Dog Boarding in Calumet Heights, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

Dog Boarding, House Sitting, Drop-In Visits, 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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2. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

"Gunner was well loved and taken care of. The family was so welcoming and I LOVED receiving pictures and updates. I would highly recommend because of the op... (more)"

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3. 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)"

4. Saran

Pampering Pooches with a smile!

Washington Heights, Chicago, IL, 60620

Dog Boarding, Doggy Day Care

"Saran was the BEST dog sitter ever! My Cooper fit right in with the other dogs in her home and she made sure he was comfortable! I was updated with pictures ... (more)"

5. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

"Bob is wonderful with Mickey. Mickey can be a bit wild but Bob has a great way of communicating! Mickey got plenty of exercise and was not anxious at all wh... (more)"

6. 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! Very responsive and kind, and he definitely knows dogs. My pup had a great time staying with him, and I appreciated the daily updates! Will ... (more)"

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7. 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)"

8. Kristal

Your pup's home away from home!

South Deering, Chicago, IL, 60617

Dog Boarding, Doggy Day Care

"I was very pleased with Kristal and her dog sitting service. I felt a great peace of mind knowing my dogs were happy in a home with other dogs. I would def... (more)"

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9. Susan

I love to run + chill with dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

"We used Rover for 3-day overnight boarding, our first experience with the service, and it couldn’t have been more positive. Our pup, Jack, is a little anxi... (more)"

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10. Shekinah

flexible schedule & a big yard

West Pullman, Chicago, IL, 60628

Dog Boarding, Doggy Day Care, Dog Walking

"One of the best dog sitting experiences I’ve had!! Frequent updates, and felt very ok with my baby being in good hands ! (more)"

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11. Marga

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)"

Confirmed availability
4th of July
12. Ashley

Lots of walks- Home full time

Hyde Park, Chicago, IL, 60637

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

"Ashley took really good care of my Roo. She took him out for a walk even when it was rainy! She asked me where he usually sleeps. She let Roo sleep in her... (more)"

13. Joy

Your Dog Will Be Loved!

South Shore, chicago, IL, 60610

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

"Joy has taken care of my dogs Briggs numerous occasions. My family and I love having her take care of my gentle giant. Briggs has some skin allergies so it t... (more)"

14. Jennifer

I will love your dog as my own.

Hyde Park, Chicago, IL, 60637

Dog Boarding, Doggy Day Care

"I was nervous leaving Lilly with someone I did not know instead of boarding her. When Lilly and I met Jennifer, she was so sweet, kind, and loving towards Li... (more)"

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15. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

Dog Boarding, Doggy Day Care

"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)"

Confirmed availability
4th of July
16. Khat

Pup Nation

South Shore, Chicago, IL, 60637

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

"My dog didn't get along with the original sitter's cats while I was out of town.. Khat quickly responded and even went out of her way to pick him up from her... (more)"

Confirmed availability
This weekend
17. Jocelyn

A dog’s best friend!

South Shore, chicago, IL, 60649

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

About: I am very passionate about dogs! I love spending time with them and making sure they are having as much fun as possible while keeping them safe at ... (more)

Confirmed availability
4th of July
18. Precious

South Shore, Chicago, IL, 60649

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

"If I need someone trustworthy person to watch my dog it would be Precious. She’s responsible and very energetic. I would recommend her to anyone that need a ... (more)"

19. Joshay

The ultimate dog walking partner

South Shore, Chicago, IL, 60649

Dog Boarding, Dog Walking

"Joshay watches my puppy Sunny when I go to work. When we had our meet and greet, Joshay had a very warm spirit and took well to my baby Sunny. I highly recom... (more)"

20. Priscila

I'll run with your dog

South Deering, Chicago, IL, 60617

Dog Boarding, Doggy Day Care, Dog Walking

"I've had the opportunity to meet Priscila and enjoyed her work ethic. She is very professional and her attention to detail is exceptional. It should be men... (more)"

Dog owners in Calumet Heights, Chicago, IL turn to dog sitters on Rover 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. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Chicago with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Calumet Heights 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 Calumet Heights, 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 Calumet Heights 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 Calumet Heights, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.