Pet Sitting & Drop Ins in Oakland, Chicago, IL

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Top rated Oakland pet sitters

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Sitter Profile Image: Chelsea G.
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Chelsea G.
from
$20
per visit
5.0 out of 5.0 stars
11 reviews
3 repeat clients
20 years of experience
Loop, Chicago, IL, 60605

Chelsea was great. excellent communication and took very good care of my baby with lots of cuddles. if i’m ever back in chicago, will def book again.

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Ruth M.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$17
per visit
5.0 out of 5.0 stars
76 reviews
26 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Qutress was great with our shy cat, who even let Qutress pet her which is quite rare for newcomers! She was very communicative and gave us wonderful updates every day. Highly recommend!

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Luke M.
Sitter Profile Image: Brianna J.
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Brianna J.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
30 reviews
9 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Just wanted to thank you again for watching rocky and tiger. Leaving them can make us nervous so we appreciate your care of them, it made us feel at ease knowing they were happy 🙂

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Omar S.
Sitter Profile Image: Abi S.
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Abi S.
Star Sitter
from
$18
per visit
5.0 out of 5.0 stars
73 reviews
14 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

We are the happiest cat parents because we went with Abi. She is reliable and very communicative which is very important to us. We are usually not a nervous people but being new to Chicago and had to leave our cats for a couple a couple of days we were terrified because so far they always traveled with us. Abi made us feel comfortable from the first time that we reached out and I knew that we could count on her to be very communicative. Great experience with Rover. Thank you. Great experience with Abi. We found the person we were looking for. Thank you again. Derek and Irina.

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Irina C.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
4 reviews
4 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

I was out of country for 5 days and Evan took good care of my two cats. Litter boxes appeared to have been cleaned regularly and there was plenty of food and water out for the cats.

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Jason P.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$25
per visit
5.0 out of 5.0 stars
183 reviews
65 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara has been a wonderful support to our family. She’s a quick learner, is patient and communicates well. Our team pups enjoy her and always look forward to their walks with her.

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Elizabeth & Monica H.
Sitter Profile Image: Emily F.
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Emily F.
from
$16
per visit
12 years of experience
Bridgeport, Chicago, IL, 60616

About: This year, I lost my two rescue dogs within a few months of one another. They came into my life when I was a college kid and left when I entered my first year as a parent. I love my family and friends' furry friends, and life is not the same without them. A dog is not just an animal, but a family member and confidant. From walks, feedings, boarding, and endless cuddles, I can provide any service during lunchtime and weekends as needed. I personally do not enjoy spending my days indoors, so you can expect me to be running along the lake or at the park with my toddler. I work from home, so I can certainly care for animals while working. My son is in school on Mondays, Wednesdays, and Fridays, and I am flexible during my lunch schedule to care for your pup(s). On weekends, I can help with any requests you may have for your special friends. I have a fenced-in yard and a patio deck. I live in a dog-friendly neighborhood with plenty of parks to visit. I can travel to walk your dog for as long as needed, depending on the area.

Sitter Profile Image: Malayna M.
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Malayna M.
from
$25
per visit
5.0 out of 5.0 stars
25 reviews
7 repeat clients
20 years of experience
Chicago, IL, 60616

Malayna was super awesome. She was flexible with my schedule and gave me great updates on Doc during her visits. She was very communicative and I will definitely be reaching out to her again if I need someone to look after my cat.

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Luke M.
Sitter Profile Image: Jessy M.
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Jessy M.
Star Sitter
from
$17
per visit
5.0 out of 5.0 stars
10 reviews
4 repeat clients
13 years of experience
Hyde Park, Chicago, IL, 60615

Jessy did a great job taking care of our pets while we were away! Very responsive and caring! Thanks Jessy!

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Mariel H.
Sitter Profile Image: Madison C.
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Madison C.
from
$22
per visit
5.0 out of 5.0 stars
4 reviews
2 repeat clients
13 years of experience
Kenwood, Chicago, IL, 60653

Madison was absolutely wonderful, I can’t recommend her enough. I have a senior cat with some extra medical needs and she was incredibly patient and kind in taking care of him. I felt at ease knowing my kitty was in good hands with her!

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Audrey S.
Sitter Profile Image: Mia L.
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Mia L.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
14 reviews
4 repeat clients
7 years of experience
Hyde Park, Chicago, IL, 60615

Mia was personable and professional from our very first text. After her initial visit, I felt completely comfortable leaving my cat in her hands. I was able to relax while away and come home to a healthy, happy cat!

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Teresa R.
Sitter Profile Image: Leah H.
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Leah H.
from
$15
per visit
5.0 out of 5.0 stars
4 reviews
10 years of experience
Hyde Park, Chicago, IL, 60615

About: I am a CPR certified pet sitter who loves animals and loves to care for things. I have no pets of my own because I travel often for my full-time job . However. , I look forward to building a trust worthy, healthy relationship with you and your animal family. I currently work from home full-time so I have flexible hours. I do travel often for work so the further out I know for overnight days is the better. I also am available to walk dogs daily. I live alone and a very nice neighborhood full of lots of trees and families. I keep a very neat and nice home free of anything that could harm animals.

Sitter Profile Image: Zion B.
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Zion B.
from
$23
per visit
5.0 out of 5.0 stars
6 reviews
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Very sweet and very helpful, thank you!

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Sarai A.
Sitter Profile Image: Jordan W.
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Jordan W.
Star Sitter
from
$30
per visit
5.0 out of 5.0 stars
27 reviews
4 repeat clients
4 years of experience
Grand Boulevard, Chicago, IL, 60653

Jordan was a pleasure to work with. She was so receptive to the needs of our dogs, and was understanding of their character quirks! This was the first time we had drop in visits to our home, and she helped put our nervous dogs at ease. I’d definitely hire her again and recommend her to anyone

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Hanna S.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$25
per visit
5.0 out of 5.0 stars
16 reviews
6 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

Great with dogs! Daphne gave our 11yr old and 1yr old so much love and attention during her mid day drop in visits, we are grateful for her service. Wonderful and easy to work with and we will definitely use again.

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Petia O.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$30
per visit
5.0 out of 5.0 stars
30 reviews
8 repeat clients
20 years of experience
Douglas, Chicago, IL, 60609

levi you were so amazing!! we looked forward to your updates every day - thank you for taking such great care of cal and santi!! we hate to leave them but it was such a comfort knowing you were around

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Lillian & Jason A.
Sitter Profile Image: Vanessa G.
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Vanessa G.
from
$20
per visit
4.6 out of 5.0 stars
16 reviews
4 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

About: Hello. My name is Vanessa and I am a huge dog lover. I don’t see dogs as pets but more like family members. I’ve had 10+ years experience dogsiting for some friends dogs ranging from teacup Yorkies to Pitbulls. I have also been a dog owner to Rottweilers, American Eskimos and Shih-tzus. I don’t mind giving references if you need them to verify my work. I am a very sweet energetic and responsible person who promises to care for your dogs as best as I can and give them all my love as if they were my own. I take my responsibilities very serious and promise to follow any guidelines given to me and to keep your dogs safe. I am also willing to care for any other pets you have in the home. Being in the presense of dogs is a wonderful feeling and I will do anything in my power to make them feel comfortable and loved while you are away. If you have any questions feel free to ask. I can’t wait to meet your wonderful furry friends. I work on weekdays but am available to work around your schedule and im off weekends to accommodate any weekend travel you have as well. I am willing to follow any guidelines as far as how you would like your pets taken care of. I want to make sure you are always at ease when you leave your pets with me.

Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$30
per visit
4.4 out of 5.0 stars
6 reviews
4 repeat clients
10 years of experience
Chicago, IL, 60653

About: Welcome to my care profile! Thanks so much for your consideration. My name is Goddess Jasmine (pronounced Yasmine). 🌻 I am a Muslim & Christ 🌟centered plantbased entrepreneur, author, and content creator from Chicago whose main focus is about reconnecting and interweaving ourselves with nature to cultivate vitality and a cohesive social eco environment in which every being thrives in harmony. I am an enthusiastic world traveler, animal and nature lover committed to sharing joy and my authentic glow everywhere I go. As a seasoned holistic wellness consultant, caregiver, empowerment content creator, and community herbalist I work from home and close to the earth because I love to be outside and nurturing all living creatures. My main personal values center integrity with my inner wisdom, and connecting deeply with all that there is in my environment by sharing love & compassion to every being I encounter. I believe that everyone’s presence is a gift so I take the time to be in gratitude with all living beings I encounter moment by moment. When I was younger I always had a big heart and would care deeply for everyone and everything. I grew up with a guiñea pig, a fish, making friends with trees and babysitting my younger siblings and neighborhood children. I often visited my grandmama’s house to help her play with and care for her German Shepard. As a teenager I attended a rural farming school in Vermont and volunteered on many farms near Boston where I learned how to grow produce and raise livestock namely, cows, ducks, chickens, turkeys, and goats. While In Claremont California, I obtained my BA in Environmental Analysis Africana Studies and a Minor in Studio Art, studying the intrinsic interdependence and the ultimate beauty and creative web connections that support and maintain life. Additionally, I often took care of many of my friends' dogs (chihuahua and other medium mix breeds) while away on extended trips, namely playing with pets, walks, bathing, and poop time. In my 20’s I have had various house sitting opportunities to collect packages and tend for pets, cats, fish and gardens. Currently as a full time dog walker, herbalist and land steward, I feed the local wildlife, tend to an abundant native species garden and perform other domestic duties to maintain the beauty of the home. I believe that we are one with nature so connecting with nature is how we connect with ourselves. Also as an avid world traveler, I look forward to connecting with local animals and plants of any environment. My offering: Providing Premium Care Service Diverse care experiences and utmost dedication to quality care make me the perfect candidate to care for your love one(s) and home. My goal with clients is for us to build a genuine rapport of honesty, trust, and open communication. I am attentive, loving, responsible, nurturing and flexible to fit the needs of everyone I care for. Thanks for your consideration in trusting me in such a sacred opportunity to care for your home, plants, and pets while you're away. I will provide you with the peace of mind and consistent updates to assure you everything is going well at home so you can continue to enjoy your present. What I provide: Safety trust and peace of mind while your away Caring for your all pet needs(play groom, walk, feed) 3 checkin with photos each day Emotional connection with pets Positive Energy I look forward to chatting with you. Messages is the best form of communication for me. Peace ~Goddess Jasmine I currently work virtually as an entrepreneur on part time bases generally less then 10 hrs a week. This give me flexibility and able to sure your needs with the upmost attention. Via consistent messaging, clear communication, reviewing responsibilities and providing updates, I hope to build a genuine rapport of honesty, trust, and open communication with your family 🐶

Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$25
per visit
5.0 out of 5.0 stars
6 reviews
1 repeat client
11 years of experience
Kenwood, Chicago, IL, 60615

Thanks again for over caring for the dogs and stray kitty! My return home to them was like returning from work. (Even tho it was days) They were happy but not overly excited to see me and I know that is nothing short of you giving them the opportunity for their routine to not be disturbed and visiting with them with love!

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Heather B.
Sitter Profile Image: Christina D.
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Christina D.
from
$20
per visit
5.0 out of 5.0 stars
1 review
13 years of experience
Oakland, Chicago, IL, 60653

On time, very communicative and kind. Would use again.

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Ashley R.
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