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.
Calendar Recently Updated
1. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

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

"Robin was amazing!!! From the point she arrived to when she left, we felt that our boys were under the best care. Her communication via text and pictures kee... (more)"

Calendar Recently Updated
2. Alyssa

Fetch & long walks to the dog park!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Alyssa is a true professional. She took amazing care of our animals and our home while we were away on a recent trip. We will definitely be requesting servic... (more)"

Confirmed availability
4th of July
3. Arianna

The best care for your best friend!

Montclare, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"Arianna is fantastic! This was the second time she watched Lola, she was so thorough with her notes I feel like I was there with her the whole time. Lola's f... (more)"

Confirmed availability
4th of July
4. Jose

Your dog's favorite sitter

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits

"This was my first time using Rover and I had a great experience. I'm very grateful Jose stayed with my pup and two cats while I was away for a week. Every st... (more)"

Calendar Recently Updated
5. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago, IL, 60651

House Sitting, Drop-In Visits, Dog Walking

"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)"

Calendar Recently Updated
6. Cheryl

Take Time Out to Stay And Play!

Oak Park, IL, 60302

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

About: After our beloved lab passed away at 16 we began hosting play time and overnights in our home as a way to have play pals for our resident pup Chuml... (more)

Confirmed availability
4th of July
7. Veronica

Animal lover

Belmont Cragin, Chicago, IL, 60639

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

"Veronica is awsome pet sitter. She took care of my 3 year old pitbull while I was out of town. She is a loving dog caregiver because right of the bat she sh... (more)"

Calendar Recently Updated
8. Sasha

Always been an advocate for dogs

Dunning, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"I had to go on vacation for a 5 day stretch and was completely comfortable leaving my home and my dog Winnie with Sasha. She did an excellent job making sure... (more)"

Confirmed availability
4th of July
9. Liz

I'm a Pied Piper!

Dunning, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"Liz is fantastic and did a great job taking care of our two pups over the weekend. We highly recommend her and hope to work with her again soon! (more)"

Confirmed availability
4th of July
10. Jailene

I'll care and play with your dog <3

Belmont Cragin, Chicago, IL, 60639

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

"Jailene is a great person. She is amazing with dogs. Loves to be with them and care for them. She has a true genuine love for animals. She would be an amazin... (more)"

Confirmed availability
4th of July
11. Alex

love dogs and always have free time

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"Alex watched our dog when we were in Another state for over a month! She is loving conscientious and treated our dog as her own. I highly recommend her as a ... (more)"

Calendar Recently Updated
12. Patrice

I have always love animals...

Austin, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

"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)"

Calendar Recently Updated
13. Joshua

College By Day,Walker by Night

Belmont Cragin, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

About: Ever since I was 10 I have been around animals. I grew loving dogs and cats alike! I’ve been told I can be a real animal person. I grew up around b... (more)

Confirmed availability
4th of July
14. David

Woof woof! Let’s play!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"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)"

Confirmed availability
4th of July
15. Rachel

Longtime Dog Owner and Student

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

"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)"

16. Lexus

I work from home full time!

Belmont Cragin, Chicago, IL, 60641

Dog Boarding, House Sitting

"Lexus was fantastic with my two dogs! She took great care of them and sent daily pictures. She was totally comfortable with looking after my two 75 lb. pit... (more)"

17. David

WHOS A GOOD BOY?!

Austin, chicago, IL, 60639

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

"David is a wonderful caregiver. He has taken care of my Stella for over four years now. He has known her since she was a puppy. He is attentive and she loves... (more)"

Calendar Recently Updated
18. Jonathan

Love playing fetch

river forest, IL, 60305

House Sitting, Drop-In Visits, Dog Walking

About: I will always get the dog some exercise, feed them at the correct times, and make sure they get a #2 out of the way before you get back home! I ha... (more)

Calendar Recently Updated
19. Manny

We will prance in the yard Maybe

Dunning, Chicago, IL, 60634

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

About: Belly rubs and fun I will follow all directions and provide pictures Love dogs so I want to try watching other people’s dogs for a while I us... (more)

Confirmed availability
4th of July
20. Esteban

Esto's Pet Care

Dunning, Chicago, IL, 60634

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

About: I have been taking care of pets for about 7 years and I will show love and compassion to any pet as if it were my own family! I use walk dogs and d... (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 reviews from pet owners who have used Rover.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.