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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Dominique A.
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Sitter Profile Image: Dominique A.
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1.

Dominique A.

Ms Trustworthy and dependable
Chicago, IL, 60620
Drop-In Visits, Dog Walking
5.0
3 reviews
from
$43
per visit

From day one you were able to see the passion and love that Dominique has for pets. My Rocky instantly picked up on her genuine spirit. Rocky is very shy to new people typically but immediately bonded with Dominique from day 1. He looks forward to their daily walks, often waiting for her by the door around his scheduled time. She even lends an extra helping hand by keeping him when me and my family are out of town. She is also now his preferred ride to the groomer as well lol. I am so glad that we found her.

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Sitter Profile Image: Gerardo R.
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Sitter Profile Image: Gerardo R.
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2.

Gerardo R.

Your🫵🏼Pets Next Best Friend🩵
Garfield Ridge, Chicago, IL, 60638
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$15
per visit

About: I’ve spent my life around animals so they are nothing new to me. Over the years I’ve learned to read their emotions and know how they feel just of simple tail wags. I’ve had experience training dogs and I trained my cats too. I am currently taking classes right now so Rover fits perfectly around that. Whenever I’m not studying I plan on doing Rover. I have a lot more free time than expected so I have plenty of time to do my thing. I would follow everything that is laid out for me, what ever rules the owner sets will be followed. It’s your house so their for it’s your rules. I’m very respectful of rules and I know they are set for a reason.

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Sitter Profile Image: Kaitlyn D.
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Sitter Profile Image: Kaitlyn D.
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3.

Kaitlyn D.

Recent Zoology Graduate, ALL Pets!
Burbank, IL, 60459
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$30
per visit

Very pleased with Kaitlyn service. We will definitely call her again , very knowledgeable on how to take care of my pets , took pictures of my pets for us to see them and kept me informed about how they were doing. Thank you Kaitlyn

Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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4.

Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
7 repeat clients
from
$17
per visit

This is my second time using Coretta to watch my pets and she was just as amazing as the first. Her updates are so thorough, thoughtful, and sweet and can tell she genuinely enjoys caring for my animals.

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Sitter Profile Image: Raymond G.
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Sitter Profile Image: Raymond G.
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5.

Raymond G.

Rover 101
Safe & Caring Dog and Cat Lover
Evergreen Park, IL, 60805
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
20 reviews
7 repeat clients
from
$30
per visit

Great communication, and my dog seemed very happy! Thank you!

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Sitter Profile Image: Maria C.
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Sitter Profile Image: Maria C.
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6.

Maria C.

Double lot yard adores dogs
Chicago Lawn, Chicago, IL, 60629
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
100 reviews
48 repeat clients
from
$25
per visit

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 extra care!

Sitter Profile Image: Maddy B.
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Sitter Profile Image: Maddy B.
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7.

Maddy B.

Experienced Dog lover
Chicago, IL, 60638
House Sitting, Drop-In Visits, Dog Walking
8 years of experience
from
$18
per visit

About: Growing up my family has has many animals from hamsters to a horse, as well as 5+ dogs at a time. I have plenty of experience with all breeds and ages of dogs as we have fostered over 450 dogs through a rescue over the past 4 years. These dogs are scared of people, other animals, noises basically everything and by the time the are adopted out from us you could never tell the difference. I am comfortable administering medications, walking dogs who pull, jump etc. I have experience bottle feeding and working with particular diets. As well as dogs who are dog aggressive. Currently I am working remotely and have the full flexibility Monday through Friday. However, I am in the application process of other jobs, so this can change and I would be working during the day M-F. I love others pets as if they are my own. Typically the day begins early with a morning let out/walk, then followed by food and water. My dog has a small afternoon snack so we often give him a small scoop around 2pm and visit local parks for walks and socialization 2x a week. I make it a priority to get all clients dogs out a minimum of 4 times a day and more if desired, while also incorporating exercise into our mix for at least one of the stops.

Sitter Profile Image: Karina C.
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Sitter Profile Image: Karina C.
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8.

Karina C.

Friendly and Patient
Chicago, IL, 60636
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$14
per visit

My 2 dogs love karina! She's very attentive to both dog's individual needs. They love she always has a special treat for each of them

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Sitter Profile Image: Lisa P.
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Sitter Profile Image: Lisa P.
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9.

Lisa P.

Rover 101
TREAT your dog to the best sitter!
Mount Greenwood, Chicago, IL, 60655
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$25
per visit

Lisa has done an excellent job watching my pups several times. This most recent visit my air conditioner broke and she brought over a fan from her house to help keep my pups cool. I also have a dog that can be reactive and there have been no issues. I highly recommend her and will continue to use her.

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Sitter Profile Image: Kimberly P.
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Sitter Profile Image: Kimberly P.
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10.

Kimberly P.

Fur, Feathers, Scales, or Fins...
Burbank, IL, 60459
Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$20
per visit

Kim is communicative, thoughtful, caring, and an absolute joy to work with

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Sitter Profile Image: Paige S.
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Sitter Profile Image: Paige S.
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11.

Paige S.

Lover of all animals!
Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking
5.0
69 reviews
49 repeat clients
from
$30
per visit

Paige is always so amazing, respectful, and goes above and beyond for our animals! I only trust her in my home while we’re away, and my animals love her! Highly recommended!

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Sitter Profile Image: Hunter S.
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Sitter Profile Image: Hunter S.
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12.

Hunter S.

Attentive & Friendly Pet Care🐾
Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
4 repeat clients
from
$25
per visit

Hunter is one of the most considerate dog walkers I’ve used yet and I am unbelievably grateful for his help each week. My dog and my home have been wonderfully cared for by this individual and I recommend him highly.

Sitter Profile Image: Stephanie C.
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Sitter Profile Image: Stephanie C.
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13.

Stephanie C.

Happiness is a warm puppy 💕
Alsip, IL, 60803
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
1 repeat client
from
$35
per visit

Stephanie is one of a kind. She treats all pets with love and respect and care. She has helped me with taking care of my dog tank when I’m on vacation and have never had a problem. I would trust her with any situation big or small.

Sitter Profile Image: Alexis W.
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Sitter Profile Image: Alexis W.
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14.

Alexis W.

a vibrant artist & pet hang out 😎
Pullman, Chicago, IL, 60628
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
from
$30
per visit

Alexis was my former neighbor who babysat my dog whenever I needed her too! She's always so kind and loving to my dog, that she was so excited to spend either a night or a few days with Alexis. I would highly recommend Alexis to pet sit any animal, as she is kind, loving, and a responsible pet sitter.

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Sitter Profile Image: Marissa W.
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Sitter Profile Image: Marissa W.
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15.

Marissa W.

Loving Mamabear
Bridgeport, Chicago, IL, 60616
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
4 repeat clients
from
$20
per visit

Marissa was great with our animal. She has a warm and caring personality. I felt comfortable leaving my cat in her care. If you're in need of a sitter, please contact Marissa, you won't be disappointed.

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Sitter Profile Image: Pantira R.
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Sitter Profile Image: Pantira R.
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16.

Pantira R.

5-Star Private Yard/Home+WFH family
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
58 reviews
31 repeat clients
from
$25
per visit

Pantira was great! She was very thorough and made me feel safe knowing my cat was being taken care of by her.

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Sitter Profile Image: Jordyn M.
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Sitter Profile Image: Jordyn M.
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17.

Jordyn M.

Experienced pet owner full of love
Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$17
per visit

Jordyn is an amazing sitter. She is great with my dog. He loves her so much. She lives all animals and they can tell. I highly recommend her. Laura

Sitter Profile Image: Andrew W.
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Sitter Profile Image: Andrew W.
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18.

Andrew W.

Devoted Dog Sitter to Furry Friends
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
27 reviews
3 repeat clients
from
$40
per visit

Drew is amazing with all Pets. He's my best friend and I have entrusted him with 2 of my dogs for weeks at a time. He loves to take care of them and enjoys long walks. He is always available and has always been trustworthy. I highly recommend him as a rover service provider.

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Sitter Profile Image: Emma & Emily F.
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Sitter Profile Image: Emma & Emily F.
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19.

Emma & Emily F.

We love making new furry friends!
Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking
3 reviews
1 repeat client
from
$25
per visit

Emma and Emily were delightful house/pet sitters for our 10 yr.old pup Scooter and 10 yr. old parrot Rainy. Both animals quickly accepted their loving conversation and compassionate handling of each pets personalities. They were respectful of both pets different life/house rhythms and fell right in sync staying in our home. I truly recommend them highly.

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Sitter Profile Image: Lauryn T.
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Sitter Profile Image: Lauryn T.
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20.

Lauryn T.

Rover 101
Hire a bombastic pet lover today!
Worth, IL, 60482
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
1 repeat client
from
$16
per visit

I am so happy with the care our cat, Rudy, received from Lauryn. She must have worked some magic on Rudy because our little old lady tends to hide from everyone. I was so surprised to see actual pics of Rudy. She was well-fed, her water fountain was kept full and running, and the litter box was cleaned out. That last task was the clincher for me. That and the fact that Lauryn was willing to trek out to our house - probably a 45 min. or more drive. If we need a sitter, Lauryn will be my first choice and I highly recommend her.

Search Map

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:

Drop-In Visits