Dog Boarding in Clarke Square, Milwaukee
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Top rated Clarke Square dog boarders


“Holly is so amazing and sweet. She took on our chunky baby Rooster. He was well cared for and so happy. Daniel and Holly cared for our pup just as we would. Thank you so much for looking after our baby.”


“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.”


“Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)”


“I had an excellent experience with Ashlee. My dog Sinchi was clearly happy and well cared for during my time away. Ashlee was very communicative and sent updates while. I also really appreciated how flexible they were in accommodating my request on such short notice. It's clear she genuinely cares about the animals she looks after. Will definitely book again!”


“Rebecca took great care of my Auro. I had plenty of pics and updates. Auro was the happiest during his stay and was very sad after he came back :(. He was missing his friends dearly.”


“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!”


“They did a great job with Cooper he loved them and he loved the way he had. Even though he is just a puppy when we locked him up he was pooped out from his walks and was calm and relaxed the rest of the night I would definitely have them watch Cooper again”


“Sarah was wonderful. She was able to take Flip in on short notice and took great care of him, providing is with great information while we were away.”


“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!”


“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!!!!”


“I was so happy to have found Maria and Nayibe for my small Poo-Chon. They have a wonderful, completely dog friendly home and a beautiful fully fenced back yard. They seem to specialize in small dogs and my guy just loved running and playing in their back yard. Maria sent me daily updates and lots of photos and videos. I will definitely use Maria and Nayibe in the future for boarding my little dog.”


“Rhonda was great with our dog. We explained all of his "quirks" and she was very understanding. She sent us text updates and pictures. It was a great relief to know that he was well taken care of. We'll definitely book future dates with Rhonda again!”


“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.”


“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!”


“Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!”


“They did such an amazing job with my dog. She came back with better social skills being around other dogs which I appreciate so much! They sent numerous of videos and pictures. Will be back to use their services. Their home was nice and clean. And very kind ppl. I am so grateful for them cause leaving my dog alone with other people is scary but this wonderful couple I can put my trust in them! Thanks again!”


“Levi hasn’t been away from home too often and it took him a little time to settle in. Ryan and Zari were very patient with him and did a great job helping Levi get comfortable. I really appreciated the daily updates and photos they sent. Levi also loved their sweet dog Jax and having a ready made playmate. I highly recommend Ryan and Zari.”


“Mary was so wonderful and patient with our dog, Penny. She took her on walks and outdoor play time with lots of snuggle time too! Great pictures and communication during the stay. We feel very lucky to have found Mary and plan to have Penny stay with her again.”



“Next time we need a sitter I would love it to be Blythe - she took amazing care of my dog Lily and sent me pictures :) Felt so good seeing Lily so comfortable and happy while we were apart. I think Lily misses her!!”


“Mindy was fantastic with our dog! She sent messages and videos every single day. I could tell that our dog was well cared for when she came home, it was like she didn’t skip a beat. we are so thankful for her and will definitely be using her again.”

Loving dog boarding sitters in your neighborhood
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Daniel & Holly L.
Star Sitter


“Holly is so amazing and sweet. She took on our chunky baby Rooster. He was well cared for and so happy. Daniel and Holly cared for our pup just as we would. Thank you so much for looking after our baby.”


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.”


Michelle Y.Star Sitter

“Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)”


Ashlee K.

“I had an excellent experience with Ashlee. My dog Sinchi was clearly happy and well cared for during my time away. Ashlee was very communicative and sent updates while. I also really appreciated how flexible they were in accommodating my request on such short notice. It's clear she genuinely cares about the animals she looks after. Will definitely book again!”


Rebecca S.Star Sitter

“Rebecca took great care of my Auro. I had plenty of pics and updates. Auro was the happiest during his stay and was very sad after he came back :(. He was missing his friends dearly.”


dawn s.
Star Sitter


“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!”


Megan & Richard S.
Star Sitter


“They did a great job with Cooper he loved them and he loved the way he had. Even though he is just a puppy when we locked him up he was pooped out from his walks and was calm and relaxed the rest of the night I would definitely have them watch Cooper again”


Sarah J.Star Sitter

“Sarah was wonderful. She was able to take Flip in on short notice and took great care of him, providing is with great information while we were away.”


Lillian T.

“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!”


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!!!!”


Maria & Nayibe B.Star Sitter

“I was so happy to have found Maria and Nayibe for my small Poo-Chon. They have a wonderful, completely dog friendly home and a beautiful fully fenced back yard. They seem to specialize in small dogs and my guy just loved running and playing in their back yard. Maria sent me daily updates and lots of photos and videos. I will definitely use Maria and Nayibe in the future for boarding my little dog.”


Rhonda G.Star Sitter

“Rhonda was great with our dog. We explained all of his "quirks" and she was very understanding. She sent us text updates and pictures. It was a great relief to know that he was well taken care of. We'll definitely book future dates with Rhonda again!”


Karen D.Star Sitter

“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.”


Amy K.Star Sitter

“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!”


Lisa W.Star Sitter

“Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!”


Joe S.Star Sitter

“They did such an amazing job with my dog. She came back with better social skills being around other dogs which I appreciate so much! They sent numerous of videos and pictures. Will be back to use their services. Their home was nice and clean. And very kind ppl. I am so grateful for them cause leaving my dog alone with other people is scary but this wonderful couple I can put my trust in them! Thanks again!”


Ryan & Zari B.Star Sitter

“Levi hasn’t been away from home too often and it took him a little time to settle in. Ryan and Zari were very patient with him and did a great job helping Levi get comfortable. I really appreciated the daily updates and photos they sent. Levi also loved their sweet dog Jax and having a ready made playmate. I highly recommend Ryan and Zari.”


Mary H.Star Sitter

“Mary was so wonderful and patient with our dog, Penny. She took her on walks and outdoor play time with lots of snuggle time too! Great pictures and communication during the stay. We feel very lucky to have found Mary and plan to have Penny stay with her again.”




Blythe R.Star Sitter

“Next time we need a sitter I would love it to be Blythe - she took amazing care of my dog Lily and sent me pictures :) Felt so good seeing Lily so comfortable and happy while we were apart. I think Lily misses her!!”


Mindy W.
Star Sitter


“Mindy was fantastic with our dog! She sent messages and videos every single day. I could tell that our dog was well cared for when she came home, it was like she didn’t skip a beat. we are so thankful for her and will definitely be using her again.”
Clarke Square dog parents share their Rover experiences
Mary gave us lots of nice updates of Juniper and was flexible with our drop off/pick up times. Juniper came back to us happy and healthy. Thank you!

Olive just had another great stay with Chance and Alberto. She’s clearly at ease in their home, with plenty of time to relax, play, and enjoy the yard. I always have peace of mind knowing she’s in such good hands, and I love the photo updates they send while I’m away. Olive absolutely loves them and it shows. They are so kind and thoughtful, not just with Olive but with me too, which means a lot since I hate being away from her. We feel very lucky to have found them.

Billy was really attentive and Pete responded immediately to his calming energy. It was our first time using a Rover sitter and Pete seemed to have a great time with Billy and Rose!

Tyler was amazing! Banjo come back exhausted and Rhay’s always a good sign! He was super easy to work with and his kids were super nice to banjo as well!

Claire is my and Charlie’s favorite!!!🩷 She is so sweet and accommodating and sends me tons of updates/photos and videos. My mind is always at ease when Charlie is with Claire! 😁

I would not have survived without Luscely! She helped me so much and went above and beyond to take care of my dog when i was out of town and he got sick. Would reccomend her to anyone, she was great at handling everything and had so much love for my dog!

Megan and Richard were great! Very communicative, we received updates at least once a day and kimchi seemed to really enjoy her stay. Would definitely recommend their services!

Tekoya did an excellent job watching our dog while we were on vacation. Communication was great and he was so easy to work with, I highly recommend Tekoya!

They did an amazing job with our anxious, playful little guy while we were out of town for a week. Melody provided me with detailed daily updates and pictures and spent time playing with him and taking him for walks. It was wonderful to know Louie was being so well cared for while we were away!

Lillian sent lots of pictures, took daily walks, and was so sweet to my pup. Can't recommend her enough.

Absolutely amazing experience! I couldn’t have asked for a better sitter. Communication was excellent from start to finish, and I loved receiving photo updates while I was away, it gave me total peace of mind. My pup was clearly in great hands and came home happy and well cared for. I’ll definitely be booking again, highly recommend!

Jim and Nikki were so good with my dog! I was nervous to use Rover for the first time but they put me at ease. They clearly love dogs and were dedicated to his wellbeing. They were great about sending pictures and updates and making him a part of their lives while he was with them.

Ashley did a fantastic awesome job taking care of Scarlett highly recommended her defenly going use her service again 5 stars 10 if could thank you again

Marisa and Brinx were a perfect match for our wedding weekend! She was so communicative and took such amazing care of her! Brinx can’t wait to go back and see Marisa soon!

Erica does a great job with our slightly anxious husky, helping her meet other dogs and keeping her on her schedule so she settles back in well back at home. We have relied on her for short and long stays. With her experience and knowledge, she has given us quite a few helpful tips for working with our shelter dog.

I always drop off my dogs with them when we go on vacation and my German Shepherd is a little high strong and they do great with her highly recommend

Rusty had such a phenomenal week with Mika! They were great about giving updates and even better about making sure Rusty had fun and felt loved. We would absolutely book with them again!

Madeline was a wonderful sitter! She kept me informed, sent me pictures, and was very flexible to deal with any changes that were made.

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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder 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 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
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Clarke Square.
Rover makes it easy to find Clarke Square 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
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.
