1. Jessica

Experienced Dog Caregiver (and lover)

Near West Side, Chicago, IL, 60607

"I really cannot say enough about how great Jessica was! From the moment I contacted her she was incredibly responsive and very professional. It was clear tha... (more)"

2. Frank

Baby It's Cold Outside.

Lower West Side, Chicago, IL, 60608

"Frank was great with Cubbie! He is caring and sincerely concerned with the well being and happiness of your dog. He made sure Cubbie had everything he needed... (more)"

3. Frances


Near North Side, Chicago, IL, 60654

"Frances was great !! She would keep us updated about my dogs stay all the time ! I received pictures of my dog all the time and she seemed to be having a gre... (more)"

4. Brooke

Doggie haven in West Town.

West Town, Chicago, IL, 60622

"Brooke was great and very accommodating. Although we had a couple of glitches in our travel plans, communication was easy and stress-free. Brooke also sent r... (more)"

5. Hilda

Family environment - Your dog will feel at home!

Brighton Park, Chicago, IL, 60632

"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)"

6. Lucas

Professionals offering a home away from home.

Lower West Side, Chicago, IL, 60608

"Very responsive and extremely detailed in daily reports complete with pictures. The dogs were in great shape. Would definitely have them take care of our d... (more)"

7. 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)"

Available this weekend
8. Ashley

Inner City Dog Sitting.

Loop, Chicago, IL, 60601

"Excellent (more)"

Available this weekend
9. Nick

I'm a dog person.

Loop, Chicago, IL, 60607

"Nick watched my dog pancake while i was on vacation and he sent me pictures of her almost every day! She had a great time with nick. (more)"

10. Bradley

Good times to be had.

Near West Side, Chicago, IL, 60608

"I HIGHLY recommend Bradley to sit for your best buddy! He was incredibly attentive to my Bichonpoo THOR. His dogs Bolt&Apollo are very sweet and gentle. I wi... (more)"

11. Megan

Gracie would love to share her toys.

Near West Side, Chicago, IL, 60607

About: This will be a great way for me to get my puppy fix and Gracie, too! I live in a one-bedroom apartment by myself.This will be a great way for me t... (more)

12. Megan

Your dog will be part of our family.

Near West Side, Chicago, IL, 60607

"Megan was a great sitter for our little one. He came up exhausted and we received pictures throughout his stay. Thank you so, so much! (more)"

13. Jenna

Fun for your four-legged friend!

Near West Side, Chicago, IL, 60608

"Jenna has been watching our dog for over 4 1/2 years and we are thrilled with her! She loves dogs and it shows in her care for others' dogs. Our dog is well... (more)"

14. Melissa

Home away from home.

Near North Side, Chicago, IL, 60654

About: The dogs will have a comfortable and cozy place to sleep and hangout. I love playing with dogs so they will always be entertained. I am energetic, ... (more)

15. Amber

Your baby will feel at home, never alone.

West Town, Chicago, IL, 60654

"Amber took care of my puppy Bear, a mini goldendoddle, for an entire week over the holidays! She was great and sent us pictures throughout his stay. It was ... (more)"

16. Aryn

We welcome your dog into our home!

Near North Side, Chicago, IL, 60611

"I couldn't have picked a better pet sitter for Barney. She kept me updated throughout the entire stay and would send me pics daily! I'd reccomend Aryn to an... (more)"

17. Andrey

very friendly and reliable , dog owner

Loop, Chicago, IL, 60601

"Andrey is great. He was able to take my dog on very short notice and was extremely accommodating. He sent updates and pics throughout the stay and was very r... (more)"

18. Robert

Your dog may not want to go home!

South Lawndale, Chicago, IL, 60608

"As always, Maddie had a great stay here. This was the second time using Robert and his wife and Maddie ran right up the stairs when we dropped her off. Tha... (more)"

19. Janika

Give your dog a sweet vacation too!

Loop, Chicago, IL, 60602

"This was my first time using Rover so I really made sure to pick someone with great reviews. Janika was very good with keeping in touch with me in the days l... (more)"

20. Jennifer

Doggie B&B

Lower West Side, Chicago, IL, 60608

About: Hello Rover pet owners. My Name is Jenny, I am an absolute dog lover of all breeds and sizes, I've had dogs all throughout my life growing up and j... (more)

Dog Boarding In Chicago

The Chicago Dog Kennel Alternative

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