House Sitting in Loop, 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.
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1. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel did a super job home-sitting with our golden retriever, Mollie, and young goldendoodle, Leo. She covered every detail and most importantly genuinely lo... (more)"

2. Alina

flexible schedule & friendly

West Town, Chicago, IL, 60622

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

"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)"

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3. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Rachel was extremely professional and provided updates and photos. She took personal attention to making sure my dog was comfortable and doing good. Would de... (more)"

4. Tara

Care for your dog like my own

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Tara was fantastic and went above and beyond expectations. She sent many updates and pictures/videos. My dog went on adventures w/ her, and seemed quite happ... (more)"

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5. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"I was very impressed by how easy Krystina made this for me. She was very responsive, took great care of the pets, sent pictures often, and left my home spotl... (more)"

6. Hailey

Experienced ASPCA volunteer!!

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

"Hailey did a great job with my Dogs. And even gave special attention to my puppy, because he’s still in the training stages. Thanks for taking my last minute... (more)"

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7. Victoria

Dog Loving Recent Graduate

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"Victoria was a great sitter for our pup! She was available on short notice (over a holiday weekend) and was extremely attentive to Miley, walking her and pla... (more)"

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8. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Eddie was outstanding! He genuinely cared about our dogs and was completely trustworthy and capable. One of our pups has anxiety issues and they can both hav... (more)"

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9. Alli

Home full-time

Loop, Chicago, IL, 60601

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

"Alli was wonderful and took great care of my dog! Thank you for taking care of her when she was not feeling her best. I appreciate it!! (more)"

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10. Braidy

Staycation for Fido

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits, Dog Walking

"Braidy is an awesome puppy sitter, she is obviously a great lover of animals and this was apparent instantly when myself, my wife, and our two Frenchies Hank... (more)"

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11. Maria

I will treat your dog like I do min

Near North Side, Chicago, IL, 60610

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

"Maria is the definition of Love, Care, and trust when thinking of relationship with a pup. She has taken care of my puppy for weeks at a time and I always ... (more)"

12. Amanda

Lots of time to walk your fur baby

West Town, Chicago, IL, 60642

House Sitting

"Amanda was amazing! She took such good care of our dog and he absolutely loved her. We got tons of adorable pictures and just could not have asked for a more... (more)"

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13. Julio

Let’s go have a PAWesome time!

Near West Side, CHICAGO, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Julio was wonderful and super flexible with my schedule. I appreciated the pictures and updates he sent. My dog had a great time and I would be happy to book... (more)"

14. Kelyn

The Dawg Whisperer!

Near North Side, Chicago, IL, 60611

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

"Kelyn is an amazing dog-sitter. He's caring, responsible, and always very attentive to pets. He thoroughly enjoyed playing with my dog and made sure he got h... (more)"

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15. Tana

Loving care when you are not there

Loop, Chicago, IL, 60601

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

"Taz had a great weekend with Tana! She followed all my instructions for his care and she sent me plenty of photos and updates. I'd highly recommend her! (more)"

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16. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"Mackenzie was amazing. I booked her for a day-long sitting but while I was out of town, my dog became sick. She was extremely communicative, put up with my f... (more)"

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17. Blake

I'll treat your dog like royalty

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"Blake was AMAZING! My dog sitter last minute cancelled on me and within a few minutes Blake responded and was able to watch my dog for a couple of days. He t... (more)"

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18. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

"Another amazing stay! Bridget is absolutely the sweetest. She provides ongoing communication, which we greatly appreciate from afar, and we trust her implici... (more)"

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19. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Karolina did a fantastic job taking care of our pups while we were away for the weekend! One of our dogs is a puppy and can be a handful and the other is on ... (more)"

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20. Celeste

Dogs are just the best.

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Celeste was amazing!! She sent updates of every visit and was incredibly patient with my 10yr old Lab. Even from the pictures I could tell they had a blast w... (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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.