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

Over 72 pet parents in Kenwood have booked dog boarding
Kenwood, Find top rated dog boarding
“Bola was so kind to my dog Coco. I was worried she might be too much puppy to handle since she’s a big dog and gets easily excited but Bola was confident there would be no issue. Coco had a great day playing with the other doggies and came home nice and tired after her stay. Thanks Bola!”

“Kamiah and Cassius are wonderful. Compassionate, prompt, and professional. My dog came home calm and happy. I look forward to booking with them again!”

“Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.”


“E is a highly communicative and caring Rover. She regularly tried different approaches to make my dog feel comfortable in a new environment. I would highly recommend.”

“OMG she was wonderful. Her space was nice and clean she checked in everyday with me I was running late she assured me it was ok my dog went on play dates and much more. I would definitely be using her every time.”

“Ann had kept my 2 dogs at least 3 times this year and she is the absolute best. My pups love her, she has so much experience, and I never have to worry about something happening or going wrong when they are with her. On top of that she is very kind, compassionate and flexible. Can’t wait for our next stay!”


“Ebonee responded to my request very quickly. We had a meet and greet over FaceTime before I booked with her. She’s super friendly and easy to work with. Loved that she kept me updated with photos and videos of my pugs. Pickup and drop off were also quick and easy to coordinate .I will definitely board my pugs with Ebonee again.”

“Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕”

About: I’ve had dogs for over 25 years - from puppyhood through their senior days. My last dog passed away late last year, and now we’re looking forward to taking care of other people’s dogs! My wife and are retired and on the days we accept reservations will have plenty of time to take your dog on long walks and play! We have a single-floor apartment in the South Loop, We can accommodate a crate if your dog uses one. We will always follow your guidance on how much or little your dog prefers to interact with other dogs and people.

“Ashley did a wonderful job watching Fara while we traveled. We appreciated all the photos and updates, and it seemed like Fara really bonded with Ashley and her daughter.”

About: Hi, I'm Danny! I work part-time as a dog handler at a local daycare and have 10 years of experience caring for animals professionally through dog walking and pet sitting services. As a lifelong dog owner, I understand that pets are our family and I'm intentional about providing them with the genuine love and care they deserve. I provide reliable daily walks, drop-in visits, in-home pet sitting, and boarding tailored to your pet's unique personality and routine. Managing dogs and cats of all temperaments daily has taught me exactly how to keep your pet safe, happy, and well cared for. I am fully insured and First Aid/CPR certified, and I promise to treat your pet like one of my own! I'm currently working part-time while studying on my own schedule. I'm very flexible for dog walks, pet sitting, and drop-in visits most days of the week. I care for every pet based on their individual needs, personality, and routine. On walks, I focus on enjoying safe, fun exercise and giving them plenty of time to sniff and explore. For drop-ins and in-home sitting, I follow your instructions closely and make sure your pet has fresh food and water, exercise, playtime, cuddles (if they want them), and a clean, comfortable space. I’ll also send daily photos and report cards so that you have peace of mind while you’re away.
“Jenna was great to work with. Prompt replies, was on time at drop off and pick up. And from the pics, I could tell my frenchie liked staying with her. Would definitely work with her again!”


“Dwight is amazing with Cooper. He'll be my go-to sitter whenever I need one! He sends great update texts and pics and seems to really care about the dogs he sits watches. He also has a sweet dog and cat himself.”

“Tim took excellent care of my four month old puppy while I was on a trip. He was very accommodating, easy to communicate with and sent frequent updates and photos while I was gone. I would definitely book with Tim again!”

“This is Manuel’s 2nd time watching my kitty Luna and he was just as awesome as the first time! He sent me a ton of photos, was very flexible with pick up and drop off times and overall very communicative.”

“Ksenia took great care of Lola while we were on vacation! This was our second time working with her and she provided updates and gave Lola the care and attention she needed. Thanks so much, Ksenia!”


“Steven was very communicative during pickup and drop off. He shared regular updates and photos of Polo that put us in peace of mind. Polo had a very nice and comfy stay with Steven. And I’d recommend Steven to anyone who is looking for a pet sitter in the area.”


“Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!”

“It was the first time Oso stayed with someone who wasn’t family member. Kyla kept me update with pics and videos. Oso was happy and well take care”

“Nemo took to Kathleen right away. She kept him busy with walking and playing with her children. She is a dog lover! He is as in good hands. Sent several pics too. Would definitely ask her to sit again.”

The median cost per night for dog boarding in Kenwood is $50
Dog parents share their Rover experiences - Kenwood
Dominique went above and beyond for me and my pup. I get nervous leaving her when I travel but Dominique assured me Jami was in great care. I received the cutest pics and videos everyday and she even accommodated a last minute change in my schedule with a great attitude. Would definitely recommend!

Ashley made herself available to watch Mars on such short notice, and she asked a lot of thoughtful questions to make sure he was comfortable and cared for. she sent regular updates and it warmed my heart to see him having such a great time while we were away’ we would hire Ashley again in a heartbeat.

Sarah was an amazing dog sitter! She took care of Moose for an extended period while I was traveling, and I couldn’t have been happier with the experience. She took wonderful care of her and sent me lots of photos and updates, which gave me so much peace of mind while I was away. I came home to a very happy and well-cared-for Moose. I highly recommend Sarah and would absolutely use her again!

Bola did a great job at managing my concerns. This was the first time I had to leave Bentley this long. She sent photos and updates, and even sent him home with a fresh bath. He always comes back exhausted from playing so much. Today was no different he actually fell asleep in the car which is something he never does. Thank you Bola, we will be back to see you again.

Kamiah and Casius were very caring. It was Teddy’s first time to be left with someone he did not know and it was for ten days. They took very good care of him and were understanding when he cried at bedtime. I highly recommend them and will definitely use them again!!!

I was nervous to board my dog but Brandon provided a lot of comfort. He responded to my messages as well as sent me videos with updates. The drop off and pickup service was easy. He was flexible, great customer service, and took great care of dash! Thanks, Brandon!

Ashlee was an amazing sitter! She was very communicative, flexible, and, most importantly, great with Bella!! She sent the cutest pictures of her during my time away and it gave me tons of reassurance that Bella was in great hands. She asked plenty of questions and was just overall a trustworthy sitter!

Just got home to Ms Kinzie and it seems like she had an absolute blast! I had a very hectic flight back home with many cancellations involved and Tamya and her partner were incredibly accommodating! Though I couldn’t be there for pickup, they made sure everything was ready to go and were super flexible with scheduling so that my friend would be able to come pick her up on my behalf!

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