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

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1. Michelle G.


“Michelle always does a great job with our dog Kaya. Michelle is very communicative and sends photos showing how Kaya is doing. Would definitely recommend booking with her.”


2. Karen D.

“The best rover user we’ve had the pleasure of meeting. Plenty of walks, photos, and updates throughout. We will certainly be using Karen again.”


3. Michelle Y.

“Michelle made me and my pups feel comfortable instantly! She was so professional and also sent me a ton a cute photos which made me miss my pups a lot less while away.”


4. Megan & Richard S.


“Megan and Richard were excellent hosts and took great care of Ernie! They sent me multiple updates a day and I could tell he was very comfortable and relaxed. Their dog, Regal, is very sweet and gentle as well. We hope to be back!”


5. Rhonda G.

“I am thankful Rhonda was able to watch my Boston Terrier on short notice. I was very comfortable leaving him with her and will definitely have her watch him in the future.”


6. Rebecca S.

“Rebecca was always in touch, sent lots of photos and very responsive through our extended boarding stay! Will definitely book again! Thank you for keeping my fur baby so happy and healthy!!!”


7. Kim S.

“Kim is absolutely the best, super reliable, very communicative, and takes great care of our dog. We don't have to worry about her when she is with Kim and her husband, which makes our trips away more fun!”




8. Daniel & Holly L.

“Daniel and his wife are such nice people! You can really tell they are such dog-people who will really love and spoil your dog while you’re gone. They had our dog Griffey for 5 days and he came back a very happy and tired (from all the play time) pup! We will be using Daniel again in the future and look forward to them being a part of Griffey’s life :)”


9. Marisa C.

“Marisa was fantastic! Very communicative and accommodating to busy/fluctuating schedules. My dog was clearly in good hands, both from the photos and videos shared and her happy self upon pickup. I would highly recommend booking with Marisa!”


10. dawn s.


“I can’t say enough about the care provided by Dawn. Absolutely wonderful and loving. Sent a photo every day, great communication, pup was happy and well taken care of. Asked questions, quick to answer mine, everything was very positive! A GREAT choice for pup care! Thank you!”


11. Yolanda W.

“Yolanda is always flexible, especially with last minute requests! My wife and I were in a pinch to find boarding before our wedding and Yolanda and her family totally stepped up. Our pup loves Yolanda and we couldn’t recommend her any higher.”


12. Ryan & Zari B.

“Ryan & Zari took amazing care of Edison on such short notice. Sent daily updates with pictures & videos and made sure he got plenty of play time with their dog Jax who is such a sweetheart. We will happy to have them watch Edison again”


13. Taylor S.

“Taylor did an amazing job watching Lux for a couple nights! She provided great care, kept me updated, and made sure Lux was well take care of. Highly recommend!”




14. Michael J K.

“MJ takes good care of Dimitri. He messages us about Dimitri’s daily activities and his concerns during Dimitri’s stay! He makes sure Dimitri is healthy, eat and drink well. Will rebook again!”


15. Kathy & Brad K.

“Winnie was well cared for. Kathy and Brad sent quite a few pictures, and Winnie was very relaxed and comfortable. I would take her there anytime!”


16. Rozanne F.

“Rozanne was great in every aspect with watching our 27 lb mini Goldendoodle. Communication was great and regular updates, drop off was flexible and easy, and Roscoe loved playing with their dog. We booked on short notice which we appreciate helping us out. Would highly recommend Rozanne to others and we will book with her again. Thank you!!”


17. Joshua P.

“Joshua was very responsive and sent pictures and updates throughout the day. So great to not have to worry whether my dog was doing ok while I was gone! She seemed comfortable immediately when I dropped her off and I think she had a blast”


18. Maria & Nayibe B.

“This is the first time we have boarded our dogs with Maria and Nayibe. We were so pleased with the regular updates they provided. Maria and Nayibe were so kind and caring, always attentive to our dogs' needs. They kept us informed on how our dogs were doing and sent pictures daily. They even went to great lengths to ensure our dogs ate well, which was a common concern for them when we were away. Our dogs were so comfortable that they were in no rush to leave. We will definitely use Maria and Nayibe's boarding services again.”


19. Amy K.

“Amy was wonderful with our dogs. We got lots of pictures and updates throughout their stay and I knew we left them in excellent hands. You can tell Amy has an absolute love of dogs. The dogs came home tired from lots of playing! Highly recommend Amy!!”


20. James & Rebecca J.

“Becky and Randy (James) were fantastic! Blue loves them and he loves playing with Duke. Blue can be a bit aloof with strangers at times so I was surprised to see from the photos, how quickly he seemed right at home. It's taken me a long time to find the perfect away home for Blue and I think this is the place. Prompt communications and lots of photos, I am definitely a returning customer. Highly recommended!”
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
As of Jul 2024, 650 sitters provided dog boarding in Hillside. 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 Hillside dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Hillside have an average of 18 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 Hillside.
Rover makes it easy to find Hillside 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 650 dog boarding sitters in Hillside on Rover, so you’re sure to find the perfect match for your dog! In Hillside, 88% of sitters offer daily exercise, 95% 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.
