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. Vero

College Student Dog Sitter

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Vero is awesome with our 9 week old puppy! She does a great job with him, and really uses a positive attitude towards him. Our first Rover walker and couldn’... (more)"

2. Dolly

Dog lover

Oak lawn, IL, 60453

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

19 repeat clients

"Dolly has been great with our 2 dogs. They love having her stop by to let them out and play. She has been great to work with and very flexible with our crazy... (more)"

3. Sabrina

Happy To Pamper Your Baby

Garfield Ridge, Chicago, IL, 60638

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

2 repeat clients

"Sabrina is amazing with all animals as treats them as if they are her children. Very loving and nurturing with them and will do whatever she needs to keep th... (more)"

4. 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)"

5. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

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

42 repeat clients

"Lynn was so wonderful with my puppy. She would come over and play with her and take her out for longer than what was required. She really goes above and beyo... (more)"

6. Melissa

I can't wait to meet your dog!

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"Melissa is a wonderful dog sitter. My dog absolutely loves her and he gets to stay comfortable and at home when we are away. She knows all animals very well ... (more)"

7. Amy

I'll treat your dog like my own!!!!

oak lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amy was fantastic! She was always on time, documented her visits very thoroughly using the app and photographs, and was very thoughtful with the care of our ... (more)"

8. Diana

Your dog and I will have a blast!

Chicago Lawn, CHICAGO, IL, 60629

Drop-In Visits, Dog Walking

"To whom this may concern, I've known Diana for quite some time. She's always been an animal lover of all kinds. She's considerate, sweet, trust worthy, a... (more)"

9. Gail

I’ll run with your dog

Mount Greenwood, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Dog Walking

"I’ve used Gail to walk my dogs several times. She’s great! She’s loves what she is doing. My dogs have a lot of energy and when she walks them, and even some... (more)"

10. 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)"

11. Liliana

Animal Lover and Vet Assistant

West Lawn, Chicago, IL, 60629

Drop-In Visits, Dog Walking

About: I have owned 2 amazing dogs ever since I was 5 years old. Currently, I am studying to become a veterinary assistant at Penn Foster University and a... (more)

12. Brittani

I have lots of love to give.

Chicago, IL, 60805

Drop-In Visits, Dog Walking

"Brittani is the most caring and compassionate person I know. She has been an animal lover since birth, and has always demonstrated her loving and kindness to... (more)"

13. Vanessa

Ill love your puppy like it’s mine

West Elsdon, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Vanessa has watched over my 5yr old dog on multiple times while I have been away for military training and i have never had a single complain about her treat... (more)"

14. Ivana

Reliable,Flexible, Compassionate

West Lawn, chicago, IL, 60629

House Sitting, Drop-In Visits

"Ivana has been dog and cat sitting for me for over a year now. I'm away from my animals one day a week and find great comfort having ivana caring for them. ... (more)"

15. Tiffany

Here to be a loving companion

Oak Lawn, IL, 60453

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

"Tiffany is very hardworking, dedicated and caring. She loves animals and always goes above and beyond what is asked of her. She also handles stressful situat... (more)"

16. 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 33yr 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)

17. 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)"

18. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

Dog Boarding, 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)"

19. Samantha

Very responsible & trusted

Hometown, IL, 60456

House Sitting, Drop-In Visits, Dog Walking

About: Hello there, I have a total of 12 years experience with cats and dogs along with exotic pets and wildlife animals. I have been a certified veterina... (more)

20. Keneesha

Dog Mom Vicariously

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

"Keneesha is a very loving and giving fur mommy. When she had her dog she took the best care of him. He was so spoiled and well behaved. She loves animal so 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: