House Sitting In Near West Side Chicago

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

1. Lucy

dogs are the best study breaks

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Lucy is wonderful! She has stayed with my dog twice, and she has been so great both times. She does a fantastic job of providing updates, and I have always h... (more)"

Confirmed Memorial day Availability
2. Jennifer

Responsible and friendly dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Jen was great! She kept us updated daily and took great care of our apartment (more)"

3. Tana

Quiet home with lots of cuddles

Loop, Chicago, IL, 60601

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

18 repeat clients

"Tana did a fantastic job watching our two dogs, and was easy to communicate with. She took them to the local park, and took our younger, more spry dog on a v... (more)"

4. Alina

flexible schedule & friendly

West Town, Chicago, IL, 60622

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

15 repeat clients

"Alina has watched my dog at least 30 times over the last two years. I get a little nervous with how small my Chihuahua is with people watching him, but I kno... (more)"

5. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

19 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)"

Confirmed Memorial day Availability
6. Jennifer

I brush my dogs teeth everyday!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"A bunch of friends recommended that Jennifer look into Rover as Jennifer is absolutely in love with dogs. We grew up with two dogs and Jennifer would wake up... (more)"

7. Isabella

I think I was a dog in my past life

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Isabella has watched our dog several times. Our dog is an active boy who needs play time and attention and Isabella has always given him exactly what he nee... (more)"

Confirmed Memorial day Availability
8. Jake

Active Bucktown walker & sitter

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jake was great with our little high-strung min pin. She had so much fun that she cried when he left. He sent many pictures and updates throughout the evenin... (more)"

Confirmed Memorial day Availability
9. Samuel

Home Full Time with a Fenced Yard!

West Town, Chicago, IL, 60647

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

"Sam is great with animals. He is kind and gentle, and is one of those people that animals warm up to very quickly. He has had dogs and cats throughout his li... (more)"

10. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Payal was amazing! It is hard to leave your pet, but she made us feel completely at ease when we were on vacation. Would most definitely recommend!! :) (more)"

11. Austin

Your Dog’s Other Best Friend

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"Austin was amazing with my dogs and they loved him. He makes sure they were safe and played with as much as possible. He also loves them and treats them lik... (more)"

Confirmed Memorial day Availability
12. Morgan

Puppy and dog loving PT student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"No one loves pets quite like Morgan! She is compassionate, kind, and I have no doubt she would care for your pet as if it were her own (more)"

Available this weekend
13. Emily

~ Prices Vary ~

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"I am so glad my friend referred me to Emily and Rover! I just got a little kitten a few months ago named Clark and he cries every time I can’t give him all m... (more)"

14. Nicholle

Professional Dog Lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits

4 repeat clients

"Nichole was wonderful, and I would certainly book her again. Not everyone can handle huge dog’s. She did great and was communicative as well. (more)"

15. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina was such a great over night sitter for our dog Forrest while we went on a long weekend vacation. I did not have to worry one bit about our dog while... (more)"

16. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Krystina was such a great sitter! She was flexible in coming over to meet me and June beforehand, and checked in several times throughout the weekend with te... (more)"

17. Alexis

Your dog will miss me when I'm gone

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"I have known Alexis since she was 9 yrs old!! She was my neighbor for 10 yrs!! She always had a houseful of animals!! She would walk her 3 little dogs around... (more)"

18. Shannon

Energetic and fun pup lover!

West Town, Chicago, IL, 60622

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

4 repeat clients

"Shannon is excellent with dogs and has experience dog sitting our neighbor's golden retriever. She is extremely responsible and reliable. You can definitely ... (more)"

Confirmed Memorial day Availability
19. William

Dog walks rain, sleet, shine, or sn

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits, Dog Walking

"William G is an excellent dog walker. He loves dogs a d dogs love him .He will walk your dog rain or shine, and when it is hot or cold outside. He is good at... (more)"

Confirmed Memorial day Availability
20. Sandra

Available anytime to walk your pup!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have known Sandra for over seven years, and know her to be dedicated, has genuine love for animals, professional and responsible. She grew up in a pet-lov... (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 eviews from pet owners who have used Rover.

* 5 FREE WALKS codes may be used only by new On-demand dog walking users.