House Sitting in Grand Boulevard, Chicago

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

1. TIANJIAO

Ariel's Dog Haven

Kenwood, CHICAGO, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

"This is our second time booking Ariel and we will continue to use her for all of our house-sitting needs. She is so great at sending updates and pictures at ... (more)"

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2. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

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

"Beverly is a very sweet lady. She is always happy and cheerful. She has a lot of respect and fondness for dogs. She trained her dog Bob and he was very well ... (more)"

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3. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"I have used Eddie several times now for overnight stays at my place and will continue to book him in the future. A few of the highlights as to why: 1. I ... (more)"

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4. Kat

Quality care for our fur babies

Brighton Park, Chicago, IL, 60632

House Sitting

"I was really drawn to Kat's relaxed and yet attentive attitude towards my dog and 3 cats. She was great about keeping me updated and sending pics everyday wh... (more)"

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5. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel did a great job with our cat and our two small senior dogs when she stayed with them for a long weekend. She was very communicative and was super respe... (more)"

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6. 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)"

7. Rachel

No longer accepting work!

Douglas, Chicago, IL, 60609

House Sitting

"Rachel took care of Zigz in my apartment for the better part of a week. Rachel was quick to respond and took great care of Zigz. I got detailed messages and ... (more)"

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8. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was amazing! It is hard to leave your pet, but she made us feel completely at ease when we were on vacation. Would most definitely recommend!! :) (more)"

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9. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"She was very quick to respond to my reservation request, and fortunately, was available for the days we needed. She was very communicative and sent several p... (more)"

Confirmed availability
This weekend
10. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting

"I was traveling out of town for two weeks in January and needed a pet sitter. Rebba was an amazing dog sitter to my beloved Mr. Jinx. She sent me daily photo... (more)"

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11. Nina

Student & home often, love to run!

Hyde Park, Chicago, IL, 60637

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

"Nina has cared for our beloved Dobby multiple times. He is always so excited when we drop him off! I appreciate that Nina sends me lots of photos of the fun ... (more)"

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12. Jenisa

Pet Lover- Home Full Time

South Side, Chicago, IL, 60653

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

"Jenisa has got to be the most attentive and caring dog sitter I’ve come across. She was so patient and kind with my jazzy. Jazz is my 94 year-old poodle with... (more)"

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13. Alex

I'll take your dog for a run

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"It is clear that a Alex loves animals and he is very responsible taking care of them. We have a dog and a cat that he has taken care of them for years when n... (more)"

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14. Tara

Care for your dog like my own

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Tara was fantastic and went above and beyond expectations. She sent many updates and pictures/videos. My dog went on adventures w/ her, and seemed quite happ... (more)"

15. Kenni

I'll Run With Your Dog

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Kenni is a great fur mom. They have been to puppy training class and uses those lessons daily! They are very respectful of your commands and rules for your d... (more)"

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16. Kat

Recent grad who LOVES DOGS

Kenwood, Chicago, IL, 60615

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

About: Hi! I'm Kat. I am a 22 year old biologist, and I just graduated from BU in Boston and accepted a job at the University of Chicago. My building is p... (more)

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17. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch was perfect. Daisy is a shelter cat. This is my first time having a sitter. I came back to a cat more happy and friendlier than I left her about a day ... (more)"

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18. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"I recommend Alex to be a Dog walker and sitter on Rover since he is very punctual and always keeps his commitments. I am sure he will take great care of any ... (more)"

19. Andrea

Dogs love my peaceful personality!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"We've had several neighbors and family friends bring their dogs for Andrea to sit over the years, and each time she makes their stay comfortable and fun. She... (more)"

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20. Debra

Flexible schedule-will run with dog

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"I have used Debra's services on 2 different occasions so far. She's been great! She's reliable and communicates with me to let me know the animals are doing ... (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.