Dog Boarding in Gage Park, Chicago

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

1. A. GAIL

Dogs and I love each other!


Dog Boarding, Drop-In Visits, Doggy Day Care

8 repeat clients

"Gail is very sweet and care of my baby while I was away. My pit bull and very bad separation anxiety but Gail even took the time to sleep on her love seat wi... (more)"

2. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

3 repeat clients

"Marga took care of both my dogs Max and Nala during last weekend. I am 100% happy with her. She was extremely attentive to the instructions I gave (I am a bi... (more)"

3. Liz

Tails are wagging here!

Beverly, Chicago, IL, 60655

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

8 repeat clients

"Liz was AWESOME with being so accommodating for my dog Daisy when I had a conference to go to. She has a little dog, and the two dogs had a blast together. S... (more)"

4. 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

About: Ever since I was a child, I have had a passion for dogs and animals of all sorts. Growing up in the Philippines, my relatives found it strange to h... (more)

5. 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)"

Available this weekend
6. 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)"

Confirmed Thanksgiving Availability
7. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care

18 repeat clients

"Magdalena was wonderful. She kept us posted with many pictures and had a great stable of dogs for our Wandy to play with and he loved it. We will definatel... (more)"

8. Martin

Reliable dog-experienced guy

Bridgeport, chicago, IL, 60608

Dog Boarding

"Martin watched my 2 large, rambunctious Hound dogs for about a week. He was very friendly, easy to work with, and great with the dogs! I would 110% recommend... (more)"

9. Truly

Small gated yard and rarely lonely!

North Lawndale, Chicago, IL, 60623

Dog Boarding, Doggy Day Care

11 repeat clients

"Our puggle came home to us tired and happy from a fun weekend with Truly and her family. She sent me pictures throughout the stay that helped ease my mind an... (more)"

Confirmed Thanksgiving Availability
10. Bradley

Good times to be had.

Near West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

12 repeat clients

"Simply put, we couldn't have asked for a better sitter than Brad. He was very responsive and sent us lots of updates while we were away on vacation. Best o... (more)"

Confirmed Thanksgiving Availability
11. Tanisha

Taking care of your best friend!

Ashburn, CHICAGO, IL, 60652

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

1 repeat client

"I am very pleased to say that our Zeus's stay with Tanisha was grea! Tanisha sent picture updates on a regular basis as well as provided videos of our pup du... (more)"

12. Manpriya

Lots of Love to go around

Ashburn, Chicago, IL, 60629

Dog Boarding

2 repeat clients

"Super flexible, easy to work with and great communicator. Would definitely recommend and rebook in the future! Thanks for everything Manpriya! (more)"

Confirmed Thanksgiving Availability
13. Gionna

energetic, nice and love animals!

Evergreen Park , IL, 60805

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

4 repeat clients

"Gionna was absolutely fantastic. Our dog warmed to her quickly and enjoyed his time with her. On our way back from our trip, we hit major traffic and were de... (more)"

14. Megan

Dogs are family!

Gage Park, Chicago , IL, 60632

Dog Boarding, Doggy Day Care

1 repeat client

"Megan was great! I felt very comfortable leaving my baby with her and when I picked him up he seemed relaxed and happy. I would definitely recommend her to a... (more)"

15. Gail

Work from home sitter available!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

About: In our house, pets are a part of the family. People with busy schedules should still be able to enjoy the love and companionship of a dog. I have... (more)

Confirmed Thanksgiving Availability
16. Renee


Ashburn, Chicago, IL, 60652

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

4 repeat clients

"Renee did an excellent job with Ursula. I would use her anytime I need a dog sitter, she is amazing. She gave me daily updates and pictures. (more)"

17. Hilda

Family environment - Just like Home

Brighton Park, Chicago, IL, 60632

Dog Boarding, Doggy Day Care, Dog Walking

4 repeat clients

"My dog Deacon had a great time with Hilda this past weekend. He is a larger dog, but enough used to apartment living that I knew a small space would work for... (more)"

18. Randi

Loved animals all my life.

West Englewood, Chicago, IL, 60636

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

About: Hi everyone my name is Randi I am a 22 year old college student and I enjoy animals especially dogs and cats. I think its because they show you how... (more)


Little Paws Home

Chicago Lawn, CHICAGO, IL, 60629

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

2 repeat clients

"It was my first time leaving my sweet Toby and using Rover and I would highly recommend and trust Armando to watch over my my Silly Toby anytime. I left Toby... (more)"

20. Maritere

My spirit animal is a mama dog!

Gage Park, Chicago, IL, 60632

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

About: I am a diligent, caring, and loving dog sitter. Dogs have always loved to be around me and I around them. I love to take care of cute pets and dogs... (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 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: