Pet Sitting & Drop Ins in Grand Crossing, 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: Coretta S.
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Sitter Profile Image: Coretta S.
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1.

Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
2.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
14 repeat clients
from
$17
per visit

Coretta did an incredible job caring for Sahara. She is genuine, loving and very attentive. She also wonderfully provided details of her visits with plenty of photos. I highly recommend Coretta!

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Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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2.

Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$25
per visit

He’s been such a big help with our Rotties. He helped us maintain our kennel and kept our babies busy and active. He’s welcome here anytime.

Confirmed availability: This weekend
Sitter Profile Image: Stephanie J.
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Sitter Profile Image: Stephanie J.
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3.

Stephanie J.

They are special like we are!
South Shore, Chicago, IL, 60649
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
30 years of experience
from
$17
per visit

About: I have done volunteer work from Anti-Cruelty. I had to feed and walk the dogs. It was a great experience! I communicate well with pets. It fits very well. I plan to start part-time then go into full-time or whatever schedule is available first. Full or Part-time, based on availability. I make sure they are fed, walked, have exercise and activities, based on the breed and age of the pet. I will build connections also

Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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4.

Jasmine P.

Rover 101
Beloved dog whisperer, is me!
Chicago, IL, 60615
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
20 repeat clients
from
$30
per visit

Jasmine is great - as always! She's sensitive and patient - and will go at the pace that our dog needs to slowly build trust, and we so appreciate that!

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Sitter Profile Image: Alma G.
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Sitter Profile Image: Alma G.
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5.

Alma G.

Caring, loving and responsible!
Chicago, IL, 60615
3.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$17
per visit

About: My friends, family and neighbors have all counted on me to look after their pets since I was 15 years old. I grew up volunteering in dog shelters and caring for my own pet growing up. I treat all pets as if they were my own! I work full time at a fitness center, but my hours are flexible and I have Fridays and Saturdays off. I typically work later in the mornings and get off in the evenings, but I am able to adjust hours accordingly. I have a cozy apartment with a huge park and dog park 3 minutes away. I make my space work for them and really spend time with them outside and playing as much as they need. My neighborhood is great for those much needed walks!

Sitter Profile Image: Elizabeth H.
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Sitter Profile Image: Elizabeth H.
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6.

Elizabeth H.

I already love your dog!
Woodlawn, Chicago, IL, 60637
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$17
per visit

Elizabeth did an amazing job checking in on my cat while I was out of town! She made sure he had food, water, and a clean litter box. Elizabeth was responsive to messaging and sent photo updates during visits. I would recommend her to anyone looking for a reliable sitter and stress-free experience! Thank you for looking after Potter!

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Sitter Profile Image: Jen C.
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Sitter Profile Image: Jen C.
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7.

Jen C.

Rover 101
Experience + Tons of Love Each Time
South Shore, CHICAGO, IL, 60649
2.5 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$12
per visit

Jen was simply amazing! She arrived at the time we discussed and my dogs immediately gravitated to her! Her positive energy was infectious not only to them but to me as well. And I'm guessing they had a great walk by the snoring sounds afterwards 😊. They were loved beyond loved....thanks Jen!

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Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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8.

Carmen P.

A dog-less dog lover
Woodlawn, Chicago, IL, 60637
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$30
per visit

Carmen was amazing to work with! Great communication and great with the cats.

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Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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9.

Emily L.

Love all pets 🫶
Hyde Park, Chicago, IL, 60637
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$20
per visit

Very professional and on-time. Quick response time and great with cats.

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Sitter Profile Image: Mikayla V.
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Sitter Profile Image: Mikayla V.
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10.

Mikayla V.

Fur Baby Aficionado!
Chicago, IL, 60637
2.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$30
per visit

Mikayla was great and I will definitely hire her again!! She was very easy to communicate with right from the start and flexible with setting up a meet & great. She watched my cats over a long weekend and sent me updates everyday with pictures. My cats were clearly well taken care of and got lots of attention while I was gone :) highly recommended!!

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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11.

Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$30
per visit

Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose...went above and beyond to take care of them. Highly recommended...we will definitely look forward to booking her again in the future.

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Sitter Profile Image: Maya M.
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Sitter Profile Image: Maya M.
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12.

Maya M.

We’re a big family over here
Chicago, IL, 60617
2.6 mi. away
Drop-In Visits, Dog Walking
5 years of experience
from
$22
per visit

About: I have worked with both house, animals and farm animals throughout my life. I have always loved animals and helping people take care of animals when they don’t have the time My schedule is wide-open to help anytime anyone needs me. I am taking some time off before starting school in the spring so I am available seven days a week. I take care of my pets always making sure they have their medication and making sure they eat. I give them baths when needed and take them to the vet when it is needed.

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Sitter Profile Image: Nycol H.
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Sitter Profile Image: Nycol H.
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13.

Nycol H.

Hi, I’m Nycol!
Hyde Park, Chicago, IL, 60615
2.7 mi. away
House Sitting, Drop-In Visits
1 review
from
$20
per visit

Nycol is incredibly responsible and caring towards both animals and humans! Nycol has watched over our dear Sadie and Bernie for the last 2 years and she is still the only one we trust to watch them! I’m immensely grateful for Nycol and the bond she shares with our loving fur babies.

Sitter Profile Image: Jack R.
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Sitter Profile Image: Jack R.
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14.

Jack R.

dog walker and sitter
Woodlawn, Chicago, IL, 60637
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$17
per visit

Jack has taken the best care of my pug, Louis! He treats Louis with as much love and attention as I do and I can rest totally reassured that Louis is in the best hands when he’s with Jack. Jack also goes above and beyond, making sure that Louis runs around and gets plenty of exercise. He’s always super happy and worn out after hanging out with Jack :) As much as I’d love to think Louis is special, I’ve seen Jack extend that same special treatment to all the animals I’ve seen him care for. Any pet would be lucky to have Jack look after them - I can’t recommend him strongly enough!

Sitter Profile Image: Abby J.
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Sitter Profile Image: Abby J.
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15.

Abby J.

remote worker missing my dogs!
Hyde Park, Chicago, IL, 60637
2.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
1 repeat client
from
$17
per visit

Abby is one of those people who loves dogs the most and believes they are the best thing about our lives. She is able to handle challenging dogs and is caring but firm. Dogs love her. She is extremely reliable and devoted to caring for dogs and other animals with loving kindness.

Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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16.

Beverly B.

Home full-time, individual care
Chatham, Chicago, IL, 60620
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
234 reviews
85 repeat clients
from
$25
per visit

Beverly was fantastic and we would use her again in a heartbeat! We ran into a key issue and she was so patient and helpful in adjusting and making sure our boys were well cared for and happy.

Sitter Profile Image: Adrianna J.
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Sitter Profile Image: Adrianna J.
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17.

Adrianna J.

Your Pet’s Home away from Home 🏡
Chicago, IL, 60637
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$30
per visit

Adrianna is such a loving, attentive, playful and caring caregiver. She really makes it a point to tend to your animals individual needs at all times. She is so good at playing with my hyper puppy matching his levels when he is in a more hyper mood and keeping him calm with losts of cuddles when he’s tuckered out. She takes him for lots of walks and always sends the cutest pictures when I’m away. I would highly recommend her to care for your pet you won’t regret it!

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Sitter Profile Image: Ilisia P.
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Sitter Profile Image: Ilisia P.
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18.

Ilisia P.

Reliable & Loving - Dog/Cat Sitter
Chicago, IL, 60620
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$19
per visit

I am Really greatful for Ilisia being able to cat sit for me, she followed all of my instructions and my cat wasn’t too spiteful when I came back. Thank you so much!

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Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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19.

Jennifer W.

Attentive & comfortable care ❤️
Chicago, IL, 60637
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$20
per visit

About: Hey there! I have several years experience caring for and training dogs as a dog walker and pet sitter. I love all animals, but I must confess that pigeons are my favorite. I come from a family with a deep love for dogs, I grew up with a a calm temperament sweetheart Cocker Spaniel Springer named Happy, and currently have a frisky 10 year old Dachshund Fox Terrier mix named Oliver that I personally raised and potty trained since puppyhood. Different temperaments are no issue for me, from playful to stubborn to entirely relaxed - I have had experience with all kinds of personalities. I live next to Washington Park, the University of Chicago, and not too far from Promontory Point which features great walking paths along Lake Michigan. I’m an avid biker and love to be outside. I can accomodate most levels of exercise and bathroom breaks. Currently, I’m researching and learning more about dog body language to ensure the comfort and safety of dogs in my care—I’d love to talk to you about it! Your dog will not only be in great hands, but I’ll try my best to provide your pet a comfortable time and a ton of fun, too. I’m a graduate student at the University of Chicago, which allows me to have very flexible hours. I’m typically an early riser and like to take walks or bike rides in the morning. I make my own schedule and work from home most days. I know that life can be unpredictable, so I try my best to accommodate most schedules or last minute changes. I live on the 2nd floor of a 2 story building in a 3 bedroom apartment, which features a large and cozy living room. Usually, I set up dog beds and cozy pillows next to my bay windows so they can relax and enjoy watching a starling or cardinal outside. I keep my bedroom and bathroom doors closed, with the exception of my guest room that I will set up as a “calm room,” especially when I’m caring for multiple dogs. I like to provide a space for dogs to relax or sleep because each dog may have different needs. I keep the blinds closed and stimulation low in that room. This helps me to manage dogs with different temperaments, ages, and energy levels. Dogs are free to roam down the hall and into the kitchen. In a client’s home, I know that this is a new environment, so I do my best to follow instructions as they’re written and honor the clients requests.

Sitter Profile Image: Angel B.
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Sitter Profile Image: Angel B.
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20.

Angel B.

Treat your pet like my own child
Grand Crossing, chicago, IL, 60637
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$25
per visit

Angel has always been great with our pets. Very reliable when you have to go out of town last minute and the pets seem to like her more than is sometimes! She is really responsible and I’m a happy as long as our pets are.

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When it comes to pet care and pet sitting, pet owners in Grand Crossing, Chicago, IL trust their pets with sitters on Rover.com. Over 7915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Grand Crossing pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Grand Crossing, Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Grand Crossing, 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.

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