Pet Setting & Drop Ins in Ashburn, 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. Patsie

Let me love your fur babies!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Patsie house/dog sits for our two labs when we are on vacation. She sits for us at least twice per year. Cocoa and Buddy are always excited to see her. Patsi... (more)"

2. Ashley

Need an awesome sitter?

Morgan Park, Blue Island, IL, 60406

House Sitting, Drop-In Visits, Dog Walking

"I'm a Chicago Fire Department paramedic. I work long 24 hour shifts and my schedule rotates. Ashley has been watching my dog for about 6 months now and has b... (more)"

3. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

35 repeat clients

"Noreen was very communicative and took cute pictures of my puppies! Thank you! (more)"

4. Theresa

Huge Animal Lover

Burbank, IL, 60459

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Theresa seemed to do a great job with our dogs and I had no complaints. She sent updates and kept the communication open. I would work with Theresa again. (more)"

5. Nathalia

Caring for your dog like family!

West Lawn, CHICAGO, IL, 60629

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

2 repeat clients

"I work for Southwest Airlines and I travel a ton for work! Being new to Chicago, I was a bit nervous letting my pup stay with anyone. Nathalia was so consist... (more)"

6. Shamika

Hello to all my pet parents

West Englewood, Chicago, IL, 60636

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

About: Hi i am a 30yr old pet lover i have always loved animals since i was a child, not to good with bugs, but cats, dogs, snakes, little furry things yo... (more)

7. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle, by far, has one of the greatest dispositions when it comes to working with pets. Being a pet owner, herself, she comes with the love, patience an... (more)"

8. JoAnn

Your furry family is in good hands

Oak lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"My sadie just loved Joann she is very kind and reliable. I would entrust sadie to her again and I plan on using her in the near future. (more)"

9. Janet

Experienced Emergency Vet Assistant

Gage Park, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Janet is fantastic! She sent tons of pictures everyday, and treated my dogs like her own! She loved them, got to know their personalities, taught my high ene... (more)"

10. Kaitlyn

Kaitlyn's Burbank doggy daycare!

Burbank, IL, 60459

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

1 repeat client

About: Hello! My name is Kaitlyn Barajas! I have been caring for dogs for about 16 years now, I have also had other pets such as rabbits, chickens, ducks,... (more)

11. Brenna

Fenced yard, work part time close

Evergreen Park, IL, 60805

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

"Brenna was an amazing and trustworthy caregiver for our puppy. Brenna is an animal lover and it shows through her knowledge, patience and kindness to our fu... (more)"

12. Lucero

I'm responsible, caring, outgoing

West Lawn, Chicago, IL, 60629

Dog Boarding, Drop-In Visits, Dog Walking

About: Your dogs will love that I have toys and give them all the attention they need. If they're well behaved I have treats for them. They'll never get b... (more)

13. Jacqueline

I have lots of time for your pet!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Jacqueline has watched my dog numerous times while I've been on vacation and she has done a phenomenal job! My dog gets a bit anxious when I'm gone, but Jacq... (more)"

14. Stephanie

I love hanging out with animals

West Elsdon, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

"Stephanie is, by far, the biggest animal supporter and advacator I know. Her love for dogs, or any other furry creature surpasses her love for humans by mile... (more)"

15. Daniel

I'll run with your dog/s

Mount Greenwood, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"Danny walks our dogs and takes them to parks or forest preserves to run and hike. He takes them into the yard or in front of the house to play frisbee regula... (more)"

16. Benjamin

Dog lover wants to care for dogs

Hometown, IL, 60456

House Sitting, Drop-In Visits, Dog Walking

About: Have grown up with dogs and owned several dogs. Have watched several dogs as well. Have several years of customer service experience as well. Also ... (more)

17. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

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

33 repeat clients

"Lynn always cares for our guys with lots of love. They adore seeing her! I never worry when I know Lynn is coming. She even helped my husband who got locked ... (more)"

18. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

8 repeat clients

"Steve is great! Very flexible and trustworthy and always sends me updates and photos. Our Frank loves taking walks with him and it is a comfort to know we ca... (more)"

19. Perla

Morning walks are my routine

West Lawn, Chicago, IL, 60629

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

About: I am available from 6 am to 3 pm for walks. I love to run/walk with the dogs. If you wish for your fur baby to stay with me overnight they would ha... (more)

20. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Megan would make a great pet sitter. She has always loved animals since childhood. She has had many pets that she had been responsible for while growing up i... (more)"

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Learn About Premier

In Ashburn, Chicago, IL, dog lovers trust Rover.com for their pet sitting needs. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking pet sitting in Ashburn can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Chicago on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Ashburn 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 Ashburn, 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 Ashburn 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 Ashburn, 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: