House Sitting in 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)"

2. 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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3. 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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4. 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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5. Kara

Home full time - large fenced yard

Near North Side, Chicago, IL, 60654

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

About: Hi, my name is Kara! I am 27 years old and I’m currently back in school during weekday nights with plenty of time during the day and on the weekend... (more)

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6. 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 is the biggest dog lover I know. Since she doesn’t have a dog or her own, this job will give her the amazing opportunity to walk and take care of all... (more)"

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7. Megan

Last minute bookings available!

Armour Square, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Megan is a very kind, reliable person who I would trust with any dog. She has years of experience taking care of dogs and cats and she has a big heart for al... (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)"

Confirmed availability
Labor Day
9. Kaitlyn

I'll care for your animal as my own

Loop, Chicago, IL, 60601

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

About: I love spending time outside and at the parks. I grew up with two labs in my house and have enjoyed every second of it! Even including the unexpect... (more)

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10. 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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11. Sandra

Full time dog lover!

Lower West Side, Chicgao, IL, 60608

House Sitting

"Sandra is the best! Our Heeler is a very anxious little girl and Sandra truly was a blessing for us. She came over 3 times prior to our trip to ensure they w... (more)"

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12. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Edilberto was great with Shadow from the first moment. We found a really happy dog when we returned. Edilberto was also really accomodating with out late hou... (more)"

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13. Sabrina

Loving life, but loving dogs more!

Near West Side, Chicago, IL, 60608

Dog Boarding, House Sitting

"Sabrina stayed in our home and watched our energetic husky/shepherd mix, Buckley. She did a fantastic job! Buckley seemed very happy and well cared-for whe... (more)"

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14. Sandra

Welcome to the bark side.

Near West Side, Chicago, IL, 60612

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

"Compassionate animal and people lover, mature way beyond her age, intelligent, artistic, punctual, clean and dependable young lady. I highly recommend her ... (more)"

15. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal is a gem!Our Niko loved her and has a new friend. She took him for walks, gave him his mess, and gave him lots of pets and snuggle time. Her calm demea... (more)"

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16. Allison

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)"

Confirmed availability
Labor Day
17. 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)

18. 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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19. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I used to walk dogs for a dog walking company, but now just freelance petsit on Rover. I am pet first aid certified and absolutely love animals... (more)

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20. 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)"


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.