Pet Sitting & Drop Ins in Douglas, Chicago, IL

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Douglas pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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

Daphne was amazing with our fur babies and gave them all the love while we were gone. She was as punctual, professional and caring. She was as excellent with communication and follow up. We will use her service again knowing the dogs are taken care of.

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Petia O.
Sitter Profile Image: AMya P.
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AMya P.
from
$17
per visit
15 years of experience
Chicago, IL, 60616

About: Although my aspiration to be a vet was cut short because I was too emotional, my love for animals never faded! Throughout my life I’ve cared for dogs, cats, gerbils, hamsters, and hermit crabs, and I’m happy to say that all of them lived happy lives under my care. These experiences have helped me become adaptable and attentive to different care styles. My goal is to provide consistent, loving care so your pet feels safe, exercised, and well cared for while you’re away. I work a full-time hybrid job that offers the flexibility to attend to responsibilities as needed. This allows me to consistently care for my own cat’s daily needs and ensures I can provide the same attentive, reliable care to your pets as well. I have one cat in my home, and a decent amount of space for your pet to explore and relax. There is not a concern for them escaping, as I live in a condo building and my windows can only be opened from high up, and my balcony stays closed unless I’m cleaning. I also have space for a crate if needed.

Sitter Profile Image: Brianna J.
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Brianna J.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
43 reviews
12 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: Malayna M.
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Malayna M.
from
$25
per visit
5.0 out of 5.0 stars
27 reviews
8 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: Chayse T.
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Chayse T.
from
$20
per visit
5.0 out of 5.0 stars
41 reviews
12 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60616

Fantastic first visit!! Lots of updates/photos and great care for my pups!

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Brandy D.
Sitter Profile Image: Lillian M.
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Lillian M.
from
$20
per visit
5.0 out of 5.0 stars
5 reviews
4 repeat clients
13 years of experience
Armour Square, Chicago, IL, 60616

About: I’ve spent the last 11 years caring for my elderly Chow Chow, and during that time I’ve also watched lots of other dogs, including two golden retrievers. I’m experienced with everything from playful pups to seniors who need gentler care. I also volunteer at local shelters walking dogs big and small, which has taught me how to build trust quickly and handle every kind of temperament. I’m calm, patient, and I always make sure each dog feels safe, loved, and full of treats. 😘 I'm currently working part-time, so I'll have plenty of time to play with your pups! I'm available for boarding on all weekdays and some weekends, just ask! When I’m caring for a dog in their home, my goal is to make sure they feel completely safe, comfortable, and loved while you’re away. I follow their normal routine as closely as possible with the same feeding times, walks, and favorite spots. I’ll make sure that everything feels familiar and stress-free. I’ve spent over a decade caring for my senior Chow Chow, so I’m especially patient and gentle with older dogs or those who need a little extra attention. I’ve also watched younger, energetic pups like golden retrievers and volunteer regularly at shelters, so I’m confident handling dogs of all sizes and temperaments. I always make sure pets get the right mix of exercise, play, and calm time. I send photo updates and messages regularly so you can relax knowing they’re happy and in good hands. Your home will be left just as you found it — clean, secure, and filled with tail wags.

Sitter Profile Image: Eunice Y.
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Eunice Y.
Star Sitter
from
$22
per visit
5.0 out of 5.0 stars
32 reviews
19 repeat clients
4 years of experience
Loop, Chicago, IL, 60607

Eunice went above and beyond with my Tev! She came back the second day even though Tevi was having a hard time during the first visit. Eunice was amazing and very communicative.

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Ally R.
Sitter Profile Image: Shawn P.
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Shawn P.
Star Sitter
from
$15
per visit
5.0 out of 5.0 stars
7 reviews
2 repeat clients
7 years of experience
Chicago, IL, 60616

Shawn was great! He has great communication through the whole process and always give us plenty of photos of the visit. By the end, our cat was flopping in his lap and loving up on him. Would recommend him for your cat and will be requesting him again in the future

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Carl L.
Sitter Profile Image: David K.
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David K.
Star Sitter
from
$25
per visit
5.0 out of 5.0 stars
144 reviews
47 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60616

David watched our cat Violet while we were away for a week. He’s very dependable and did a great job taking care of her and giving her medications. Will book again next time we’re out of town!

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Caroline F.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$25
per visit
4.9 out of 5.0 stars
211 reviews
71 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

It was my first time using rover and I was looking for someone who truly understands dogs, and its Tamara! Tamara was a true blessing while I was away in Mexico. My dog isn’t usually quick to trust—he even tried to bite her when they first met—but she was so patient and kind with him. By the end of the week, he was waiting at the door for her, tail wagging, 30 minutes early. I could tell he really bonded with her. I’m so grateful and would absolutely have her watch him again.

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Al T.
Sitter Profile Image: Andrea K.
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Andrea K.
Star Sitter
from
$23
per visit
5.0 out of 5.0 stars
60 reviews
21 repeat clients
30 years of experience
Lower West Side, Chicago, IL, 60616

Thanks to Andrea for making it last minute. Moony was happy to make a new friend. Communication as great and Andrea happened to be able to respond right away. I appreciate her

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Joseph K.
Sitter Profile Image: Dare W.
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Dare W.
from
$25
per visit
7 years of experience
Chicago, IL, 60616

About: I have 7 years of professional pet care experience alongside growing up taking care of pets. I have always felt a special connection with animals which carries into my pet care. With every animal I meet I prioritize developing a bond with them so they feel safe and enjoy our time together. I have experience with training puppies, leash training, and administering medication. My attention to detail and empathy prove me to be an advantageous caretaker. I will be sure not to miss any details with care instructions and will give your pup just as much love as I do mine. I understand leaving the care of your furbaby in someone else's hands can be stressful, but with me, you can trust your furbaby will be well taken care of. I currently work part-time with a very flexible schedule that changes weekly, so I have plenty of time for your pup! I have availability almost every day. I make sure to review all care instructions before entering the home. I always allow myself to get acquainted with the dog first then continue with service.

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: Lynettra L.
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Lynettra L.
from
$12
per visit
4.9 out of 5.0 stars
41 reviews
16 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60653

Lynettra is an exceptionally kind and loving cat sitter. She made sure our Brinkis had enough play time and nourishing food. She even got him a Christmas present while we were away! I would highly recommend her!

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Joanna A.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$20
per visit
4.9 out of 5.0 stars
15 reviews
6 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

Very prompt, communicative, and went above and beyond! Highly recommend to anyone!

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

Jordan did great! Went above every way!

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Brendon A.
Sitter Profile Image: Kai H.
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Kai H.
from
$17
per visit
5.0 out of 5.0 stars
6 reviews
2 repeat clients
13 years of experience
Bridgeport, Chicago, IL, 60616

The visit photos showed that my shy cats were happy to play with Kai. And even though it was a last-minute holiday booking, Kai worked around my schedule to promptly get and return my keys. I would definitely welcome her into my home to care for my cats again.

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Erin C.
Sitter Profile Image: Katherine F.
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Katherine F.
from
$10
per visit
4.7 out of 5.0 stars
6 reviews
10 years of experience
Bridgeport, Chicago, IL, 60608

Katherine was a great sitter for Oreo when I was out of the state for a couple weeks! She followed my printed instructions to a T, and also managed to befriend my shy cat at the same time. Katherine responded almost immediately whenever I had any concerns, and even dealt with a hairball situation while I was gone.

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Ellysia L.
Sitter Profile Image: Jorie S.
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Jorie S.
from
$25
per visit
5.0 out of 5.0 stars
12 reviews
4 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60605

Excellent. Jorie always send pictures and feedback. She is thorough and the cats like her. Appreciate that we can trust that the cats are in good hands.

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Sandra W.
Sitter Profile Image: Ahriel M.
Verified Enhanced Background Check
Ahriel M.
from
$30
per visit
5.0 out of 5.0 stars
3 reviews
12 years of experience
Douglas, Chicago, IL, 60616

About: I have 12 years of hands-on experience caring for my own Chihuahua mix, along with experience caring for pets in family homes while babysitting. I adapt to each pet’s personality, whether that means active engagement or giving them space, while ensuring they feel safe, calm, and well cared for at all times. My background as a teacher’s assistant and current work in healthcare with older adults has strengthened my reliability, patience, and attention to detail. I provide calm, consistent, and attentive care for every pet. I am a fully remote worker and can work from anywhere with a quiet space. I work a daytime healthcare role Monday–Friday (9–5) and a talent agency role evenings and weekends. My work sessions are typically 2–4 hours, allowing for flexible availability and plenty of downtime for pet care. My philosophy is to leave every home better than I found it. I treat each client’s home with respect, secure it properly, allow no visitors, and prioritize the pet’s full care needs—food, water, walks, and medical attention if needed. I’m easy to communicate with and always open to house rules, questions, or concerns.

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Over 23
pet parents in Douglas have booked pet sitting

Douglas pet parents share their Rover experiences

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5.0 out of 5.0 stars

Kristi helped out with a last minute request! She gave tons of photo and a detailed description of the visit! Would definitely recommend her.

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Nicole C.
Drop-In Visits
5.0 out of 5.0 stars

David was outstanding! This was my first time using a sitter from Rover and I was very nervous, but David exceeded expectations. He checked in on my apartment and two cats twice. He was extremely communicative and sent lots of photos. He took great care of my cats, and they warmed up to him quickly. David was professional, kind, thorough, and extremely clean. Would highly recommend David for any of your pet needs.

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Kelly T.
Drop-In Visits
5.0 out of 5.0 stars

Jason was fabulous and clearly took such good care of our three babies! This was the first time we've used Rover and were going to be away for a few weeks, so Jason was happy to meet with us beforehand to ease our minds. We automatically got good vibes from him and appreciated his attention to detail and comfortability with our cats. He gave us constant updates on our cats and lots of pictures. We could tell that our kitties were well cared for and Jason was thoughtful in spending time with them. We are so grateful to have found such an awesome sitter like Jason and will definitely be rebooking for our next trip!

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Gracin P.
Drop-In Visits
5.0 out of 5.0 stars

Leo was an exceptional sitter for my cat while we were away. He would visit regularly at similar times, providing updates on my cat’s well-being, sharing pictures, and reviewing the list of requirements.

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Saba S.
Drop-In Visits
5.0 out of 5.0 stars

This was my first time using Rover and Ashley made my experience great! She was super communicative and easy to work with. I’ll definitely be using her services again and would highly recommend her! Thanks so much for checking on my kitties!

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Diara B.
Drop-In Visits
5.0 out of 5.0 stars

Erin took great care of my cat while I was away for the holidays. I'm not usually comfortable leaving him behind, but Erin's warm and welcoming attitude made it easier. She took great care of him and followed all of my care instructions. My cat seems to have grown very fond of her over the past two weeks, and I will definitely be booking with her again!

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Nicolette P.
Drop-In Visits
5.0 out of 5.0 stars

Anthony did a great job per usual! I have a 75lb lab-husky, and two cats in the home. While away Anthony fed and walked the pup, and checked in on the cats.

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Shakur S.
Drop-In Visits
5.0 out of 5.0 stars

Rachel was super responsive. She was very detail-oriented in understanding how to best care for my cat when she came by to meet him. She was also very flexible in accommodating an add-on visit during the booking. We got tons of photos when she stopped by. I would highly recommend Rachel!!

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Maitri P.
Drop-In Visits
5.0 out of 5.0 stars

Darcy was absolutely amazing! She was so good with our shy cat and sent us sweet update photos daily. She even tidied up our apartment without being asked to, which was amazing to come back to after a trip! I would recommend her to anyone!

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Abby B.
Drop-In Visits
5.0 out of 5.0 stars

She did a great job taking care of my very anxious cat! She was very patient with her and gave me thorough updates!

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Allison B.
Drop-In Visits
5.0 out of 5.0 stars

Mikel is a fantastic pet sitter. My two cats needed care for a two week period and they were well taken care of and happy girls. Also Mikel is really responsive so if you have any concerns she’ll get back to you in a timely manner. HIGHLY RECOMMEND

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Jeshua M.
Drop-In Visits
5.0 out of 5.0 stars

Kayleigh is a wonderful catsitter. I felt informed about how my cat was doing for the entire two weeks that she watched him. She followed my instructions perfectly and was very attentive to him. I’d definitely rebook with Kayleigh if I need catsitting in the future!

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Ceylon A.
Drop-In Visits
5.0 out of 5.0 stars

Provided excellent care and went above and beyond following instructions. My cat warmed up to her very quickly.

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Liam C.
Drop-In Visits
5.0 out of 5.0 stars

Very caring. Takes the time to create great notes before and during her service. Accomodates aswell to help issues that may arrive go smoothly. I would highly recommend this person. They are dependable, flexible and competent.

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Jonte' W.
Drop-In Visits
5.0 out of 5.0 stars

Great experience! Very responsive and flexible. Made sure to keep me updated on each visit with my pet. Would recommend!

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hannah I.
Drop-In Visits
5.0 out of 5.0 stars

Tamara took great care of my cat while I was out of town! She was very responsive and transparent, keeping me updated throughout the booking. She was also really flexible & understanding when an issue came up with my keys - l couldn't have asked for a better sitter

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Janaye M.
Drop-In Visits
5.0 out of 5.0 stars

This was my second time working with Annie, and I felt totally at ease leaving my kitties for four days. Her availability during the holidays gave me so much peace of mind.

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Paula C.
Drop-In Visits
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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Douglas pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Douglas.

Rover makes it easy to find Douglas pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.