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
“I cannot sing Amy's praises enough. You know your dog is in good care when you come to pick him up and he turns around to look at her and he hesitates to leave it! We love that she treats him just as well as we treat him and like another member of her family.”
“Rebecca did a great job with our Corgi. He loves to play and her pups and other pup guests were a good treat for him. She sent many pictures and updates during our short trip. Very thankful we found Rebecca!”
“Everything went perfectly! Elba went out of her way to accommodate Scooby, and I could tell as soon as I picked Scooby up that he was tired from enjoying his stay so much. Thank you!”
“This was my first time leaving my dog with a sitter, so I was a little nervous. Meeting Carly put all my fears to rest. She was very attentive to my dogs needs and made me feel confident in leaving her. I received daily pictures and updates which helped me enjoy my vacation without worrying about my pet. I would totally recommend Carly to anyone looking for a pet sitter! Thank you again Carly! Any future vacations, I will not hesitate in booking with this family.”
“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!”
“Hannah is always so wonderful when she takes care of our girl! We can always count on her to make May feel comfortable and at home. Hannah was also so kind and understanding for moving our pick up time due to the bad weather! ♥️”
“Mary took excellent care of my dog Blizzard when I was gone for a long weekend. He can take a while to get comfortable in a new place, and she was very patient and understanding. He was very cuddly with her when I picked him up, so I know he felt cared for!”
“Katrina was very accommodating and took wonderful care of our dog while we were away! We appreciated the update and ease of communication with her. Thank you!!”
“Riley had a wonderful experience with Ashley and her family. Riley is very shy, but I could tell she felt very comfortable. All went great!! Will definitely book again!”
“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.”
“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!!!!”
“Titus had a blast with Karla! She was great about communicating with us throughout his stay with her and understanding of his needs as a rescue dog.”
“Jack saved my weekend by accepting a request to board my dog just a couple hours ahead of time. He was great with my dog and even took him for a two mile run. He was easy to communicate with and very responsive. I would highly recommend him!”
“Debbie was great! She was very on top of things with my pup Reggie. She set up a meet and greet ahead of time to ensure we were both comfortable with Reggie spending the night and it put my mind at ease. I completely trust her to take great care of my pup. Highly recommend!”
“Blythe is wonderful! She took great care of my dog. Very good communication and I appreciate her flexibility. Definitely will book with her again!”
“We had Kristi watch our dog, Roxie, for a few days. It takes Roxie some time to warm up to new places and people. When Roxie wasn’t eating much, Kristi gave her some extra treats and tried some other foods to get her to eat a bit more, which I appreciated. We will use Kristi again!”
“Teri did a wonderful job caring for Winnie! She sent us daily updates and photos, reviewed all of our care instructions during our drop-off and made sure everything went smoothly. Highly recommend!”
“Daniel and Holly took excellent care of Brooklyn for the weekend. Sometimes she takes a bit to get comfortable around other dogs but they allow each dog to determine how much or little contact they get with other pups. That was very reassuring. I would feel very comfortable boarding Brooklyn with them again.”
“Shannon was very nice. We appreciated the daily updates and pictures on how our sweet boy was doing while we were on vacation. We will use her again for our next vacation.”
“Katharine and Michael were amazing caretakers for our dog Kami! Right from the start they were very communicative and flexible for us and our dog. They sent updates on their adventures, and made Kami feel right at home. I would recommend them to everyone, and we will definitely have Kami stay with them again in the future.”
Loving dog boarding sitters in your neighborhood
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Amy K.
“I cannot sing Amy's praises enough. You know your dog is in good care when you come to pick him up and he turns around to look at her and he hesitates to leave it! We love that she treats him just as well as we treat him and like another member of her family.”
Rebecca S.Star Sitter
“Rebecca did a great job with our Corgi. He loves to play and her pups and other pup guests were a good treat for him. She sent many pictures and updates during our short trip. Very thankful we found Rebecca!”
Elba M.
Star Sitter
“Everything went perfectly! Elba went out of her way to accommodate Scooby, and I could tell as soon as I picked Scooby up that he was tired from enjoying his stay so much. Thank you!”
Carly & Steven M.
“This was my first time leaving my dog with a sitter, so I was a little nervous. Meeting Carly put all my fears to rest. She was very attentive to my dogs needs and made me feel confident in leaving her. I received daily pictures and updates which helped me enjoy my vacation without worrying about my pet. I would totally recommend Carly to anyone looking for a pet sitter! Thank you again Carly! Any future vacations, I will not hesitate in booking with this family.”
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!”
Hannah K.
“Hannah is always so wonderful when she takes care of our girl! We can always count on her to make May feel comfortable and at home. Hannah was also so kind and understanding for moving our pick up time due to the bad weather! ♥️”
Mary H.Star Sitter
“Mary took excellent care of my dog Blizzard when I was gone for a long weekend. He can take a while to get comfortable in a new place, and she was very patient and understanding. He was very cuddly with her when I picked him up, so I know he felt cared for!”
Katrina E.Star Sitter
“Katrina was very accommodating and took wonderful care of our dog while we were away! We appreciated the update and ease of communication with her. Thank you!!”
Ashley R.Star Sitter
“Riley had a wonderful experience with Ashley and her family. Riley is very shy, but I could tell she felt very comfortable. All went great!! Will definitely book again!”
Ashlee K.
“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.”
Kathy & Brad K.
“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!!!!”
Karla D.Star Sitter
“Titus had a blast with Karla! She was great about communicating with us throughout his stay with her and understanding of his needs as a rescue dog.”
Jack S.Star Sitter
“Jack saved my weekend by accepting a request to board my dog just a couple hours ahead of time. He was great with my dog and even took him for a two mile run. He was easy to communicate with and very responsive. I would highly recommend him!”
Debbie L.Star Sitter
“Debbie was great! She was very on top of things with my pup Reggie. She set up a meet and greet ahead of time to ensure we were both comfortable with Reggie spending the night and it put my mind at ease. I completely trust her to take great care of my pup. Highly recommend!”
Blythe R.Star Sitter
“Blythe is wonderful! She took great care of my dog. Very good communication and I appreciate her flexibility. Definitely will book with her again!”
Kristi B.
“We had Kristi watch our dog, Roxie, for a few days. It takes Roxie some time to warm up to new places and people. When Roxie wasn’t eating much, Kristi gave her some extra treats and tried some other foods to get her to eat a bit more, which I appreciated. We will use Kristi again!”
Teri B.Star Sitter
“Teri did a wonderful job caring for Winnie! She sent us daily updates and photos, reviewed all of our care instructions during our drop-off and made sure everything went smoothly. Highly recommend!”
Daniel & Holly L.Star Sitter
“Daniel and Holly took excellent care of Brooklyn for the weekend. Sometimes she takes a bit to get comfortable around other dogs but they allow each dog to determine how much or little contact they get with other pups. That was very reassuring. I would feel very comfortable boarding Brooklyn with them again.”
Shannon J.Star Sitter
“Shannon was very nice. We appreciated the daily updates and pictures on how our sweet boy was doing while we were on vacation. We will use her again for our next vacation.”
Katharine & Michael S.Star Sitter
“Katharine and Michael were amazing caretakers for our dog Kami! Right from the start they were very communicative and flexible for us and our dog. They sent updates on their adventures, and made Kami feel right at home. I would recommend them to everyone, and we will definitely have Kami stay with them again in the future.”
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 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 $49 per night.
As of Aug 2025, 750 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, 91% 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 750 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, 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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