House Sitting in Portage Park, Chicago

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

1. Marina

Northwest Castillo Vacay Household

Jefferson Park, Chicago, IL, 60630

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

About: There are a total of 5 of us in the house, meaning that your dog will never be left alone for more than 30 minutes in a day! We have a big backyard... (more)

2. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

13 repeat clients

"Autumn is fabulous with dogs, and especially my Oliver. She took him to the park and on long walks daily, sending me photos along the way. I know he is alway... (more)"

Confirmed Easter Weekend Availability
3. Victoria

Happy animals make me happy

Lincoln Park, Chicago, IL, 60614

Dog Boarding, House Sitting, Drop-In Visits

"Tori has been a dear friend of mine for over 5 years. We first bonded in college over a love of pets, and in my time knowing her, that love has only grown. S... (more)"

4. Genesis

And God said.. "let there be dogs!"

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Genesis went beyond my expectations. She took care of Duncan my rescued anxious dog & she did wonderful. She gained our trust very quickly. I hope she wan... (more)"

5. Alexa

Treating your pup as my own!

Niles, IL, 60714

House Sitting, Drop-In Visits, Dog Walking

"Alexa recently stayed with Riley during a trip out of town for the weekend. Riley had a great time with her and was a happy dog when we returned! We felt ver... (more)"

6. Jennifer

I miss owning a dog but can't now

Irving Park, Chicago, IL, 60641

House Sitting

"We have had Jennifer dog sit for us many times. She is so good with dogs. Our Rosie is a little skittish around people she does not know but Jennifer is gr... (more)"

7. Alejandra

Flexible & Friendly Demeanor!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

About: My old roommate's job had her traveling constantly so I started taking care of her co-worker's beagle. She had such a great experience that she spr... (more)

8. Sierra

I am caring and in a love for dogs!

Elmwood Park, IL, 60707

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

5 repeat clients

"Sierra was a delight to have stay in our home and take wonderful care of our Mia. She stayed in contact with pictures and Mia just loved her. So do we. We wi... (more)"

9. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nicole is awesome! I highly recommend her house sitting services. I came home from my trip and while my Zoe was happy to see me she immediately started look... (more)"

Confirmed Easter Weekend Availability
10. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber was a great house sitter! She was very thorough in the care of the dogs, tidy with the home, and a clear communicator. She sent daily updates and pictu... (more)"

11. Mary Ellen

Kind, friendly, responsible,active!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mary Ellen house sat Cooper while my boyfriend and I went on a week-long trip between Christmas and New Year's. She is amazing! Great communication, extrem... (more)"

12. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting

3 repeat clients

"Jose was phenomenal with my little Lola! He is so sweet and caring towards any dog type, and really knows his stuff about dogs! He was able to work around a ... (more)"

13. Andrea

I'm a genuine dog lover!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Great sitting experience! Andrea watched our pittie Bonnie at our home and sent photos and updates of our Buns regularly while we were away which really put ... (more)"

14. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy was great with Dante. As a new dog (2 weeks since he came home with me), she kept on top of his schedule well, and sent me pictures and tons of updates.... (more)"

15. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Deb was awesome! My fur kids have never been in better hands. I have a deaf dog who is also a bit reactive and a chi-mix who can get very lonely. ..when we c... (more)"

16. Jen

Dog walking! Love large breeds!

Norwood Park, Chicago, IL, 60630

House Sitting, Dog Walking

About: Would love to take your dog for a walk or jog and play fetch! I grew up with St Bernards, so I am used to large dogs and am quite the dog lover (bu... (more)

17. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

10 repeat clients

"Amy was awesome!! Super accommodating with our schedules and sent us pics and updates regularly!! We already have her booked for 2 more upcoming trips :) (more)"

18. Kelly

Responsible caring reliable

Albany Park, Chicago, IL, 60625

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

About: Because I myself am a dog owner as well for years have taken care of my roommates' dogs and family members and friends dogs. I care about the well ... (more)

19. Maria

Great Love and Attention with me

Jefferson Park, Chicago , IL, 60646

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

1 repeat client

"Maria is not just a dog lover,she is an animal lover! My 14 year old dog Jake absolutely hates water, let alone a complete bath! But he doesn't mind so much ... (more)"

20. Luis

CPR and First Aid certified Cat/Dog

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Luis was wonderful and took great care of our Boston Terrier, Charlie since he was only 4 months old. He sent me pictures and was very communicative. We look... (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.