Dog Boarding in Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Loving dog sitters in your neighborhood
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1. Ashlee K.

“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 ☺️”


2. 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.”


3. Adrienne N.
“Adrienne is a very patient, capable, and loving person. I saw first-hand how she meticulously cared for her elderly cat, who had a complex treatment plan. She knows how to respect and read animal body language while still being affectionate towards any animal she cares for. Adrienne is a great choice to care for your pet!”


4. Rebecca S.

“Rebecca is great! My dog seemed very relaxed and happy when I picked her up. Not to mention tired out, which means she had some fun too! There is tons of room to roam in the fenced in back yard. Setting up a meet and greet was easy and communication was always great. We received lots of great updates which was nice knowing it was our old dog’s first time there.”


5. Michelle Y.

“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!”


6. Michelle G.


“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!”




7. Daniel & Holly L.


“Daniel did a great job with watching the pups. He sent nice updates and pictures. I would highly recommend him to watch any dogs and will definitely use him again when I am in need for someone to take great care of my dogs.”


8. Amy K.

“Amy was a great communicator and provided plenty of updates throughout the weekend. I appreciated the chance to meet with her ahead of Ernie's visit to make sure it was the right fit for everyone involved. Ernie was pooped after I picked him up and clearly had a great stay with her!”


9. Rhonda G.

“YES! Rhonda is amazing! We really can't thank her enough. Our little dog Penny can be a little picky and doesn't always warm up to people. But not the case here. Rhonda made her feel so at home, and was kind enough to send us updates on how she was doing. We were on our motorcycles so we had enough to worry about. Rhonda made our trip 100% better. We are so happy and Penny can't wait to go back.”


10. Mary H.

“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.”


11. Alberto V.


“Alberto and Chance were so accommodating, kind and responsive while booking and throughout the stay. Thank you both for taking such good care of Tillie! They shared some pictures and were very flexible with dropoff/pickup times which we greatly appreciate. We highly recommend them!!”


12. Kim S.

“My two huskies had such a good time! Kim and her husband took such great care of them! They sent us videos and pictures which definitely helped knowing they were in good hands :) 100/10 recommend”


13. Kathy & Brad K.

“Benny has been at Kathy's before for daycare. This was his first overnight stay. Kathy is so good about keeping me updated with pictures and treats Benny like he is one of her own. After some not so good experiences at other facilities I'm thrilled that Benny feels so comfortable at Kathy's and loves to play with her little doggo.”


14. dawn s.


“Dawn and her husband were great while watching my dog over the weekend. Got multiple updates throughout the weekend, and everything went smoothly.”


15. Joe S.

“Joe and his wife are very nice people and did a fabulous job caring for our dog while we were gone. We received pics of Fizzy enjoying herself in the yard and lounging around the house. Would definitely book with them again.”




16. Blythe R.

“Wow! When we picked her up after her first night with Blythe our spoiled pup Stella acted like we could go ahead and leave without her - she felt super AT HOME. We couldn't be happier to have found you, Blythe. Thanks for the excellent care of our fur baby!”


17. Mindy W.


“Mindy is a great communicator and makes sure Jovi feels safe and comfortable! She takes lots of walks and gives her lots of love. Jovi is in good hands while I am away!”


18. Yolanda W.

“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 😊”


19. Maria & Nayibe B.

“Nayibe and Maria are very caring dog sitters. They took the time to give Gabby her medicine, which is very difficult. They even spoon fed her dinner. I appreciate the care and will use them again.”


20. Molly S.

“Molly is a great dogsitter - reliable, kind, and easy to communicate with. She cared for my elderly dog Spike overnight and administered his eyedrops. Highly recommend!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. 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 sitter has to cancel, we’ll work with you to find a new 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
Sitters on Rover are free to set their rates. The median cost to hire a sitter for dog boarding in Milwaukee on Rover as of Jan 2025 was about $45 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jan 2025, 686 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, 93% 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 686 dog boarding sitters in Milwaukee on Rover, so you’re sure to find the perfect match for your dog! In Milwaukee, 89% of sitters offer daily exercise, 94% offer medication administration, and 94% 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.
