House Sitting In Near South Side Chicago

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

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1. Sienna

I'll treat your dog as my own!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Sienna did a wonderful job, and kept me updated the entire home stay with photos and videos. I had to leave Ruby for an evening after her recent Spay surgery... (more)"

2. Reese

College Student - Lots of Free Time

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits

"Reese was awesome with our 2 dogs. Henry and Deets loved having her spend time with them when we were away. It was comforting to know they were well cared fo... (more)"

3. Shannon

Positive and energetic dog lover!

Near North Side, Chicago, IL, 60610

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

"Kinzie liked Shannon right away! She was very responsible, nice, energetic, and seemed happy to sit Kinzie. Got lots of cute pics and could tell they were... (more)"

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4. Steve

Cats, Other Pets, Medical Needs Too

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Steve was super flexible with us after we initially reached out to have him dog sit in our home, and then to asked instead for a last minute change over to o... (more)"

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5. Breanna

Lots of love & good pictures!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Brea was so great with my lab pup! Being away from my little guy for the first time was hard, but she kept the updates (and photos!) coming so I could see ho... (more)"

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6. Alyssa

Dog Lover w/ Dog Park Nearby!

West Town, Chicago, IL, 60642

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

"Alyssa is one of the biggest dog lovers I know! She grew up with many dogs in her family and learned responsibility for dogs from a young age. I have a tripa... (more)"

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7. Ashley

Trustworthy experienced caregiver

Lower West Side, Chicago, IL, 60608

House Sitting

"Ashley did a great job watching our 2 beagles while we were out of town. Daily updates and the cutest pictures. Will definitely book her again. (more)"

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8. Michelle

I love to run and go on hikes

Loop, Chicago, IL, 60606

House Sitting, Drop-In Visits, Dog Walking

"Michelle is awesome! My pups absolutely adored her! They took to her right away which made me feel comfortable leaving her in charge while I went on vacation... (more)"

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9. 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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10. Silvia

Loving and Experienced Dog Sitter

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

About: None (more)

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11. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel was wonderful! We have two older dogs who we worry about leaving but she took great care them. She kept up with their meds including tricky eye drops... (more)"

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12. Zach

Your Dogs Best Friend

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits

"Very loyal and trustworthy. Zach is always on time and the dogs look forward to his visit. He always carries treats for the dogs in his pocket and they get s... (more)"

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13. Kirste

Fred Anderson Dog Park next door.

Near South Side, Chicago, IL, 60616

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

"Kirste has been an animal lover since I've known her. My dog loves her! She's caring and loving and all dogs take to her immediately. She would be great in m... (more)"

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14. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

"Imani was a godsend! I was days away from a five day trip with no dog sitter lined up. She swooped in and expertly cared for my three giant beasts. Thanks Im... (more)"

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15. Natalia

Energetic Dog Walker!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Natalia is a very compassionate and responsible young lady. She has helped me care for numerous foster dogs in the past years, as well as caring for our own ... (more)"

16. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Eddie house sat my dog Bentley for a night. My husband and I have never used a sitter before so we were anxious but Eddie had no problem answering lots of qu... (more)"

Confirmed availability
This weekend
17. Nakana

I love dogs and being with them!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Nakana was amazing with our three dogs, Kai, Mak, and Cooper. Our three dogs ranged in size from 30 to 70 pounds, 2-6 years. They are not the most well behav... (more)"

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18. David

Caring for other's dogs since 1990

Bridgeport, CHICAGO, IL, 60608

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

"David is great. It is obvious that he loves animals. We were very comfortable having David stay at our place and watch our two dogs. He communicated well ... (more)"

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19. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Collin is my first experience with Rover and I couldn't be more pleased. Using Rover came with short notice and I worried that would create a problem. Coll... (more)"

20. Jaureese

Giving dogs the love they deserve

Loop, Chicago, IL, 60605

Dog Boarding, House Sitting

About: None (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.