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.
Dismiss
1. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

2 repeat clients

"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)"

2. Alexandra

Reliable & Loving Sitter

Near South Side, Chicago, IL, 60616

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

2 repeat clients

"Alex is an extremely responsible and caring person with great affection for all types of pets. She has taken care of my Westies multiple times over the year... (more)"

3. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

11 repeat clients

"Marga did such a wonderful job with our pup! We were out of town for almost 5 days and she attentively cared for our dog and sent regular updates. Our dog, L... (more)"

4. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

5 repeat clients

"This was my first time using Rover for my puppy Phoebe and I needed a sitter for 9 nights. I was a little nervous so I wanted to do a 'test run' for one nig... (more)"

5. Dakota

Large Fenced Yard, Home Full-Time!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

31 repeat clients

"Our dog Clementine had a wonderful stay with Dakota and Jen! They took excellent care of her and sent us daily photos and updates. We felt so comfortable lea... (more)"

6. Natalie

Dog lover in the south loop

Loop, Chicago, IL, 60605

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

"Natalie is incredibly reliable, dependable and caring. She has watched my dog several times for long weekend trips and for walks. She goes above and beyond a... (more)"

7. Zac P. and Mugi

We make those tails wag!

Loop, Chicago, IL, 60605

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

2 repeat clients

"Zac has watched our dogs and cat on and off for several years and he has done a great job! He is reliable, on time and flexible to meet our needs as a family... (more)"

8. Michael

Dog Lover in Loop Neighborhood

Loop, Chicago, IL, 60601

Dog Boarding

"Michael was terrific! He watched Jordy for a weekend while I was out of town. It was Jordy's first time staying outside of our place- Michael did a great job... (more)"

9. Kj

Let's take a walk in the South Loop

Near South Side, Chicago, IL, 60616

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

"Our dog Grizz is somewhat intimating - he’s big, black and has a ferocious bark - yet Katie was able to connect with him. He loves and listens to her. He als... (more)"

10. Kara

Work from home, love dogs!

Loop, Chicago, IL, 60601

Dog Boarding

6 repeat clients

"Thank you Kara for taking such great care of Citrus! Thank you for all of the updates and pictures too. She looks like she had a lot of fun :-). Thanks again... (more)"

11. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

10 repeat clients

"Bob was wonderful -- he took great care of our dog while we were on vacation. He was prompt in our communications, knowledgeable about dogs, and got along g... (more)"

12. Delancey

Dog-lover with big apartment

Loop, Chicago, IL, 60601

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Delancey was a wonderful sitter for our lab. Her bed is low to the ground and Stella slept with her all night long (not normal at home). She also had to dea... (more)"

13. James

Home full-time & love being active!

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

"Jimmy is the absolute BEST! He took care of my chihuahua, Loquita, for over 10 years and treated her like a princess! I love that he made the effort to vis... (more)"

14. Stacey

I Love Animals and Animals Love Me

Douglas, Chicago, IL, 60616

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

1 repeat client

"Every pet I've ever had Stacey took care of for me. I would honestly get jealous because my pets loved her more then me. She would tell what they wanted. She... (more)"

15. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

8 repeat clients

"Bridget was absolutly wonderful and very time flexible. My Little Diggy truly enjoyed his stay with her as she walked him and really payed close attention to... (more)"

16. Sofia

large fenced yard to play with dog

Douglas, Chicago, IL, 60653

Dog Boarding, Dog Walking

1 repeat client

"Sofia was very sweet and flexible. She sent pics of Bok Choy throughout his stay with her, which was much appreciated (more)"

17. Julia

Loving in home South Loop Pet Nanny

Loop, Chicago, IL, 60605

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

8 repeat clients

"Julia, Tammy, and her family treated Lucy as if she was theirs. I appreciated their daily texts and pictures, and they were very accommodating with pickup an... (more)"

18. Bradley

Good times to be had.

Near South Side, Chicago, IL, 60616

Dog Boarding, Dog Walking

14 repeat clients

"Bradley was able to help us out when we needed a last minute sitter for our dog. He was quick, responsive, and very welcoming, definitely putting us at ease.... (more)"

19. Esther

South Loop, Full-Time Fun

Near South Side, Chicago, IL, 60616

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

3 repeat clients

"Esther watched my dog this past weekend and it was a great experience, it was my first time using a Rover.com sitter and i was very happy with it. From th... (more)"

20. Jessica

Home full time-

Near South Side, Chicago, IL, 60616

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

4 repeat clients

"My baby Blu stayed with Jessica for two nights. I was so nervous because he's still a baby, only 10 weeks old. I provided Jessica with very specific instruct... (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: