House Sitting in Grand Boulevard, Chicago

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

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1. Maeve Verified Background Check

Flexible schedule, big fenced yard!

Hyde Park, Chicago, IL, 60637

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

"Mauve was so sweet and accommodating. Not only was she timely and responsive, she was also flexible when I told her I would be late coming home. My dog seeme… (more)"

2. Nataya Verified Background Check

Loving care when your not there!!

West Englewood, Chicago, IL, 60636

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

"Nataya did such a great job with dixy my cat. She really feels comfortable with her so I'll be booking Nataya again I when I leave town. (more)"

3. Crystal Verified Background Check

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits

"Crystal was superb with our fur babies during our vacation and she provided us with as much communication as we needed when checking in. If we could give more… (more)"

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4. Pamela Verified Background Check

Dogs are four legged best friends

Grand Boulevard, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Pamela is a wonderful dog owner and caregiver. She is a yorkie mom and loves to interact and spoil her baby. Seeing her interact with other dogs makes me reali… (more)"

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5. Maddie Verified Background Check

Certified Dog Lover🤍 🐶 🐕

Loop, Chicago, IL, 60605

Dog Boarding, House Sitting, Dog Walking

"Maddie was great! Our pup has had trouble crate training and we needed someone to be at our house for a while while we were gone. Maddie was professional and w… (more)"

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6. Anna Verified Background Check

Your friendly & helpful neighbor

Loop, Chicago, IL, 60607

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

About: Hi, my name is Anna. I’m so glad you came across my profile. 🙂 I’m a marketing professional who’s working from home fully remote. I have been sur… (more)

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7. Mariam Verified Background Check

I am Home full-time, flexible hours

New City, Chicago, IL, 60609

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

"I’ve known Mariam for a good amount of years, she’s always been passionate about caring for dogs. I trust and know my dogs are in good hands with her. She’s th… (more)"

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8. Kayla Verified Background Check

Enthusiastic Dog Loving Caregiver

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Kayla was extremely professional from the very start of the booking. She did an excellent job communicating with me during her stay. I would highly recommend K… (more)"

9. Lizbeth Verified Background Check

I can't wait to meet your bff!

Brighton Park, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

"Both of our dogs took to Lizbeth very easily. She sent us photos and gave us updates on them. I have an older dog and she gave her loving when she tripped and … (more)"

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10. Nikki Verified Enhanced Background CheckRover 101

Trustworthy, respectful, and fun!

Near South Side, Chicago, IL, 60616

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

"Nikki is an excellent dog sitter! She kept us informed with pictures and texts. Our old girl was happy and healthy and our home was well cared for. I would re… (more)"

11. Brittany Verified Background Check

Happy pup happy life!

Douglas, Chicago, IL, 60616

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

"Life can be hectic with 3 dogs, but I know that when I need pet sitting needs Brittany is all there to take care of my babies! She goes above & beyond! You wil… (more)"

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12. Rachel Verified Enhanced Background Check

I love playing & caring for animals

Bridgeport, Chicago, IL, 60616

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

About: Hey, I’m Rachel and I’ve owned pets my whole life. I have one dog of my own at my family home and a cat that I’ve had almost my entire life (16 and s… (more)

13. Masheika Verified Background CheckRover 101

Crazy cat lady who loves dogs!

Hyde Park, Chicago, IL, 60615

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

"Masheika is one of the most enthusiastic caretaker a pet parent could ever have. She is well educated in pet care and I learn so much from her. She genuinely c… (more)"

14. Kat Verified Background CheckRover 101

Scientist who LOVES DOGS

Woodlawn, Chicago, IL, 60637

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

"Kat was a fantastic dogsitter! Our rather anxious, elderly dog, Luna, warmed right up to her, and she communicated regularly during her stay, sending photos an… (more)"

15. Shay Verified Background Check

Social Pet Butterfly,Here for Dooty

Kenwood, chicago, IL, 60615

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

"Shay is great with animals! She’s always very friendly with them, and is very good at understanding their personalities too. She would be great with any pet. (more)"

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16. Chloe Verified Background Check

I vow to love your pets as my own!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

About: Hi Pet Parents! My name is Chloe and I’m a 19 year old Chicagoan and student! Starting from a young age, I’ve had an undeniable connection with anim… (more)

17. Francesca Verified Background Check

Enthusiastic pre-vet student

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits

"I have known Francesca her entire life and she has always had an affinity for animals of all kinds, large and small, having been raised around dogs and horses.… (more)"

18. Roxy Verified Background Check

Dogs are a humans bestfriend.

Hyde Park, Chicago, IL, 60615

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

"Roxy is a very responsible dog walking always on time very dependable she took very good care of my dog when she toom my dog on walks my dog loves her walks wi… (more)"

19. Derek Verified Background Check

I go above & beyond for pets.

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

About: I’m a animal and people person. I graduated from community college with an Associates in theatre arts. I’m available Tuesday’s, fridays and weekends.… (more)

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20. Taylor Verified Background Check

Only the best for your loved one

Hyde Park, Chicago, IL, 60615

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

"Taylor took great care of my dogs while I was out of town. I’ll definitely be calling on her for future care of my fur babies! Thanks again Taylor! (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.