Dog Boarding in Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Milwaukee dog boarders
“I had an excellent experience with Ashlee. My dog Sinchi was clearly happy and well cared for during my time away. Ashlee was very communicative and sent updates while. I also really appreciated how flexible they were in accommodating my request on such short notice. It's clear she genuinely cares about the animals she looks after. Will definitely book again!”
“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.”
“They treated Coco like a member of the family. Gave daily updates with pictures. She did not show the typical signs of stress when she was boarded in the past. Highly recommend!”
“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!”
“Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!”
“Percy had a fantastic time at his stay! Rebecca has a great yard with friendly dogs for Percy to play with. She was very accommodating to his last minute change in diet. Percy cannot wait for his stay in November!”
“Michelle was wonderful! She took care of our two younger dogs. Provided updates throughout the day and gave our boys plenty of love! Great communication, and plenty of excessive given. I would definitely ask Michelle to sit for us again! Thank you Michelle!”
“Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!”
“Daniel and Holly were wonderful with my bulldog Jasmine! They were super sweet and very thorough with their interview process to make sure they didn't miss anything. I'm definitely going to use them in the future. You should too!”
“This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.”
“Overall Soni did a great job! She was super accessible, prompt, and our kitties did great with her. They are anxious and still getting used to each other after we moved in together. They both loved her (huge green flag for anxious kitties!). Bonus that she works remotely and was able to spend extra time here which helped them to not have the attachment issues like they have before. We also had to make a quick request for her to go by the apartment and she went over ASAP after she saw the message which we really appreciated! Big thank you to Soni!”
“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!”
“Highly recommend! Alberto and Chance were both super friendly and kept me updated throughout my trip! Definitely made me feel secure and safe about leaving my pup throughout the weekend:-)”
“Kim (and her husband Tom) are the best sitters. Kim is very responsive, communicative, and truly seems to enjoy all of her dog visitors. She has a fenced-in yard, and pets of her own that just go with the flow. Don't like her too much though because I want her to be available for ME! Ha!”
“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.”
“Maria and Nayibe were superb caregivers to my dog, Tucker. Before accepting the job, they asked responsible questions regarding his temperament, habits, and what a usual day looks like for him. During Tucker’s stay, I received texts, photos, and videos which assured me that he was receiving great care, attention, and was thoroughly enjoying his stay thanks to these two wonderful women! They followed his feeding and sleeping instructions exactly and were prompt in his pickup and drop off. Their fenced-in yard was a big plus as it allowed him to explore and interact without the need for a leash (which he needs at home). He loved it!! I will definitely be contacting my “angels” Maria and Nayibe again to care for Tucker!! A big grateful thank you for the excellent care and companionship you provided!”
“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.”
“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!”
Loving dog boarding sitters in your neighborhood
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Ashlee K.
“I had an excellent experience with Ashlee. My dog Sinchi was clearly happy and well cared for during my time away. Ashlee was very communicative and sent updates while. I also really appreciated how flexible they were in accommodating my request on such short notice. It's clear she genuinely cares about the animals she looks after. Will definitely book again!”
Karen D.
“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.”
Katharine & Michael S.Star Sitter
“They treated Coco like a member of the family. Gave daily updates with pictures. She did not show the typical signs of stress when she was boarded in the past. Highly recommend!”
Megan & Richard S.
Star Sitter
“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!”
Michelle G.Star Sitter
“Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!”
Rebecca S.Star Sitter
“Percy had a fantastic time at his stay! Rebecca has a great yard with friendly dogs for Percy to play with. She was very accommodating to his last minute change in diet. Percy cannot wait for his stay in November!”
Michelle Y.Star Sitter
“Michelle was wonderful! She took care of our two younger dogs. Provided updates throughout the day and gave our boys plenty of love! Great communication, and plenty of excessive given. I would definitely ask Michelle to sit for us again! Thank you Michelle!”
Lillian T.Star Sitter
“Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!”
Daniel & Holly L.Star Sitter
“Daniel and Holly were wonderful with my bulldog Jasmine! They were super sweet and very thorough with their interview process to make sure they didn't miss anything. I'm definitely going to use them in the future. You should too!”
dawn s.Star Sitter
“This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.”
Tekoya C.
“Tekoya did an excellent job watching our dog while we were on vacation. Communication was great and he was so easy to work with, I highly recommend Tekoya!”
Sonia E.
“Overall Soni did a great job! She was super accessible, prompt, and our kitties did great with her. They are anxious and still getting used to each other after we moved in together. They both loved her (huge green flag for anxious kitties!). Bonus that she works remotely and was able to spend extra time here which helped them to not have the attachment issues like they have before. We also had to make a quick request for her to go by the apartment and she went over ASAP after she saw the message which we really appreciated! Big thank you to Soni!”
Lisa W.Star Sitter
“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!”
Kathy & Brad K.
“Thank you Kathy for taking care of Oreo, the experience was great. Your daily pictures were special and your care gave us peace during our vacation”
Alberto V.
“Highly recommend! Alberto and Chance were both super friendly and kept me updated throughout my trip! Definitely made me feel secure and safe about leaving my pup throughout the weekend:-)”
Kim S.Star Sitter
“Kim (and her husband Tom) are the best sitters. Kim is very responsive, communicative, and truly seems to enjoy all of her dog visitors. She has a fenced-in yard, and pets of her own that just go with the flow. Don't like her too much though because I want her to be available for ME! Ha!”
Blythe R.Star Sitter
“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.”
Maria & Nayibe B.Star Sitter
“Maria and Nayibe were superb caregivers to my dog, Tucker. Before accepting the job, they asked responsible questions regarding his temperament, habits, and what a usual day looks like for him. During Tucker’s stay, I received texts, photos, and videos which assured me that he was receiving great care, attention, and was thoroughly enjoying his stay thanks to these two wonderful women! They followed his feeding and sleeping instructions exactly and were prompt in his pickup and drop off. Their fenced-in yard was a big plus as it allowed him to explore and interact without the need for a leash (which he needs at home). He loved it!! I will definitely be contacting my “angels” Maria and Nayibe again to care for Tucker!! A big grateful thank you for the excellent care and companionship you provided!”
Sarah K.
“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.”
Joe S.Star Sitter
“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!”
How Rover works
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. 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. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 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.
As of Aug 2025, 747 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 17 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 747 dog boarding sitters in Milwaukee on Rover, so you’re sure to find the perfect match for your dog! In Milwaukee, 88% of sitters offer daily exercise, 94% offer medication administration, and 93% 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.
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