House Sitting in Grand Boulevard, Chicago

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

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1. Gabriel Verified Background CheckRover 101

Will be cared for like family

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Gabriel took great care of our dog and was a wonderful house sitter! He sent lots of photos from the walks. I would absolutely work with him again. (more)"

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2. Meghann Verified Background Check

I love your pets like my own

Lower West Side, Chicago, IL, 60608

House Sitting, Dog Walking

"Meghann and Paxton are quickly becoming BFFs! He is all tail wags when she arrives and I know she takes him out at the routine times for ball playing and wal... (more)"

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3. Shaley & Melissa Verified Background Check

Friendly petcare by med student duo

Hyde Park, Chicago, IL, 60615

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

"Loved seeing all the pics and videos!! Thanks again for taking care of my lil guy! ? (more)"

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4. Paryssa Verified Background Check

Experienced Pet Aficionado

Hyde Park, Chicaho, IL, 60615

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

"I would like to strongly recommend Paryssa as a dog caregiver. Paryssa has always had a natural affinity for dogs. At the age pf seven she convinced her fami... (more)"

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5. Brianna Verified Background Check

Lover of All Things Furry!

Grand Boulevard, Chicago, IL, 60653

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

"Our dog was very well taken care of under Brianna’s watch! She is very responsible and polite! We appreciated that she sent pictures while we were away! (more)"

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6. Naomi Verified Background Check

Loving & responsible pet caretaker

Bridgeport, Chicago, IL, 60616

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

"Having been Naomi's classmate and roommate, I can confidently say that she is one of the most considerate and dependable people I've ever met. She is always ... (more)"

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7. Jaureese Verified Background Check

Giving dogs the love they deserve

Kenwood, Chicago, IL, 60653

Dog Boarding, House Sitting

"Reese is the best! When he first met Jordy you could really tell her cared for animals. He had terrific communication throughout his stay. Everything was ext... (more)"

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8. Allison Verified Background Check

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

"Allison is an absolute pro! This was our first time using Rover and we were so fortunate to get Allison. She not only took fantastic care of our high energy ... (more)"

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9. Qiyamah Verified Background Check

Purr-fect Pet Sitter

Oakland, Chicago, IL, 60653

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

About: Hello! I am a College student pursuing a degree in Entertainment Law. I love to babysit and recently decided to extend my services to our four legg... (more)

10. Tenley Verified Background CheckRover 101

Experienced Dog Owner & Care Giver

Douglas, chicago, IL, 60616

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

"Tenley was an excellent sitter! Vincent was very well cared for and our house was left perfectly cleaned and tidy! We will definitely book again with Tenley. (more)"

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11. Joycee Verified Background Check

Dog care you can rely on.

Kenwood, Chicago, IL, 60653

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

"Joycee is an angel, give her your money! Haha! There’s no need to worry. Joycee goes above and beyond the standard to provide excellent care for your beloved... (more)"

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12. Justice Verified Enhanced Background Check

Trust me, I got you :)

Hyde Park, Chicago, IL, 60615

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

About: Since before I was born, there had always been both small and large dogs in the house and family. From Rottweilers, to Maltese, to German Shepards,... (more)

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13. Ariadne Verified Background Check

The best care for your best friend

Hyde Park, Chicago, IL, 60615

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

"My dog Sammie and I absolutely love Ariadne! She is always kind and caring, very energetic, and always reliable. Nothing but positive experiences every time ... (more)"

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14. Lisset Verified Background Check

Hi I am a college student!!

Hyde Park, Chicago, IL, 60615

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

"Lisset has always been a strong and caring person. She demonstrates love for nature, especially dogs. Lisset is always happy whenever she sees a dog and has ... (more)"

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15. 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... (more)"

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16. Le'Aire Verified Background Check

I love animals and they love me.

Washington Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"I've used Le'Aire several times he did a great job each time he came remotely and walked my dog and he even stayed overnight while I was out of town. I gi... (more)"

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17. Alyssa Verified Enhanced Background Check

Pet lover looking to help

New City, Chicago, IL, 60609

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

"I had the pleasure of working alongside Alyssa in a pet store & I’ve never met someone more caring about animals. She’s cared for injured animals, gave medic... (more)"

18. Jamel Verified Background Check

Active & Dependable Care Taker!

Kenwood, Chicago, IL, 60653

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

"Jamel is timely, reliable and awesome with dogs - from pit bulls to boxers, papillons, and golden doodles. He understands that every dog has a unique persona... (more)"

19. Ryan Verified Enhanced Background Check

Reiki Healer and Dog Lover

Douglas, Chicago, IL, 60653

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

"Ryan is punctual, responsible, and loving. As a housemate, he loves to cook meals for the house and is dedicated to having us all partner to make it a clean ... (more)"

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20. Zachery Verified Background Check

A mans best friend

Grand Boulevard, Chicago, IL, 60609

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

"I’ve never met someone that knows more about dogs than Zachery, his been working with dogs for as long as I can remember; at doggie day cares while attending... (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.