Dog Boarding in Kenwood, Chicago

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

1. Kathleen Verified Background Check

Some of the best people I know...

Kenwood, Chicago, IL, 60615

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Kathleen is wonderful and is truly a lovely dog person. It is evident she genuinely cares about the dog she is taking care of! She sent me updates throughout... (more)"

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2. Elliott Verified Background Check

Marketer by day, Dog lover 4 Life!

Washington Park, Chicago, IL, 60609

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Elliot was great! My Black Lab Lucy had a wonderful time with him when we were gone for a couple of weeks. She got lots of walks, playing fret , lots of att... (more)"

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3. Dionne Verified Background CheckRover 101

Furry Friend Extraordinaire!

Woodlawn, CHICAGO, IL, 60637

Dog Boarding, Doggy Day Care

"Dionne is an excellent sitter! She was very thorough tailoring to my dog Penny's needs, professional and prompt in communication, easy and flexible when sche... (more)"

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4. Janet Verified Background Check

Lakefront, parks, beach & dog park

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"Janet was great with our young puppy, so accommodating! She sent pictures of their walks and indoor play. When we picked him up, we spent some time talking w... (more)"

5. Sara Verified Background Check

I’d love to take care of your dog

Grand Boulevard, Chicago, IL, 60615

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"My dog enjoyed her time boarding with Sara. She was great on giving me multiple daily updates, as well as quick to respond to any questions I had. I felt my ... (more)"

6. Elizabeth Verified Background CheckRover 101

Animal Loving Family

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Elizabeth was wonderful. She kept me updated about Mary(my dog) through out the stay. I added pick up and drop off service and she was very flexible and unde... (more)"

7. Indy Verified Background Check

Let me love your dog!

Kenwood, Chicago, IL, 60653

Dog Boarding, Drop-In Visits, Dog Walking

"Indy was so great. I left Baxter with her for 5 days and she sent multiple picture and videos during that time. She is so friendly and someone I can trust wi... (more)"

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8. Matt Verified Enhanced Background CheckRover 101

4 parks within walking distance!

Armour Square, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Matt watched Panini while we were out of the country. He was great and gave me updates via email. Panini also just came back for her second stay and it looke... (more)"

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9. Monica & Calvin Verified Enhanced Background Check

Dog loving couple in the South Loop

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"I couldn't have asked for a better experience/care for Mercer. Monica & Calvin went above and beyond. They provided awesome updates and photos that let me kn... (more)"

10. Carol Verified Background Check

Let me spoil your pet(s)

Near North Side, Chicago, IL, 60654

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Carol has watch our dog a few times already. She is very helpful and willing to accommodate with your schedule. Our dog has a great time with her while we ar... (more)"

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11. Kayla Verified Background Check

Dog enthusiast, trustworthy🐶

Near West Side, Chicago, IL, 60607

Dog Boarding, Doggy Day Care

"Kayla did a fantastic job of sitting my pet while I was out of the country. Was very attentive and followed suggestions around how to handle my pet's energy ... (more)"

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12. Maria Verified Background CheckRover 101

Your Loved One's Second Home

Loop, Chicago, IL, 60605

Dog Boarding

"Maria asked great questions and was quite prepared for our meet and greet. She sent us wonderful photos and kept us up-to-date of how the pooch was doing. He... (more)"

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13. Stacey Verified Enhanced Background CheckRover 101

SOUTH LOOP PAW PAD

Near South Side, Chicago, IL, 60605

Dog Boarding

"Felt at ease while Stacey watched my dog for the weekend. She responded very quickly, and she sent great pictures and multiple updates during the day. My dog... (more)"

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14. Jasmine Verified Enhanced Background Check

Plenty of long walks and treats!

Bridgeport, Chicago, IL, 60609

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Jasmine took very good care of my Harper! My fur baby doesn't care for other dogs and goes bananas when she sees one. She is very strong so I was concerned w... (more)"

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15. Marckenley Verified Background Check

Let me take care of your dog

Douglas, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Kenno is by far the best sitter that I’ve had for my dog. He was great about giving updates while I was gone and provided pictures as well. He was great with... (more)"

16. Dwight Verified Background CheckRover 101

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

Dog Boarding, Doggy Day Care

"15/10. Dwight continues to be the best in the city, in every way. Literally the only person we will leave Henry with for any extended period of time. We neve... (more)"

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17. Beverly Verified Background Check

Home full-time, individual care

Chatham, Chicago, IL, 60620

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Beverly is a great sitter. Super friendly and flexible, she is awesome to deal with. Loved getting the pics and updates. I could tell my Scout had a great vi... (more)"

18. Jaureese Verified Background Check

Giving dogs the love they deserve

Kenwood, Chicago, IL, 60653

Dog Boarding, House Sitting

"Reese was a wonderful dog sitter. He was prompt in responding to my messages and sent me updates during my dog's stay. He took my dog on many long walks, w... (more)"

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19. Tonisa Verified Background CheckRover 101

Your pups second home....

Calumet Heights, chicago, IL, 60617

Dog Boarding

"Mozzie is a quiet fur baby who has never been away from me for an extended stay and Tonisa’s calming energy put both Me and Mozzie at ease. Tonisa has such ... (more)"

20. Madeleine Verified Background Check

I'll love ur dog while you're away!

Kenwood, Chicago, IL, 60615

Dog Boarding, Drop-In Visits, Dog Walking

"She is one of the best dog sitter that I have ever had for my dog, Mary! She updated about Mary through out the days with pictures. I feed freeze dried food ... (more)"

Dog lovers in Kenwood, Chicago, IL love dog sitters on Rover.com. Over 7,915 pet owners have reviewed dog sitters on Rover in Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Chicago can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com is the simple, savvy way to find and book Kenwood dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Kenwood, Chicago, IL has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Kenwood dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Kenwood, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: