Dog Boarding in Douglas, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

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

"Dwight was an amazing host for our little buddy Arthur! He was communicative and flexible in drop-off and pick-up times, and sent some lovely photo and text ... (more)"

2. Adam

Adam and Caitlin's Pet Care

Near North Side, Chicago, IL, 60611

Dog Boarding

"Adam and Caitlin are AMAZING!! Milo was very spoiled and they sent the cutest pictures and updates. Milo is counting down the seconds until he gets to go ba... (more)"

3. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"Alex did a great job boarding my very energetic dog, Gertie. He was flexible, responsive and sent a bunch of great photos. We got back very late so he brough... (more)"

4. Amber

Downtown dog lover; home full time

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

"Amber was simply amazing with Zoe! From the initial message inquiring if she was available and throughout Zoe’s time with her, the promptness, openness, and ... (more)"

5. Tana

Loving care when you are not there

Loop, Chicago, IL, 60601

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

"Highly recommended! Tana took great care of our Chihuahua and we will use her services again. She provides personalized attention as she only takes one dog a... (more)"

Confirmed 4th of July Availability
6. Jen & Dakota

Large Fenced Yard and House!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"They took extremely good care of Kobe and updated me with numerous pictures constantly. He was exhausted when he came back from being able to play with dogs ... (more)"

7. Kat

Recent grad who LOVES DOGS

Kenwood, Chicago, IL, 60615

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

"Kat is very good dog sitter. My big boy Arrow looks very happy with her. She took him out for a long walk every day! I really want Arrow to continue stay wit... (more)"

8. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

"Another great stay with Bridget with regular updates and pictures, keeping us informed and knowing our Sophie is in very good hands. Highly recommend and wil... (more)"

9. Amanda

Dog loving couple in West Loop

Near West Side, Chicago, IL, 60607

Dog Boarding

"Amanda and Ryan were very accommodating to our pup, Molly. Both were great at communicating and made my husband, pup, and I feel welcomed. Molly had a great ... (more)"

10. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"Outstanding! This is how I would qualify the care our Chihuahua received from Elizabeth. Her love for animals truly shows! Not only Elizabeth provided the ca... (more)"

11. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

"Bob is wonderful with Mickey. Mickey can be a bit wild but Bob has a great way of communicating! Mickey got plenty of exercise and was not anxious at all wh... (more)"

12. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

"Very friendly and responsive! I felt very comfortable leaving Daisy in their care - would highly recommend ? (more)"

13. Jien Hui

I'll spoil your dog!

Loop, Chicago, IL, 60605

Dog Boarding

"Butters had a great time with Jien, her fiancé, and her dog Nunie! Lots of picture updates of Butters enjoying walks and the park. Looking forward to using t... (more)"

14. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Craig was great! He really cared to make Princess stay nice. He sent a picture while we were away. Princess was so happy when we picked her up. She really en... (more)"

15. Britney

Cozy Home, Large Backyard & LOVE?

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

About: I am FOR SURE an Animal Lover. Growing up with a house full of cats and dogs (even had a ferret) my experience goes back far. I love taking care of... (more)

16. Evan

College student next to dog park!

Near South Side, Chicago, IL, 60605

Dog Boarding, Dog Walking

"Evan was fantastic! We met prior to him having my dog stay and was very responsive. He sent lots of updates and pictures, too. He dropped off my dog and when... (more)"

17. Susan

I love to run + chill with dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"What an amazing stay! Susan really saved me with the last minute booking, and was wonderful with my husky, Watson. She gave him walks and love and even sent ... (more)"

18. Christie

Responsible dog handler

Near South Side, Chicago, IL, 60605

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

"Chrietie was awesome! Great communication, lots of photos as requested and really put my mind at ease leaving my dog Kona with her. I will definitely look h... (more)"

19. Dianne

I can run with your dog!

Armour Square, Chicago, IL, 60616

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

"When I think of Dianne, I think dogs. She’s one of the most reliable pet owners I’ve ever known. Not only does she take care of her own dog, but always offer... (more)"

20. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

"Marga was excellent! She took great care of TJ, was quick to respond to messages, and sent me plenty of updates during his stay. TJ isn’t the friendliest dog... (more)"

Dog owners in Douglas, Chicago, IL turn to dog sitters on Rover for their dog boarding needs. Over 7,915 pet owners have reviewed dog sitters in Chicago, giving them an average rating of 4.9/5. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Chicago with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Douglas dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Douglas, Chicago, IL, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

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 Douglas, 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.

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