Pet Sitting & Drop Ins in Englewood, 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, Drop-In Visits, Dog Walking
5.0
14 reviews
8 repeat clients
from
$17
per visit

This is my second time using Coretta to watch my pets and she was just as amazing as the first. Her updates are so thorough, thoughtful, and sweet and can tell she genuinely enjoys caring for my animals.

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Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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2.

Elizabeth D.

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

Levi took excellent care of my pups! She's extremely knowledgeable about pet care and very communicative! I'll definitely be utilizing her services again in the near future!

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Sitter Profile Image: Abraham H.
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Sitter Profile Image: Abraham H.
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3.

Abraham H.

Animal lover, experienced caregiver
Hyde Park, Chicago, IL, 60615
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$30
per visit

Abraham is an amazing caregiver and is a huge animal lover. He’s walked both of my dogs multiple times and they always come back exercises and happy. He has also sat for me and the pets love him. He is truly the best!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Mikayla A.
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Sitter Profile Image: Mikayla A.
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4.

Mikayla A.

Your furry friend new Buddy!
Chicago, IL, 60619
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$17
per visit

About: Ive taken care of animals since i was 13 yrs old. I have rescued many animals & found them great homes. I love all animals. I am currently a part time fitness trainer. So i am available for you & your furry friends after 1pm. Im always available for you & your furry friends! I have a tall fence. I have one Dog & three cats to keep your furry friends active & a great spirit to feed their souls.

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Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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5.

Emily L.

Love all pets 🫶
Hyde Park, Chicago, IL, 60637
House Sitting, Drop-In Visits
5.0
3 reviews
from
$18
per visit

Very professional and on-time. Quick response time and great with cats.

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Sitter Profile Image: John M.
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Sitter Profile Image: John M.
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6.

John M.

UChicago student; animal lover
Hyde Park, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

John is a responsible student and pet enthusiast who would make a wonderful caretaker for any furry friend. John has experience taking care of his own three dogs back home, including one who is geriatric and disabled. He never fails to pet a pup on the street, and is a favorite among his friends cats, whom he regularly cares for. John is very reliable, and will take outstanding care of any pet.

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Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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7.

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
14 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: 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
1 repeat client
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.

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Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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9.

Jennifer W.

Long walks on the beach ❤️
Chicago, IL, 60637
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
1 review
1 repeat client
from
$20
per visit

About: Hi, I’m Jennifer! I have several years experience caring for and training dogs as a dog walker and pet sitter. I love all animals, but I must confess that pigeons are my favorite. I come from a family with a deep love for dogs, I grew up with a a calm temperament sweetheart Cocker Spaniel Springer named Happy, and currently have a frisky 10 year old Dachshund Fox Terrier mix named Oliver that I personally raised and potty trained since puppyhood. Different temperaments are no issue for me, from playful to stubborn to entirely relaxed - I have had experience with all kinds of personalities. I live next to Washington Park, the University of Chicago, and not too far from Promontory Point which features great walking paths along Lake Michigan. I’m an avid biker and love to be outside. I can accomodate most levels of exercise and bathroom breaks. Currently, I’m researching and learning more about dog body language to ensure the comfort and safety of dogs in my care—I’d love to talk to you about it! Your dog will not only be in great hands, but I’ll try my best to provide your pet a comfortable time and a ton of fun, too. I’m a graduate student at the University of Chicago, which allows me to have very flexible hours. I’m typically an early riser and like to take walks or bike rides in the morning. I make my own schedule and work from home most days. I know that life can be unpredictable, so I try my best to accommodate most schedules or last minute changes. I live on the 2nd floor of a 2 story building in a 3 bedroom apartment, which features a large and cozy living room. Usually, I set up dog beds and cozy pillows next to my bay windows so they can relax and enjoy watching a starling or cardinal outside. I keep my bedroom and bathroom doors closed, with the exception of my guest room that I will set up as a “calm room,” especially when I’m caring for multiple dogs. I like to provide a space for dogs to relax or sleep because each dog may have different needs. I keep the blinds closed and stimulation low in that room. This helps me to manage dogs with different temperaments, ages, and energy levels. Dogs are free to roam down the hall and into the kitchen. In a client’s home, I know that this is a new environment, so I do my best to follow instructions as they’re written and honor the clients requests.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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10.

Belicia K.

Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, 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.

Sitter Profile Image: Nariah B.
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Sitter Profile Image: Nariah B.
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11.

Nariah B.

Fur Mama w/o chance of Fur Baby
Chicago Lawn, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
2 repeat clients
from
$20
per visit

Nariah was great! Took great care of my jazmine and even brought in a perishable package that was delivered and put it away for me. I mistakenly put the wrong address on my reservation and Nariah was understanding and still was able to help me out for the weekend. Will definitely use her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Dominique A.
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Sitter Profile Image: Dominique A.
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12.

Dominique A.

Ms Trustworthy and dependable
Chicago, IL, 60620
Drop-In Visits, Dog Walking
5.0
3 reviews
from
$43
per visit

Dominique is great with my dog and my dog loves her. She checks in on my dog for walks during the day and also grooming appointments as needed.

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Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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13.

Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
7 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!

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Sitter Profile Image: Liz K.
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Sitter Profile Image: Liz K.
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14.

Liz K.

Your pup's new best friend :)
Chicago, IL, 60629
Boarding, Drop-In Visits, Dog Walking
2 reviews
from
$16
per visit

I've known Liz for almost 15 years! She has cared for many pets throughout her life including my fur baby. Headed out of town? Liz will be sure to give your fur baby lots of one on one time and of course cuddles!

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Sitter Profile Image: Rebecca W.
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Sitter Profile Image: Rebecca W.
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15.

Rebecca W.

Trustworthy and Always Punctual!
Englewood, Chicago, IL, 60621
Drop-In Visits, Dog Walking
5.0
5 reviews
from
$20
per visit

Rebecca has successfully raised dogs from puppyhood as well as caring for dogs beginning in their adulthood. These dogs have come from breeders and rescue shelters, so she’s confident around all personalities and life stages of dog! Rebecca patiently acclimated a very skittish and fearful dog to life with people and now he’s absolutely thriving - I highly recommend her for dog sitting.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Angel B.
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Sitter Profile Image: Angel B.
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16.

Angel B.

Treat your pet like my own child
Grand Crossing, chicago, IL, 60637
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
from
$25
per visit

Angel is the most caring person when it comes to taking care of an animal. From what i can tell, She loves cats, dogs and any other type of house pet.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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17.

Carmen P.

A dog-less dog lover
Woodlawn, Chicago, IL, 60637
Drop-In Visits, Dog Walking
5.0
5 reviews
4 repeat clients
from
$30
per visit

About: Hi! My name is Carmen and would love to take care of your dog. I live in a home with plenty of room for roaming about. I like connecting with a dog through copious petting and belly scratches. I had a dog for over eight and a half years. Besides being an animal lover, I'm an athletic person, so I love being outdoors and exercising. In addition to walking, I could also jog with your dog if you'd like him/her to burn more calories or shed a few more extra pounds. I'm very reliable. My schedule is open as I work from home. I can walk mornings, afternoons, or evenings. I am also very open to dog sitting. I live in a spacious home where the pup will have plenty of room. I have a fenced in back yard where the dog can be let out and have play time. I'm also conscious about not leaving anything out that the dog can get into.

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Sitter Profile Image: Maria C.
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Sitter Profile Image: Maria C.
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18.

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.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jaden G.
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Sitter Profile Image: Jaden G.
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19.

Jaden G.

A pet’s home away from home
Auburn Gresham, Chicago, IL, 60620
Boarding, Drop-In Visits
5.0
4 reviews
from
$30
per visit

Man I love Jaden. He’s so caring with Lola he treats her like his own. Lola is always happy in his care I don’t worry about her being mistreated she loves him

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jacky V.
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Sitter Profile Image: Jacky V.
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20.

Jacky V.

A dog is also a girls best friend!
West Englewood, Chicago, IL, 60636
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
24 reviews
7 repeat clients
from
$25
per visit

About: Hi! I’m Jacky, I’m 23, and I’m working as a healthcare medical assistant during my Med school gap years (just trying to get by honestly). I recently graduated from UIUC as an MCB major!! 🤩 I absolutely LOVE animals. I have 4 pets at home: 1 cat and 3 dogs. My cat likes to mind her own business and will probably hide from your pets, but my dogs will have a blast having a third friend in the room :) I have experience with dog and cat-sitting, not just through Rover, for a little over 5 years! I’m super friendly and active, so your pet will be in great hands! I’ve been wanting to exercise more often, so your pet is going to end up taking ME on walks lol. Or if your pets a cuddler, even better. I’d also love a study buddy! I work full time Mon-Fri and can do drop in visits before and after work. I am usually done at work by 1pm and the rest is work from home. If pet is staying at my place, the walks will be before and after work and before bed (that’s usually every pets schedule). I have a big fenced backyard and two floors in my apartment, so plenty of space for play and sleep! Thank you for reading this far! Hope to see you soon <3 I’m currently working full time Mon-Fri and have time before and after work, as well as on weekends. Send me a message and we can work something out! Pets at my place will have a ton of fun and never feel lonely! If your pet has specific requirements, I can easily accommodate to them to ensure their well being. Pets will always be babies to me, and I’ll treat and care for them the same! Again, my pretty kitty will stay away haha and if needed, I can take extra precaution to separate if it’s an issue.

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Dog lovers in Englewood, Chicago, IL love pet sitters on Rover.com. Over 7,915 pet owners have reviewed pet sitters on Rover in Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Chicago can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Englewood, 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 Englewood, Chicago who can provide the care your pet needs, when they need it.

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