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

Over 94 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.

“Dwight was great! He looked after my two pups while I was away on a family vacation. I could tell that he took the time to get to know both of them and treated them like extended family. He sent picture updates and was flexible with the drop off time. Next time I have to go out of town, I’m def booking with Dwight!”

“Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!”

“Tamara was absolutely amazing!! She took such great care of Ollie. She was super attentive, patient, and thoughtful throughout his stay. I loved getting the daily photo updates; it really gave me peace of mind while I was away. She accepted my booking on very short notice, which I truly appreciated. I would highly recommend her to anyone looking for a caring and reliable sitter!”


“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.”

“Kyla was the first stranger I’ve ever trusted to keep my Dylan and I am so glad I chose her! She took great care of him while I was away and he warmed up to her instantly. I am very appreciative and will be booking again in the future.”

“Kamiah & Casius were great with my fur baby. It was my first time using a service like this and I was so nervous. Kamiah was understanding of my nerves answered all my questions. She sent daily photos and videos. She was understandable with my travel delays and when I picked my dog up she was smiling and continued to do so for the rest of the evening. There were no stress signals or behaviors from my dog and she was right back into her routine at home. Thank you for taking such great care of Macci!! Will definitely use 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.”

“Fred was communicative. Loved how he sent pictures of my little doggy looking relaxed and playful. He gave updates on how my dog was doing and I felt secure that Fred was with him and spending time.”


“Ebonee was very attentive and knowledgeable about dog behaviors. She kept us informed daily. She sent lots of pictures. I’m very happy with the service she provided and would book her again.”

“Our Bernie loved staying with Joe. He understands dogs through and through, and maybe even more important, he understands and appreciates the quirks and idiosyncrasies of particular dogs. He kept us well informed and accommodated our schedule. Bernie would go back in a heartbeat, I’m sure, and we would be happy knowing she was in good hands.”

“Katrina is seriously the best!!! Truffles boarded with her over the weekend and she had the best time, cuddling and walking and playing. Katrina sent over multiple (adorably edited and captioned) pictures and videos throughout the day, complete with an end of day report card. I was totally at ease knowing Truffles was getting the best care :)”

“I had a great experience with Scott as always. He took wonderful care of Bambi and kept me updated throughout the stay. It was clear Bambi was comfortable, happy, and well cared for.”


“Jennifer and her husband are excellent caretakers. She is extremely responsive and send videos/photos daily if you prefer. My dog loves visiting their home and I will definitely rebook!”


“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.”

“Buddy loves going to stay with Ann! The peace of mind we have dropping Buddy off with Ann is amazing. So much better than a normal boarding experience.”


“Ashley was great! She sent lots of updates and helped reassure me that my little girl was in good hands. She was very considerate and only accepted additional bookings for dogs that she thought would get along well with my pup. Overall, I was very impressed with Ashley and would highly recommend!”

“This was our first time using Rover and we are so happy we found Shelby. She was very responsive and sent us updates with pictures of our pup. I would love to have her watch our dog again. Thanks Shelby!”
“We were very comfortable leaving our two dogs with Stephanie and her family for two weeks while we were out of the country. They sent us many funny pictures while we were gone, and I’m confident they got a lot of love and attention! Stephanie was great with communication and flexible.”

“Outstanding host for our two fur babies! Anytime we find a sitter as caring and keen to detail as Mia was to our dogs, we cling on! She’s reliable and she goes the extra mile to make sure the dogs are comfortable and well taken care of. This was a last minute booking because their other sitter was unavailable, however, we feel so lucky to have found her, she adores our dogs and it shows in the interaction between them through the daily photos. We will definitely be booking her again!”

The median cost per night for dog boarding in Kenwood is $50
Dog parents share their Rover experiences - Kenwood
I’m a first-time puppy owner who felt very anxious and guilty about leaving my little guy with a boarder. Cheyanne’s calm presence, timely replies, and photo and video updates helped me overcome my feelings. The puppy seems to have liked being in the company of Cheyanne and her dogs. Previous positive reviews are accurate. I recommend her! Thank you, Cheyanne.

Ari stayed overnight, and I couldn’t have asked for a better experience! She was incredibly flexible with scheduling, which made everything so easy. Throughout Ari’s stay, she kept me updated with messages and adorable pictures, giving me complete peace of mind. It was clear that Ari was well cared for and treated like family. I highly recommend her to anyone looking for a reliable, caring, and communicative dog boarder. We’ll definitely be booking with her 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!

Cassandra and Chewy were great! Cassandra kept me updated throughout the stay and sent tons of photos. She was very responsive and made me feel completely at ease knowing my dog was in good hands. I would definitely book with her again and highly recommend her to anyone looking for a reliable and caring sitter.

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.
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