House Sitting in Montclare, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Dismiss
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

8 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)"

2. Jennifer

Providing comfort, love and care

Norridge, IL, 60706

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

4 repeat clients

"Jennifer has been watching my dog and cats, when I go out of town, for over a year now. I have found her to be responsible and I trust her with my furry chi... (more)"

3. Tom

Tom W.'s Home

Humboldt Park, Chicago, IL, 60651

Dog Boarding, House Sitting, Dog Walking

20 repeat clients

"I have used Tom multiple times now to watch my spaniel, Lola, and I would recommend him for anyone who is looking for a reliable and responsible dog sitter. ... (more)"

4. 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)"

5. Cyn

Just want to hang out with puppies

Logan Square, Chicago, IL, 60647

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

About: Your dog deserves a vacation while you're gone too! I'll hang out with your pet all day and walk on the 606. I've grown up around dogs my whole lif... (more)

6. 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)"

7. Genesis

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

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

3 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)"

8. Lauren

Time spent with dogs is my therapy

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Lauren is extremely loving towards all animals. She will take amazing care of your dog by showing it love and being very attentive. Lauren has helped with my... (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)"

10. Caty

Dog lover with a flexible schedule!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Available this weekend
11. Daisy

Home full-time, fenced yard.

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits

"Daisy has taken care of my golden retriever several times while I was on vacation. She has always done an excellent job for me. I am glad to recommend her se... (more)"

12. Elaina

Caring sitter, works in vet field

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Lainie has taken care of my cat, Thelma, many times in the years that I've known her. She's compassionate, she's on time, she goes above and beyond with pets... (more)"

Available this weekend
13. Bob & Ginger

Never Alone!

Norwood Park, Chicago, IL, 60656

Dog Boarding, House Sitting, Doggy Day Care

53 repeat clients

"Ginger was very attentive to the needs of our senior pugs!! Definitely would recommend her. (more)"

14. 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
No Reviews Yet

About: I have been around dogs my whole life. I have taken care of dogs for people before. The people were away at vacation so I would house sit. I played... (more)

15. Michael

Animal Lover growing up

Forest park, IL, 60130

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

"Your dog would definitely be in the best hands with Mike in charge! I've always known Mike to be a responsible and caring guy. He loves all animals and they ... (more)"

16. Abbi

UNLEASH THE DOG SITTER

Oak Park, IL, 60304

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

10 repeat clients

"Wonderful! Will definitely request for our boys again! Thank you so much Abbi!! (more)"

17. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting

3 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)"

18. Avery

Fun-loving, Outdoorsy, and Flexible

Portage Park, Chicago, IL, 60641

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

7 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)"

Available this weekend
19. Noemi

Hands to Paws

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

About: Looking to provide a nurturing and fun time for your fur baby while you are away. Long walks, feeding, playing and medication treatments. Short wal... (more)

20. Frances

Compassionate, Fun Loving & Active

Belmont Cragin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Frances is my go-to dog sitter and walker. Whenever I go out of town, she's the one who takes care of my 75lbs lab mix. My pup is an only child type of dog, ... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.