variety of different pets in Chicago for over a year on Rover before our move. Personally, both of our families owned dogs & cats throughout each of our childhoods which has given us a natural experience with pets as well. We look forward to the opportunity to meet your beloved dogs & cats! BOARDING CLIENTS: We have recently opened our services for boarding dogs in our apartment! I work remotely 5 days a week at home so your dog will have no shortage of attention and care! We are deeply considering getting our own dog soon, so we’re treating every boarding guest like our test run! Your pup will get all the love, structure, and attention we’re practicing for our future family member—plenty of walks, play, cuddles, and a calm apartment to call home while you’re away! Please ask us any questions you may have! Andrew works fully remote 5 days a week and the nature of my job is very flexible so I am able to step out if needed/when requested. Taylor is fully in office but may occasionally be available. Additionally, we’re particularly looking to use some of our free time we have on the weekends to care for some pets together! We want to earn your trust that your animals are safe with us, and respect your home & privacy in doing so. Kindly communicate your preferences and your pet’s needs so we can make sure we’re doing everything we can to facilitate a comfortable experience for you and your pet from start to finish!

Sitter Profile Image: Ann & Arman M.
Verified Enhanced Background Check
Ann & Arman M.
Star Sitter
from
$35
per night
5.0 out of 5.0 stars
23 reviews
10 repeat clients
26 years of experience
Fox Point, WI, 53217

Ann & Arman were incredible! Gracious, warm and welcoming are just a few adjectives to describe them. Darby was welcomed with open arms and treated like family from the moment she got there. They kept in touch throughout her stay, sending photos and notes which we appreciated. Almost afraid to give 5 stars so they'll available when we need them :)

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Carrie S.
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
170 reviews
73 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda was a great host. She went above and beyond to make my dog happy at her house and sent me plenty of pictures so I knew how he was doing.

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Franz S.
Sitter Profile Image: Anna B.
Verified Background Check
Anna B.
from
$36
per night
15 years of experience
Murray Hill, Milwaukee, WI, 53211

About: My background for caring for dogs has abled me to become truly passionate about meeting the dogs needs. Those needs being: getting all their energy out, giving them maximum cuddles, and loving them as they're my own. I currently have a 7 year old Australian Cattle dog who is super high energy so lots of walks everyday and lots of play time! I do not have a yard but I am always outside with my dog. I do work full time but always come home during lunch for a walk. I already have one dog so adding another to my schedule would be no problem at all. We go on 3-4 walks a day, typically every 4-6 hours. I do have a full time job but always come home during lunch to walk my dog. I typically do not allow my dog on my bed but they will be allowed on all of the other furniture. I do have a crate if the dog needs. The dog needs to be potty trained.

Sitter Profile Image: Kelli H.
Verified Background Check
Kelli H.
from
$50
per night
5.0 out of 5.0 stars
25 reviews
4 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!

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Eric H.
Sitter Profile Image: Genesis B.
Verified Enhanced Background Check
Genesis B.
from
$40
per night
5.0 out of 5.0 stars
8 reviews
1 repeat client
10 years of experience
Haymarket, Milwaukee, WI, 53212

Genesis was amazing with Prince! I would recommend her to anyone in need of dog sitting! She sent updates and pictures and went above and beyond for my pup! Thank you genesis so much!

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Lenys H.
Sitter Profile Image: Laura N.
Verified Enhanced Background Check
Laura N.
from
$36
per night
5.0 out of 5.0 stars
9 reviews
1 repeat client
20 years of experience
Southpoint, Milwaukee, WI, 53221

Willow had a great time! Laura took great care of her and sent a photo every day. She got along well with Diesel, and she ate all her food, which means she was very comfortable at Laura’s house. Knowing she was doing well allowed us to enjoy our vacation more. We will definitely book Laura again!

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Kate U.
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Over 10,405
pet parents in Milwaukee have booked dog boarding

Milwaukee dog parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Archie seemed quite happy during his stay and very disappointed to leave. I can tell he was cared for well and felt very comfortable. I would gladly recommend Ellie

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Jason F.
Boarding
5.0 out of 5.0 stars

Another great experience! They are always easy to work with, accommodating and great with our pet! Thanks again!

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Michael Z.
Boarding
5.0 out of 5.0 stars

Great sitter. Had an incident with my flight and Lisa was super flexible with the situation . Izy enjoyed her stay too, will definitely be coming to her again

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Ian G.
Boarding
5.0 out of 5.0 stars

Jim and his girlfriend did a great job watching Maggie, and kept us updated regularly with pictures! We would definitely recommend them to others and request them again for Maggie!

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Laurie C.
Boarding
5.0 out of 5.0 stars

Natalie was a great communicator, a natural with our dog Zoya, and very accommodating. We felt our dog was in good hands and came back well cared for. Highly recommend!

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Daria S.
Boarding
5.0 out of 5.0 stars

Hi Mary, Thanks for taking care of Rani. You did very good. Rani is very happy. We will surely get back to you for Rani again. Thanks

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Debjoy B.
Boarding
5.0 out of 5.0 stars

Jacob and Bridget are the best. They took in my 8 year old nearly blind and awfully crotchety Great Dane and I had absolutely zero concerns. Home is perfect. Their knowledge of dog behavior is excellent. They are obviously two VERY good humans. 100% recommend

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Steve I.
Boarding
5.0 out of 5.0 stars

Genesis was amazing with Prince! I would recommend her to anyone in need of dog sitting! She sent updates and pictures and went above and beyond for my pup! Thank you genesis so much!

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Lenys H.
Boarding
5.0 out of 5.0 stars

Mika was fantastic with my Ollie dog. Took him out in lots of walks and trips to the dog park. Totally welcomed him in and made him part of the family. Will definitely have her take care of my pup pup next time I need help.

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Brent S.
Boarding
5.0 out of 5.0 stars

Karen was wonderful with Leela and an excellent sitter! She’s easy to communicate with, very caring and attentive. We are grateful to have found her!

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Meena C.
Boarding
5.0 out of 5.0 stars

Tekoya was great he sent pics while we were gone and Bobo looked happy and content we really appreciate his care

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Renee H.
Boarding
5.0 out of 5.0 stars

Khalil was very nice and professional. He helped me out when I was in a jam by taking my dog last minute, which was greatly appreciated. He was very patient with Kourage and my dog really enjoys staying with him. Thank you!

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Krystynn T.
Boarding
5.0 out of 5.0 stars

Amy and her husband took amazing care of our puppy. Made sure she had her medication and plenty of outside time!

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Emma S.
Boarding
5.0 out of 5.0 stars

I've used so many pet sitters and without a doubt Jessica is one of the best! she did a last minute meet and greet (after getting off a flight) and was super flexible. I received so many cute updates and Leon loved her.

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Erin B.
Boarding
5.0 out of 5.0 stars

Super friendly! Bruno was in good hands! She sent a couple of photos/videos of him and took him for a few walks! Definitely I'll leave my baby with her again!

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Carla G.
Boarding
5.0 out of 5.0 stars

I was so happy Marisa was able to accommodate Dana at the last minute! Dana was happy, well cared for, and looked right at home. Marisa was communicative, attentive, and sent regular updates about Dana.

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Francesca N.
Boarding
5.0 out of 5.0 stars

Our pup is always so happy with Karla and cared for so well. Wouldn’t think of having him stay with anyone else!

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Nathan P.
Boarding
5.0 out of 5.0 stars

Sonia took such amazing care of our dog while we were having our wedding! Our baby was very happy to hang out with her and her pups, enjoyed some good outdoor adventures, and was sad to leave! Thank you Sonia!

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Kate G.
Boarding
5.0 out of 5.0 stars

Bailey was very responsive, attentive, and kind. My dog loved her and her home right away. My dog was happy and well cared for. I definitely recommend Bailey as a pet sitter and will be using her

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Francesca N.
Boarding
5.0 out of 5.0 stars

Hattie was great with our dog, Brody for an overnight stay! She really took the time during the meet and greet to ask a ton of questions and get to know Brody before taking him! She also sent us tons of pictures and updates throughout his day! Would absolutely recommend!

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Jeff K.
Boarding
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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 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 Milwaukee average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jan 2026, the median cost of dog boarding in 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 Milwaukee dog boarding rates can be found as low as $26 to as high as $55 per night.

If you’re searching for a 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, 744 sitters provided dog boarding in 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, 91% of Milwaukee dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Milwaukee have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Milwaukee.

Rover makes it easy to find 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 744 dog boarding sitters in Milwaukee on Rover, so you’re sure to find the perfect match for your dog! In Milwaukee, 87% of sitters offer daily exercise, 96% offer medication administration, and 92% 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.