Dog Boarding in Douglas, Chicago

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

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1. Ewelina

Your dog will never feel lonely

Near West Side, Chicago, IL, 60661

Dog Boarding

3 repeat clients

"Ewelina was the perfect sitter for our dog while we were away on a long weekend vacation! She is very friendly and seems to have a true passion for caring fo... (more)"

2. Maribel

M & B Doggy B & B

Chicago, IL, 60632

Dog Boarding

7 repeat clients

"Maribel and Bryan were amazing hosts for Donnie! From the minute we met them, we knew they would take care of him as if he was their own. They were extremely... (more)"

3. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

2 repeat clients

"Rebba was amazing! She took such great care of my dog while I was away on a trip. It's really hard to come by sitters who don't stereotype all pitbulls. She ... (more)"

4. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

10 repeat clients

"My dog is scare of everything so I had never left my dog with anyone other than my sister until she stayed with Betsey. Betsey did an amazing job with my dog... (more)"

5. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

4 repeat clients

"It goes without say that I would recommend Bob to anyone looking for a caring, knowledgeable, reliable dog sitter. Bob was flexable to my changing schedule, ... (more)"

6. Amy

Energetic, dog-loving + outdoorsy

Loop, Chicago, IL, 60601

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"She's the best temporary mommy a puppy/dog could ask for. My puppy had the most amazing time with her and her family. She keeps you up to date by sending yo... (more)"

7. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Doggy Day Care

25 repeat clients

"Butterscotch had a wonderful stay when we had to head out of town last minute for a funeral. Samantha was responsive and accommodating to our last minute req... (more)"

8. Deepti

A fun & active home away from home

Near West Side, Chicago, IL, 60607

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

3 repeat clients

"Deepti - From the moment he met Deepti, I could tell immediately that he felt secure and safe. My pup is a character and she attached to him right away, sent... (more)"

9. Sara

Sara&Albert's West Loop Dogtopia

Near West Side, Chicago, IL, 60606

Dog Boarding, Doggy Day Care

1 repeat client

"Sara was an amazing host. She constantly sent pictures and video updates with our dog. We couldn't be more grateful with her help taking care of Jacinta. Wil... (more)"

10. Tana

Quiet home with lots of cuddles

Chicago Loop, Chicago, IL, 60606

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

4 repeat clients

"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)"

11. Adam

Adam and Caitlin's Pet Care

Near North Side, Chicago, IL, 60611

Dog Boarding

1 repeat client

"Adam and Caitlin were amazing! They sent us the cutest pics and messages, and we could tell Coco was loving her time with them! It made it so much easier to ... (more)"

12. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

3 repeat clients

"Richard was awesome with Cassie and took very good care of her. He updated me regularly and was open when my flight was late in returning. He sent pictures a... (more)"

13. Natalie

Home full time in the West Loop

Near West Side, chicago, IL, 60661

Dog Boarding, Doggy Day Care

"Natalie has been taking care of my dog (18-lb yorkie mix) for the past 5 years. My dog is a bit of a diva in terms of wanting food on her own terms, flipping... (more)"

14. kimberlie

Hyde Park Pawadise!

Hyde Park, Chicago, IL, 60615

Dog Boarding

17 repeat clients

"My dog has been spending time with family members when my partner and I are away.. but our family members are not "dog people." I started to get worried that... (more)"

15. Adriana

Outdoor enthusiast &avid dog lover!

Lower West Side, Chicago, IL, 60608

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

"Adriana is very efficient, caring and will take care of your pet as her own! Her flexibility and attention to detail is what makes her stand out, not to ment... (more)"

16. Jing

Responsible, loving and patient!

Loop, Chicago, IL, 60601

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

1 repeat client

"Jing was awesome. My dog obviously loved his time with her because he didn't want to leave! Her dog is super sweet as well and since I have a puppy it was g... (more)"

17. Derick

Any dog is the best kind of dog

Near West Side, Chicago, IL, 60607

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

5 repeat clients

"Derick was wonderful! Our pup loves playing with his pup, and Derick sent lots of updates and videos. Will absolutely book with him again, our sweet girl lov... (more)"

18. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

5 repeat clients

"Madison and her family were wonderful hosts to my dog! (more)"

19. Brandilyn

Dog Lovers With Fun Doodle

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"Brandi and Andy took great care of Mini over a weekend stay. Mini and their dog Winston got along great, and Mini came home happy and tired. :) Brandi sent... (more)"

20. Katie

Caring South Loop Dog Lovers

Near South Side, Chicago, IL, 60605

Dog Boarding

"Katie and her husband were super accommodating and friendly. They live in a great area for dog sitting and Izzy seemed to have a great time. Highly recommend. (more)"

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Learn About Premier

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: