House Sitting in West Town, Chicago

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

1. Nicholle

Professional Dog Lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits

3 repeat clients

"Nicholle was great, she made me feel very at ease with leaving my dog with a stranger for the first time - went out of her way to meet my dog weeks before ou... (more)"

2. Jennifer

Responsible and friendly dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

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

3. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

8 repeat clients

"Bridget was fantastic with our puppy Hank who has bad separation anxiety. She asked a lot of questions about his routine and made sure he was comfortable whi... (more)"

4. Ashley

Love ALL dogs; available weekends.

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Ashley has always loved dogs and is great with our family dog. She has been the one to bathe our poochy and administers medicine whenever it is needed. Ash... (more)"

5. Tara

Walking companion needed

Avondale, Chicago, IL, 60618

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

1 repeat client

"Tara was our first experience with Rover and she didn't disappoint! She worked with us to schedule a last minute house sitting over the holiday, responding t... (more)"

6. Sooze

Flexible schedule; Love fetch

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits

3 repeat clients

"Sooze took care of my dog Ralphie for 5 days while I was on vacation. Being the spoiled pup he is, he's not used to being left alone for more than a couple h... (more)"

7. Brian

Brian and Sheila's Humboldt Bark

West Town, Chicago, IL, 60622

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

12 repeat clients

About: Hi our names are Brian and Sheila! We have over 15 years of experience with all types of dogs and would love to meet your cuddly bundle of happines... (more)

8. Connor

Give your pup a vacation!

Logan Square, Chicago, IL, 60647

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

2 repeat clients

"Connor has always been an animal lover and believes that dogs are important family members. He has a kind, loving heart and dogs are drawn to him wherever he... (more)"

9. Jessi

dog loving gradstudent in West loop

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jessi was great! She was timely, communicative and our pup clearly loved her! She sent photos and updates throughout the visit. We will use her again! (more)"

10. Ivana

College student who loves dogs!

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Ivana is the best! She's so sweet and professional. She took great care of our golden retriever Henry! Thanks Ivana! (more)"

11. Ashley

You'll get ALL the puppy pics! :)

West Town, Chicago, IL, 60642

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

2 repeat clients

"Ashley was so sweet with Theodore! She sent us tons of pictures and videos (which we loved) she even had a fun new toy for Theodore to play with :) Theodore ... (more)"

12. Bea

I'll keep your dog happy and safe!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Bea was great. She stayed at my house to watch alba and I could tell she was very well taken care of! It was extra helpful that she was willing to give her m... (more)"

13. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Emily is AMAZING! She took fantastic care of our energetic husky/shepherd mix, Buckley, and left our home cleaner than she found it! Her communication was ... (more)"

14. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Great with the dogs and very caring. She even washed the sheets and cleaned up the apartment before leaving! I would definitely recommend, and I'm pretty pro... (more)"

15. Veronica

I'll love your pets like my own!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Veronica responded within the hour when I reached out for pet sitting and was able to come for a meet and greet just a few days later. She asked all the righ... (more)"

16. Allison

Pets are Family! I treat’m that way

West Town, Chicago, IL, 60622

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

"Allison took great care of my little guy Bolt while I was gone over the weekend! I'll definitely hire her again for my next trip. Thx Allison! (more)"

17. Leah

Energetic Moody student

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"This is the second time that Leah has watched our dog for us, and she did an absolutely fantastic job. She's a great communicator, prompt and on time, and ou... (more)"

18. Cris

reliable! fun! mindful! will run!

West Town, Chicago, IL, 60622

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

10 repeat clients

"Cris was wonderful! She took great care of our pups and kitten and sent us plenty of pictures! We knew they were in great hands. (more)"

19. Natalia

Student with flexibility and energy

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Natalia is a very professional, smart, responsible young lady. She babysat for my daughter from the time that she was 8 until 12, as well as my two furry fr... (more)"

20. Erin

Dog Loving College Student

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Such a relief to find someone to take care of my two dogs. Erin responded quickly to all my texts, and I felt very comfortable having her in my home. I wil... (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 Quick Match walk users.