House Sitting In Near West Side Chicago

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

1. Liz

Flat rate for any number of pets!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits

2 repeat clients

"First off, just want to say how much we appreciate Liz being available on such short notice and for a holiday weekend!! My bf and I decided to try and make a... (more)"

2. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I highly recommend Owen. He took wonderful care of my pup Abbey. He is considerate and communicative. He sent many pictures and updates while I was away. I... (more)"

3. Tom

Have Cuddles, Will Travel!

Logan Square, Chicago, IL, 60647

House Sitting

21 repeat clients

"Tom is fantastic! I have 4 (yes 4) senior dogs ranging from 13 to 85 pounds. Each dog has its own personality quirks and quips, nice way of saying they can b... (more)"

4. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Eddie was an amazing sitter and is a great all around guy. Was super flexible when my flight out of town had some hiccups. My pups loved him, too! (more)"

5. Braidy

Staycation for Fido

Near North, Chicago, IL, 60610

House Sitting, Drop-In Visits

5 repeat clients

"Bella had a blast with Braidy!! Thank you, Braidy so much for all the special attention you gave her! Bella looks forward to another vacay with you soon!! (more)"

Confirmed available next weekend (Jul 27 - Jul 30)
6. Tara

It must be puppy love!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Tara and I started Rover as a way to get my fur baby fix as well as earn additional income. I grew up with a beagle at ho... (more)

7. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Krystina was terrific! She house sat our dachshund for a long weekend. She was great with communication, played with Jordy a lot and left the house cleaner t... (more)"

8. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Payal watched Nico for us while i was out of town for the day. Needless to say, she did a great job and pretty sure Nico had an awesome time! Payal was ... (more)"

9. Frances

Compassionate, Fun Loving & Active

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Frances was great with my two crazy dogs!! This was my first time using Rover and Frances stayed in my house to watch my two big and rambunctious dogs. It i... (more)"

10. Maria

I'm a professional dog whisperer :)

South Lawndale, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Maria is awesome! She has taken care of my pups twice now, and they absolutely love her. She gives them all the attention they need, and makes sure that my a... (more)"

11. Amelia

I love long walks with a dog.

West Town, Chicago, IL, 60622

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

"When my dog, Huckleberry, is being walked or watched by Amelia, I always feel at ease because I know he's in the best hands. She spends extra time taking him... (more)"

12. Jessica

Experienced Dog Caregivers & Lovers

Near West Side, Chicago, IL, 60612

Dog Boarding, House Sitting

29 repeat clients

"We were very pleased with Jessica dog sitting in our home! Jessica was trustworthy, clean, and respectful of our belongings. She took our pup on long walks d... (more)"

Confirmed available next weekend (Jul 27 - Jul 30)
13. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Karolina was great. She kept me updated while I was away and my dog lover her company! I would definitely repeat. (more)"

14. Jillian

Reliable,compassionate,experienced.

West Town, Chicago, IL, 60622

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

2 repeat clients

"Jillian was a wonderful pup sitter. My dogs loved her from the moment they met her. She sent me daily updates about her visits with pictures included. She sp... (more)"

15. YONGLE

South loop dog lover

Loop, Chicago, IL, 60605

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

16 repeat clients

About: Hi, My name is Yongle. I am a South loop resident and am living in one of the dog-friendly high rise buildings. I am currently studying at Loyola U... (more)

16. Caitlin

West Town Dog Sitter!

West Town, Chicago, IL, 60642

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

6 repeat clients

"Caitlin was awesome with Stevie from the moment she walked in for our meet & great! She kept us informed all weekend about his behavior, habits, and sent the... (more)"

17. KC

Loving Pet Sitter/Nursing Student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"KC watched our 4 month old puppy, George, while we were away for the first time since we brought him home. I was so nervous leaving our little guy behind, bu... (more)"

18. Allison

Beloved pet care for your dog!

Near West Side, Chicago, IL, 60661

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

"Allison is a caring, dependable, compassionate professional whom I have known for 7 years. In the time I have gotten to know her, she has proven herself to b... (more)"

19. Kat

Quality care for our fur babies

Lower West Side, Chicago, IL, 60608

House Sitting

"Kat has been the best dog sitter I have came across. It is most important for me to find a trustworthy, responsible and friendly person, and Kat is exactly t... (more)"

20. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Dog Walking

6 repeat clients

"This was our first time hiring a pet sitter and Catherine was amazing! Both animals were well taken care and we could not be more pleased! Will definitely be... (more)"

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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.

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.