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.
“Blythe is absolutely wonderful!! We have never used a service like this for our Dobie and I was very nervous. Blythe was very easy to get along with and she made sure to send pics and updates daily which put my mind at ease. I highly recommend her to anyone thinking about using this service. Also our guy is an older dog (11) For us it was perfect that she only has one dog at a time. Bentley seemed to be very relaxed and comfortable with her!”
“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!”
“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.”
“Rebecca and her family made sure to make our dog feel right at home. We received 1-2 updates per day with multiple pictures. Would recommend to anyone looking for a sitter for their furbaby!”
“Lisa was great as always! She made my dog feel comfortable and kept me informed of how she was doing. My dog seemed very happy and I appreciate everything Lisa did! Definitely recommend. 😊”
“As always, Rupert came home happy after a fun weekend with Laura. I love knowing that he’s in good hands & I can enjoy what ever I’m doing (in this case, it was my oldest son’s wedding weekend!). Laura is great about sharing pictures & short recaps of their days together! Thank you, Laura!”
“Our 11 month old vizsla puppy is a handful and Debbie handled him beautifully with training experience, understanding, and love. He received dedicated one on one care for the 6 days we were away on vacation and we couldn’t be more pleased. Her daily photo updates were comforting and thoughtful. We would love to have Debbie host our pup again in the future!”
“Hannah took great care of our puppy while we were out of town for our wedding! She was so kind and willing to put up with a very energetic young puppy! Could not recommend her more!”
“Absolutely wonderful! GREAT communication and you could tell she really cared about our dog. Fenced in yard too! Our pup had a great weekend and we didn’t worry about him at all. We will definitely be asking her to watch him again.”
“Ashlee is amazing with Bosco and sends us pictures of him playing with all his new friends! Hes always so excited when he first sees her which makes leaving him a little bit easier ☺️”
“I cannot give Kristi enough stars! And I hope she doesn't get too busy (smile)--because my older pup LOVED her, loved spending time with her, and can't wait to go back. She is a lifesaver. Did eyedrops and even managed to get him to take a pill that I can never get him to eat without getting crushed into his food. He came home very happy, not at all stressed like from bigger dog hotels. THANK YOU, KRISTI!”
“Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.”
“Moving to Milwaukee not knowing anyone, finding a quality dog sitter was my top priority, and Erin has gone above and beyond any of my expectations. When I drop Lux off I know he is going to be the most taken care of and loved little man. Staying at Erin's has been his home away from home, and I have appreciated Erin's consistent communication and photo updates during his stays. Erin herself is incredibly diligent with making sure she knows all necessary information about how to care for your animal, and goes out of her way to be flexible with timing of drop off/pick-ups or if you need last minute services. I am so sad to be moving away and to not be able to rely on Erin anymore - she truly is the best! :(”
“Katrina is wonderful. She was a great sitter for our dog for an extended vacation and we really appreciated her care. We didn’t worry about Abbey at all. Abbey was obviously happy at Katrina’s house and loves to hang out with her dogs! Thanks so much Katrina!”
“Words cannot express how wonderful Kathy and Brad are as dog sitters! We left our pup with them for the first time and got wonderful picture updates and knew she was in great hands and we didn’t worry about her one bit. Thank you again!!!!”
“Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!”
About: I have had dogs my whole life, have helped train family pets, and am certified as a Comfort Dog handler. I have watched dogs from the wee size of a Chihuahua to big fluffy Newfoundlands. I love using patience and kindness to ensure your pups safety and well-being. I agrew up with the high energy of Border Collies, both young and older. I have dogsat at someone's house up to 5 dogs at a time, with varying food needs and medications. I try my best to be flexible and up for anything you need to ensure your furry friend is taken care of the same way I would care for my own. From walks, to watching them in my home, I am here to help you remain confident in your dog's care. For boarding, I do have two dogs that live in residence and would be available for a meet and greet prior to booking. I work a hybrid schedule, so some days I am fully working from home and other days I am in the office and usually pop home in the early afternoon to let my dogs out and finish the day working from home. Dogs get fed before I start work and dinner when I finish. If I work from home I usually take a break outside at some point to play with the pups and after work we can do walks or dog park or hanging out in the yard. I have a fenced yard and two other pups in the home who are relatively chill. Dogs are allowed on the furniture and get lots of snuggles. My own dogs are crate-trained but rarely use them. They are often left on the living room couch when I leave, with a baby gate keeping them in. Can use crates if needed, I own a size small and a size large. My dogs are 25 and 12 pounds. The smaller of the two is a rescue and is extremely chill and friendly to all other dogs. The bigger dog can be sensitive with other dogs sniffing his butt but the most he does is bark at them to move away. He usually minds his own space and doesn't play with other dogs much but also doesn't bother them.
“My Siberian Husky (Bella) was well cared for. I was sent plenty of photos of Bella enjoying herself and making herself at home @ Dean's house. He has a secure home with a fence that which gave Bella enough space to run and stretch her legs. It basically is a miniature dog park. Dean did a great job.”
Over 303 pet parents in South Milwaukee have booked dog boarding
South Milwaukee dog parents share their Rover experiences
Blythe was an amazing sitter for my dog. Will absolutely book with her again! My dog Zelda is older with separation anxiety and Blythe was able to accommodate that very well. Zelda was so comfortable and happy at Blythe’s house and got tons of attention & care. It put me and my family at ease to know Zelda was safe and having such a nice visit. Would recommend!
Popular requests near you
Select a filter and find qualifying South Milwaukee sitters!How Rover works
1. Search
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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
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The median cost per night for dog boarding in South Milwaukee is $45
Why Choose Rover?
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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 Jun 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 $56 per night.
As of Jun 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 18 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, 86% of sitters offer daily exercise, 97% 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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