1. Risa

Stay at home puppy mom - Dawg House

Near West Side, Chicago, IL, 60607

"This is our first try on and this experience with Risa was completely fantastic. Risa,Matt and Addison gave us a warm welcome and led us to their s... (more)"

2. Nick

I'm a dog person.

Loop, Chicago, IL, 60607

"Nick was fantastic and very enthusiastic, so I knew my dog was in happy hands. He was quick to reply and always polite and courteous! (more)"

3. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

"Magdalena was so amazing with Sarge while I was away. She kept me updated on him and he seemed happy and tired when I returned. We will certainly be seeing h... (more)"

4. Jessica

Experienced Dog Caregiver (and lover)

Near West Side, Chicago, IL, 60607

"Brody came back happy and healthy. Jessica and David were super responsive and kept me up to date throughout the weekend. Great experience all around for b... (more)"

5. Richa

Loving couple who love pets!!

Near South Side, Chicago, IL, 60605

"Richa did a wonderful overall job. She was very communicative, making sure she had everything she needed to take care of Kobe. She also sent me many pictur... (more)"

6. Kristina

a favorite aunt to you pet

Bridgeport, Chicago, IL, 60608

"Great experience! (more)"

7. Lor'Enyah

Chi-City Pet Co.

Lower West Side, Chicago, IL, 60608

"I am not sure "how" Lor'Enyah G. was able to get my monster act right. But we are very happy and look forward to leaving home again and using her again. T... (more)"

8. Holly

Poodle Mommy for sitting/walking!

Lower West Side, Chicago, IL, 60608

"Holly is the best! She is super attentive to her dogs and those she sits. My dog Joni loved playing with her 2 guys and the other dog she was sitting. She ta... (more)"

9. Marisol

I have three babies of my own

Lower West Side, Chicago, IL, 60616

"Hello, I would highly recommend Marisol as a pet sitter. She has three pets of her own that she cares for lovingly. Her care and kind nature towards animal... (more)"

10. Anne

Dog sitting, daycare or walking!

West Town, Chicago, IL, 60642

"Charlie had a great stay with Anne and Gertie! Anne was super friendly made it easy to coordinate drop off and pick up. I'll definitely go to Anne again when... (more)"

11. April

Dog Walking/Sitting in South Loop!

Near South Side, Chicago, IL, 60605

"April was awesome. The day before dropping off Fozzie, he came down with an ear infection and though April had the option to back out, she happily took Fozzi... (more)"

12. Heloisa

Dog's Paradise

Near North Side, Chicago, IL, 60654

About: My passion for animals started when I was really young. I grow up in a house full of pets! Fish, birds, cats and dogs made my childhood a kid's dre... (more)

13. Derrick


Near West Side, Chicago , IL, 60654

About: My name is Derrick, I'm 18 with two jobs. I have been working for Jewel Osco for 2 years but looking for something different. I just graduated from... (more)

14. Shawnah

Love, Attention & Activities

Near North Side, Chicago, IL, 60611

"I have known Shawnah for many years and she has always been a huge dog lover and taken care of her dogs so well. Her energetic attitude keeps the dogs entert... (more)"

15. Nina

Nina's dog camp

New City, Chicago, IL, 60609

"My little Koko and Kahj had such a fabulous stay at Nina's! It was their own little retreat, a home away home! Ok, so where do I begin?!? I had to find some... (more)"

Available this weekend
16. Jen

Loving Sitter & Walker in Brdgprt!

Armour Square, Chicago, IL, 60616

"Jen was SOOOO good with our super active pups!!!! She clearly has a lot of doggy experience AND AND AND (most importantly!) DOGGY LOVE!!!! She was also SU... (more)"

17. M Patrick

Dog Lovers For Weekend Sitting

Loop, Chicago, IL, 60605

"Amanda and Mike were fantastic sitters for Quinn. A few days before needing a sitter, I found myself in a bind and searched Rover. Mike responded right away ... (more)"

18. Hilda

Family environment - Your dog will feel at home!

Brighton Park, Chicago, IL, 60632

"Hilda was very attentive at our meet and greet. She asked plenty of questions. During the stay she sent lots of photos and updates. We have already booked he... (more)"

19. Lauren

Bring 'em on over!

Grand Boulevard, Chicago, IL, 60653

"We couldn't have found a better dog-sitter for our dog, Duke. Lauren was excellent. We had great communication with her from the time we were exploring possi... (more)"

20. Leslie

Weekend Dog Sitter

Near West Side, Chicago, IL, 60607

"Leslie is great. She was very helpful when taking care of my dog Emi, while I was gone for the weekend. Her dog is a sweetheart as well. However, I think due... (more)"

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Dog Boarding In Chicago

The Dog Kennel Alternative

Dog owners love Rover's Chicago dog sitters. 1,724 owners have reviewed sitters in Chicago, giving them an average rating of 5/5.

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.

Sit a Dog, Save a Life

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already... asking your friends, family and neighbors to watch your dog while you travel, instead of leaving him in a kennel! Look for sitters in Chicago with the Rover Donation Badge for one of these nonprofits, and a portion of your fee will be donated.

Heartland Animal Shelter is a no-kill shelter, whose mission is to find permanent, loving homes for homeless animals and promote responsible pet ownership through education, community outreach and collaboration while maintaining respect and compassion for all creatures.

More on Chicago

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. - Dog Boarding Community