House Sitting in Portage Park, 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.
Dismiss
1. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Darian was great! I needed a last minute dog sitter, so I contacted her through Rover and she promptly responded. We arranged a time for her to come by my... (more)"

2. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Jana was really great for an in-home stay with the pup during the day. She arrived early enough before the agreed upon arrival time to get care info and grab... (more)"

3. Darian

I love all furry friends!

Avondale, Chicago, IL, 60641

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

About: I am currently in my senior year of college at columbia college chicago, majoring in theater! I grew upin a small town in the upper peninsula of mi... (more)

4. Anna

I just love dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"I have known Anna for many years, and her love of animals- but especially dogs, has always been an integral part of who she is. She has her own rescue dog wh... (more)"

5. Emily

Pooch lovin' lady!

Dunning, Chicago, IL, 60634

Dog Boarding, House Sitting

"You always want someone who will care for your dog as much as you do, and Emily is exactly that person. She is a huge dog lover and will care for every dog w... (more)"

Confirmed Holiday Availability
6. Devine

benevolent, disciplined, dedicated

Portage Park, Chicago, IL, 60641

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

"Devine is fantastic with my dog Nova. She started watching Nova when she was just 3 months old and she couldn't love her more! She began watching Nova in my... (more)"

7. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

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

4 repeat clients

"Sebastian was great. Took wonderful care of my dogs and sent me updates every day. I will definitely be using him again! (more)"

8. Kathy

Lover of all dogs!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

About: I offer a wide range of services and my hours are very flexible . I'm in school (online from home) so I can be at your services whenever you need! ... (more)

9. Alli

Lover of all pets!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I cannot expect a better sitter than Alli. I would highly recommend her if you need extra help. She is good with puppies and also took good care of mine. Tha... (more)"

10. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amber was wonderful with Bailey. I was visiting Chicago with Bailey from Texas and need someone to watch him. Bailey immediately went to her and loved her!... (more)"

11. Lauren

Your pup is my priority!

Irving Park, Chicago, IL, 60618

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

"Lo was my housemate in college. I had a German Shepard named Gretchen that she pretty much adopted. Lo was pretty much a co-dogparent with me. Helping me kee... (more)"

12. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"I am a real estate broker and occasionally need to travel for work. I hired Anna to watch my pup Sammy, the light of my life, while I was out of town for 2 w... (more)"

13. Avery

Fun-loving, outdoorsy, and flexible

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Avery absolutely adores dogs! He continuously plays with my dog and takes her out for bathroom breaks and/or more exercise. My puppy is always excited to see... (more)"

14. Liz

Passion for all pups!

Irving Park, CHICAGO, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Liz is loyal and compassionate. Whenever I have needed someone in a pinch Liz has been there. She has a kind heart and just wants to do good by everyone. I t... (more)"

15. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"There is not enough praise I can offer for Debra and Megan's care for our two dogs. They stayed at our home with our pets. They sent pictures at least twice... (more)"

16. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

9 repeat clients

"Amy was great! We were only gone one night but she provided a text message update with photo and left a detailed note about her visit. Felt very comfortable ... (more)"

17. Whitney

Grew Up with 9 Dogs, Responsible

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"She was awesome! Always quick to put our minds at ease! Thank you thank you thank you :) (more)"

Confirmed Holiday Availability
18. Bob & Ginger

Never Alone!

Norwood Park, Chicago, IL, 60656

Dog Boarding, House Sitting, Doggy Day Care

20 repeat clients

"Ginger responded quickly to our last minute need and even shuttled the dogs back and forth. She kept me updated on how and what they were doing and did a lot... (more)"

Confirmed New Years Availability
19. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy took great care of our two dogs over the holiday weekend! Sent us pictures and updates and had no issues while we were gone. The house was just as we le... (more)"

20. Stacey

Loving Pet-Sitter w/ Vet Experience

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Stacey was so patient and wonderful working with us so last minute. She definitely has a love for animals and it shows. We could tell everyone was well car... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Home owners love Chicago house sitters on Rover. 9,532 owners have reviewed sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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.