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. Erica

Wags While You're Away!

West Town, Chicago, IL, 60642

Dog Boarding

83 repeat clients

"Erica is great! From answering my questions to taking excellent care of our dog, she was amazing! I was worried taking our 10 Year old dog anywhere since he... (more)"

2. Adam

Adam and Caitlin's Pet Care

Near North Side, Chicago, IL, 60611

Dog Boarding

1 repeat client

"Adam and Caitlin did an amazing job taking care of our puppy for the weekend! They sent awesome photo updates throughout the stay and made sure he got plenty... (more)"

3. Tali

Lemon Beagle Mom

Loop, Chicago, IL, 60606

Dog Boarding, Drop-In Visits, Doggy Day Care

"Tali did a great job taking care of Toby. Everything was easy, Toby and I were able to meet her before he stayed by himself, and he was able to get comforta... (more)"

4. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

4 repeat clients

"Great job and kept me up to date with pictures. She deserves a great, but of course it would be more self serving not to, since people will find what I've fo... (more)"

5. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

10 repeat clients

"Toby had a great time with Betsey and I could enjoy my vacations knowing that my puppy was good. I got a lot of pictures and messages everyday. I will recomm... (more)"

6. Michael

Dog Lover in Loop Neighborhood

Loop, Chicago, IL, 60601

Dog Boarding

"My Pomeranian loves Michael! He has watched her a few times and she immediately lights up and gets very playful when she sees him. Michael is a great dog sit... (more)"

7. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

7 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)"

8. Kaley

Home Full Time! I LOVE PETS!

Near North Side, chicago, IL, 60611

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

1 repeat client

"To say Kaley is a dog lover would be an understatement. She truly cares for animals and goes above and beyond to ensure safety, exercise, and love are provided. (more)"

9. 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)"

10. Rebecca

Home full-time - Love being outside

Near South Side, Chicago, IL, 60616

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

"I have left my dog with Rebecca several times and have been impressed every time! She creates a very comfortable environment for Milo to relax in and plays w... (more)"

11. Anquin

Young Dog Friendly Professional

Hyde Park, Chicago, IL, 60637

Dog Boarding

1 repeat client

"Bella enjoyed her stay and really liked playing with Aria. (more)"

12. Gabrielle

Dog friendly home

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting

About: As a student with a dog of my own, I've gone through numerous rounds of various kind of training! From potty training, to simple basic obedience tr... (more)

13. Ewelina

Your dog will never feel lonely

Near West Side, Chicago, IL, 60661

Dog Boarding

6 repeat clients

"Ewelina was an excellent sitter. She exceeded all of our expectations. She sent pictures and videos everyday and was extremely considerate of Beamer's routin... (more)"

14. Taiga

Downtown Apartment w/ Dog Run!

Loop, Chicago, IL, 60601

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

1 repeat client

"Taiga was very accommodating as I had 2 last minute requests to watch my dog. She responds very quickly and is very nice. She sent lots of pics and video... (more)"

15. kimberlie

Hyde Park Pawadise!

Hyde Park, Chicago, IL, 60615

Dog Boarding

17 repeat clients

"Our dog received the best care imaginable. We received photo updates and it seems the dog's vacation was enjoyed as much as our own. Five stars! (more)"

Available this weekend
16. Ebonee

12 + years of Vet-Tech experience!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"I was thoroughly please with Ebonee' s skills as a dog sitter, because she went beyond my expectations. Having her as my pet's sitter allowed me to enjoy m... (more)"

17. Dakota

Pet Lover with Large Fenced Yard!

Bridgeport, Chicago, IL, 60608

Dog Boarding, House Sitting, Doggy Day Care

"Dakota and Jen were great with our two small dogs, Teddy and Mojo. They came to our house to meet the dogs and get special instructions for Mojo's diet befo... (more)"

18. Brittany

My first brother was a Maltese...

Bridgeport, Chicago, IL, 60608

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

1 repeat client

"Brittany was very responsive in her communication and took excellent care of our dog. We will definitely be contacting her first if we need care in the future. (more)"

19. Nikki

Will Walk For Miles With Your Pup!

Near West Side, Chicago, IL, 60604

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Nikki was absolutely amazing! I would be so lucky to be able to have her babysit Kennedy again the future. She took her on multiple long walks, out to brunch... (more)"

20. Ryan

Lots of attention and playtime

Loop, Chicago, IL, 60605

Dog Boarding

"Ryan was a phenomenal dog sitter! I got photos and updates of Rizzo every day. It also helped that his dog, Butters got along wonderfully with Rizzo. 10/10 r... (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 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. 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: