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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Wow! Bola is the best:) She gave our girl such a good time, she went to sleep at 9 and is still tired today. That’s what you love to see. Would highly recommend this sitter for boarding, we will definitely be booking her again!”

About: I’ve taken care of my own dog and cat for 7 years and before then was the go to sitter for all my friends with pets! I’m also a PhD student in psychology working in animal behaviors. Since young, I understand animals and respect them: how we treat them influences their behaviors. I’ve got the heart and the training to give your babies the best care they deserve when you are away! My schedule is flexible as long as we communicate in advance. My weekdays are mostly spent at home for academic work, and can adjust for drop in visits easily. I have a comfy apartment with one dog and one cat. They’ll keep your baby company if you board with us. I’m skilled in introducing new animals to each other, I try to adjust to each animals temperaments. For all services, I appreciate your tips as you know them the best!

“August had a great time with her dogs. We left for a cruise so I wasn’t very responsive but that didn’t stop Reanna from communicating with me. She kept the photos and updates coming. I will definitely be booking again. Thanks so much!!!”

“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.”


“After a quick move to out of state move to Chicago with a vacation already planned, we had to scramble to find somewhere for our dogs go. Our dogs stayed with Ashley for a full week and it was such a relief to know they were well taken care of. We received frequent pictures and updates during the week. One of our dogs is having a hard time adjusting to city life and Ashley was very accommodating and gracious with her. We will definitely be reaching out to Ashley again in the future!”

“Ashley B. was phenomenal with our dogs. They came back home happy and well rested. Our tiny dog is very anxious and can be hard to deal with so we truly appreciate her!! She sent photo and video updates and was great with communication leading up to booking and during the stay. Will definitely book with her and her family again! Book with Ashley B - you and your pups will not be disappointed!!”

“This was our first time using Rover, and she made the experience so easy and stress-free. She watched our dachshund puppy, Winnie, and was incredibly responsive throughout the stay. We really appreciated the updates and pictures she sent so we always knew how Winnie was doing. She was truly a lifesaver, and we felt completely comfortable trusting her with our puppy. We would absolutely book with her again!”

“Tonisa was great with our puppy, Dante. She kept in constant communication and put us completely at ease. It’s clear that she cares for the pets you leave with her and that makes you comfortable knowing your little one is just fine while you’re away”


“Booking Jennifer for dog sitting was a fantastic decision. Her attentiveness to my dog gave me complete peace of mind, and her super quick responses to my messages were a huge plus. I'd absolutely choose her again for future sitting needs.”


“Thomas did a wonderful job caring for my 1 year old dog Miffy! He was quick to reply when I was looking for a dog sitter over the holiday weekend. He also sent regular updates and photos of her to make sure I knew how she was doing. Would highly recommend!”

“Christina was phenomenal! She gave regular updates and checked in when Lola had an upset stomach, but what says it all is how comfortable and relaxed Lola was when I picked her up! You can just tell when your pup is in good hands, you know? We will definitely use Christina again!”


“Thomas was a great sitter for Shadow. He sent pics when I asked. Shadow seemed happy and healthy when I picked him up. I would let Thomas sit Shadow again 100%. Its nice to have someone reliable to watch my lil baby.”

“I was so nervous about using a dog sitter for my 2 fur babies. I was especially concerned about my youngest dog who we adopted from an animal shelter because she is fearful of people she doesn’t know. MariaJose quickly put my mind and heart at ease. She boarded Prince and Bella for a week. Not only did she send messages to let me know they were doing well, she also sent pictures and videos. My babies were happy and well taken care of. I definitely recommend her as a sitter.”


“When reading Dwight's reviews someone said, "Don't consider anyone else, book him now!" Again, I repeat...Don't consider anyone else, book him now! Never have I felt more comfortable, assured, weeell informed, AND entertained when away from Lucky. Each of his reports had very specific info about my dog's temperament and character, that only someone who is 'tuned in' could possibly pick up on! Dwight is aaaamazing!!!”
“Nitya was great with Winston. She took him to the park to release his young dog energy and was very accommodating and flexible. We will continue to welcome her assistance.”

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.

About: I’ve grown up around big and small dogs all my life! I have fostered dogs with PAWS Chicago in the past, including puppies (2 week old) and dogs with specific medical needs. Since I work part-time, I have plenty of time in the day to go on long walks, play in the park, work on tricks and, of course, cuddle on the couch. Any change in routine can be stressful to handle, so when dog and housesitting, I stick as closely as possible to the dog’s schedule (walks, meal times etc.), to keep them calm and comfortable.
“Mercedes did an absolutely phenomenal job caring for my dog, Mugzy, during his first three-week stay with her. Mugzy can be incredibly nervous when separated from me, which made me highly anxious about leaving him with a sitter for the first time. Mercedes completely eased my worries with her warm, welcoming nature and exceptional organization.She gave Mugzy extra special attention, making him feel loved and completely at home. He had a wonderful time socializing with Mercedes and her children. Thanks to this experience, I feel entirely confident leaving him in her care for my upcoming travel.To top it all off, Mercedes baked delicious brownies for me, made special treats for Mugzy, and gave him a bath so he was fresh and clean at pickup. She even provided a detailed report card tracking his progress! I am incredibly grateful for Mercedes and highly recommend her to anyone looking for top-tier care for their furry family member.”


“Victoria was very communicative and sent lots of pictures. She understood how it might be hard to leave them for more than a day, and was kind. She followed instructions and kept me informed!”

The median cost per night for dog boarding in Kenwood is $50
Dog parents share their Rover experiences - Kenwood
We have never had a dog sitter since having Rocky and were definitely on edge about our first experience using the Rover App. Dalia went above and beyond to address all of our questions, she took the time to communicate with us prior to the booking and reassured us of everything we were looking to establish. During the stay, she provided active updates via chat and photos which gave us great feedback on the experience. She was very attentive and patient with us being our first time ever having someone watch Rocky. We highly recommend using Dalia if you are looking for someone who has great experience, flexible and is willing to work with you. You will not be disappointed.

Cheyanne has become my go to sitter. I’ve used her boarding services multiple times and she takes such good care of my dog Tesla. The anxiety of him getting along with her pups is nonexistent and it makes me so happy to know that he has friends whenever he stays with her. She’s very communicative and updates me throughout the entire stay. As a pet parent I’m at ease whenever I know my he is in her care! Would highly recommend her

Sarah and her husband were very communicative about our dog's well-being over the course of a 5-day stay and made sure to send photos everyday. We're so thankful they were available after our usual sitter was not, and we were pretty nervous about leaving our dog in a place with people she'd only briefly meet prior since she can be a bit *overenthusiastic* about everything. Overall, we would book with Sarah again!

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.

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!!!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog boarding

1. Search
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2. Meet In Person
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3. Book & Pay
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