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

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1. Tamara J.

“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!”


2. Bola A.

“Bola did such an amazing job with my PawSon, Zuko! She checked in daily during our trip, kept us aware of any behavior that wasn’t typical to his schedule and sent us lots of cute photos. She’s so kind and gave Zuko soooo much love. We will def be using her again.. she’s family now!”




3. E K.

“Elizabeth was very prompt with her updates on Bandie’s stay. I was pleased that she had the opportunity to play with other dogs in a well structured environment. She was well fed and well rested when we picked her up. We received numerous pictures of her having a great time while we were away for the week. All of Bandie’s items were returned in great condition and those that weren’t, we expected Bandie to beat them up. We have already started discussions with Elizabeth to watch Bandie again since we were so happy with her work.”


4. Emily S.

“Emily watched my senior dog, Chloe for 4 days while I was out of town. Chloe is on a ton of meds and is a very anxious girl so I get nervous when I have to leave her. Emily was super communicative and sent lots of pics. She followed directions very well and Chloe seemed to really like her! I highly recommend booking Emily.”


5. Kamiah & Casius D.

“Kamiah and Casius took great care of our dog, Ziggy, over the holidays. They were easy to communicate with and sent a daily video to let us know Ziggy was doing ok. Drop-off was quick and easy, and Kamiah kindly brought Ziggy back to us at the end of the week. Would definitely recommend!”


6. Kyle H.


“Kyle and Ben were great! Our dog loves them and seems to have had a great time with their dogs and cats. Kyle and Ben board many dogs in our neighborhood and everyone has great things to say about them. It was relief to know our dog was in a home environment with nice, trustworthy people.”




7. Ashley M.


“Ashley took great care of our dog! She provided daily updates and photos and was very responsive to messages. We would definitely recommend her!”


8. Lisette S.

“Very happy with Lisette. She responded very quickly and always sent an update everyday with a picture. I will definitely use her in the future! Thanks Lisette for taking good care of my Chewie!”


9. Kris & Daniel P.

“Kris and Daniel were great! First, they were so quick to reply to my sitting request and kept that responsiveness throughout the sitting. I could tell Cali loved her time w them and their other dogs. Will book again! <3”


10. Anjana & Harsh N.

“Anjana and Harsh were so great with Rebel. We had a couple of meet and greets before the first stay. I could tell they really are just lovely dog people. They kept me updated every moment of Rebel’s stay and sent such cute photos. I felt very comfortable with them and will def use them for a future booking. ⭐️⭐️⭐️⭐️⭐️”


11. Ashley B.

“Ashley is very professional, gives great updates about your pup, and takes the job of caring for your pet seriously! 10/10, would strongly recommend.”




12. Dwight C.


“Dwight was TERRIFIC! We scheduled a meet and great prior to the scheduled sitting date and everything went great. While on vacation, Dwight provided excellent communication and made me feel at ease. It brought me such comfort knowing my Samson was in GREAT hands while I was away!! I think I have found Samson’s home away from home!! If I could give him 10 stars I would!”


13. Willy J.

“So appreciative of Willy and his wife taking care of our older dog for several nights! We were very comfortable while away knowing that he was in good hands.”


14. Katie "Anni" W.

“Anni was great at keeping us informed and sending lots of pics! It was our dog’s first time staying in a new place without her fur-brother who crossed the rainbow bridge, so she was extra nervous. Anni was understanding and gave Maja lots of love!”


15. Ann-Marie H.

“Ann-Marie has been so flexible and accommodating as a repeat boarder for our 15lb Yorkie. She is great with him and also ensures that we get updated with his sometimes tempermental behavior.”


16. Toojan A.

“Toojan is unbelievably attentive and communicative, not to mention a great pet photographer. Not only did she provide great care for our cat, Ginny, she also sent us some of the best pictures anyone has ever taken of the little fuzzball. Never once felt worried about Ginny or uncertain. Toojan is going to be our go-to on Rover going forward.”




17. Candace M.


“Best Doggy sitter ever! This is my puppy's 2nd home. Thank you Candace and Francesca for making Sunny feel at home, every time she's with you. She's always so happy to see you.”


18. Ann V.

“Ann is so great! My pup seemed to love his stay and she was great about sending daily updates and pics. Would definitely book with her again!”


19. Denontae G.

“Denontae and his partner Holly have taken great care of our sweet boy probably a dozen different occasions now. It is comforting to know he is not only well cared for but has a great time while he stays with them. As always, thank y’all so much”


20. Dani B.

“We needed a new sitter as our typical ones were booked for our long family trip (17 days), and stumbled on Dani and Bruno! Dani was a delight from the moment we met, and they both instantly bond with Percy. She over communicated and kept us updated to ease our concerns and ensure Percy was having a blast. She went above and beyond with taking care of him, and def will use her again as I know she formed such a special bond with Percy as well as Bruno. Highly recommend for whatever length of stay!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jul 2024, 3,973 sitters provided dog boarding in Kenwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Kenwood dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Kenwood have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Kenwood.
Rover makes it easy to find Kenwood dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 3,973 dog boarding sitters in Kenwood on Rover, so you’re sure to find the perfect match for your dog! In Kenwood, 94% of sitters offer daily exercise, 94% offer medication administration, and 87% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
