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.
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Available this weekend
1. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Robin stayed in our home for three nights and took wonderful care of our two French Bulldogs. They were well cared for and loved on by Robin. Robin sent us r... (more)"

2. Sooze

Flexible schedule; Love fetch

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits

3 repeat clients

"Sooze took care of my dog Ralphie for 5 days while I was on vacation. Being the spoiled pup he is, he's not used to being left alone for more than a couple h... (more)"

3. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits

9 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)"

4. Dylan

Dog-loving freelancer on the go

Oak Park, IL, 60304

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

6 repeat clients

"Dylan was FANTASTIC! As a previous Rover sitter, I would tell any of my old clients to check Dylan out. I would HIGHLY recommend her as a sitter to anyone. S... (more)"

5. Owen

Most of my friends are dogs.

Humboldt Park, Chicago, IL, 60651

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

7 repeat clients

"Owen did an outstanding job sitting with our long haired Havanese and cat. He groomed the dog well and kept us informed while we were gone. The house was in ... (more)"

6. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

12 repeat clients

"Amy was fantastic with my puppy Olive. I came home to a very happy and exhausted pup. She was very flexible with her schedule as well. I highly recommend her. (more)"

7. Alyssa

Love playing fetch & long walks!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Alyssa did a great job with our pups. She was attentive and sent updates and pictures. Charlie got a little scratch and she was on it, notifying us and eve... (more)"

8. Ariel

Caretaker for your furry friend(s)!

Forest Park, IL, 60130

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Faith (our puppy), loved having Ariel babysit her. She enjoyed her walks and chill time with Ariel. We (Faith's Mom & Dad) appreciated receiving frequent upd... (more)"

9. Maria

Great Love and Attention with me

Jefferson Park, Chicago , IL, 60646

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Maria is great! I think our animals were disappointed she had to leave! She was very clean and left everything spotless. She took great care of our boys :) (more)"

10. Isaac

Your dog is family.

Portage Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Isaac was a phenomenal house sitter for our two pooches. He was in regular contact with us, both to update us on how they were doing and to ask some really g... (more)"

11. Rachel

Longtime Dog Owner and Hiker

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Rachel is terrific! On a recent two-night house sitting request, Rachel took excellent care of our elderly dog. Rachel is responsible, dependable and respons... (more)"

12. Nancy

I'll jog with your dog

Jefferson Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nancy is incredible! So kind and loving with my dogs, they are sad when she leaves... if you want someone to take care of your fur babies as well as you woul... (more)"

13. David

Treated like a family member!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"David was great and he took good care of our dog while we were away for the weekend. He sent texts and photos throughout his time with Sundae, which eased ou... (more)"

14. Corrie

Behavior & trick training included!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Corrie was nothing short of amazing! She took great care of my energetic and stubborn bulldog. She kept me updated throughout her stay and even left a detail... (more)"

15. Gina

Exercise, love, and attention!

Hermosa, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Gina was a great house and pet sitter. She was very responsive to our need regarding the pets the house and the rental unit. She kept us updated and left eve... (more)"

16. Hannah

Experienced pet owner and dog lover

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hannah was great with my two dogs!! She is super easy to communicate with, as well as flexible to schedule things with. I felt really comfortable having her ... (more)"

Available this weekend
17. George

Extraordinary Care, Obedience Train

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Extraordinary Care, Every Dog, Every day. Dogs naturally gravitate to me. I am energectic and I have trained dogs for obedience and have won cham... (more)

Available this weekend
18. Annalisa

I love dogs of all shapes and sizes

River Grove, IL, 60171

House Sitting, Drop-In Visits

1 repeat client

"Annalisa is delightful, warm and competent! She is just the person you will feel comfortable leaving your dogs with while you are away. I like to leave my ... (more)"

19. Patrice

I have always love animals...

Austin, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Patrice was great! We had an incident in our apartment where a pipe burst and there was no running water, and Patrice was very flexible about staying with ou... (more)"

20. Arianna

The best care for your best friend!

Montclare, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Arianna has been watching my pup for the last three years or so every time I go out of town for business or other travels. She’s extremely reliable, responsi... (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 eviews from pet owners who have used Rover.