House Sitting in Calumet Heights, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

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

"I recommend Alex to be a Dog walker and sitter on Rover since he is very punctual and always keeps his commitments. I am sure he will take great care of any ... (more)"

Confirmed 4th of July Availability
2. Thandaway

Pre-vet student majoring in cuddles

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"Thandaway is my daughter and she has been the owner and care taker of two dogs here at home. She has always loved animals and has decided to make veterinaria... (more)"

3. Kennaira

I’m a dogs BestFriend❤️

Riverdale, Chicago, IL, 60827

House Sitting, Drop-In Visits, Dog Walking

"Kennaira is a great dog care taker. I don’t have pets but I see how much she care for her dogs. She is very gentle with them, she handles her pets affectiona... (more)"

4. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

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

"Dwight has done a wonderful job with my dog and my best friends dog when he offered to take them both at short notice. The dogs loved him and he sent a phot... (more)"

5. Diamond

All dogs welcomed!

South Deering, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Diamond currently has a pitbull and she shows extreme compassion and responsibility when it comes to her dog, so I’d say she’s definetly fit for the job! (more)"

6. Katlyn

Consistent & Loving :)

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Katlyn was great, coming to meet Blue before our trip. Blue loved her and we felt comfortable leaving her to go on our trip. She was very respectful of our a... (more)"

7. Nastia

Loving home for your dog!

Hyde Park, Chicago, IL, 60615

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

About: My family has taken care of dogs since before I was born. I had a beautiful golden retriever for twelve years who unfortunately passed away recentl... (more)

Confirmed 4th of July Availability
8. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

9. Blanca

Large yard, with fence and 4 parks!

Calumet Heights, Chicago, IL, 60617

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

"I have worked with Blanca in the past and she is a very smart, responsible, always positive young lady. She's a nice girl that will always do the job to the ... (more)"

Confirmed 4th of July Availability
10. Khat

Pup Nation

South Shore, Chicago, IL, 60637

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

About: Nowadays it's hard to find a genuine pet lover like yourself. Someone that's able to show the same "tlc" and attention that you give your little f... (more)

Confirmed 4th of July Availability
11. 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 4th of July Availability
12. Jacqueline

Giving Dog Lovin' and Care

South Side, Chicago, IL, 60643

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

About: Greetings, I'm Jackie. I am dog lover with 2 years experience caring for dogs. Walking, sitting, playing, feeding and nursing- I do it. As of no... (more)

13. Mondisa

Dogs are people too!

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

"Mondisa is one of the best dog sitters I know. What I think makes her such a great sitter in that she gives the dog so much attention. She naturally loves ... (more)"

14. Kyler

Full time dog lover of all breeds

Grand Crossing, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I’m home full time and have a dog of my own (one of the many dogs I have owned before) but he currently can’t stay with and I miss loving dogs. I’... (more)

15. Joy

Your Dog Will Be Loved!

South Shore, chicago, IL, 60610

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

"Joy is the sweetest and most caring person I have met! She is a natural with dogs and they are just drawn to her and love her! (more)"

Confirmed 4th of July Availability
16. Jasmine

I love being active and involved

South Shore, Chicago, IL, 60649

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

About: I have two dogs of my own so I understand how to care and give each dog the amount of attention they deserve. I am always available during the day ... (more)

17. Kierra

Full time and energetic!

Avalon Park, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Kiara is awesome! She’s punctual and when I need her to assist me with my dogs I know I can count on her to treat them with love and affection! She’s a natur... (more)"

Confirmed 4th of July Availability
18. Samone

I went to school for this! :)

Grand Crossing, Chicago, IL, 60619

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

About: My experience with pet health care started very early on as a child, as my mother was a Veterinarian Technician, and allowed me with an abundance o... (more)

19. Harry

Dependable reliable dog sitter

South Chicago, Chicago, IL, 60617

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

About: I Currently working for a non-for profit in which people receive service dogs depending on their disability. I fully understand the importance of c... (more)

Confirmed 4th of July Availability
20. Megan

Animal lover ❤️

South Chicago, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

About: I have owned and taken care of all different kinds of dogs sense I was a little girl. I am able to assist in training your dog or puppy if you are ... (more)


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

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.