Dog Boarding in Grand Boulevard, Chicago

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

1. Alicia Verified Background Check

Understanding pet’s needs

Washington Park, Chicago, IL, 60637

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

"Alicia was great to deal with. She was super chill and flexible which gave us comfort in leaving our little guy with her. When we picked him up her review l... (more)"

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2. Taylor Verified Background Check

I have a very open mind and heart.

Hyde Park, Chicago, IL, 60615

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

"Taylor was great. I appreciated the full update she gave me on how Kendi did. She was also very responsive, flexible and accommodating. I would definitely bo... (more)"

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3. Dwight Verified Background CheckRover 101

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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4. Janet Verified Background Check

Lakefront, parks, beach & dog park

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"Janet was amazing! So great with my dog (who can be difficult sometimes). Winston loves the toy she sent us home with. She was loving, caring and kept me upd... (more)"

Confirmed availability
This weekend
5. Ariadne Verified Background Check

An assiduous, punctual dog-lover!

Hyde Park, Chicago, IL, 60615

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

"Ariadne was great. She responded quickly to our initial request and to follow-up conversations. She sent lots of photos and our pooch looked very happy in he... (more)"

Confirmed availability
Thanksgiving
6. Jen Verified Background CheckRover 101

Home Full-Time - Large 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 s... (more)"

Confirmed availability
Thanksgiving
7. 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

"Tricia was an AMAZING sitter, if I could give 6 stars I would!!! First of all, she set up a meet and greet with my puppy before we confirmed the booking (whi... (more)"

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8. 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 amazing! He kept me updated through out my dog's stay with him. He paid close attention to her needs and socialized her with other dogs. He also gav... (more)"

9. Alexander Verified Background Check

Graduate Student and Animal Lover

Hyde Park, Chicago, IL, 60615

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

"Alex was great with our dog Xena!! We had less than 12 hours notice before leaving for vacation that another sitter was unable to watch her, and Alex was wil... (more)"

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10. Shaley Verified Background Check

Friendly pet care by grad student

Hyde Park, Chicago, IL, 60615

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

"Shaley is awesome! My dog Bernie was very happy and comfortable with her. Thank you Shaley. (more)"

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11. Laura Verified Background Check

Dogs are my therapy

Kenwood, Chicago, IL, 60653

Dog Boarding, Drop-In Visits, Dog Walking

"Laura was great with Deno, she was very accommodating with my pick up and drop of time. She sent pics and videos that showed Deno enjoying himself, which mad... (more)"

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12. Ashley Verified Background Check

Walks, park, dog run + pupper pal!

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

"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 na... (more)"

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13. Katie Verified Background Check

Toys, treats, and tummy rubs

Hyde Park, Chicago, IL, 60615

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

"Katie is an amazing dog-sitter! She made our pup feel right at home and kept us posted with numerous photos and check-ins - which are always so appreciated! ... (more)"

14. Elizabeth Verified Background CheckRover 101

Animal Loving Family

Grand Boulevard, Chicago, IL, 60653

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

"Coming from out of town, it is difficult to trust someone with your child. I had the opportunity to meet and inspect Liz house which made us more comfortable... (more)"

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15. Kayla Verified Background Check

Dog enthusiast, trustworthy🐶

Near West Side, Chicago, IL, 60607

Dog Boarding

"Kayla did a fantastic job watching Remy! He came back happy and healthy! Kayla was very good at texting me photo updates so I never had to worry. I will defi... (more)"

Confirmed availability
Thanksgiving
16. Gina Verified Enhanced Background Check

I was born to be around dogs!

Loop, Chicago, IL, 60605

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

"Great communication. Took great care of my dog (more)"

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17. Darcy Verified Enhanced Background Check

Home Full Time Ace Ventura for pets

Loop, Chicago, IL, 60605

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

"Darcy was the best!! She took such amazing care of Milo. He was pampered to the max! She gave him lots of active play time and long walks, and even did some ... (more)"

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18. Waverly Verified Background Check

Soon to be Dr. Wave!

Grand Boulevard, Chicago, IL, 60653

Dog Boarding

"Waverly was very responsive and nice. We felt very comfortable leaving our furbaby in her care. We are happy to say we found a permanent dog sitter until she... (more)"

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19. Romeo Verified Background Check

Energetic and Positive Animal Lover

Near South Side, Chicago, IL, 60616

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

"Romeo was AWESOME! He sent lots of pictures regularly and was very responsive. This was our first time boarding our dog at someone else’s home and we felt ve... (more)"

Confirmed availability
Thanksgiving
20. Ashley Verified Background Check

I like BIG dogs and I cannot lie..!

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)"

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: