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.

1. Krista

Flexible schedule, love dogs

Hyde Park, Chicago, IL, 60615

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

About: Other dog owners describe me as a caring, responsible, loving dog lover and pet sitter. I'm a current grad student so I have a flexible schedule to... (more)

2. Maria

Biggest cat and dog mom ever

South Lawndale, Chicago, IL, 60623

Drop-In Visits, Dog Walking

About: My experience with dogs include 3.5 years of volunteering with court case dogs with Safe Humane Chicago. It included interacting with dogs, facilit... (more)

3. Cosette

Forever dog-lover

Bridgeport, Chicago, IL, 60608

Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi there! I am a careful and attentive dog (and kid) sitter, with lots of love to give! I have owned and cared for dogs since a child and currently... (more)

4. Myra

Must Love Dogs!

Alsip, IL, 60803

Dog Boarding, Drop-In Visits

"Myra was great. She's very nice and professional. My dog, Layla, can be a bit shy and she warmed up to Myra right away. Myra sent pictures so I knew Layla wa... (more)"

5. MaryKate

Professional and Friendly!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"The boys love her (more)"

6. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

24 repeat clients

"I love bringing my dog to Noreen! She is an energetic and compassionate dog lover. I know my dog is getting walked, fed, and cared for when she stays at Nore... (more)"

7. Sabrina

Happy To Pamper Your Baby

Garfield Ridge, Chicago, IL, 60638

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

"Sabrina always been a huge dog lover, ever since I've known her - I've known her for about 26 or 27 years. She would treat any dog as her very own and her d... (more)"

8. 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)

9. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

7 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)"

10. Sophia

We'll take selfies more than Kim K.

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Sophia took great care of our almost 14 year old dog, Taz! She gave us frequent updates and lots of pictures! Taz was very happy to have her take care of him! (more)"

11. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

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

24 repeat clients

"Lynn took care of my little guys just this weekend when we had to go out of town this past weekend. One of my boys is a rescue and fearful and Lynn knew just... (more)"

12. Katie

The best kind of walk is with a dog

Grand Crossing, Chicago, IL, 60619

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

"I really appreciate that I called Katie last minute and she was able to help me out with a last minute walk. Returned my message right away, I recommend Kati... (more)"

13. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle is a sweetheart and very caring. I've worked with her in the past and she is very reliable and dogs love her! There's been times when I needed some... (more)"

14. Bridget

Compassionate animal lover

Morgan Park, Chicago, IL, 60655

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

"Bridget was our dog sitter and cat visitor for years. I am so glad she is perusing this as a career, she is so good at it. She loves animals. Our dog passed ... (more)"

15. Meghan

Home full-time-large fenced in yard

Mount Greenwood, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Dog Walking

About: I'm Meghan, a CVT and animal lover with 8 years of experience working in an animal hospital. I have 2 dogs of my own...a Yorkie and a Golden/Rott ... (more)

16. Janet

Experienced Emergency Vet Assistant

Gage Park, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

About: My name is Janet, and I am a hopeful, future vet student. When I'm not in school, or working, I am loving on any fur baby that I come across. I h... (more)

17. 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)"

18. Colleen

Treating your fur babies as family

Ashburn, Chicago , IL, 60652

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

"In addition to her extreme love of animals, Colleen has spent a number of years working as a Vet Tech. She is my go-to person if I ever have a concern about... (more)"

19. 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)"

20. Damien & Angela

Home full-time with a fenced yard

Chicago Lawn, Chicago, IL, 60629

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

"Damien has an absolute love for all animals, especially dogs! He shows such a passion for every breed and size of dog. As a matter of fact, he loves to call... (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: