Dog Boarding in Chicago

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

1. Tim

Love dogs and the Loop

Loop, Chicago, IL, 60601

Dog Boarding

2 repeat clients

"Absolutely wonderful sitters! Our dog is generally very shy and hesitant with new people, but she got along just great with Tim and his wife! They seemed ver... (more)"

2. Chris

My wife and I = TOTAL DOG LOVERS!!!

West Town, Chicago, IL, 60622

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

1 repeat client

"Such a nice couple!!! I was in a total bind to leave town last minute and they were so accommodating and helpful in getting my pup taken care of. Their dog i... (more)"

3. Samantha

Life is ruff! Let me make it easier

Loop, Chicago, IL, 60605

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

1 repeat client

"Excellent sitter! Samantha is prompt, responsible, and committed. I am very satisfied. She is always welcome to look after my dog. (more)"

4. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

2 repeat clients

"Great stay! Quickly responded to any questions or messages, very accommodating for drop off and pick up times, I got lots of updates and can tell my pup had ... (more)"

5. Grace

Peace. Love. Dog Treats.

Loop, Chicago, IL, 60605

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

1 repeat client

"Grace was super nice and very understanding - we were leaving our Stormy in the late evening with her plus with a very short notice. I will definitely contac... (more)"

6. Christi

Old Town Puppy Lover!

Near North Side, Chicago, IL, 60610

Dog Boarding

1 repeat client

"Christi is the best. I've been using Rover for four years and I have to say that Christi is my favorite sitter - after just one experience! She's SO communic... (more)"

7. Gail

Work from home sitter available!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

2 repeat clients

"Gail was so great with my dog, Oliver. I have a pretty clingy shih tzu and after trying two sitters for him, I thought we just couldn't leave him alone anymo... (more)"

8. Jessica

Experienced Dog Caregivers & Lovers

Near West Side, Chicago, IL, 60607

Dog Boarding

29 repeat clients

"I had a last minute need to be out of town and reached out to Jessica in a pinch. She swooped in and saved the day! Not only did she agree to take my pups on... (more)"

9. Cindy

Lots of love

Near North Side, Chicago , IL, 60611

Dog Boarding, Doggy Day Care

7 repeat clients

"This was our first Rover.com experience, and Cindy's pic message updates were reassuring. We are so glad to find a caring place so close to home! (more)"

10. Julia

LOVING mom to watch your dog!

Near West Side, Chicago, IL, 60612

Dog Boarding, Doggy Day Care, Dog Walking

"Julia and Tammy were amazing were our dog, Roger. He was taken to the dog park and even came home with a new toy he claimed as his own there! He was exhauste... (more)"

11. Dominique

Let me be your Fairy Dog Mother!

Near West Side, Chicago, IL, 60612

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

About: I am loving and nurturing to all animals but I love dogs the most! I know that your companion is special and has their own specific needs an... (more)

12. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Doggy Day Care

6 repeat clients

"Samantha was great to work with, and her own dog, Waffles, is very cute and friendly. Samantha took careful notes about our pup's schedule, habits, and medic... (more)"

13. Meryl

Animal-loving young professional

Loop, Chicago, IL, 60605

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

"Meryl was the perfect sitter for our dog who suffers from separation anxiety. I am so thankful that I found her and will certainly use her again. (more)"

14. Tatiana

Graduate student who loves dogs!

Near South Side, Chicago, IL, 60605

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

2 repeat clients

"Tatiana was great with my dog Lucy. She was accommodating to our travel situation, concerned when Lucy was not eating because of some anxiety she experienced... (more)"

15. Gerda

Professional pet spoiler

Near North Side, Chicago, IL, 60610

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

5 repeat clients

"Our experience with Gerda was great. Before our dog's stay and during she was communicative. Nice to get pics of the pup. She was also flexible when our trav... (more)"

16. Samantha

My friends call me a Dog Whisperer.

Near West Side, Chicago, IL, 60607

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

3 repeat clients

"Fantastic job watching my little doge over Christmas. Very communicative throughout -- both before the stay and during. My pup was in wonderful shape and spi... (more)"

17. Sara

Puppy Fever in the Loop!

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

1 repeat client

"Sara's awesome! Winston loved her. 100% recommend her if you're looking for someone to watch you dog. (more)"

18. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

6 repeat clients

"Betsey is awesome. Our dog has stayed with her twice and her third stay is already booked!!!! Our dog loves staying with Betsey as made her feel right at ho... (more)"

19. Catherine

Animal trainer for film and TV

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Catherine is great! Worry-free and received photos and updates every day! Highly recommend and will board with her again in the future if possible. (more)"

20. Jessica

Fun and energetic dog sitter!

Lower West Side, Chicago , IL, 60608

Dog Boarding, Dog Walking

2 repeat clients

"It was our first time using rover and Jessica was a great first experience! We met ahead of time to make sure our pets got along, and she had a great stay. W... (more)"

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Learn About Premier

Dog owners love Rover's Chicago dog sitters. 9,532 owners have reviewed sitters in the Chicago metro area, giving them an average rating of 5/5. Browse profiles, read reviews, and check us out on Yelp.

Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog sitting rates to get an idea before you start a conversation with a sitter.

Home to the largest number of highways in the nation and second busiest airport in the world, Chicagoans are travelers as much as they are dog lovers. That's why, when preparing for a trip, Chicago dog owners want nothing but the most loving home for their dogs while they're away.

With Rover.com, that gets a little easier. Scroll through our selection of loving sitters, click on a listing you like, and start a conversation. From Hyde Park to Wicker Park, Rover.com sitters have access to the Windy City's only off-leash, dog-friendly areas, where dogs can play freely and recharge with special, dog-level drinking fountains and separate areas for shy pets to unwind.

You love your dog. We love your dog, too. How much? We'd love to show you. Book dog boarding, pet sitters, and dog walking in Chicago on Rover.com, and stop by our blog to see what we're all about.

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 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 nonprofits across the U.S., including: