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. Alice

Home full time for your dog(s) solo

Near South Side, Chicago, IL, 60616

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

"Our doggie Riley was very pampered during his stay. Both Alice and Lee are very sweet and attentive to Riley's needs and quirks. Riley is an old dog now and ... (more)"

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2. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

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

"Beverly was wonderful with my two fur babies! I got picture updates of my dogs looking so at home and relaxed. Plus, Beverly followed my care instructions to... (more)"

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3. Jen & Dakota

Large Fenced Yard and House!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"Fantastic stay with Dakota and his mom. Riley, my beagle, looked so happy when I picked up him. It's a warm home with a nice secure backyard. Also really ap... (more)"

4. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

Dog Boarding, Doggy Day Care, Dog Walking

"Dwight was an amazing host for our little buddy Arthur! He was communicative and flexible in drop-off and pick-up times, and sent some lovely photo and text ... (more)"

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5. Lisa

Home full-time - lives by dog park

Near South Side, Chicago, IL, 60616

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

"Lisa has great communication skills and you'll find that you're always comfortable knowing she's taking care of your best friend! Tuck can be a bit of a hand... (more)"

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6. Ekaterina

Home full-time - fenced yard

Bridgeport, CHICAGO, IL, 60608

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

"Kat was absolutely wonderful. From the initial meet and greet she was able to set my mind at ease about leaving my Jax with her. Her friendly, caring persona... (more)"

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7. Kat

Recent grad who LOVES DOGS

Kenwood, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Kat is very good dog sitter. My big boy Arrow looks very happy with her. She took him out for a long walk every day! I really want Arrow to continue stay wit... (more)"

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8. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

"Bob was great with our dog - he sent lots of pictures and gave great updates. He was flexible with drop off and pick up and took excellent care of our dog. (more)"

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9. Rosa

Experience with Geriatric Dogs

South Shore, CHICAGO, IL, 60649

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

"Very pleased with this stay. She was welcoming, patient, and helpful. Velvet was clearly well cared for during the stay and very relaxed and tired out when s... (more)"

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10. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"Alex did a great job boarding my very energetic dog, Gertie. He was flexible, responsive and sent a bunch of great photos. We got back very late so he brough... (more)"

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11. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

"Una had such a great time with Marga! I could tell from all of the much-appreciated photos I received that Una was relaxed, received many cuddles, and enjoye... (more)"

12. Susan

I love to run + chill with dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"Susan is very sweet and accommodating. My older Staffordshire, Maximus, was well taken care of. I recommend Dudan and will definitely use her services again. (more)"

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13. Dianne

I can run with your dog!

Armour Square, Chicago, IL, 60616

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

"When it comes to our pups, nothing short of the best care is acceptable. I can assure you, Dianne is the best of them all. Dianne is compassionate, energetic... (more)"

14. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Craig was great! He really cared to make Princess stay nice. He sent a picture while we were away. Princess was so happy when we picked her up. She really en... (more)"

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15. Nina

Student & home often, love to run!

Hyde Park, Chicago, IL, 60637

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

"Thank you Nina! I was so nervous about this process. You made it so comfortable for me and my family!!! Thank you for the updates and the photos and most imp... (more)"

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16. Jessica

Will give your dog a happy home

Kenwood, Chicago, IL, 60615

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

"Jessica sat for (and walked) my dog Max twice, and both times she was professional, diligent, and reliable. Despite having short notice, she followed our ins... (more)"

17. Joy

Your Dog Will Be Loved!

South Shore, chicago, IL, 60610

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

"Joy has taken care of my dogs Briggs numerous occasions. My family and I love having her take care of my gentle giant. Briggs has some skin allergies so it t... (more)"

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18. Jenisa

Pet Lover- Home Full Time

South Side, Chicago, IL, 60653

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

"Jenisa was amazing! Teddy is extremely shy with strangers, Jenisa took the time to meet with her prior to the stay and went out of her way to make Teddy feel... (more)"

19. Laura

Teacher by day... Dog lover by life

Kenwood, Chicago, IL, 60615

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

"Laura and Spaghetti were great! Laura was very responsive and accommodating (she even picked up and dropped off CeCe because I currently don't have a car). L... (more)"

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20. Dena

Doggy Spoiler Alert

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Drop-In Visits

"We feel so lucky to have found Dena. Previously, we've boarded our dogs at a northside groomer and they were fine, but it always felt like they were just ho... (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: