Dog Boarding in Grand Boulevard, Chicago

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

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1. Alice

Home full time for your dog(s) solo

Near South Side, Chicago, IL, 60616

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

"Our doggie Riley was very pampered during his stay. Both Alice and Lee are very sweet and attentive to Riley's needs and quirks. Riley is an old dog now and ... (more)"

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2. Amanda

Dog loving couple in West Loop

Near West Side, Chicago, IL, 60607

Dog Boarding

"Amanda and Ryan were very accommodating to our pup, Molly. Both were great at communicating and made my husband, pup, and I feel welcomed. Molly had a great ... (more)"

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3. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

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

"Beverly was wonderful with my two fur babies! I got picture updates of my dogs looking so at home and relaxed. Plus, Beverly followed my care instructions to... (more)"

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4. Jen & Dakota

Large Fenced Yard and House!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"Dakota and Jennifer did a splendid job of taking care of our Maya. We saw that Maya would do well when we visited, and she got along just fine. Jen runs a gr... (more)"

5. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

Dog Boarding, Doggy Day Care, Dog Walking

"Dwight was an amazing host for our little buddy Arthur! He was communicative and flexible in drop-off and pick-up times, and sent some lovely photo and text ... (more)"

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6. Ekaterina

Home full-time - fenced yard

Bridgeport, CHICAGO, IL, 60608

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

"Ekaterina was great! She sent lots of pics of Dolly throughout the stay and was great communicating the drop off / pickup! Dolly really enjoyed the cuddles a... (more)"

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7. Lisa

Home full-time - lives by dog park

Near South Side, Chicago, IL, 60616

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

"Lisa was absolutely fantastic. She took great care of Coco for an entire week. She is super attentive and responsible, and lovely to meet. Coco was in great ... (more)"

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8. Kat

Recent grad who LOVES DOGS

Kenwood, Chicago, IL, 60615

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

"Kat is very good dog sitter. My big boy Arrow looks very happy with her. She took him out for a long walk every day! I really want Arrow to continue stay wit... (more)"

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9. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

"Bob was awesome! He was easy to communicate with and after the meet & greet I knew my dog, Sebastian, would be comfortable with him. Sebastian spent a week w... (more)"

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This weekend
10. David

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

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

"Thank you so much for not only watching Malcolm, but for also taking the time to work with him on some individual issues. I can tell he had such a blast with... (more)"

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11. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"Alex did a great job boarding my very energetic dog, Gertie. He was flexible, responsive and sent a bunch of great photos. We got back very late so he brough... (more)"

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12. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

"Una had such a great time with Marga! I could tell from all of the much-appreciated photos I received that Una was relaxed, received many cuddles, and enjoye... (more)"

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13. Dianne

I can run with your dog!

Armour Square, Chicago, IL, 60616

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

"When I think of Dianne, I think dogs. She’s one of the most reliable pet owners I’ve ever known. Not only does she take care of her own dog, but always offer... (more)"

14. Susan

I love to run + chill with dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"Susan is very sweet and accommodating. My older Staffordshire, Maximus, was well taken care of. I recommend Dudan and will definitely use her services again. (more)"

15. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

"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)"

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16. Nina

Student & home often, love to run!

Hyde Park, Chicago, IL, 60637

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

"Thank you Nina! I was so nervous about this process. You made it so comfortable for me and my family!!! Thank you for the updates and the photos and most imp... (more)"

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17. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch is great!! Anu comes home happy and calm. Enoch really goes out of his way to make my dog happy and also spends time reinforcing his training. So grate... (more)"

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18. Jenisa

Pet Lover- Home Full Time

South Side, Chicago, IL, 60653

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

"Jenisa was amazing! Teddy is extremely shy with strangers, Jenisa took the time to meet with her prior to the stay and went out of her way to make Teddy feel... (more)"

19. Laura

Teacher by day... Dog lover by life

Kenwood, Chicago, IL, 60615

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

"Laura and Spaghetti were great! Laura was very responsive and accommodating (she even picked up and dropped off CeCe because I currently don't have a car). L... (more)"

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20. Dena

Doggy Spoiler Alert

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Drop-In Visits

"We feel so lucky to have found Dena. Previously, we've boarded our dogs at a northside groomer and they were fine, but it always felt like they were just ho... (more)"

Dog lovers in Grand Boulevard, Chicago, IL love dog sitters on Rover.com. Over 7,915 pet owners have reviewed dog sitters on Rover in Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Chicago can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com is the simple, savvy way to find and book Grand Boulevard dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Grand Boulevard, Chicago, IL has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Grand Boulevard dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Grand Boulevard, 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: