Dog Boarding in Grand Boulevard, Chicago

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

1. Jennifer Verified Background CheckRover 101

Architect by day, Dog lover 4 life!

Hyde Park, Chicago, IL, 60615

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

"Stella is super energetic and fun loving which can sometimes make her a handful. Despite that, Jennifer did a great job keeping Stella happy, engaged with to... (more)"

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2. Lisa Verified Enhanced Background Check

Dog walking and sitting!

Near South Side, Chicago, IL, 60605

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

"Lisa was amazing with Wynnie. Wynnie is a bit shy when people excitedly approach her. Lisa was so naturally calming, that Wynnie loved her right away. Seeing... (more)"

3. Jenny Verified Background Check

Dogs bring the best out of me!

Hyde Park, Chicago, IL, 60615

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

"Jenny and Kyle were amazing with my dog :) Leroy had a great time and I could tell he got a ton of extra attention. They were very good about following all o... (more)"

Confirmed availability
Memorial day
4. Matt Verified Enhanced Background CheckRover 101

4 parks within walking distance!

Armour Square, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Matt was great super responsive and send great pictures and updates every day. Also has a great location with a park right in from that our dog loved. Will d... (more)"

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5. Guli Verified Background Check

I love dogs as much as I do my girl

Bridgeport, Chicago, IL, 60616

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

"We had a great experience with Guli. I think she and her young daughter enjoyed having Charlie stay with them, and Charlie enjoyed all the attention he got.... (more)"

6. Elizabeth Verified Background CheckRover 101

Animal Loving Family

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

"Elizabeth and her family were such wonderful dog sitters. We have a senior dog with special needs, and they took very good care of him, giving him lots of a... (more)"

Confirmed availability
Memorial day
7. Janet Verified Background Check

Lakefront, parks, beach & dog park

Hyde Park, Chicago, IL, 60615

Dog Boarding

"Janet was AMAZING with our 15 year old Fifi. Our dog is high maintenance and requires a lot of personal attention. Janet loved on her like she was her own.... (more)"

Confirmed availability
Memorial day
8. Khala Verified Background Check

Always available! Always flexible!

Woodlawn, Chicago, IL, 60637

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Khala has been so fantastic. On our 2nd time with her I couldnt drop off Major, and she came to pick him up. He was beyond thrilled to see her!! We are so lu... (more)"

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9. Dwight Verified Background CheckRover 101

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

Dog Boarding, Doggy Day Care, Dog Walking

"Simply put, Dwight is everything you’d want in a dog sitter. He works from home, has a yard, and makes sure the dogs have a lot of activity. He is incredibly... (more)"

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10. Marga Verified Background Check

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

"Marga was excellent! She took great care of TJ, was quick to respond to messages, and sent me plenty of updates during his stay. TJ isn’t the friendliest dog... (more)"

11. Jill Verified Background Check

I'll run with your dog

Hyde Park, Chicago, IL, 60637

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

"Jill was great. She offers prompt and regular communication. She is flexible and accommodating to various schedules. She and her husband were kind and patien... (more)"

Confirmed availability
Memorial day
12. Laura Verified Background Check

Dogs are my therapy

Hyde Park, Chicago, IL, 60637

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

"Laura is an amazing person owner! She takes excellent care of her special needs dog, Dante. I've seen them together and he was so loved! (more)"

13. Craig Verified Background CheckRoverGORover 101

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

"We were in Chicago for just a couple of days and wanted our pup to have fun while we were off having fun and boy did he!! When we met Craig and his dogs, my ... (more)"

14. Frank Verified Background Check

They need a break from you anyways

Bridgeport, Chicago, IL, 60616

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

"Frank is a great dog dad. He would be willing to play and entertain your dog whenever you need him to. His strive to make sure a dog is happy is very high. H... (more)"

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15. Ashley Verified Background Check

Open heart and open home..

Kenwood, Chicago, IL, 60615

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

"Ashley was amazing with Betsy! We are so happy we found her last minute. (more)"

Confirmed availability
Memorial day
16. Jen & Dakota Verified Background CheckRover 101

Large Fenced Yard, Home Full-Time!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"Jennifer was a top notch dog sitter! She continually kept us updated on what how our pup was doing. Knowing how concerned we were to leave our pup overnight... (more)"

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17. Alicia Verified Background Check

Understanding pet’s needs

Washington Park, Chicago, IL, 60637

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

"10/10 would recommend. Alicia is a great sitter. She took such great care of my dog. She was very attentive and a has a great personality. We have been looki... (more)"

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18. Albert Verified Background Check

Missing my 2-y.o. puppy!

Hyde Park, Chicago, IL, 60637

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

"Hojung was perfect. He immediately had a great rapport with Beauregard who is relatively shy, so I had a good feeling right off the bat. He sent many updates... (more)"

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19. Cassidy Verified Background Check

I’ll run with your dog

Hyde Park, Chicago, IL, 60615

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

"Cassidy is a very responsible, attentive, and loving dog caregiver! She grew up with dogs and was their main caregiver - walking, feeding, playing, and taki... (more)"

Confirmed availability
Memorial day
20. Breanna Verified Enhanced Background Check

F/A saving dogs around the world!

Oakland, Chicago, IL, 60653

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

"Breanna was just amazing with our dogs! Sent us updates, pics and even a video. She was very accommodating, and took on two new clients (Sasha and Drexel) fo... (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: