House Sitting in Montclare, Chicago

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

1. BJ

Experience, Integrity, Compassion

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

25 repeat clients

"We would definitely use BJ again in the future and recommend her to others for dog/house sitting. BJ is easy to communicate with, very responsive, attentive... (more)"

2. Mary

Your dog's (other) best friend!

Albany Park, 60625, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Mary is my sister and lived with me and my dog Winston last year. She was always wonderful with Winston and took over half of his care while she lived with ... (more)"

3. 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)"

4. Genesis

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

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Genesis went beyond my expectations. She took care of Duncan my rescued anxious dog & she did wonderful. She gained our trust very quickly. I hope she wan... (more)"

5. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Meg and Deb took the Rover experience up a notch with their professionalism and expert service. Not only did I receive daily text updates and photos, but ca... (more)"

6. 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)"

7. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy was great with Dante. As a new dog (2 weeks since he came home with me), she kept on top of his schedule well, and sent me pictures and tons of updates.... (more)"

8. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting

2 repeat clients

"Jose was phenomenal with my little Lola! He is so sweet and caring towards any dog type, and really knows his stuff about dogs! He was able to work around a ... (more)"

9. Jessica

Experienced dog spoiler!

Irving Park, Chicago, IL, 60641

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

1 repeat client

"Jessica was great and we would definitely use her again! We felt reassured knowing that Jura was in her hands while we were gone. She was responsive, sent us... (more)"

10. Ariel

Caretaker for your furry friend(s)!

Forest Park, IL, 60130

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ariel is wonderful with my dog! I have a 70 pound pit mix that likes to pull and, while she looks tiny, she manages to control and hold onto Kobe quite easil... (more)"

11. Luis

CPR and First Aid certified Cat/Dog

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Luis has watched my dog, Zorro, on several occasions and I absolutely trust him. He sends me constant updates, makes sure Zorro has plenty of play time, and ... (more)"

12. Avery

Fun-loving, outdoorsy, and flexible

Portage Park, Chicago, IL, 60641

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

2 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)"

13. Abby

Proud sister of two chocolate labs!

Elmwood Park , IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Abby is trustworthy of anything and very reliable. She is on time with whatever routine or schedule she is given and stands by it. The amount of care she can... (more)"

14. Maria

Great Love and Attention with me

Jefferson Park, Chicago , IL, 60646

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

1 repeat client

"Maria is not just a dog lover,she is an animal lover! My 14 year old dog Jake absolutely hates water, let alone a complete bath! But he doesn't mind so much ... (more)"

Available this weekend
15. Bob & Ginger

Never Alone!

Norwood Park, Chicago, IL, 60656

Dog Boarding, House Sitting, Doggy Day Care

23 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)"

16. Ladonna

i am a caring,proactive,respectful

Austin, oak park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

About: I dog sit daily for my own pets. I have two dogs a German shepherd and a golden retriever. I will be caring and responsible for your dogs. I will ... (more)

17. Justyna

Always early, never late.

Norridge , IL, 60706

House Sitting, Drop-In Visits, Dog Walking

"Justyna was great! Our dogs really enjoyed her. She was flexible with anything we needed. She took wonderful care of our fur babies. For which i am veey grat... (more)"

18. Evan

Please Try Me Your Pet Will Thank U

Elmwood Park, IL, 60707

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

1 repeat client

"Evan has always been very trustworthy with our little family member (our 11 year old dog Jerry). Given Jerry's age and needs, my wife and I are very comfort... (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. Camille

Big Yard, House, and Lots of Love.

Belmont Cragin, Chicago , IL, 60634

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

1 repeat client

"Camille is an attentive and loving pet parent, checking regularly on your pet and providing for nutritional and emotional needs of your pet. She has a great ... (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.