House Sitting in West Town, Chicago

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

1. Lindsay

Trustworthy, reliable pet-sitter

Humboldt Park, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Lindsay was AMAZING! I'm convinced she became my boys' "new mommy"while I was away! Attentive, responsive and personable, Lindsay helped alleviate any concer... (more)"

2. Sooze

Flexible schedule; Love fetch

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Sooze stayed with Wilson for 5 nights. She sent us great photo updates throughout her stay which is such a treat. She's timely and prompt in her corresponden... (more)"

3. Leah

Loving pet care is here!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Leah was excellent. Took time to visit prior to the time she would be watching my dog and asked all about his habits, preferences, behavior, etc. Spent tim... (more)"

Confirmed Memorial day Availability
4. 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)"

Confirmed Memorial day Availability
5. Karen

Home Full-Time - Love Dogs

Lake View, Chicago, IL, 60613

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

1 repeat client

"I have had the pleasure of knowing Karen Culver for nearly two decades both as a friend and neighbor. We have bonded over our love of dogs, and have care... (more)"

6. 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)"

7. 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)"

8. Cynthia

Dog & Cat Lover / Maybe Whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Cynthia is my new dog walker. Dolly loved her. She sent me multiple pics and videos AND she was just so so so attentive and communicative. I cannot recommend... (more)"

9. Emma

I love being active with dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Emma was so loving to our very special needs pup. She gave her SO much love and attention and we were able to totally decompress without worry while we were ... (more)"

10. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Edilberto was great with Shadow from the first moment. We found a really happy dog when we returned. Edilberto was also really accomodating with out late hou... (more)"

11. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Mackenzie is fabulous! I highly recommend her, she always on time and great at updating me and communicating while I am gone. Niko loved her and she will be ... (more)"

Confirmed Memorial day Availability
12. Jennifer

I brush my dogs teeth everyday!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"I think that someone who wants to take a job of walking dogs needs to know dogs and their different temperaments. Jennifer is the proud “mother” of two dogs ... (more)"

13. Chelsea

Let me be your pet's best friend!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Chelsea was great with Liv! She was happy to do a meet and greet ahead of time so I could give her the run down on Liv, and was easy to work with setting up ... (more)"

Confirmed Memorial day Availability
14. 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)"

15. Alexa

Experienced and Trustworthy

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Alexa stayed with my rambunctious puppy and two cats. I knew when I met her at our meet and greet that she would do a great job! She is super sweet and kind,... (more)"

16. 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)"

17. Laura

Capable, Caring Dog Lover

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Laura and Aaron were absolutely amazing. They exceeded every expectation. Laura came prepared with questions and was incredibly thorough. She loved our puppi... (more)"

Confirmed Memorial day Availability
18. 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 dogs. He is always our first call when we are going out of town to dog sit. Our pup actually requires a bit of extra attention because of s... (more)"

19. Jess

I can bring your dog to work!

Logan Square, Chicago, IL, 60622

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

4 repeat clients

"If you are looking for someone who is going to spend ACTUAL time with your pup while you are away, look no further! As new doggie parents to one hyper corg... (more)"

20. Cris

mindful & fun + trustworthy & tIdy

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Cris was EXCELLENT! We have never used a dog walker before or any overnight service for our pets so we were initially worried to try it out. She stood out am... (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.