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. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

39 repeat clients

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

2. Nathalia

Caring for your dog like family!

West Lawn, CHICAGO, IL, 60629

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

3 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)"

3. 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)

4. Rebecca

Work part time, home during the day

Mount Greenwood, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"I have known Becky for 7 years now and she is one of the very few people I trust with my dog, outside of my family. Becky is extremely caring with animals an... (more)"

5. 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)"

6. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

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

37 repeat clients

"She is bonding really well with our skittish shelter rescue (more)"

Confirmed Holiday Availability
7. JoAnn

Your furry family is in good hands

Oak lawn, IL, 60453

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

8. Vero

College Student Dog Sitter

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

"Vero is amazing at providing all the attention, care and love a dog, or even a cat, needs. She is very responsible and will go out of her way to make sure an... (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. We called her because I went INTO LABOR 3 weeks early and didn't have family arranged to help with our dogs. She was a lifesaver. It mean... (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. 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)

Confirmed Holiday Availability
12. 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)"

13. Cheyenne

I Can't Wait To Meet Your Pup!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I'm Cheyenne! I am a proud owner of a beautiful Black German Shepherd named Shylah, and a Albino Bunny named Minty! I love animals especiall... (more)

Confirmed Holiday Availability
14. Brittany

Your dog’s fairy godmother!

Beverly, Chicago, IL, 60655

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

"I have hired Brittany to take care of my dogs whenever I am out of town or working late. She is warm, responsible, fun, and treats my dogs as though they ... (more)"

15. 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)"

Confirmed Holiday Availability
16. Ellyn

Avid walking companion for your dog

Mount Greenwood, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Dog Walking

"I love Ellyn! She watched my doxie, Sam for a few days and they both had a great time! The neighborhood she lives in is great and her house was clean and the... (more)"

Confirmed Holiday Availability
17. Patsie

Let me love your fur babies!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Patsie has been such an awesome sitter for our 4 small dogs, fishtanks and house everytime we are out of town. She is very professional, friendly, and has gr... (more)"

18. Brenna

Fenced yard, work part time close

Evergreen Park, IL, 60805

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

"Brenna watched my golden lab for two weeks while my family was on vacation. She was extremely attentive and made sure that he was loved. We felt comfortable ... (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. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

8 repeat clients

"I really appreciated Stephen's updates about our Frank and the photos he sent! He did more than just let Frank out to use the bathroom- he bonded with him! I... (more)"

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: