House Sitting in Montclare, Chicago

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

1. 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

5 repeat clients

"Sierra was available at short notice over Christmas for house-sitting. She did a great job. She provided us with updates and was quick to respond to question... (more)"

2. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Megan is wonderful! Not only were we fortunate to find someone for in-home/stay-over care for our pooch during the holidays but we found one that we intend t... (more)"

3. Alexa

Treating your pup as my own!

Niles, IL, 60714

House Sitting, Drop-In Visits, Dog Walking

"Alexa recently stayed with Riley during a trip out of town for the weekend. Riley had a great time with her and was a happy dog when we returned! We felt ver... (more)"

4. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber was wonderful with Bailey. I was visiting Chicago with Bailey from Texas and need someone to watch him. Bailey immediately went to her and loved her!... (more)"

5. Genesis

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

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 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)"

6. Kelly

Responsible caring reliable

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

About: Because I myself am a dog owner as well for years have taken care of my roommates' dogs and family members and friends dogs. I care about the well ... (more)

7. Andrea

I'm a genuine dog lover!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Great sitting experience! Andrea watched our pittie Bonnie at our home and sent photos and updates of our Buns regularly while we were away which really put ... (more)"

8. Mary Ellen

Kind, friendly, responsible,active!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Mary Ellen house sat Cooper while my boyfriend and I went on a week-long trip between Christmas and New Year's. She is amazing! Great communication, extrem... (more)"

9. 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)"

Available this weekend
10. Bob & Ginger

Never Alone!

Norwood Park, Chicago, IL, 60656

Dog Boarding, House Sitting, Doggy Day Care

25 repeat clients

"Ginger responded quickly to our last minute need and even shuttled the dogs back and forth. She kept me updated on how and what they were doing and did a lot... (more)"

11. Elizabeth

Fur babies are the reason I smile.

Portage Park, chicago, IL, 60634

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

"Elizabeth is great with my pups! Very caring and has great patience for my pups. They are stubborn sometimes but she works magic with them. You can tell She ... (more)"

12. Caty

Dog lover with a flexible schedule!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Caty H is an amazing candidate for any kind of pet care. My personal experience he's using her as an amazing dog walker. My dog is very shy and would probabl... (more)"

13. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting

3 repeat clients

"Jose is just wonderful. He has so much love for our pooch that Harvey recognized him after months! We loved how he sent updates and photos while we were away... (more)"

14. Abbi

UNLEASH THE DOG SITTER

Oak Park, IL, 60304

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

7 repeat clients

"Abbi watched my pit bull, Mongo, while I was gone for a weekend. I know some people are hesitant to watch pit bulls, but she was AMAZING with him! After havi... (more)"

15. Sue

Your dog is my dog in your absence.

River Forest, IL, 60305

House Sitting, Drop-In Visits, Dog Walking

"Excellent; thank you from Diva! (more)"

Available this weekend
16. Avery

Fun-loving, Outdoorsy, and Flexible

Portage Park, Chicago, IL, 60641

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

5 repeat clients

"I don't think we could have asked for a better dog/hamster/house sitter. Avery is a great communicator, sweet natured and very responsible. We received frequ... (more)"

17. Tosha

Loving, Patient, and Experienced!

Norridge , IL, 60706

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Tosha is fantastic with animals! I've had her watch my puppy a few times and they are best friends!! Tosha takes great care of him, honestly I'm not sure who... (more)"

18. Frances

Compassionate, Fun Loving & Active

Belmont Cragin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Frances is a wonderfully compassionate person and intuitive with animals. My terrier is a nervous little man but warmed up to Frances instantly (a big deal f... (more)"

19. Sarah

Artist with a passion for pups!

Portage Park, Chicago, IL, 60641

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

About: I am an artist and musician with a passion for animals of all kinds, but dogs in particular. I have extensive experience with dog care as as well a... (more)

20. Morgan

Zookeeper and pet sitter

Elmwood Park, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Morgan does a great job watching our two dogs while we are away. She is responsive to text messages and sends picture updates. I usually like to check in twi... (more)"

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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.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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.