Dog Boarding In Lower West Side Chicago

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

Confirmed Thanksgiving Availability
1. Rachel

~Pet-Pampering Oasis~

Lincoln Park, Chicago, IL, 60614

Dog Boarding, Drop-In Visits, Dog Walking

23 repeat clients

"Rachel and Brett were fabulous with my older dog. They made sure she stayed comfortable all weekend and had all her meds and extra potty breaks, and even car... (more)"

2. Raquel

Adventurous, balanced, & Careful

Lincoln Park, Chicago, IL, 60614

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

1 repeat client

About: I am a flexible person to work with as a friend, co-worker, and family member. I can stay calm in stressful moments. I am a nanny and used to work ... (more)

3. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

1 repeat client

"Richard was awesome with Cassie and took very good care of her. He updated me regularly and was open when my flight was late in returning. He sent pictures a... (more)"

4. Megan

Super South Loop Sitters

Near South Side, Chicago, IL, 60605

Dog Boarding

"Megan is a true dog lover. Her pooch, Duffy, is a happy, healthy, loving, and well-loved canine. She has great instincts and has trained him well! (more)"

5. Cindy

Lots of love

Near North Side, Chicago , IL, 60611

Dog Boarding, Doggy Day Care

5 repeat clients

"Cindy treats Armani like her own! She is incredibly sweet to him and sends pictures via text and email often. I feel very comfortable leaving my fur baby in... (more)"

6. Sara

Puppy Fever in the Loop!

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

"Sara would give excellent care to any animal. Beginning at a young age, Sara has had pet dogs. She has given loving care for each animal that was in our home... (more)"

7. Jordan

Dogs never bite me. Just humans.

West Town, Chicago, IL, 60622

Dog Boarding, Dog Walking

12 repeat clients

"Jordan was absolutely wonderful with our two English Bulldogs, Bebop and Rocksteady. He provided us great pictures and videos throughout their stay, took th... (more)"

8. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

5 repeat clients

"So friendly and flexible with details! She took amazing care of my pup! Would recommend her to anybody and will for sure use Betsey in the future!! (more)"

9. Samantha

My friends call me a Dog Whisperer.

Near West Side, Chicago, IL, 60607

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

1 repeat client

"It was our first experience leaving our dog for more than a day and definitely Samantha was awesome and great. She replied almost immediately and she was alw... (more)"

10. Danielle

Dog Lover looking for furry friends

West Town, chicago, IL, 60622

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

1 repeat client

"Danielle was great! She took excellent care of my dog, sent me great pictures, was extremely responsive and communicative and my dog loved her!! (more)"

11. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Doggy Day Care

5 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)"

12. Evan

Living vicariously through you

West Town, Chicago, IL, 60642

Dog Boarding, Dog Walking

1 repeat client

"Evan went above and beyond, and my pup came back happy and healthy. Thanks Evan! (more)"

13. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care

18 repeat clients

"Magdalena is great! Always my first pick. She is wonderful with our shy girl, who takes awhile to warm up to people. Ellie always comes back happy and exhaus... (more)"

Confirmed Thanksgiving Availability
14. Samantha

Weekend doggy oasis

Gage Park, Chicago , IL, 60632

Dog Boarding, House Sitting

"Samantha was great! She's very patient. I've been trying to find Chloe a dog sitter who can deal with her personality for a long time and I've finally found ... (more)"

15. Alyssa

Flexible, Active Dog Lovers!

West Town, Chicago, IL, 60642

Dog Boarding

11 repeat clients

"We cannot say enough great things about Alyssa! From meet-and-greet to drop off, sending picture updates and videos to pick-up, Alyssa was even more perfect ... (more)"

16. Brittany

Dogs are our family

Near West Side, CHICAGO, IL, 60607

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

7 repeat clients

"Brittany was awesome. Napoleon's stay was the first with her and she was so nice and thoughtful--sent me pictures. Communication was great before and after p... (more)"

17. Mireya

I'm very active & love to rockclimb

Near West Side, Chicago, IL, 60607

Dog Boarding

"She did an excellent job. She gave updates whenever asked with no hesitation and was very friendly and helpful from the start. Ralph seemed to have a very go... (more)"

18. Martin

Reliable dog-experienced guy

Bridgeport, chicago, IL, 60608

Dog Boarding

"5 stars for Martin! Martin took great care of my dog Guthrie over an extended 8-day overnight boarding stay. From the time we spent together I was convince... (more)"

19. Truly

Small gated yard and rarely lonely!

North Lawndale, Chicago, IL, 60623

Dog Boarding, Doggy Day Care

11 repeat clients

"Truly was great at providing updates for us along with pictures. She was great at adjusting things to help Gracie adapt to the new environment. Really apprec... (more)"

Confirmed Thanksgiving Availability
20. Bradley

Good times to be had.

Near West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

12 repeat clients

"This is the second time Charlie has stayed with Bradley and everything went great. Extended stays are always challenging but Charlie loves hanging with the ... (more)"

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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 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, 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, 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, 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: