House Sitting In Near North Side Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Calendar Recently Updated
1. Michael Verified Enhanced Background Check

Love dogs but prohibited in my apt

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Michael was GREAT! This was my first time booking with Michael and everything from our first meet and greet thru the end of his stay with my V. I. P. (Very I... (more)"

Calendar Recently Updated
2. Carolyn Verified Enhanced Background CheckRover 101

Fun & fit pet-loving female in LP

Lincoln Park, Chicago, IL, 60614

Dog Boarding, House Sitting

"The best! We had an excellent experience with Carolyn! She was very attentive to my little guy and I am pretty sure he loved all the extra play and love! I ... (more)"

Calendar Recently Updated
3. Annie Verified Enhanced Background CheckRover 101

Your Pet's Loving Companion <3

Armour Square, Chicago, IL, 60616

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

"She is very sweet kind. Also easy to communicate. Very quick text back and she send photos and videos which is good. Love! (more)"

Calendar Recently Updated
4. Melanie Verified Enhanced Background Check

Active walks and playful visits!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"This girl is reliable, competent, and has an unparalleled work ethic. Very responsive, too. She responded to my last minute need within 20 min, and went abov... (more)"

Calendar Recently Updated
5. Chani Verified Enhanced Background CheckRover 101

Dogs Love Me!

Near North Side, Chicago, IL, 60610

House Sitting, Dog Walking

"Chani watched Nico while we were at work and did a great job! She was on time and very communicative throughout the day; sending us a lot of pictures. We w... (more)"

Calendar Recently Updated
6. Hannah Verified Enhanced Background CheckRover 101

Experienced sitter I stay overnight

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"6 stars! Hannah is a fantastic sitter! She kept me updated throughout the weekend, left my apartment better than she found it, and kept my pup happy and ent... (more)"

Calendar Recently Updated
7. Meghann Verified Background Check

I love your pets like my own

Lower West Side, Chicago, IL, 60608

House Sitting, Dog Walking

"Meghann is quick to reply and punctual. She babysat my dog in my home and kept her company while we were out. She was able to keep my dog calm and comfortable. (more)"

Calendar Recently Updated
8. Suzanne Verified Background Check

Must love dogs? -- I do!

Near North Side, Chicago, IL, 60611

House Sitting

"Suzanne is quiet honestly THE BEST!!!! My Frenchie Ella LOVES her. She has a great laid back personality, and always trying to be amicable with your schedule... (more)"

Calendar Recently Updated
9. Isabel Verified Enhanced Background Check

Here Comes Your Walker

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Isabel is definitely a responsible and loving dog caregiver. Isabel has taken care of my Dachshund in the past and made sure to provide daily recaps on eatin... (more)"

Calendar Recently Updated
10. Naomi Verified Background Check

I've never met a dog I didn't like!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Naomis is an incredibly amazing do sitter/walker. She has an amazing way with dogs, and they adore her. I have her walk and watch my dog all the time when I ... (more)"

Confirmed availability
4th of July
11. Carly Verified Background Check

Lotta love to give!

West Town, Chicago, IL, 60642

Dog Boarding, House Sitting, Drop-In Visits

"As a first time user to Rover, I was unsure of the process and care I would revive for my pup. Carly was such a trustworthy, helpful, and perfect caregiver! ... (more)"

Calendar Recently Updated
12. Kati Verified Enhanced Background Check

It’s quality pet time in the Loop!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Kati has been a wonderful caregiver to my dog Princess Loki. Kati works hard to give Loki plenty of attention, fun activities and home baked treats while I a... (more)"

Calendar Recently Updated
13. Sophie Verified Enhanced Background CheckRover 101

Must say “Hi!” to every dog!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Thank you so much, Sophie! You were awesome with Charlie and I could tell he was very well taken care of! I hope to be able to book with you again in the f... (more)"

Calendar Recently Updated
14. Melanie Verified Enhanced Background Check

Home full time - close to parks

Near North Side, Chicago, IL, 60654

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

"Melanie is great with our dog and cat! She's very responsive and provides updates along the way. She cares about our pets and they were very relaxed when we... (more)"

Calendar Recently Updated
15. Mariah Verified Background Check

In love with all furbabies

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Mariah watched our puppy for us on Thanksgiving. She was wonderful! She came over a few days prior to meet us and our dog; which I loved. She was kind, punct... (more)"

Calendar Recently Updated
16. Carrie Verified Enhanced Background Check

Experienced dog owner

Near North Side, Chicago, IL, 60610

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

"I’m disappointed that Carrie was already booked the next trip I was taking because we had such a great experience the first time around. Tons of pictures an... (more)"

Calendar Recently Updated
17. Leah Verified Enhanced Background Check

Excited to meet your fur baby

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Leah was great at taking care of our Winnie (our very senior dog who required a very advanced level of care). We always knew Winnie was in great hands when L... (more)"

Calendar Recently Updated
18. Emma Verified Background Check

I give good belly rubs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Emma is very passionate about animals and absolutely adores being around dogs. She has taken care of my dog Jagger a few times and Jagger absolutely adores h... (more)"

Calendar Recently Updated
19. Katherine (Kate) Verified Enhanced Background Check

Cat Lover in the Loop

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"Kate was amazing with my cat Sylvester! I get super anxious about leaving him as he has separation anxiety and epilepsy. As soon as I met Kate for the first ... (more)"

Calendar Recently Updated
20. Genny Verified Enhanced Background Check

Empty Nester longing for more kids!

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

"Genny is simply fantastic and our puppies loved her (as did we!) (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 reviews from pet owners who have used Rover.