Pet Sitting in 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: Amaara B.
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Sitter Profile Image: Amaara B.
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1.

Amaara B.

Cat Sitter South Loop
Loop, Chicago, IL, 60607
Boarding, Drop-In Visits
5.0
3 reviews
1 repeat client
from
$22
per visit

Amaara is a great communicator and helped make my time away from Joey easier! Would use her help again.

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Sitter Profile Image: Leanna P.
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Sitter Profile Image: Leanna P.
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2.

Leanna P.

Communicative and Caring!
Loop, Chicago, IL, 60605
Drop-In Visits, Dog Walking
5.0
18 reviews
9 repeat clients
from
$23
per visit

Leanna was amazing, caring, and communicative, which is everything you could ask for from someone on Rover. She not only responded quickly to our last minute request for check-in’s but also was incredibly flexible and communicative when our lockbox was stuck, and the locksmith had to drive down to our home and literally saw it open. I also have a cat who just had surgery and Leanna was attentive to his post-op needs. Pretty much every complication in the book she handled with kindness and communication. Immense thanks to Leanna! Book her!

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Sitter Profile Image: Josie S.
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Sitter Profile Image: Josie S.
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3.

Josie S.

Animal Whispering Weirdo
Chicago, IL, 60608
Drop-In Visits
5.0
9 reviews
1 repeat client
from
$20
per visit

Josie was a great sitter and very knowledgeable about cat care. She is considerate, communicative, and punctual; exactly what we want in a pet sitter.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Crea W.
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Sitter Profile Image: Crea W.
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4.

Crea W.

Pets are part of your family!
Chicago, IL, 60605
House Sitting, Drop-In Visits
2 reviews
from
$20
per visit

I would 100% recommend Crea to watch my dog, Piper, again. She is communicative, sends pics/videos and keeps me updated on my pooch and how they are doing! I couldn't ask for anything more - she is FANTASTIC!

Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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5.

David K.

Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
5.0
68 reviews
29 repeat clients
from
$20
per visit

Highly recommend David for your pet sitting needs! He visited our two cats while we were away and did a phenomenal job. He was a great communicator and very professional.

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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6.

Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
179 reviews
79 repeat clients
from
$30
per visit

Dalila was great with my cat Shelby! She went out of her way to make my cat (who is afraid of strangers) feel at ease, and she even warmed up to her sooner than I expected. I’d definitely hire her again!

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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7.

Amanda J.

Graduate student who loves animals!
Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
3 repeat clients
from
$18
per visit

Thank you again your help is greatly appreciated. I’m sure she loves the company as well. Yea she is growing up quick .. hit me up on IG and I’ll share pics if you care Jayson_deLeon_photogrpahy not how much more will be using this was just trying to get her to eating on her own anyways thank you so much

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Sitter Profile Image: Michelle B.
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Sitter Profile Image: Michelle B.
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8.

Michelle B.

Active Walker and Loving Pet Sitter
Chicago, IL, 60616
Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$25
per visit

Perfect! Thank you!!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Christie G.
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Sitter Profile Image: Christie G.
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9.

Christie G.

Active Dog Mom with a Friendly Pup
Lower West Side, Chicago, IL, 60608
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$25
per visit

I highly recommend Christie!! Her commitment to her animals is top tier and she treats all animals as if they were her human children. I would 1000% trust Christie to take care of any of my animals and give them the love and care that they need while I'm away.

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Sitter Profile Image: Cy D.
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Sitter Profile Image: Cy D.
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10.

Cy D.

Silly doodles of your pet included!
Lower West Side, Chicago, IL, 60608
Drop-In Visits
5.0
4 reviews
1 repeat client
from
$20
per visit

Cy did a great job taking care of our two cats! Cy made extra sure that our cats were comfortable, happy, and eating properly—especially our one senior male cat. Would highly recommend booking Cy!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: jessica f.
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Sitter Profile Image: jessica f.
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11.

jessica f.

Everything on earth has a purpose
Chicago, IL, 60616
Drop-In Visits, Dog Walking
2 reviews
from
$25
per visit

A friend of mine recommended Jessica, best day ever when I hired her to walk my 2 crazy , excitable , loud terriers. My girls don't like strangers, but they took to Jessica right away . She is so good with them . She always has a treat for them . When she comes thru the door , they run and get their toys , it's playtime ! Jessica is the best and I trust her completely with my baby girls .

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Sitter Profile Image: Paola T.
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Sitter Profile Image: Paola T.
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12.

Paola T.

What’s up dog?
Chicago, IL, 60608
Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$20
per visit

Paola is a sensitive and responsible being who loves animals and cares about them. She has 3 adopted cats and one of them I fed him until he learned to eat for himself. He is a person with values and principles and a life ethic of which I am proud. Your pet will be very well cared for with it.

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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13.

Emily N.

Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
5.0
90 reviews
27 repeat clients
from
$20
per visit

Emily did a great job with my cats! She was very attentive to their needs and spent a lot of time with them, and all of her communication was prompt and thorough. Highly recommend!

Sitter Profile Image: Faith L.
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Sitter Profile Image: Faith L.
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14.

Faith L.

The best care for your best friend
Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
2 repeat clients
from
$30
per visit

Faith is the best pet caregiver!! Whenever I go on a trip and need someone to watch my Yorkshire terrier, Wilma, I always know that she will be in good hands. Faith is the type of pet caregiver that not only reads and follows your pet instruction manual but makes sure that she spends quality time with your pet. Wilma loves to go in backpack rides and walks in the park. She has a bit of anxiety and in general just likes her quiet time. Faith not only takes her for back pack rides and walks but also gives her plenty of relaxing time in her bed without loud noses. She is kind and gentle and super attentive and truly enjoys spending time with Wilma. If you want a pet caregiver who will give your pet undivided care and attention, you want Faith!

Sitter Profile Image: Alexandria O.
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Sitter Profile Image: Alexandria O.
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15.

Alexandria O.

Your pets are in safe, loving hands
Chicago, IL, 60608
Drop-In Visits
5.0
3 reviews
from
$17
per visit

Alexandria was amazing with our cats. They were very well taken care of and she was great at communicating during our trip.

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Sitter Profile Image: Ericka J.
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Sitter Profile Image: Ericka J.
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16.

Ericka J.

Loving dog walker 🐶🐾
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
2 repeat clients
from
$20
per visit

Ericka helped us while we were on vacation by checking on our cat, making sure she had fresh food/water and a clean litter box. She sent us pictures of our kitty and gave us updates at every check-in. Would definitely recommend her!

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Sitter Profile Image: Erik W.
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Sitter Profile Image: Erik W.
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17.

Erik W.

Flexible schedule for cats and dogs
Chicago, IL, 60608
Drop-In Visits
5.0
14 reviews
2 repeat clients
from
$17
per visit

Erik was great! He took care of Ghost like she was one of his own. Tons of photos and updates which is great. Ghost doesn’t like being alone for too long so it was perfect having Erik to check in on her and make sure she gets some love each day.

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Sitter Profile Image: Julia H.
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Sitter Profile Image: Julia H.
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18.

Julia H.

Pet Sitting Professional
Lower West Side, Chicago, IL, 60601
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$20
per visit

Julia's care for my dog over the past two years has been nothing short of remarkable. Her genuine love for animals and unwavering dedication made her the perfect choice as a rover. Whether it was daily walks, playtime, or snuggles, Julia went above and beyond to ensure my furry companion was happy and safe. Her responsible and attentive approach allowed me to travel without worries, knowing my dog was in the best hands possible. Thank you, Julia, for being an outstanding rover. You're the best!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Margo K.
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Sitter Profile Image: Margo K.
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19.

Margo K.

Animal lover living in Bridgeport!
Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$14
per visit

Margo was a lovely cat sitter, super communicative and proactive on the care of my pet. I rarely leave town and was nervous to leave my baby and felt like he was in really good hands the whole time! I highly reccommend her to anyone looking for cat sitter!

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Sitter Profile Image: Sarah B.
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Sitter Profile Image: Sarah B.
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20.

Sarah B.

Not Just a Bunny Mom....
Lower West Side, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
from
$17
per visit

Very nice and friendly to my cats. Even brushed them a little!

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Chicago Pet Sitting & Drop Ins ratings

Overall Rating:

Pet sitters in Chicago are rated on average 5 out of 5 stars based on 7,553 reviews.


Rover.com is the simple, savvy way to find and book Chicago house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Chicago on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 300,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Chicago, IL house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

Drop-In Visits