Pet Sitting & 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.

Search Results

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Whitney M.
A Dog-A-Day Keeps the Boredom AwayEvergreen Park, IL, 60805
House Sitting, Drop-In Visits, Dog Walking

Whitney was lovely and intuitive with our puppy. He’s a lot of work and energy and she took it in stride. Very thoughtful of his safety and comfort in crate tra… (more)

from
$15
per visit
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Divanna E.
Enthusiastic and flexible catsitterEvergreen Park, IL, 60805
House Sitting, Drop-In Visits
2 years of experience

About: I have been taking care of friends and family members cats for a few years now, and I thoroughly enjoy it. I have cared for cats with a variety of pe… (more)

from
$20
per visit
Laura P.
3.
They will be safe and feel loved!!!Washington Heights, CHICAGO, IL, 60643
Drop-In Visits, Dog Walking

Laura was awesome... she really knows animals; I felt so at ease knowing mine were in her hands... She's prompt, professional and very competent! (more)

from
$50
per visit
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Stacey D.
4.
Loving dog and cat owner of 3Oaklawn, IL, 60453
Drop-In Visits, Dog Walking
10 years of experience

About: I’ve helped sit for others pets for family and friends since I was 16. I have 2 cats and a dog of my own. I’m always the go to person in my family wh… (more)

from
$30
per visit
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Sirena B.
5.
Vacation for all types of pets🏖Evergreen park, IL, 60805
House Sitting, Drop-In Visits, Dog Walking

Sirena was on time and great with the dogs. Will definitely use again! (more)

from
$16
per visit
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6.
We Love Them Like You DoBurbank, IL, 60459
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Friendly & The dog approved (more)

from
$17
per visit
Confirmed availability: 4th of July
7.
Walk, jump, run.Oak lawn, IL, 60453
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Yadira for over 8 years she is extremely compassionate, dependable, honest, and a conscientious pet owner. She cares for other people's pets as sh… (more)

from
$19
per visit
Confirmed availability: 4th of July
Dogs=happiness & deserve it, tooBeverly, Chicago, IL, 60643
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alexandra has puppy sat my dog for the past 5 years. She has been incredible with him and we've recommended her to several other families! She is very organized… (more)

from
$17
per visit
Confirmed availability: 4th of July
Because dogs are more than petsBeverly, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking

Danielle was communicative with us, and kind and attentive to our cats. We will definitely hire Danielle again! Thank you for taking good care of our kitties. :… (more)

from
$35
per visit
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10.
Can your pet & I be best friends?🤗Oak Lawn, IL, 60453
House Sitting, Drop-In Visits, Dog Walking
7 years of experience

About: I've taken care of dogs for about 7 years. Between my own dog and dogs of friends and family. I absolutely adore all pups and they all tend to love m… (more)

from
$15
per visit
Confirmed availability: 4th of July
11.
Enjoying our time step by step!Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking

Maria was very respectful, responsive, and responsible. She sent pictures and information of the dog from start to finish. I would highly recommend her. (more)

from
$40
per visit
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12.
Liz 
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Mom of two senior doggies!Evergreen Park, IL, 60805
House Sitting, Drop-In Visits, Dog Walking

About: I've lived with dogs most of my life and I love to spend time with animals providing the love and attention that they need. I also believe exercise i… (more)

from
$20
per visit
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13.
Kind, determined, responsibleOak Lawn, IL, 60453
Drop-In Visits, Dog Walking

Monica has taken care of my doggies muiltple times for years! She is one of my top doggy sitters I always go to. I have also known Monica for about 8 years and … (more)

from
$17
per visit
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14.
Amy 
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Passionate animal lover!Beverly, Chicago, IL, 60655
Drop-In Visits, Doggy Day Care, Dog Walking

Amy was amazing with my 3 dogs. She is prompt, professional, polite. I'm not sure who my dogs love more, me or Amy? I will definitely use her services again. (more)

from
$17
per visit
Confirmed availability: 4th of July
15.
Weekend B&B for PETSOak lawn, IL, 60453
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

No need to look any further for a pet sitter. I really like the way Kendra interacts with my pets. I also appreciate her professionalism and flexibility. I had … (more)

from
$35
per visit
Calendar Recently Updated
16.
Pawsitively Great with Pets!!Oak Lawn, IL, 60453
Drop-In Visits, Dog Walking

In all of my 23 years of living, Claire is by far the most knowledgeable, patient, and successful dog owner and trainer I’ve seen. She has been a lover of dogs … (more)

from
$25
per visit
Calendar Recently Updated
17.
Double lot yard adores dogsChicago Lawn, Chicago, IL, 60629
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Maria was such a great sitter! Thank you so much for being patient with our sassy and needy baby! I will definitely be calling on Maria when Honey needs the ext… (more)

from
$15
per visit
Calendar Recently Updated
18.
Ava 
Verified Enhanced Background Check
Experienced petsitter & med studentBeverly, Chicago, IL, 60643
Drop-In Visits, Dog Walking

Ava took great care of our two tortoises. She is professional, friendly, and reliable. There's always some worry involved when leaving your pets in the care o… (more)

from
$17
per visit
Confirmed availability: 4th of July
19.
Barks of love!!Evergreen Park, IL, 60805
Drop-In Visits, Dog Walking

Gionna is the best. She takes great care of our 2 dogs. Highly recommended (more)

from
$16
per visit
20.
Rae 
Verified Background Check
Love to help people with their petsEvergreen Park, IL, 60805
Dog Boarding, House Sitting, Drop-In Visits

Rae was great and accommodating! Thanks for looking after Hank for me! (more)

from
$15
per visit

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: