Dog Boarding in Douglas, Chicago

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

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Confirmed availability
 Presidents' Day
1. Anthony Verified Background Check

Pilsen Dog Walker/Cat Sitter!

Lower West Side, Chicago, IL, 60608

Dog Boarding, House Sitting

"Anthony is SUCH a nice person, and you can tell he loves dogs. He sent plenty of photos during the stay. I will not hesitate to book with him in the future. (more)"

Confirmed availability
 Presidents' Day
2. Brittany Verified Background Check

Happy pup happy life!

Douglas, Chicago, IL, 60616

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

"Brittany took such good care of our Miso! She got Miso a special treat during her stay and kept us updated the whole time. Thank you, Brittany! :) (more)"

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3. Christopher Verified Background Check

Dog loving couple in South Loop.

Near South Side, Chicago, IL, 60605

Dog Boarding, Drop-In Visits

"Chris and his girlfriend were great. They took Rex on walks and to the nearby dog park he loves going too. They also kept me updated with photos throughout h… (more)"

Confirmed availability
 Presidents' Day
4. Pamela Verified Background Check

Dogs are four legged best friends

Grand Boulevard, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"She was absolutely AMAZING with caring for my babygirl, and trust I can't wait to use her Mrs. Pamela again ... (more)"

Confirmed availability
 Presidents' Day
5. Stacey Verified Enhanced Background CheckRover 101

SOUTH LOOP PAW PAD

Near South Side, Chicago, IL, 60605

Dog Boarding

"Stacey is by far the best sitter ever! This is Jock’s second time with her and I am always at ease. Stacey sends regular updates on his mood, eating and activi… (more)"

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6. Mary Verified Background Check

Here to shower your dogs with love~

Loop, Chicago, IL, 60601

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

"Three words: Best. Rover. Ever! Mary took such incredible care of my dog that I’m pretty sure he didn’t want to leave! She is a professional dog sitter with ge… (more)"

Confirmed availability
 Presidents' Day
7. Matt Verified Enhanced Background CheckRover 101

4 parks within walking distance!

Armour Square, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Matt was great! I appreciated his thoroughness and requiring a meet and greet prior to arrival to make sure it was a good fit all around. Very flexible and ea… (more)"

Confirmed availability
 Presidents' Day
8. Dionne Verified Background CheckRover 101

Furry Friend Extraordinaire!

Woodlawn, CHICAGO, IL, 60637

Dog Boarding, Doggy Day Care

"We had to leave our dogs over night with Dionne. She took good care of them, took them for walks and gave us frequent updates with pictures. Thanks Dionne for … (more)"

Confirmed availability
 Presidents' Day
9. David Verified Enhanced Background Check

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Doggy Day Care

"We have never left Sissy with anyone but family and we were quite nervous because Sissy is a senior dog with dementia and seizures and she takes several medica… (more)"

Confirmed availability
 Presidents' Day
10. Mariam Verified Background Check

I am Home full-time, flexible hours

New City, Chicago, IL, 60609

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

"Everything was great!! She sent me pics of Zoey. Zoey was so tired from playing, she went right to sleep when we got home. Definitely will use her again!! (more)"

11. Maria Verified Background CheckRover 101

Your Loved One's Second Home

Loop, Chicago, IL, 60605

Dog Boarding

"When we had to make a last minute trip to Milwaukee, I contacted Maria to see if she would be available to take care of our puppy on such short notice. She was… (more)"

Confirmed availability
 Presidents' Day
12. Paola & Franny Verified Background Check

Who let the dogs out? (on walks!)🐶

West Town, Chicago, IL, 60622

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

"They were great sitters for Brix! Super attentive and sent lots of photos and updates. They kept my pup active which I know he enjoys. Would definitely recomme… (more)"

Confirmed availability
 Presidents' Day
13. Jon Verified Enhanced Background Check

Your fur baby will love me

Near North Side, Chicago, IL, 60610

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

"Jon and his girlfriend Alison were wonderful with our pup! Cleo has a lot of energy and can be a bit needy for attention, but they handled it all within stride… (more)"

Confirmed availability
 Presidents' Day
14. Mandy Verified Enhanced Background Check

I will love your pets like my own!

Near North Side, Chicago, IL, 60611

Dog Boarding, Drop-In Visits, Dog Walking

"Mandy was fantastic with our pup, and treated her like her own. She was very responsive and flexible. She sent photo updates, and even arranged a play date wit… (more)"

Confirmed availability
 Presidents' Day
15. Bristol Verified Background Check

💗 Your Pet's Furever Friend 💗

Loop, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Dog Walking

"Very responsible and punctual. My dogs love her! Have no concerns with her and feel very comfortable having her with my animals! She's the best! (more)"

Confirmed availability
 Presidents' Day
16. Monica & Calvin Verified Enhanced Background Check

Dog loving couple in the South Loop

Lower West Side, Chicago, IL, 60608

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

"Monica and Calvin took care of my puppy during a trying move to another apartment. It was great to know that my puppy had great care while I was working on ot… (more)"

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17. Andrea Verified Enhanced Background Check

Pet lover with park nearby!

Lower West Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care, Dog Walking

"Andrea watched my dog Cooper over Christmas. She sent photos of him every day and was great with him. She even picked him up and dropped him off and got him Ch… (more)"

Confirmed availability
 Presidents' Day
18. Naomi Verified Background Check

Pilsen | Pet Care for Dogs and Cats

Lower West Side, Chicago, IL, 60616

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

"Naomi is a great caregiver and took care of my greyhound who has 3 legs, so he needed special attention which Naomi provided. (more)"

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19. Brandie Verified Enhanced Background Check

Your dog babies home away from home

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

"Brandie is a responsible and loving dog caregiver. She made sure my dog Luna was happy with food and water, treats and walks. Brandie practices a good balance … (more)"

Confirmed availability
 Presidents' Day
20. Adithya Verified Background Check

Home full-time with a fenced yard.

Bridgeport, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

"He did such a great job in taking care of our 6 month husky Shepard. The sitter sent us daily updates on how are puppy was doing, which I appreciate it since i… (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.

We're proud to support over 200 organizations across the nation, including: