Dog Boarding in Kenwood, Chicago

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

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Confirmed availability
4th of July
1. Thandaway Verified Background Check

Pre-vet student majoring in cuddles

South Shore, Chicago, IL, 60649

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

"Thandaway is my daughter and she has been the owner and care taker of two dogs here at home. She has always loved animals and has decided to make veterinaria... (more)"

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2. Jennifer Verified Background CheckRover 101

Architect by day, Dog lover 4 life!

Hyde Park, Chicago, IL, 60615

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

"I didn’t worry about my Charlie dog for one minute from the moment we met Jennifer. She gave him lots of love and attention and treated him like her own fami... (more)"

Confirmed availability
4th of July
3. Romeo Verified Background Check

Energetic and Positive Animal Lover

Near South Side, Chicago, IL, 60616

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

"Romeo took care of our pups for a weekend. He sent photos and updates throughout their whole stay. He was easy to communicate with and quick to answer. Our d... (more)"

4. Marga Verified Background Check

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

"Marga was excellent! She took great care of TJ, was quick to respond to messages, and sent me plenty of updates during his stay. TJ isn’t the friendliest dog... (more)"

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5. Elizabeth Verified Background CheckRover 101

Animal Loving Family

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

"Elizabeth is amazing! My pup stayed with her adorable family for nearly two weeks and I was never worried while I was away. She provided tons of updates and ... (more)"

Confirmed availability
4th of July
6. Jen Verified Background CheckRover 101

Large Fenced Yard, Home Full-Time!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"Hunter had an absolute ball with Dakota and Jen!! They took such good care of him, provided excellent updates and pictures and found unique ways to get my p... (more)"

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7. Lori Verified Background Check

Experienced, Loving and Responsible

Kenwood, Chicago, IL, 60615

Dog Boarding, Drop-In Visits

"Lori took wonderful care of of my dog, Pey! Lori went above and beyond to make Pey (a rescue dog who can be nervous) comfortable. She scheduled a meeting wit... (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 did a great job boarding Seamus. During the meet and greet, Matt did his due diligence and made sure that he was prepared to take care of our dog. We ... (more)"

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9. Alicia Verified Background Check

Understanding pet’s needs

Washington Park, Chicago, IL, 60637

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

"Alicia was great to deal with. She was super chill and flexible which gave us comfort in leaving our little guy with her. When we picked him up her review l... (more)"

10. Laura Verified Background Check

Dogs are my therapy

Hyde Park, Chicago, IL, 60637

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

"Laura was amazing!! I couldnt have asked for a better sitter. Her dog Dante also kept our dog's company and was super sweet to our five lb pomeranian. Overal... (more)"

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11. Jenny Verified Background Check

Dogs bring the best out of me!

Hyde Park, Chicago, IL, 60615

Dog Boarding

"Jenny and Kyle were amazing with my dog :) Leroy had a great time and I could tell he got a ton of extra attention. They were very good about following all o... (more)"

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12. Janet Verified Background Check

Lakefront, parks, beach & dog park

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"Janet was AMAZING with our 15 year old Fifi. Our dog is high maintenance and requires a lot of personal attention. Janet loved on her like she was her own.... (more)"

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13. Dwight Verified Background CheckRover 101

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

Dog Boarding, Doggy Day Care, Dog Walking

"Simply put, Dwight is everything you’d want in a dog sitter. He works from home, has a yard, and makes sure the dogs have a lot of activity. He is incredibly... (more)"

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14. Rebba Verified Background Check

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Rebba was awesome!! I received pics and videos of my fur baby throughout the weekend (allowing me to relax and enjoy myself) and when I picked him up, it too... (more)"

15. Fatmah Verified Background Check

I will run with your dog

Kenwood, Chicago, IL, 60615

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

About: Pet loving, flexible, and very active. Love to take your dog for a run or come by your house to take care of your pets. My previous experience with... (more)

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16. Khala Verified Background Check

Always available! Always flexible!

Woodlawn, Chicago, IL, 60637

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Khala was awesome! I felt so comfortable having Dobby stay with her. She was very professional but I could tell she genuinely cared about Dobby and wanted hi... (more)"

17. Breanna Verified Enhanced Background Check

F/A saving dogs around the world!

Oakland, Chicago, IL, 60653

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

"Breanna was awesome! I needed a last minute sitter because I needed to attend a funeral in Virginia. She was very accommodating and my dog loved her! I highl... (more)"

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18. Craig Verified Background CheckRoverGORover 101

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

"We were in Chicago for just a couple of days and wanted our pup to have fun while we were off having fun and boy did he!! When we met Craig and his dogs, my ... (more)"

19. Ashley Verified Background Check

Open heart and open home..

Kenwood, Chicago, IL, 60615

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

"Ashley was amazing with Betsy! We are so happy we found her last minute. (more)"

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20. Jill Verified Background Check

I'll run with your dog

Hyde Park, Chicago, IL, 60637

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

"Jill was great. She offers prompt and regular communication. She is flexible and accommodating to various schedules. She and her husband were kind and patien... (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: