House Sitting in Bridgeport, 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. Laura

Love, care and joy for your dog(s)

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Laura was amazing! Her professionalism and quality care of our little Henry once again put us at ease. Thanks for being so responsive & accommodating on such... (more)"

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2. Megan

Last minute bookings available!

Armour Square, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Megan is a great dog sitter for Oliver and Jake because she not only follows their schedule, she makes sure to have some quality play time with each of them ... (more)"

3. Kat

Quality care for our fur babies

Brighton Park, Chicago, IL, 60632

House Sitting

"Kat was super responsive during the entire lead up to the stay and the whole time she was watching our pup. We really appreciated her promptness and her offe... (more)"

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4. Kiana

Wags While You're Away

Bridgeport, Chicago, IL, 60616

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

"Kiana was a pleasure to have house sit for my Doberman. She spent plenty of time hanging out with him and taking him out to play and exercise. Even when unf... (more)"

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5. Chelsea

Available all day all summer!

Lower West Side, Pilsen, IL, 60608

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

"Chelsea LOVES dogs! I promise that you will not find another person who will care for your dog like Chelsea does. She cares for my dogs on the regular and I ... (more)"

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6. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

"Imani was fantastic and did a wonderful job housesitting Chicle! She was communicative and kept me updated with photos and videos of the pup while they were ... (more)"

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7. Sabrina

Loving life, but loving dogs more!

Near West Side, Chicago, IL, 60608

Dog Boarding, House Sitting

"Sabrina is a WONDERFUL, WONDERFUL puppysitter. Atticus had a blast and has been waiting for Sabrina to come back and play ever since. Sabrina was caring, pla... (more)"

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8. Morgan

I love dogs & dogs love me!

Lower West Side, Chicago, IL, 60608

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

"I would highly recommend Morgan as she has taken care of my dog on several occasions and he just adores her. She treats your dog as if they were her own givi... (more)"

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9. 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)"

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10. Sandra

Full time dog lover!

Lower West Side, Chicgao, IL, 60608

House Sitting

"We had a wonderful experience with Sandra. She was able to accommodate an extremely last minute request to house/dog sit for the weekend for us. She sent reg... (more)"

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11. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"This was my first time using Rover.com. I was very impressed with Eddie’s professionalism. My dog and cats had a great time. I will definitely be using Ed... (more)"

12. Katja

Over 10 years of dog experience!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

About: I have cared for dogs my entire life working as a foster parent for multiple organizations including Eye on the Sparrow and AARF. Currently, I have... (more)

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Labor Day
13. Jaureese

Giving dogs the love they deserve

Loop, Chicago, IL, 60605

Dog Boarding, House Sitting

About: In college I cared for my Huskie for 3 years, which required an excessive amount of attention. It's no secret that they are a high maintenance bree... (more)

14. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was fantastic! Our dog can be anxious when we are away and she did a great job comforting her. She was great with checking in too. She will be the fir... (more)"

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15. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

"Allison took excellent care of my dog and sent me updates throughout the stay. She was flexible when the exact dates changed a couple times and great about ... (more)"

16. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Karolina was amazing! We had some totally unexpected and very annoying apartment maintenance work done during Karolina's stay-- our floors had to be almost c... (more)"

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17. Brent

Part-Time Walker and Sitter

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"I have 3 great dogs Benny, Daisy & Bella and Brent has taken wonderful care of them whenever I am out of town or need him to feed them when I work late. The ... (more)"

18. Lauren

Any and all dogs!

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Lauren was wonderful! Lola loved her, and we loved receiving the daily updates and pictures while we were away. Once we returned, our place was clean and we ... (more)"

19. Rachel

No longer accepting work!

Douglas, Chicago, IL, 60609

House Sitting

"Cooper's a lot of work - he needs a lot of attention and playtime, and Rachel was great with him! Will definitely reach out to Rachel the next time I'm in to... (more)"

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20. Jasmine

I have a great deal of free time

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"For as long as I've known Jasmine, she has always been loving and caring toward dogs. She goes out of her way to show compassion to the dogs she interacts wi... (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.