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

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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.
“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!”

“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!”

“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.”


“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.”

“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.”

“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!”

“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!”


“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 :)”

“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!”

“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.”

“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!”

“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.”

“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.”

“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.”


“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!”

“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!”


“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!”

“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.”

Over 296 pet parents in South Milwaukee have booked dog boarding
South Milwaukee dog parents share their Rover experiences
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!

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!

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!
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.
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.








