Pet Sitting & Drop Ins in Chatham, 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
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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
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
6 repeat clients
from
$17
per visit

Coretta was an amazing caretaker. She was consistent, on time, gave me thorough updates, and provided great care for my pets. 15 out of 10 would recommend!

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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2.

Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$20
per visit

Shit is an animal whisperer and is the person who brought my furry baby to me, rescuing her as a stray and eventually finding her a home with me. Shit is detailed, attentive, loving, and trustworthy. Highly recommend!

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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3.

Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking
5.0
32 reviews
6 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.

Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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4.

Jumie T.

Dogs love me!
Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking
6 years of experience
from
$20
per visit

About: I am a college grad and former dog owner with previous experience working as a dog sitter since high school. I love pets immensely, and am so excited to meet yours! Every dog I get to greet is a gift, and I treat them as such. Through my own experience as a dog owner, alongside my diverse experience with other dogs, I have learned a lot that I get to bring to these new situations. I know how vital calmness can be, and keep myself patient. I know every dog is different, so please share everything you can about your animal and all their quirks! Getting to interact with animals is so much fun and so fulfilling, I wish to spend more of my time doing it when I can. I currently work from home, so my schedule is incredibly flexible! I'm available for walks throughout the week and can stay with your fur baby as need be. I like to keep the care of your pet as close as possible to their normal routine, so please keep that information clearly written out if possible, or we can write it out together!

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Sitter Profile Image: Emma & Emily F.
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Sitter Profile Image: Emma & Emily F.
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5.

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 stayed at our ranch for a week while we were out of town. She was perfect. We returned to a happy cat and a clean house. She kept in communication with us. She learned how to operate all the systems that could cause problems during her sit, and that made us feel very secure about leaving her with an entire ranch to care for.

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Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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6.

Lupe M.

Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
4 repeat clients
from
$40
per visit

LUPE IS AMAZING! I can’t say enough good things here. Lupe was so responsive, thoughtful—amazing catographer and sent pics during each visit. I never felt worried about Randy while Lupe was watching him. She even took out my garbage and brought in my mail! I will definitely contact Lupe again for another drop-in.

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Sitter Profile Image: Maria C.
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Sitter Profile Image: Maria C.
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7.

Maria C.

Enjoying our time step by step!
Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
1 repeat client
from
$45
per visit

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

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Sitter Profile Image: Chau T.
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Sitter Profile Image: Chau T.
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8.

Chau T.

Active sitter with huge yard
Englewood, Chicago, IL, 60621
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per visit

Chau is such the animal whisper. Somehow animals gravitate to her, probably because she understands their boundaries and has a kind soul. I’ve been fortunate to watcher her raise her one year old pup. Her dog is so well behaved and confident, which speaks to the training Chau did with her. Chau is thoughtful and patient. Your fur baby will be in really good hands.

Sitter Profile Image: Dominique A.
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Sitter Profile Image: Dominique A.
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9.

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.

Sitter Profile Image: Susan C.
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Sitter Profile Image: Susan C.
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10.

Susan C.

You're Dog is My Dog!
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
125 reviews
56 repeat clients
from
$20
per visit

Susan is great! She has come to spend time with my cat about 4 or 5 times now. She is always very communicative and has built a sweet relationship with my buddy! I am very grateful to have her stop by when I’m away, and I know my cat is too!!

Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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11.

Beverly B.

Home full-time, individual care
Chatham, Chicago, IL, 60620
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
233 reviews
84 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: Alexis W.
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Sitter Profile Image: Alexis W.
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12.

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
$25
per visit

Alexis took care of my female senior Chihuahua on countless occasions. She kept me informed with regular pictures, updates, and made sure to express any concerns. Alexis always accommodated me and my dog was always excited to stay with her. She really cares a lot about animals, and it shows very much. I highly recommend Alexis to watch your dog.

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Sitter Profile Image: Derek G.
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Sitter Profile Image: Derek G.
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13.

Derek G.

Reliable dog lover and caretaker.
Chicago, IL, 60620
Drop-In Visits, Dog Walking
1 review
from
$25
per visit

Derek has helped me with house sitting my pet for multiple days while I was out of town. He really made me feel comfortable by following the steps down to the punctuation, as my dog has pretty bad anxiety. He’s one of the few people my Daisy trusts, and I agree with her.

Sitter Profile Image: Karina C.
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Sitter Profile Image: Karina C.
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14.

Karina C.

Friendly and Patient
Chicago, IL, 60636
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 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

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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15.

Belicia K.

Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
6 repeat clients
from
$40
per visit

About: I really enjoy getting to know the dogs, cuddling, and playing with them. I am okay with cleaning up after dogs, because I have been walking my own dogs for years. I have fostered and owned dogs and cats of all sizes, so no size is too big or small. If there is a yard, I would love to play with the dogs the entire time that I am watching them, if not I am willing to walk them to a park to let them get their exercise, and have time to socialize. I am open to working with schedules, and if possible, doing last minute bookings. Communication is key with me, so as long as we are both on the same page, I am here for your dog! I am working full time, but I am always free to walk dogs before work, after work, or on the weekends. I am also more than happy to watch cats while you are on vacation. I currently have 2 dogs and 2 cats, so you can decide if you would prefer the dog to socialize, or for me to do a stay at your home! I have an extra crate if crating is necessary, but I usually leave dogs out so they can roam explore and let me know when they would like to play. Even if I am busy, I will always make sure to pause and give your furr baby a play break. I honestly believe, dogs know what they need, and extra cuddles never hurt. With that, I always try to keep an eye out for cues about the bathroom, water, or food, and also give them lots of love.

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Sitter Profile Image: Holly R.
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Sitter Profile Image: Holly R.
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16.

Holly R.

Your Pet's Extended (WFH) Family
Woodlawn, Chicago, IL, 60637
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
57 reviews
24 repeat clients
from
$25
per visit

Holly is truly an exceptional person and dog watcher! We met at a dog park near her house before my dog Jake had his week long stay at her house. And he absolutely fell in love with her which is quite out of the ordinary nowadays for him. He didn’t want to leave her side so from that point I knew she had amazing energy. She sent pictures and videos the entire week Jake stayed with her to assure me that he was doing more than amazing. I highly recommend booking Holly if you want your fur baby to be treated with so much love and care.

Sitter Profile Image: Viola R.
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Sitter Profile Image: Viola R.
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17.

Viola R.

A dogs best friend
Grand Boulevard, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$17
per visit

My dog loves Viola! She’s one of the very few people that he truly feels the most comfortable around, so she’s one I know I can depend on to dogsit for me whenever I travel and can’t take him with me, and I’ve never had ANY problems when I come to pick him up after. Viola is attentive, caring, and very responsible when it comes to administering his medications and feeding him according to his special diet. Of course I’d recommend her!

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Sitter Profile Image: Ashley U.
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Sitter Profile Image: Ashley U.
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18.

Ashley U.

Animals are my bestfriends luv them
Chicago, IL, 60617
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
1 review
from
$25
per visit

About: I've had dogs my whole life growing up & started pet care in 2016- 2017 I love to help others & provide the best care for my clients. I love animals, all of them i dont discriminate against ANY breed. We have a loving but shy Pitbull. SHE WILL NOT BE HOME WHEN I DO DAY CARE FOR YOUR ANIMAL AT MY HOME.(UNLESS YOU WANT HER TO BE) (( even though she Absolutely LOVES other dogs)) ) i like to provide one on one care to focus on your fur babies. I have transportation also so that's not an Issue. This is what I enjoy doing, most ppl don't like work, but I love it its also great exercise for all of us. I'm energetic when I need to be and if your dog wants to take it slow if they're older that's totally fine I will adapt to any of your pets preferences/needs. I get along with animals so well they are my bestfriends. They are in great hands. I'm currently working part-time & I pick my own days/hours work schedules so I'm very flexible. Same day pet care jobs are acceptable also. I love to be available for your fur babies. IMPORTANT INFO. ( When i care for you animals, my dog is not around, unless you want her to be ) i come to clients home to provide exceptional care. Your preferences and expectations will be respected and met at all times. I will provide care the way you prefer when you request. We have a huge fenced in yard with 7ft tall wooden fences. Your pets are safe with me anytime.

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Sitter Profile Image: Emma M.
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Sitter Profile Image: Emma M.
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19.

Emma M.

The dog days have just begun!
Evergreen Park, IL, 60805
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
4.0
6 reviews
from
$20
per visit

Emma has watched my puppies many times for a few years now, and they always come home happy! She is an animal lover and will take the best possible care of your furry friends. I would recommend her to anyone.

Sitter Profile Image: Olivia F.
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Sitter Profile Image: Olivia F.
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20.

Olivia F.

UChicago student and animal lover
Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking
4 reviews
1 repeat client
from
$20
per visit

Olivia is a very attentive and responsible cat owner. She has taken wonderful care of her cat Robin. She has experience growing up with two Corgis, who she was in charge of walking every day, and never fails to stop to pet a dog on the street! She has also spent years volunteering at an animal shelter acclimating dogs and cats in Houston, TX. I cannot imagine anyone more suited to be a dog walker or sitter!

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Dog owners in Chatham, Chicago, IL turn to pet sitters on 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. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Chicago with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Chatham, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Chatham, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Chatham, 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:

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