Pet Setting & Drop Ins in Belmont Cragin, Chicago

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

1. 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)

2. Jovana

Reliable and respectful dog lover!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Hi. Jovana has been walking our dog Nyla for 6 months now and our family has been very happy with her service. She is always on time, which is important for... (more)"

3. Mirella

Dog & Cat Lover - Quality Care!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

About: Hi! I have been an avid pet lover and owner my whole life. I have a 23 year-old cat named Rocky. I've also taken care of other people's pets for mo... (more)

4. Sarah

Responsible Fun Loving Dog-Sitter

Logan Square, Chicago, IL, 60647

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

5 repeat clients

"I love how well Sarah communicates with me while I am away. Denali loves her! (more)"

Available this weekend
5. Mike

Outdoorsy and easy going couple

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Doggy Day Care

"Growing up in a home with two dogs and raising his own, Mike is warm, patient and caring. He used to watch my pit bull for me when I would go out of town and... (more)"

6. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"We can't say enough about how wonderful our experience with Megan and Deb was. Our dog is elderly and has separation anxiety and we are sure he did not miss ... (more)"

Available this weekend
7. Samantha

Artist looking to care for dogs

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Sam is just as caring and compassion to pets as she is to her friends. She understands the precious relationships people form with their animals. She knows t... (more)"

Available this weekend
8. Abbi


Oak Park, IL, 60304

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

3 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)"

9. 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)"

10. Brittany

Professional Dog Bed

Irving Park, Chicago, IL, 60618

Dog Boarding, Drop-In Visits, Dog Walking

30 repeat clients

"Brittany was great! She came twice in one day to take our pup for a walk and we loved seeing the photos and updates. We will definitely use her again! (more)"

11. 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)"

12. 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)"

13. 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)

14. 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)"

15. Megan

Hawkeyes Fun House. Come join us!!!

Jefferson Park, chicago, IL, 60630

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

6 repeat clients

About: We love dogs and would love a chance to care for one of yours. We have cared for dogs for over three years and have been around them my whole life.... (more)

16. Elizabeth

Full time dog lover!

Oak Park, IL, 60302

Drop-In Visits, Dog Walking

1 repeat client

"Elizabeth is wonderful with my dog, Holiday. I can tell Holiday really enjoys her walks with Elizabeth because when I come home in the afternoon Holiday is v... (more)"

17. April

I'll love your fur babies!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have known April for quite some time now and know that she is incredibly loyal and kind to the animals that she meets. My 3 dogs love her and her energy w... (more)"

18. 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)"

19. 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)"

20. 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)"

Experience exceptional service and a personalized match

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

Learn About Premier

Dog owners in Belmont Cragin, Chicago, IL love booking pet sitting with sitters on Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Belmont Cragin.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Belmont Cragin 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 pet sitters in Belmont Cragin, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 Belmont Cragin pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Belmont Cragin, 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: