1. Natalie

Lots of snuggles and love for your pup!

Near West Side, Chicago, IL, 60607

My husband and I have a lovely two bed, two bath home in Chicago's West Loop. I'm a fun, outgoing, crazy dog lady! I'm the person who greets every ...

2. Jessica

Experienced Dog Caregiver (and lover)

Near West Side, Chicago, IL, 60607

Incredibly dog friendly home that has 3 sets of hands loving our guests with ample belly rubs & 4 walks a day. Since we have no dog of our own, you...

3. Hilda

Family environment - Your dog will feel at home!

Brighton Park, Chicago, IL, 60632

I live in a garden apartment with access to a large yard. I have one dog named Baby. She is 11 years old. I adopted her from the Animal Cruelty Soc...

4. Bradley

Good time guaranteed

Near West Side, Chicago, IL, 60608

As someone who works the night shift, I can understand how difficult it can be to get people to watch your dog when you are in a pinch. Sometimes a...

Confirmed Thanksgiving Availability
5. Lucas

Professionals Offering a Home Away From Home

Lower West Side, Chicago, IL, 60608

Let me introduce myself. My name is Lucas and my roommate and I are interested in helping you with all of your pet care needs! We're a pretty solid...

6. Baselia

The Lovable Doggy Nanny

Lower West Side, Chicago, IL, 60608

The reason your pooch would love this environment is the main reason I love my apartment as well, the park is right across the street! I am an owne...

Confirmed Thanksgiving Availability
7. Grant

Your dog will feel at home!

Loop, Chicago, IL, 60605

Hi!:) My name is Grant, I live in the South loop. I've grown up around dogs my whole life and can never get enough of them. Yes I do live in an a...

8. Melissa

Furry Paradise

Near North Side, Chicago, IL, 60654

Welcome! Pets are like family in my home! I live in a 1 bedroom apartment- perfect for small to medium sized dogs! I have one fur baby of my own- a...

9. Andrey

very friendly and reliable , dog owner

Loop, Chicago, IL, 60601

Located in Chicago Loop. Close to West Loop and All River North area includes Gold Coast. More than 15 years experience with small and medium size ...

10. Sarah

Dependable and loving dog care!

West Town, Chicago, IL, 60622

I am a medical student that LOVES dogs! Dogs have always been a part of my family, and while I would love a dog of my own, the upcoming years in me...

11. Valerie

Love, attention, & walks along the lake!

Near South Side, Chicago, IL, 60616

Hi! I'm Val, and I'm a young professional who runs a business working from home. What that means: I will be home practically all day, every day,...

12. Janika

Give your dog a sweet vacation too!

Loop, Chicago, IL, 60602

Hey there! I'm Janika, and I also go by Nikki. I have always had a deep love for animals. There is nothing like a dog's love and affection, a...

13. Deborah

Dog sitter in the loop!

Loop, Chicago, IL, 60607

I know how hard it is to find the perfect person to watch your dog so that they don't have a stressful time while you are away. When I would travel...

Confirmed Thanksgiving Availability
14. Yekaterina

Join our Playhouse w/YARD and PARK!

McKinley Park, Chicago, IL, 60609

I would LOVE to pamper your baby in your home while you are away! The best choice for those with pets that do best in their own homes... I am 100...

15. Jennifer

Dogs Dream Vacation Just A CLICK Away!

Near West Side, Chicago, IL, 60661

I am the owner and operator of Poopanators a full service pet service provider. I have been in business since 2006 started out with the focus on p...

16. Rebecca

Loving Care in the Heart of Downtown!

Loop, Chicago, IL, 60601

Worry no more about your furry friend in the heart of a busy city. I promise to look after your pet as if he or she were a member of my own family....

17. Lauren

Home Away Home

Near West Side, Chicago, IL, 60607

Hi, my name is Kati! I am a young professional living in the heart of UIC. I am an avid dog lover and have grown up with animals all my life. My a...

18. Robert

Your dog may not want to go home!

South Lawndale, Chicago, IL, 60608

My wife and I are avid dog lovers! We've both owned many our whole lives and now that we're married, we can't wait to find the right one to be a pa...

19. Andrea

Keeping your dog busy while you're gone!

Near North Side, Chicago, IL, 60611

I have grown up with small and medium sized dogs all my life. Unfortunately, I have bad allergies so I can only tolerate hypoallergenic dogs. I...

20. Mike

Your dog will get as much love as my dog.

Near West Side, Chicago, IL, 60607

I have a two bed room apartment with all hardwood floors. I have a small back porch that is completely fenched off along with an open courtyard ar...

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