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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

7 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)"

2. Jen

Offering love all day, every day!

West Lawn, Chicago, IL, 60629

Drop-In Visits, Dog Walking

About: My name is Jennifer, but feel free to call me Jen! I'm 24 years old and have experience with dogs for over 10 years. I'm a true believe that dogs a... (more)

3. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

12 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)"

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. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

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

13 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)"

6. Dolly

Dog lover

Oak lawn , IL, 60453

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

16 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)"

Confirmed Holiday Availability
7. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

About: I have owned dogs my whole life. I got my first dog as a Christmas present when I was in third grade. Ever since then, I have been taking care of m... (more)

8. Valeria

My son has paws & I care for all

Garfield Ridge, Chicago, IL, 60638

Drop-In Visits, Dog Walking

About: I have been a pet owner for about 6 years now. Not only have I cared for him but also family dogs. At one point have lived with three dogs at once.... (more)

Confirmed Holiday Availability
9. Sophia

We'll take selfies more than Kim K.

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"If you are searching for the best dog sitter, look no further. Sophia is it! Sophia treats your pet as if he/she was her own, showering them with love, affec... (more)"

10. Tiffany

I'm energetic and love dogs..

Burbank, IL, 60459

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

"Tiffany walked my dogs for a year. The only reason I'm no longer a client is because I moved over a hour away. She was the best and it will be hard to replac... (more)"

Confirmed Holiday Availability
11. Bridget

Compassionate animal lover

Morgan Park, Chicago, IL, 60655

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

" Bridget is one of the most loving and compassionate people I've ever met! She always puts others before herself.... Selfless! She must have acquired t... (more)"

12. Gabriela

Dog-owner that loves animals dearly

West Elsdon, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

About: My family has owned pets for all of my life. I had to start caring for my own dogs starting at 8 years old. I currently own three wonderful dogs an... (more)

13. Tayler

Pumped Up and Ready to Go

Evergreen park , IL, 60805

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

"A very young and educated sweet girl she is. Very understanding of your situation and she works with you if you need things. Highly flexible which I apprecia... (more)"

Confirmed Holiday Availability
14. Tanisha

Taking care of your best friend!

Ashburn, CHICAGO, IL, 60652

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

1 repeat client

"Words can't express how grateful I am to have someone like Tanisha whom cared for my two doggies Pee Wee and Chassie for a total of 4 nights and 5 days. She ... (more)"

15. 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)"

16. Jocelyn

Patient, playful and caring

Ashburn, Chicago, IL, 60652

House Sitting, Drop-In Visits, Dog Walking

"Always been good with animals. She had grown up with dogs for as long as I can remember. She knows her way around taking care of a dog. (more)"

Confirmed Holiday Availability
17. Giselle

I have a loving passion for dogs!

West Lawn, Chicago, IL, 60629

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

About: Hi, my names Giselle :)! I understand dogs to an emotional level, and I give them love and compassion as they deserve. I talk to my dogs, I give t... (more)

18. Rosalie

wonderful dog handler, cozy home

Chicago Lawn, CHICAGO, IL, 60629

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

"Rosie has an outstanding relationship with all pets she encounters. She is loving, caring, and goes above and beyond. She is never fearful and will do whatev... (more)"

Confirmed Holiday Availability
19. Renee

A DOG LOVING HOUSEHOLD

Ashburn, Chicago, IL, 60652

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

6 repeat clients

"Renee and her daughter watched our giant full-of-energy dog for a couple of days. They did such a wonderful job with him! Renee is so patient and sweet. Ou... (more)"

20. Brenda

Punctual and passionate dog lover

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up with dogs for the majority of my life. They've always had a special place in my heart. Dogs don't judge us they just want to make u... (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: