Pet Sitting & Drop Ins in Bridgeport, 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: Crystal R.
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Sitter Profile Image: Crystal R.
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1.

Crystal R.

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

Crystal is a lovely person and a great pet sitter! She is kind, communicative, and has excellent attention to detail. She took very good care of our very pregnant cat and gave her lots of love. I would definitely rebook Crystal and recommend her services!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: tehreem g.
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Sitter Profile Image: tehreem g.
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2.

tehreem g.

All around animal lover ❤️
Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per visit

Tehreem is absolutely wonderful with animals! My cat and dog love here more than they like us. Haven't seen anyone as caring for animals as her. Recommend her without reservations!

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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
8 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: Alexandria O.
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Sitter Profile Image: Alexandria O.
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4.

Alexandria O.

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

Alexandria is an avid lover of animals, and has dogsat for me numerous times. She is punctual, reliable, and always gives my pups a ton of love and attention! Highly recommend her!

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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
64 reviews
29 repeat clients
from
$20
per visit

David was very attentive and communicative, and he went above and beyond to look after our two cats while we were away for thanksgiving. Highly recommend!

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Sitter Profile Image: Rediat M.
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Sitter Profile Image: Rediat M.
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6.

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: Erik W.
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Sitter Profile Image: Erik W.
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7.

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: Faith L.
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Sitter Profile Image: Faith L.
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8.

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!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Niko F.
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Sitter Profile Image: Niko F.
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9.

Niko F.

Ensuring your pets safety/happiness
Lower West Side, Chicago, IL, 60616
Drop-In Visits, Dog Walking
5.0
11 reviews
6 repeat clients
from
$22
per visit

Thank you so much for all the photos and updates! Baker was happy to have us home but with your care he was well looked after. If anyone is looking for a cat sitter I can highly recommend you as the affection and play time you give was well worth every penny. Thank you for taking care of our boy.

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Sitter Profile Image: Julia H.
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Sitter Profile Image: Julia H.
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10.

Julia H.

Pet Sitting Professional
Lower West Side, Chicago, IL, 60601
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$17
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: Megan D.
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Sitter Profile Image: Megan D.
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11.

Megan D.

Reliable, Friendly Neighbor
Chicago, IL, 60608
Drop-In Visits, Dog Walking
5.0
5 reviews
3 repeat clients
from
$15
per visit

I trust very few people with my furbaby, Von. Megan is one of the few people I trust to care for him, and she has watched him twice now in our home. Megan is gentle, responsible, and kind. She sends regular photos and updates about how Von is doing when he's in her care, and she makes him feel loved. She also takes nice care of your home when you're away. Megan genuinely loves dogs and cats (she's a cat mom to two rescues!) and has much experience caring for animals. You will be able to trust Megan to take good care of your beloved pets!

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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12.

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: Netiya S.
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Sitter Profile Image: Netiya S.
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13.

Netiya S.

Caring for others is my passion.
Bridgeport, Chicago, IL, 60608
Drop-In Visits, Dog Walking
5.0
47 reviews
19 repeat clients
from
$25
per visit

We are so thankful for Netiya! She was so communicative and sent us the best pictures and videos while we were gone. Our cat, Cheddar, loved her so much and we would love to work with her in the future!

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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14.

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: Emily N.
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Sitter Profile Image: Emily N.
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15.

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

This past weekend was the first time Emily took care of my two cats and she was amazing. I left her a list of Kitty To Do’s and sticky notes all over the house lol and she knocked it all out at each visit. Unfortunately one of my cats is a super picky eater and you have to try a couple things for him to eat and she tried it all until he ate not once but twice then she would leave. She made my trip less stressful because I knew my boys where in good hands. She also is a great photographer, I received multiple pics of my boys at each visit which made my day!

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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!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Lou D.
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Sitter Profile Image: Lou D.
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17.

Lou D.

Hey! PAWSitive walker here! Pick me
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Dog Walking
6 years of experience
from
$20
per visit

About: I have taken care of pets from a young age. I am honest and reliable and will love your pet like my own!! Animal Lover!! I do this during the day and some weekends. Possibly holidays if it fits my schedule. I enjoy playing with animals while also getting exercise I currently have one dog who is extremely friendly and lovable with other pets/humans ! We like to play and also lounge around while snuggling.

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Sitter Profile Image: Monty H.
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Sitter Profile Image: Monty H.
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18.

Monty H.

Walks for All
Chicago, IL, 60616
Drop-In Visits, Dog Walking
10 years of experience
from
$18
per visit

About: I have bountiful experience caring for both cats and dogs! I personally have two cats, Meks and Booper, who vary in age, fur length, diet, and temperament. Plenty of know-how on reading the body language of cats and accommodating to variety of behavioral issues. My family has had many dogs over the course of my childhood which has exposed me to a variety of needs! I'm grateful to say I have been reliable as someone to feed, bathe, walk, play, kennel, and love many dogs. :-) I currently have full availability outside of Sunday! My prior experience as a barista means I'm up pretty darn early and can drive over to wherever I'm needed. I believe every pet is unique in what they need and look forward to learning how I can be what is necessary for each special friend I meet along the way. I have and can provide a variety of toy and treat (vetted through you, of course) to add to our walks and visits.

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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: Logan T.
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Sitter Profile Image: Logan T.
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20.

Logan T.

Its a dog thing and we understand
Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$30
per visit

I'm usually pretty nervous about leaving my dog with new caretakers while I'm away on trips or stuck in office but I lucked out finding someone as reliable and awesome as Logan! My 5 year old pup absolutely adores him and the attention/care he receives when Logan comes to visit. I love the communication and consistent updates that I get from Logan when he's overnight sitting for me or just taking my fur child for walks around the neighborhood. You can tell how much he loves dogs by how patient he is with not only the doggos but their anxious parents as well. It's a relief to know I can leave my fur child with someone I can trust when I have to be away. I honestly don't know what I would do without him!

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Pet parents in Bridgeport, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Bridgeport, 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 Bridgeport, 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 Bridgeport, 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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