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Dog Boarding in Grand Boulevard, Chicago

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

Confirmed availability
 Thanksgiving
1. Dionne Verified Background CheckRover 101

Furry Friend Extraordinaire!

Woodlawn, CHICAGO, IL, 60637

Dog Boarding, Doggy Day Care

"Dionne was super friendly and down to earth! She made us comfortable from the moment we met her, and our doggy was too! She took such good care of our girl, se… (more)"

Confirmed availability
 Thanksgiving
2. Brittany Verified Background Check

Happy pup happy life!

Douglas, Chicago, IL, 60616

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

"Wow Brittany was amazing!! I was gone all day because of work, she was very communicative and kept me updated on how my dogs were doing. Definitely recommend!! (more)"

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3. Matt Verified Enhanced Background CheckRover 101

4 parks within walking distance!

Armour Square, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Matt provided excellent care for our dog Bobbie while we were away for 5 nights. We are new to Chicago and the Bridgeport area and were relieved to find such a… (more)"

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4. Elliott Verified Background Check

Marketer by day, Dog lover 4 Life!

Washington Park, Chicago, IL, 60609

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

"Elliott took great care of our 16 year-old beagle. He was very communicative and very helpful in working around our unusual schedule. We don't live in Chicago … (more)"

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5. Olivia Verified Background Check

Trustworthy Dog Care!

Loop, Chicago, IL, 60605

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

"Our pup loved her time with Olivia! She is so great & looking forward to our next holiday so she can visit again. (more)"

6. E Verified Background CheckRover 101

Animal Loving Family

Grand Boulevard, Chicago, IL, 60653

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

"I don’t have enough good things to say about our dogs stay with Elizabeth! She updated us daily with photos and how they were adjusting. She had patience with … (more)"

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7. Ashley Verified Background Check

Walks, park, dog run + pupper pal!

Near South Side, Chicago, IL, 60616

Dog Boarding

"Ashley did an amazing job taking care of Moose and kept us updated with great photos! He was so tired from all the playing and walks that he came home and napp… (more)"

8. Jasmine Verified Enhanced Background Check

Plenty of long walks and treats!

Bridgeport, Chicago, IL, 60609

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

"Jasmine took in our dog over a long holiday weekend. We didn’t worry about her one bit because we knew she was in good hands. Jasmine sent daily photo updates … (more)"

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9. Mary Verified Background Check

Here to shower your dogs with love~

Loop, Chicago, IL, 60601

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

"Mary was absolutely amazing! Mickey was well loved and taken care of, I received many photo and video updates seeing how happy he was! I'll be using Mary again! (more)"

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10. Monica & Calvin Verified Enhanced Background Check

Dog loving couple in the South Loop

Lower West Side, Chicago, IL, 60608

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

"Monica and Calvin are a very warm, delightful and caring couple. They took great care of my fur baby for the 3 days he boarded with them. Considering it was my… (more)"

Confirmed availability
 Thanksgiving
11. David Verified Enhanced Background Check

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Doggy Day Care

"David was very accommodating and easy to work with. He picked up our dog Rocky and dropped her off, plus kept us updated our entire trip with multiple videos o… (more)"

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12. Khala Verified Background Check

I might love your dog more !!!

Woodlawn, Chicago, IL, 60637

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

"Khala was awesome! I felt so comfortable having Dobby stay with her. She was very professional but I could tell she genuinely cared about Dobby and wanted him … (more)"

Confirmed availability
 Thanksgiving
13. Jen Verified Background CheckRover 101

Home Full-Time - Large Fenced Yard!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"Jen was amazing with my 1 year old sheltie, Nova. Nova can be nervous around other dogs, but did wonderful at Jen’s. She even let us visit her home to make sur… (more)"

Confirmed availability
 Thanksgiving
14. Maria Verified Background CheckRover 101

Your Loved One's Second Home

Loop, Chicago, IL, 60605

Dog Boarding

"This is the second time Maria has watched my dog Peanut while I was out of town and she surpassed my expectations again. She was in constant communication with… (more)"

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15. Jon Verified Enhanced Background Check

Your fur baby will love me

Near North Side, Chicago, IL, 60610

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

"Bruno absolutely loves going to Jon's place. Jon and his girlfriend take great care of him and I have used them multiple times! I highly recommend Jon! (more)"

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16. Tamara Verified Background Check

Fun and friendly dog lover ❤️

Near West Side, Chicago, IL, 60607

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

"Tammy is a wonderful sitter! She kept us in the loop with frequent updates and photos throughout the weekend. Our pup tends to be a little more anxious than ot… (more)"

Confirmed availability
 Thanksgiving
17. Megan Verified Background Check

A gal who loves dogs

Bridgeport, Chicago, IL, 60616

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

"Megan was attentive to our dog Ella. Ella is a bit high maintenance as well as some anxiety issues, however Megan did a great job taking care of her. Definitel… (more)"

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18. Tonisa Verified Background CheckRover 101

Your pups second home....

Calumet Heights, chicago, IL, 60617

Dog Boarding, Drop-In Visits

"Can't wait to have Tonisa watch Bentley again. She was great and her kids were wonderful with Bentley. We truly appreciated receiving the pictures of Bentley a… (more)"

19. Tricia Verified Background Check

medical student who loves animals!

Near South Side, Chicago, IL, 60605

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

"I could not have asked for a better experience! Tricia was constantly updating me with photos, walks, how she was acting, etc. I already have her booked again … (more)"

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20. Christopher Verified Background Check

Dog loving couple in South Loop.

Near South Side, Chicago, IL, 60605

Dog Boarding, Drop-In Visits

"Chris and his girlfriend were great. They took Rex on walks and to the nearby dog park he loves going too. They also kept me updated with photos throughout h… (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: