House Sitting in Belmont Cragin, Chicago

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

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1. Tom

Have Cuddles, Will Travel!

Logan Square, Chicago, IL, 60647

House Sitting

20 repeat clients

"Tom is amazing! He watched my two little dogs for two weeks in my home while we were on vacation out of the country and he did a great job. I returned to ha... (more)"

2. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Owen was attentive and supportive of our two old pups, one of which needs special care. He responded quickly to texts and kept us informed. He was responsibl... (more)"

3. Nora

Professional Dog-Lover & Caretaker

North Center, Chicago, IL, 60618

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

"Nora is an exceptionally dedicated, hardworking, committed, and responsible person. She loves animals, especially dogs, and always makes sure to meet the nee... (more)"

4. Jennifer

Providing comfort, love and care

Norridge, IL, 60706

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Jennifer is outstanding. She has bonded with Vino so well and I feel as if he is safe with her. She has taken him to her home to play with her pups, which we... (more)"

5. Ariel

Caretaker for your furry friend(s)!

Forest Park, IL, 60130

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"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)"

6. Jillian

Reliable,compassionate,experienced.

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jillian was a wonderful pup sitter. My dogs loved her from the moment they met her. She sent me daily updates about her visits with pictures included. She sp... (more)"

7. Genesis

And God said.. "let there be dogs!"

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Genesis provided great service watching my golden retriever during a recent work trip. I got lots of updates and photos, and my dog looked like he was having... (more)"

8. Sierra

I am caring and in a love for dogs!

Elmwood Park, IL, 60707

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

11 repeat clients

"Sierra was a delight to have stay in our home and take wonderful care of our Mia. She stayed in contact with pictures and Mia just loved her. So do we. We wi... (more)"

9. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

11 repeat clients

"Amy is absolutely great! This was the first time I didn't board my group but kept them at home and they loved Amy. Everyone did great and were happy. I'll be... (more)"

10. Smashley

Experienced Care for your Critters!

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We will be returning to Ashley for our dog and cat care needs in the future. She took great care of our pets and our home. She kept us up to date with tons o... (more)"

11. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"It was an absolute delight to find Veronica on such short notice to watch my dog Lilly. She sent me photos and gave me daily updates on how she was doing. My... (more)"

12. Rachel

Longtime Dog Owner and Hiker

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rachel did a great job with Sidney, even when he got a little sick to his stomach after we left. She was very attentive and kept us updated. Thanks for taki... (more)"

13. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber was a great house sitter! She was very thorough in the care of the dogs, tidy with the home, and a clear communicator. She sent daily updates and pictu... (more)"

Available this weekend
14. Yvette

Patient, playful, and dedicated

Belmont Cragin, Chicago, IL, 60641

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

"Yvette is a loving and caring person. She loves animals and it's really good in caring for them. She has a lot of patience and she is a very honest person. H... (more)"

15. Sydney

Trustworthy, Experienced, Genuine

Austin, Chicago, IL, 60707

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

4 repeat clients

"Sydney was a perfect fit for our Greyhound. She knew how to take care of him and the quirks that Greyhounds have. I would highly recommend Sydney for anyone ... (more)"

16. Brenda

Friendly, Full-time

Portage Park, Chicago, IL, 60641

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

"Brenda is a friendly and outgoing dog lover! I would totally recommend her as a Dog Walker, she is very careful and always has a blast with my own pups when ... (more)"

17. Koraima

Super Stoked To Meet Your Dog (:

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Koraima was wonderful with our dog Milo! She treated him just like one of her own, and gave us quick updates and pictures as to his status while we were gone... (more)"

18. Beau

Young Professional/Seasoned Sitter

Humboldt Park, Chicago, IL, 60647

Dog Boarding, House Sitting

11 repeat clients

"This was our first experience using Rover to hire Beau to watch our 17lb Active Boston Terrier for a weekend trip out of town. Beau came over to our house a... (more)"

19. Frances

Compassionate, Fun Loving & Active

Belmont Cragin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Hello all,?my name is Jason and i live in Pilsen and have been walking dogs for 8 years and i have alot of experience in judging people with dogs and i will ... (more)"

20. Shannon

Experienced Sitter/Walker/Snuggler

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We were extremely happy to have Shannon stay with our older beagle, Leo, while we were away. She sent us daily updates and photos, and we returned home to a ... (more)"

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Learn About Premier

Home owners love Chicago house sitters on Rover. 9,532 owners have reviewed sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

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.