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.

“Elizabeth took such great care of my dog. I will definitely book with her again and cannot recommend her highly enough. After a week away, I returned to a very happy and content pup! I know my dog loved spending time with Elizabeth and her family. She had a yard to play in and lots of attention and cuddles.”

“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”

“Bola was amazing with our little furry baby, Lily Joe! Her communication was excellent, and she sent daily updates, which made the process of leaving Lily for the first time a lot easier. We felt reassured knowing that Lily was in such capable and loving hands. Thank you, Bola, for taking such great care of our pup!”

“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!!”

“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.”

“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.”

“Ania is amazing! She’s checked in with pix and videos daily. My pup came home so happy and content. I’ll definitely be checking her schedule the next time I need a sitter. 10/10 ☺️”

“Ann takes such good care of my dog and truly treats him like her own! She’s very flexible and gives great updates, really appreciate her good communication!”


“Ashley and her daughter were wonderful! Very communicative and they took great care of my baby. Very much a relief knowing he was in their hands. I will be using them again!”
“I can’t say enough amazing things about Mike and Joanna! This was my first time ever booking on Rover, and I’ll be honest — I was nervous. They didn’t have many reviews yet, no star rating, and their overnight rate seemed almost too good to be true. I hesitated… but I am SO glad I took the chance. They are truly a diamond in the rough. From the very beginning, they were incredibly responsive. Every time I reached out to check on my dog, Whiskey, they replied immediately and kept me completely at ease. They sent the cutest Valentine’s Day photos during her stay, which absolutely made my day. You can tell they genuinely care. The sweetest surprise? They sent Whiskey home wearing a custom bandana with her name on it. That level of thoughtfulness and attention to detail says everything. If you’re on the fence because of their profile, don’t be. Sometimes the best sitters just haven’t built up their reviews yet. Mike and Joanna are hands down the BEST, and I will 100% be booking with them again.”

“Andrea was once again super kind and considerate - the fact that my pet feels comfortable to rush into the apartment building as well as cozy on up to Andrea is a testament to how much trust and care there is delivered! They even offered to drop off my dog to my apartment after I flew in from a trip to help offload some traveling time. Would definitely rebook again!”

“She was super great with my pup. I loved the photos and updates provided. My pup looked like he had a great time in her care. I will definetly be rebooking!”


“I am impressed by how seriously Tamya is taking this job. She gave me a long list of information about Ivy to complete, so that she can get to know her well before the job starts. Tamya also posts photos of Ivy often, so I can see that she is doing well. I highly recommend her.”

“Katrina was amazing! She sent very detailed daily updates of my pup’s activities. There was a lot of communication pre-stay and during to ensure Molly was comfortable and adjusted well to a new space. Katrina sent super cute photo messages of the activities. I knew Molly was in great hands! Molly will be staying with her again very soon!”

“Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.”

“Jenna, was very professional and competent. I felt like I had hired a Swiss Dog Nanny for my Belgian Sheepdog. Jenna's dog and mine seem to get along extremely well. I would highly recommend Jenna and will return soon. She is a no drama sitter!!”

“My Zoey had a great time with Cheyanne! Cheyanne was communicative and sent lots of pictures during Zoey's stay. She was incredibly patient with my flight delays that prevented me from picking up Zoey on time - very grateful for a kind and accommodating sitter!”

The median cost per night for dog boarding in Kenwood is $50
Dog parents share their Rover experiences - Kenwood
We had a wonderful experience with Sarah! It was clear that Sarah genuinely cared about our dog and gave her lots of love and attention. Throughout our time away, we received regular updates and photos. Sarah even helped out when we ran a bit short on our dog food supply. Our dog looked happy, relaxed, and well cared for the entire time. Would absolutely trust Sarah to watch our dog again and highly recommend her to anyone looking for a reliable, caring, and attentive pet 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!

I appreciate Dominique’s responsiveness and flexibility for a last minute stay. It was my first time using a sitter. The communication was excellent, so I felt very comfortable leaving my pup. She went out of her way to make me and the dog comfortable. My dog did well during the stay, and he is picky. Thanks again!

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.

Daphnay was amazing! Very professional and she sent a TON of pictures. I never felt like I had to worry about them, outside of my old girl being 15 soon. Lol. I have to make sure she's breathing at home. I highly recommend Daphnay, and I will definitely book with her in the future.

As a first-time Rover user, I'll admit I was a little hesitant to leave Ace with someone new — but Jane completely put those worries to rest. She was incredible with him from the start, keeping me updated with tons of photos and plenty of communication throughout. Ace got long walks and trips to the dog park, so I knew he was getting the interaction and exercise he needed. I couldn't have asked for a better first experience, and I'll absolutely be booking with Jane again!

Spencer took excellent care of my senior dog! He was accommodating and understanding of Mikey’s various quirks and health concerns, administered medications as instructed and sent frequent updates and cute pictures throughout the weekend. It was my first time using Rover and I couldn’t have asked for a better experience. Highly recommend!!

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?
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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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