Pet Setting & Drop Ins in Montclare, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Available this weekend
1. Stephanie

I've been called a dog whisperer

Avondale, chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"I have known Stephanie for about 7 years. She is very kind and sweet with all animals. She always always loved and had a huge heart for all dogs and Dogs lov... (more)"

Available this weekend
2. Allyson

Energetic and Caring Dog Sitter

Albany Park, Chicago , IL, 60625

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

"Allyson cared for my aging lab over the holidays. He requires alot of attention as well as medication due to diabetes and arthritis. She was a responsible an... (more)"

Confirmed Easter Weekend Availability
3. BJ

Experience, Integrity, Compassion

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

27 repeat clients

"BJ is great! My pup loves her visits and she's always on top of what he needs. She even came through at the last minute when we realized we wouldn't be home ... (more)"

4. Angeles

I'm all about doggos & puppers :)

Belmont Cragin, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"I have know Angeles for over 5 years I watched her adopt a Samoyed dog and the love and caring she shows for this animal. She is protective yet she tries... (more)"

5. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"I think the visit went great, I got great pics and a great report. My baby was healthy, happy and safe. Megan asked a lot of great ?s at meet and greet which... (more)"

Available this weekend
6. Koraima

Super Stoked To Meet Your Dog (:

Portage Park, Chicago, IL, 60641

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

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)

7. Abbi

UNLEASH THE DOG SITTER

Oak Park, IL, 60304

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

5 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)"

8. Elizabeth

Dog loving graduate student

Irving Park, Chicago , IL, 60618

Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Hello my name is Elizabeth, I am a full time graduate student with flexible hours available. Growing up we always had a family dog, and sometimes... (more)

9. Jessica

Every dog's a puppy in their heart!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

About: Although I'm fairly new to the world of official dog walking, my love for animals has made an imprint on me since I was a child. I have had and tak... (more)

10. Claire

Patient, energetic graduate student

Oak Park, IL, 60304

House Sitting, Drop-In Visits, Dog Walking

"Claire did a great job with drop-in visits for our two dogs. We knew she was going to be a great fit even during the meet & greet. Both of our dogs jumped al... (more)"

11. Elizabeth

Full time dog lover!

Oak Park, IL, 60302

Drop-In Visits, Dog Walking

1 repeat client

"Our family would highly recommend Elizabeth. She was very prompt in getting back to us about scheduling and details, very consistent when posting pictures of... (more)"

12. Genesis

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

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Genesis is very responsible and caring. She loves animals and has done a great job taking care of lady, her dog who thinks she is a princess... Lol. I would ... (more)"

13. Abby

Live for animals; will send updates

Portage Park, Chicago, IL, 60630

House Sitting, Drop-In Visits

1 repeat client

"Abby & Mike are awesome. They took outstanding great care of our dogs. Sent us pictures and visit updates. We came home and the house and dogs were perfec... (more)"

14. Bella

Reliable pet lover available!

Portage Park, Chicago, IL, 60630

Drop-In Visits, Dog Walking

"The Bella I know loves her pets and loves her garden. To me she is the perfect person to be taking your loved pet on a walk in the neighborhood on a gorgeous... (more)"

15. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Anna has cared for our American Pitbull, Bonnie, on several overnight occasions when I've traveled out of town and we've always returned home to a happy and ... (more)"

16. Annalee

A reliable, fun animal lover!

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Annalee is awesome! Denali loves her! She communicates well with me while I am away. She really cares about the well being of my dog. (more)"

17. Katy

Caring & Fun Friend to All Animals!

Logan Square, Chicago, IL, 60647

Dog Boarding, Drop-In Visits, Dog Walking

"Katy is the ideal pet owner and substitute pet mama. She is reliable, patient, a pleasure to work with, and not afraid to get messy at the dog park. Katy hos... (more)"

18. Paola

Dogs are furry babies, I know :)

Norwood Park, Chicago, IL, 60630

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

2 repeat clients

"This was my first time using a dog walker. I can't thank Paola enough for doing this at the last minute for me...I had no stress at work worrying about my C... (more)"

19. Liz

I'm a Pied Piper!

Dunning, Chicago, IL, 60634

House Sitting, Drop-In Visits, Dog Walking

"Liz was wonderful! Despite my last minute request, her response time was quick and she was so flexible, plus Balto loved her right off the bat! While I was o... (more)"

Available this weekend
20. Tosha

Loving, Patient, and Experienced!

Norridge , IL, 60706

House Sitting, Drop-In Visits, Dog Walking

"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)"

Experience exceptional service and a personalized match

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

Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7,915 owners have reviewed sitters in Montclare, Chicago, IL, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Montclare, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Montclare, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Montclare, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: