Dog Boarding in Armour Square, Chicago

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

1. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

10 repeat clients

"Betsey is awesome. Our dog has stayed with her twice and her third stay is already booked!!!! Our dog loves staying with Betsey as made her feel right at ho... (more)"

2. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

5 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)"

3. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

3 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. Adam

Adam and Caitlin's Pet Care

Near North Side, Chicago, IL, 60611

Dog Boarding

1 repeat client

"Adam and Caitlin are AMAZING!! Milo was very spoiled and they sent the cutest pictures and updates. Milo is counting down the seconds until he gets to go ba... (more)"

5. Maribel

M & B Doggy B & B

Brighton Park, Chicago, IL, 60632

Dog Boarding

7 repeat clients

"We love leaving Riley with Maribel so much and we've already done it twice. The communication with her is easy and prompt. Maribel is such a warm person and ... (more)"

6. Ewelina

Your dog will never feel lonely

Near West Side, Chicago, IL, 60661

Dog Boarding

4 repeat clients

"Moved to Chicago new to the area and needed a dog sitter. I reached out to Ewelinda and she responded promptly happy to watch Tyson! He had a great time and... (more)"

7. Stacey

South Loop Paw Pad

Near South Side, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

11 repeat clients

"Stacey was a great host!! She took great care of our puppy, who had a fantastic time playing with her boxer Joe all weekend. We got lots of updates, which he... (more)"

8. Amy

Energetic, dog-loving + outdoorsy

Loop, Chicago, IL, 60601

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Amy is the world's best dog sitter, no exaggeration! I never had to ask for an update or a photo during the duration of my dog's stay with Amy because she w... (more)"

9. Madison

I love to run with dogs!

Near North Side, Chicago, IL, 60654

Dog Boarding, House Sitting, Dog Walking

"Madison was responsive and accommodating on short notice. She was friendly, professional, and provided daily pictures of our pup enjoying himself. The way ... (more)"

Available this weekend
10. Rebecca

Your dogs new pal and confidant

Lower West Side, Chicago, IL, 60608

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

3 repeat clients

"Would def book again! Loved Rebecca & her love for animals. She took the time to introduce my dog to a different dog she was sitting. My dog is very hyper bu... (more)"

11. 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)"

12. 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

6 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)"

13. Najee

Lover of Nature Lover of animals ❤️

Lower West Side, Chicago, IL, 60608

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

1 repeat client

"Najee was great. Umi seemed to do well at Najee's house. He was attentive and communicated well. Definitely plan on using him in the future. (more)"

14. Sara

Sara&Albert's West Loop Dogtopia

Near West Side, Chicago, IL, 60606

Dog Boarding, Doggy Day Care

2 repeat clients

"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)"

15. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

6 repeat clients

"Madison was very responsive and sent lots of great pictures! She is very laid back, easy going, and flexible! Will definitely recommend and use again!! Plus,... (more)"

16. Natalie

Home full time in the West Loop

Near West Side, chicago, IL, 60661

Dog Boarding, Doggy Day Care

"Natalie watched my 1 year old mini goldendoodle, Wrigley, in her home for 3 days and I cannot say enough wonderful things about her and my first experience w... (more)"

17. Adriana

Outdoor enthusiast &avid dog lover!

Lower West Side, Chicago, IL, 60608

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

1 repeat client

"Our dog Winny stayed with Adriana for 5 nights. Adriana was an excellent communicator throughout and very flexible in collecting and dropping off Winny. Ha... (more)"

18. Derick

Any dog is the best kind of dog

Near West Side, Chicago, IL, 60607

Dog Boarding, House Sitting, 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)"

19. Brandilyn

Dog Lovers With Fun Doodle

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care, Dog Walking

3 repeat clients

"Thank you again! From viewing the pics you sent, it was clear that my dog truly enjoyed herself! Bradilyn was very prompt with communication, and my dog love... (more)"

20. Riley

LOVES DOGS!

Near South Side, chicago, IL, 60602

Dog Boarding, Dog Walking

"Riley is a TRUE DOG LOVER! She treats them like a sibling! We have found Riley to be extremely responsive, reliable and responsible in taking care of our bla... (more)"

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Learn About Premier

In Armour Square, Chicago, IL, dog lovers trust Rover.com 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 stars. Booking dog boarding in Armour Square can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Chicago on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Armour Square 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 Armour Square, 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 Armour Square, 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: