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.
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1. Tamara Verified Background Check

Fun and friendly dog lover ❤️

Near West Side, Chicago, IL, 60607

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

"Tammy is the perfect sitter for our dog Laika. She communicated with us multiple times a day (and took adorable photos). We felt very at ease knowing Laika w... (more)"

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2. Kayla Verified Background Check

Dog enthusiast, trustworthy🐶

Near West Side, Chicago, IL, 60607

Dog Boarding

"Kayla was absolutely amazing!! She was reliable, accommodating, and flexible when she watched my two dogs. She was super responsive and sent me photos of my ... (more)"

3. Jess Verified Enhanced Background Check

Lifelong Dog Lover

Near North Side, Chicago, IL, 60611

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

"Jess was fantastic! Our dog was relaxed, calm and so we'll taken for. She sent photos, updated me on how our dog was doing, and kept me completely confident ... (more)"

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4. Vladimir Verified Background CheckRover 101

Full-time attention, care, & play

Near North Side, Chicago, IL, 60611

Dog Boarding, House Sitting, Doggy Day Care

"Anna and Vladimir (and Cotton) are so nice and love my pup. They are so reliable and caring that I do not need to worry about my dog while traveling or feel ... (more)"

5. Alicia Verified Background Check

Understanding pet’s needs

Washington Park, Chicago, IL, 60637

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

"Alicia was great to deal with. She was super chill and flexible which gave us comfort in leaving our little guy with her. When we picked him up her review l... (more)"

Confirmed availability
This weekend
6. Ariadne Verified Background Check

The best care for your best friend

Hyde Park, Chicago, IL, 60615

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

"Ariadne was great. She responded quickly to our initial request and to follow-up conversations. She sent lots of photos and our pooch looked very happy in he... (more)"

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7. Mridula Verified Background Check

Have a pet friendly apt & dog park!

Near West Side, Chicago, IL, 60661

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

"Took excellent care of my dog! Will rebook! (more)"

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8. Darcy Verified Enhanced Background Check

Home Full Time Ace Ventura for pets

Loop, Chicago, IL, 60605

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

"Darcy is the BEST!! We totally trust her to take amazing care of Milo whenever we’re out of town. She plans lots of fun activities for him and keeps him acti... (more)"

Confirmed availability
This weekend
9. Vanessa Verified Background Check

the one who pets every dog she sees

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care

"Vanessa was great! She was very communicative and gave me updates on Chloe regularly. I had a last minute emergency where I needed to start Chloe’s stay a li... (more)"

Confirmed availability
Thanksgiving
10. Ashlea Verified Enhanced Background Check

Lover of all animals! Flex schedule

Near South Side, Chicago, IL, 60605

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

"Ashlea has taken both of my dogs out for walks on several occasions, and has done home visits for me when I was out of town. She is very prompt and very easy... (more)"

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11. Glynis Verified Background Check

Flexible Dog Sitter 💞

Loop, Chicago, IL, 60605

Dog Boarding

"I had to book Glynis last minute on a Saturday night. She quickly responded and welcomed my pup with open arms! She kept me updated throughout the stay and m... (more)"

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12. Spencer & Lindsay Verified Background Check

My wife and I absolutely LOVE dogs!

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits

"We would definitely recommend Spencer and Lindsay! We needed to find Herman a sitter for a long Labor Day weekend (Friday to Tuesday), and knew he might be s... (more)"

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13. 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 amazing. He took the time to meet with us before and he asked detailed questions about Kiwi, so we knew she was in good hands. He sent updates every... (more)"

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14. Ashley Verified Background Check

Walks, park, dog run + pupper pal!

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

"Ashley did an amazing job taking care of Moose and kept us updated with great photos! He was so tired from all the playing and walks that he came home and na... (more)"

15. Tricia Verified Background Check

medical student who loves animals!

Near South Side, Chicago, IL, 60605

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

"Tricia was an AMAZING sitter, if I could give 6 stars I would!!! First of all, she set up a meet and greet with my puppy before we confirmed the booking (whi... (more)"

16. Madeleine Verified Background Check

I'll love ur dog while you're away!

Kenwood, Chicago, IL, 60615

Dog Boarding, Drop-In Visits, Dog Walking

"Madeleine did a great job with my guy, Cohiba! It was his 1st time staying with her. She sent pics of him practically every day. I was rest assured he was in... (more)"

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17. Laura Verified Background Check

Dogs are my therapy

Kenwood, Chicago, IL, 60653

Dog Boarding, Drop-In Visits, Dog Walking

"Laura was wonderful with my pup. She has a firm and laid-back style that let's dogs know whom to obey and love. She also was very good about keeping her dog ... (more)"

Confirmed availability
Thanksgiving
18. Michael Verified Enhanced Background CheckRover 101

Always at Home & Right by Dog Park!

Near South Side, Chicago, IL, 60616

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

"Michael was great with Cody, sent regular updates and pictures which kept my mind at ease after a really bad dog sitting experience. He was also super flexib... (more)"

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19. Elizabeth Verified Background CheckRover 101

Animal Loving Family

Grand Boulevard, Chicago, IL, 60653

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

"Elizabeth was amazing!!! This is the first time I have ever left my two dogs with a sitter in 10 years. We most recently lost Buffie and Vinnie's brother, Gi... (more)"

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20. Monica & Calvin Verified Enhanced Background Check

Dog loving couple in the South Loop

Near South Side, Chicago, IL, 60616

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

"Monica & Calvin were awesome!! They seemed to have taken great care of our hyper little fur baby, Coco inspite of her showing them all possible don'ts behavi... (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: