Dog Boarding Jones' Island
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Jones' Island, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I highly recommend Laura! Her easy-going & friendly demeanor was evident from our first meeting, making my decision to leave Rupert with her for a long weekend a no brainer. I really appreciated the updates & photos she shared throughout Rupert's stay with her. It was apparent when I picked him up, that he had enjoyed his time with Laura & her pup, Diesel. I will absolutely book with Laura again!”

“Angela was great, our Penny had a lovely time and came home tired and happy. Angela was great with communication and pictures and very flexible about pick up and drop off. I would definitely bring our Penny back.”


“Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.”

“Working with Julia and Colin was our first Rover experience and we could not be happier with how it went! Julia is extremely communicative and made the process easy. Our dog took to them very quickly and we could tell she was made comfortable in their home. We look forward to booking with them again!”

“Kelli was amazing with my dog Dusty!! She sent frequent updates throughout my time away and made me feel very comfortable through the whole process. My dog definitely loved spending time with her. Would highly recommend Kelli and will definitely be using her services again!”

“Lacey was an amazing dog sitter! This was our first time leaving our 1year old lab and she handled him with such grace. We received so many updates and videos throughout the weekend. She took such great care of him - he came home as though nothing had changed. Dune was also such a wonderful pup companion. I would rebook again and again!”

“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.”


“Max and his girlfriend took great care of my pup!! She loved having other dogs to play with. Max has a wonderful personality and vibe. He is very compassionate and you can tell has a spot in his heart for dogs. My pup had a ton of time playing outside, took walks and had a park adventure. Max is accommodating and was happy go alloys my pup to relax on the furniture and most importantly sleep/snuggle up in bed at night. Would HIGHLY recommend anyone to Max gor dog sitting.”

About: Hi there! We are recently new residents to Milwaukee and the Lower East Side and we would love to make some new friends in the neighborhood! We have gained a lot of experience caring for a variety of different pets in Chicago for over a year on Rover before our move. Personally, both of our families owned dogs & cats throughout each of our childhoods which has given us a natural experience with pets as well. We look forward to the opportunity to meet your beloved dogs & cats! BOARDING CLIENTS: We have recently opened our services for boarding dogs in our apartment! I work remotely 5 days a week at home so your dog will have no shortage of attention and care! We are deeply considering getting our own dog soon, so we’re treating every boarding guest like our test run! Your pup will get all the love, structure, and attention we’re practicing for our future family member—plenty of walks, play, cuddles, and a calm apartment to call home while you’re away! Please ask us any questions you may have! Andrew works fully remote 5 days a week and the nature of my job is very flexible so I am able to step out if needed/when requested. Taylor is fully in office but may occasionally be available. Additionally, we’re particularly looking to use some of our free time we have on the weekends to care for some pets together! We want to earn your trust that your animals are safe with us, and respect your home & privacy in doing so. Kindly communicate your preferences and your pet’s needs so we can make sure we’re doing everything we can to facilitate a comfortable experience for you and your pet from start to finish!

“Elba took great care of our rescue dog!!! She is clearly very experienced. Her own dogs are very sweet and kept our puppy entertained throughout the visit. Her fenced in yard is great (especially in the winter months for small dogs). I got several cute pictures and videos that showed he had a great time!”


“Second time booking with Joe and will definitely be back! The nightly photos, the updates, the communication and much more were all worth the five stars! Even the play time my dog got with the others. Overall great service!”


“Daniel & Holly were wonderful caregivers! They clearly loved my dog very much and gave her a warm and inviting place to stay while I was away. They were also very flexible with pickup and drop-off times, which was very nice and accommodating! I would recommend them for sure.”


“Sara was both completely professional and warm/kind with Kiara. She was ready to set up a meet & greet when it worked for us. She was also patient when our schedule changed a bit for drop off and pick up, and let us shift the times a bit. Most importantly, Kiara had a great time with plenty of walks and trips to the dog part with her new dog friend Josie.”

“Marilynn was UNBELIEVABLE with my dog!! He’s a difficult rescue and she was aware of it, but gave him a chance. He doesn’t tolerate other dogs, but by the end of his 24 hour stay he was playing in the yard with several other dogs (all larger than him). I was in shock. She is truly the dog whisperer and I’d trust Todd with her any time. Thank you so much, Marilynn!!!! You truly do love pets. ❤️”

“Kim took great care of our dog and provided lots of updates! She sent us photos and videos which we appreciated very much. Kim is always so responsive , communicative, and kind.”

The median cost per night for dog boarding in Jones' Island is $45
Dog parents share their Rover experiences - Jones' Island
Joe & Ramiro did a great job watching my pup Cody! They were able to book with me super last minute, which I was so grateful for. I love the set up. They have with their yard and the communication was excellent! They gave me photos and updates which I appreciate it! I highly recommend them and I will definitely be using them in the future!

Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!

Hannah was such a great sitter! She was very communicative and sent a lot of updates! The fact that she has experience with all kinds of dogs and volunteers through MADACC definitely gave me peace of mind that our dog was in good hands! Would definitely recommend Hannah to take care of any pets!

Ethan and Sara were amazing! They took fantastic care of our dog, Auggie. A super responsive, thoughtful, and caring couple. They kept us updated while we were on our trip, asked great questions, and kept Auggie exercised (his favorite thing to do), happy, and comfortable. Would recommend 🌟 and look forward to another opportunity to have them dogsit for us!

Flor was such an amazing sitter for our pups! We needed someone to care for our girls while we went to summerfest and I’m so glad we found her. She was very communicative and proactive with our dogs, and mentioned many things she does for dogs that are above and beyond, like rolling up a towel with treats or food (which is something we do at home with ours but have never asked or mentioned to a sitter previously). I was worried about our girls, especially our older one, because Flor and her partner were watching them during an extreme heat wave, but they took such great care and only took them out very late, and even prepared frozen fruit for them (they didn’t eat any apparently but at least they had the option!). As soon as I dropped our dogs off, we got very sweet pictures of them cuddling on the couch, and lots of videos and pictures over the 24 hour stay. I would absolutely have Flor watch our girls again! Thank you so much for taking them into your home!

Emily was incredible! We left our pup with her for over a week as we travelled for a vacation. Leela received so much attention and care from her! Emily also sent us regular updates and communication was easy and smooth. Thank you so much Emily for caring for her so well :)

Madeline was absolutely wonderful with Pretzel and Stella during a two-week stay. As the first sitter outside of friends and family I've ever trusted with my dogs, I was understandably nervous but she put those worries to rest immediately. She kept me consistently informed throughout the entire booking, which made such a difference. I came home to two happy, healthy pups and total peace of mind. She clearly genuinely cares about the animals in her care. I'm already looking forward to booking with her again!

So kind and accommodating. It was great that she had a dog as it helped mine feel at ease. Sara asked for a meet & greet to make sure we were on the same page. Thank you for taking him to the dog park, his favorite place to be. Will definitely ask to rebook with her if needed on my next visit. Thank you Sara!

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