Pet Sitting & Drop Ins in Douglas, 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: Josie S.
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Sitter Profile Image: Josie S.
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1.

Josie S.

Animal Whispering Weirdo
Chicago, IL, 60608
Drop-In Visits
5.0
7 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.

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Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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2.

Crystal R.

My home is where your pet is.
Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking
5.0
52 reviews
28 repeat clients
from
$21
per visit

Crystal arrived promptly for both the meet'n'greet and drop-in and our dogs took to her right away. She was friendly, professional and easy to communicate with. She sent photos of the dogs while she was here which is always helpful and reassuring! One of our dogs is a blind senior and she handled that well.

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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3.

Dalila E.

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

Dalila was great! This was my first time using this service and she was very patient with helping me navigating the app. She was timely and kept me inform with what’s going on. I will definitely be using her again.

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Sitter Profile Image: Rediat M.
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Sitter Profile Image: Rediat M.
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4.

Rediat M.

Loving & experienced pet sitter
Near South Side, Chicago, IL, 60616
Drop-In Visits, Dog Walking
1 review
from
$20
per visit

My husky, Midnight, absolutely loves Rediat. Due to a communication mishap, I needed an emergency sitter for a few days while I was out of town and none of my local friends were available. She dropped everything and drove two hours across state lines to watch Midnight for three days. He's a very anxious dog who needs constant attention and she was the perfect sitter to keep him calm, happy, and feeling loved. He loves playing with her and going on walks with her and tends to be attached at her hip whenever she's in town. She can sense when he's bored, lonely, or scared and responds appropriately. I trust her with him completely and will be asking her to sit for him in the future.

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Sitter Profile Image: Misbah H.
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Sitter Profile Image: Misbah H.
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5.

Misbah H.

Cat-lover 😻
Chicago, IL, 60605
House Sitting, Drop-In Visits
4 reviews
from
$15
per visit

Misbah watched my two dogs Stella and Stout and my cat Sangria while I was away on vacation. She did such a wonderful job and provided frequent updates and photos. She was so personable, reliable, and my pets just loved her!! My dog Stout is quite skittish with new people and he warmed right up to her! I would recommend her to anyone looking for care for their pets!

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Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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6.

Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
5 repeat clients
from
$23
per visit

Elizabeth watched our cat Chachi and she did an amazing job! He’s typically very shy but Elizabeth was so gentle and patient that he immediately warmed up to her. Having Elizabeth watch him gave us a really big sense of relief and made us feel safe leaving him knowing he was in such good hands. I can tell she really cared for him and enjoyed his company. I hope to always use Elizabeth when we’re out of town.

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Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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7.

David K.

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

David took great care of our kitty for a weekend of drop-in visits! Super responsive, very detailed updates with photos, and overall great communication.

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Sitter Profile Image: Alexandria O.
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Sitter Profile Image: Alexandria O.
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8.

Alexandria O.

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

My family has a total of 8 dogs, most being large dogs, and Alex has proven incredibly capable of caring for all of them and she is a pleasure to work with! I would highly recommend her for any pet caregiving task, she is up to the task!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Pantira R.
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Sitter Profile Image: Pantira R.
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9.

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
61 reviews
32 repeat clients
from
$25
per visit

Pantira is great! She sends lots and lots of pictures and videos and is very communicative. I feel very good leaving my cat in her care. Highly recommend her!

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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10.

jessica f.

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

Jessica treated my fur baby like her own and he loved every second of the attention. As soon as she came over he was so excited and could not wait to meet her. She wasn't afraid of him, like most people because of his size or breed. He likes to be in your face and meet you eye to eye. He is a 70lb pit/akita.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Marlicia G.
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Sitter Profile Image: Marlicia G.
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11.

Marlicia G.

Bachelors in Animal Science
Chicago, IL, 60616
Boarding, Drop-In Visits, Dog Walking
1 repeat client
from
$28
per visit

About: Hi I’m Marlicia! I’m an experienced Veterinary Technician. I have over 9 years of experience in Vet Med & also possess a Bachelor’s degree in Animal Science. Animals have always been my passion & I am dedicated to improving their lives each & every day. I’m available usually on weekends but throughout the week as well. It depends on my work schedule but I am more then willing to accommodate your fur baby. I have a small puppy who gets along very well with other dogs. I also am fear free certified, so your pet will be in good hands.

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Sitter Profile Image: Toni B.
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Sitter Profile Image: Toni B.
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12.

Toni B.

There for your pet, there for you !
Chicago, IL, 60653
Drop-In Visits, Dog Walking
5.0
9 reviews
1 repeat client
from
$15
per visit

Toni was an amazing sitter who went above and beyond my expectations to care for my little ones! I was so impressed with the detailed check-ins and the great communication on their part. Highly recommend.

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Sitter Profile Image: Manasa & Andy B.
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Sitter Profile Image: Manasa & Andy B.
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13.

Manasa & Andy B.

Husband/wife duo who loves animals!
Near South Side, Chicago, IL, 60616
Drop-In Visits, Dog Walking
5.0
2 reviews
from
$20
per visit

Manasa is a sweet and gentle person who treats all animals and humans with care and empathy. She would make an excellent caregiver for the beloved furry friends of others.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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14.

Emily N.

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

Emily is a great and attentive sitter. She always let me know if there was an issue (there rarely was) and treated my two kitties with great care! They were happy to have someone to play with while I was gone! :) Will definitely turn to Emily if I need to rebook in the future!

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Sitter Profile Image: Rachel M.
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Sitter Profile Image: Rachel M.
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15.

Rachel M.

Reliable and friendly cat care
Chicago, IL, 60616
Drop-In Visits
1 review
from
$17
per visit

As a pet owner herself, Rachel M. knows it can be challenging to be away from your pet. She is reliable, thoughtful and a wonderful person who will take good care of your pet(s). She has experience working with different cat personalities and will give your cat quality care. She is patient, friendly, respectful and an above and beyond cat-mom to her cat of 18 years!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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16.

Rachel W.

Dog Walker for 5 Years
Near South Side, Chicago, IL, 60616
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
29 reviews
12 repeat clients
from
$20
per visit

Rachel was amazing! Our kitties and dog really loved her. We were out of town for a week and it's kinda nerve-wracking to leave pets at home. But we were totally at ease with Rachel, she communicated super quickly and was just so great to work with. I can't say enough good things - I am happy we found her and will absolutely rebook whenever we need a sitter :)

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Sitter Profile Image: Jessica K.
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Sitter Profile Image: Jessica K.
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17.

Jessica K.

Caring for Your Pet Like My Own
Near South Side, Chicago, IL, 60616
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
2 reviews
from
$17
per visit

Jessica was great with our kitties, she spent a lot of time getting to know them, giving them attention and playtime! She was very responsive and dependable, and I appreciate her being available on such short notice. We would definitely like her to come back again!

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Sitter Profile Image: Michael P.
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Sitter Profile Image: Michael P.
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18.

Michael P.

Diabetus Puurficient Cat Dad
Chicago, IL, 60653
House Sitting, Drop-In Visits
6 reviews
from
$33
per visit

Michael, is a loving caring person. He very dependable and loves animals. He took care of our dog , who just loved Michael and was always excited to see him. He did an awesome job watching and taking care of our pup and I would highly recommend Michael to provide pet caring services.

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Sitter Profile Image: Paola T.
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Sitter Profile Image: Paola T.
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19.

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.

Sitter Profile Image: Salvador G.
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Sitter Profile Image: Salvador G.
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20.

Salvador G.

I will treat your pet like my own
Chicago, IL, 60616
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
6 years of experience
from
$17
per visit

About: I own 2 dogs I’ve been caring for dogs for about 5 years now both since puppies doing all the duties necessary to ensure they are all cared for properly and with utmost love and promise to do the same to your pets. I am a college student with some extra time on most day so my schedule is pretty open I love animals and miss my two dogs so I thought this would be the perfect chance to get around some furry friends. I have good sized house and patio my house is located right near a really big park to take long walks. Will Also want to follow your instructions for your pet and do my best to abide by the way you would want them to be cared for weather it be crate training feeding at certain time walks for a certain distance.

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When it comes to pet sitting, dog owners in Douglas, Chicago, IL love Rover.com. Over 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. The cost of pet sitting in Douglas may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Douglas, Chicago pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Douglas, Chicago who can provide the care your pet needs, when they need it.

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:

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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 Douglas, 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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