House Sitting in Douglas, Chicago

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

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1. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"Mackenzie is fabulous! I highly recommend her, she always on time and great at updating me and communicating while I am gone. Niko loved her and she will be ... (more)"

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2. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Edilberto is a fantastic dog sitter. It is clear how much he loves and knows about dogs which makes it very comforting for me to leave my dog in his care. ... (more)"

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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. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel is the best! We were nervous about leaving our pup with a sitter for the first time as suffers from extreme separation anxiety...however, she was so go... (more)"

5. Madeleine

Caring for dogs is my happy place!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Madeleine was wonderful! She sent updates and photos of Zara while she stayed the weekend to watch her. She was very sweet and attentive. I appreciate the gr... (more)"

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6. 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)"

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7. 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)"

8. Rachel

No longer accepting work!

Douglas, Chicago, IL, 60609

House Sitting

"Rachel was great to work with. Rachel stayed at my house for the weekend and took very good care of Chloe. She very responsive when I had questions. She was ... (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)"

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10. Devon

I'm here for you AND your dog!

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

"It was my first time working with Devon and I couldn’t be happier! She has great communication which for me is a plus. I’m looking forward to have her take ... (more)"

11. 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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12. 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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13. 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 a natural way with dogs. They seem to love her instantly. She has cared for my small dogs and my parents large dog for a few years now. Jenisa cl... (more)"

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14. Tracy

Cuddles galore!

Near West Side, Chicago, IL, 60608

Dog Boarding, House Sitting

About: I'm a huge dog lover! Until last year, I was very fortunate to be the parent of my own fur baby. I raised him from 3 months old to the ripe age of ... (more)

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15. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Krystina is amazing. I’m particular about who I trust with my dog but she followed my instructions and had no issues. She also left my place cleaner then I l... (more)"

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16. 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)"

17. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Collin is my first experience with Rover and I couldn't be more pleased. Using Rover came with short notice and I worried that would create a problem. Coll... (more)"

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18. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"I hope I can put into words how wonderful Enoch was. We have three dogs and have never left them for a long period of time with anyone but family. I was a ne... (more)"

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19. Lauren

Any and all dogs!

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Lauren was great and Dakota loved her! She stayed in our home and left things just as we did. She communicated regularly and sent pictures. I felt completely... (more)"

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20. 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)"


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.