Pet Sitting & Drop Ins In Englewood

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 Englewood 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: Amiyah W.
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Amiyah W.
from
$15
per visit
2 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

About: I've had pets since I was 9. From 9 till now I've had cats, dogs, fishes, and guinea pigs. I have experience with dealing with pets that may have previously trauma issues also with pets that may need careful care like medince or special needs. Even pets that don't need extra care just pets that wants to have long walks or need a lot of play time . I am currently in school. So I will be working part time for Rover. Evening and nights works best for the weekdays and for the weekends I am open for anytime you need. For cats do have multiple cat bags if they need to brought to a appointment or any where else. And foot dogs if you don't have a leach I can get one but I would prefer for you to have leeches and rates of pets need to be taken out of the house .

Sitter Profile Image: Me'lia J.
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Me'lia J.
from
$12
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
West Englewood, Chicago, IL, 60636

About: I've owned pets my whole life. I currently own two pets: a Coton de Tulear named Kitty and a sweet German Shepherd named Medusa. I volunteer at animal shelters, and work as a veterinarian assistant. I have experience with cats and dogs ranging from newborns to seniors. While I have my own pets, rest assured your baby will have my undivided attention while in my care. I interact with pet on a daily basis. I work as a vet assistant, and have my own pets. I have lots of free time throughout the week that I occassionally dedicate to my neighborhood animal shelters. My most open days are Wed - Fri. Pets will never be left unsupervised in my care. Only pets from one household will be walked at a time. When doing drop in visits I pay close attention to the instructions given by the pet owner, and will ensure the pet is comfortable before departing. I will provide pets access to water at all times, and pay close attention for any signs of discomfort. I always keep a first aid kit handy. I do not offer treats or foods that are approved of by the owner first. If I notice anything concerning I will notify the pet owner. I'll also provide cute update photos for the owners reassurance.

Sitter Profile Image: Taylor W.
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Taylor W.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
17 years of experience
Chicago, IL, 60615

Great! No complaints. Will be scheduling again soon. My cats loved her and she followed instructions exactly.

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Chevonne C.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
273 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

Beverly was super helpful and kind with our dog Oliver. He immediately liked her and she was great at communicating and sending pictures/ updates. Will definitely be contacting her next time we need a pet sitter!

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Kaley L.
Sitter Profile Image: Dominique L.
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Dominique L.
from
$20
per visit
4.9 out of 5 stars
47 reviews
21 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

Dominique is very reliable, Friendly and Flexible to my schedule. Trustworthy, and cares about my Fur Babies. She also took very cute pictures of my kitty Simba and my Dutch Shepherd Shana.

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Terese C.
Sitter Profile Image: Coretta S.
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Coretta S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
274 reviews
101 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

Im so thankful Coretta was available to care for Douglas while I was away! She is such a lovely person and so good with animals. She did a wonderful job and was very communicative and responsive the whole time. No question I will rebook with her the next time I’m out of town!

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Macy S.
Sitter Profile Image: Mia L.
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Mia L.
from
$20
per visit
5.0 out of 5 stars
26 reviews
5 repeat clients
7 years of experience
Hyde Park, Chicago, IL, 60615

This is my second booking with Mia. I received daily updates over the two weeks I was away and once again returned home to a happy, healthy cat.

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Teresa R.
Sitter Profile Image: Nikki J.
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Nikki J.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
15 years of experience
Chicago, IL, 60609

Nikki was so wonderful and helpful! I had an issue with my keys and she was so flexible and understanding. She went above and beyond helping me and making sure my dog was cared for while I was gone! She is the best!

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Eila W.
Sitter Profile Image: Jessica G.
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Jessica G.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
10 years of experience
New City, chicago, IL, 60609

Jessica was super great and took the time to make sure my shy kitty was comfortable! She is thoughtful and patient. Would book her again in a heartbeat!

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Hannah L.
Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
97 reviews
38 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60615

I booked Jasmine VERY last minute and she got back to me quickly and was available for a meet and greet the same day. Everything went off without a hitch while I was gone. Highly recommend.

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Wesley M.
Sitter Profile Image: Manuela G.
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Manuela G.
from
$12
per visit
5.0 out of 5 stars
26 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, 60637

I am very glad that Manuela helped with my cats during our vacation. Manuela came before my trip to meet Mia and Aska, and then came on all the appointed days. Sent me photos and videos of them playing together. I can recommend Manuela as an excellent nanny for kittens :)

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Tatyana U.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$20
per visit
4.9 out of 5 stars
14 reviews
5 repeat clients
6 years of experience
Chicago, IL, 60620

About: I take care of all animals in my care, mine or not. I never yell and I don't abuse any animal. I treat them as my own and I make sure that their tail wags every time that they see me. I work as a full time dog groomer and now that Rover has that service, I would like to build my own clientele. I work full time so unless I am doing a house sitting or the place is close by that I can do a fly by, I am not available in the morning most days except weekends. Your dog is never out of my sight unless I allow they are secure in a crate. Any thing that brings me concern will be immediately brought up with you and I will find any solution I can to help.

Sitter Profile Image: Kendyll C.
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Kendyll C.
from
$21
per visit
4.8 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Auburn Gresham, Chicago, IL, 60620

Kendyll worked really hard to win over our skiddish dog. He is very afraid of new people, and she was patient with him and worked with him to get him to trust her. Really appreciated having her with him!

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Andie W.
Sitter Profile Image: Princess P.
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Princess P.
from
$30
per visit
20 years of experience
Englewood, Chicago, IL, 60621

About: Im a stay at home mom and am able to be home all day, so dogs will never be left unattended. I have experience caring for dogs for 15 + years, I have cared for cats, Hampstead, snakes, guinea pigs, birth kittens, birds, etc. I will allow pets to sleep where they wish, and roam as they please, while keeping an eye on them to make sure they don't cause any trouble. Plus, I will give them lots of loving, attention, and treats! They will be treated as if they were my own and nothing less, including getting to sleep in the bed! (if you allow your pup to of course) I will follow your requested schedule for walking and feeding. I provide a minimum of 4 walks a day, but that can definitely be adjusted to your preferences/needs. There are 3 different parks on my block, that I will take the dogs to so they can run and play! All are fenced in. One is gravel, and the others is grass. All the dogs I take there have plenty of fun, and love to run around and play. If you have any specific questions or concerns, please contact me. I'm willing to handle all types of dogs, no matter breed or personality. I assure you, your child will be in great hands and staying in a loving, welcoming home!

Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
38 reviews
12 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was very punctual, provided lots of updates and pictures, communicated well, and poppy loved her! We will definitely be using her again and I 10/10 recommend her!

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Freddie V.
Sitter Profile Image: Ruari H.
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Ruari H.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60616

Amazing as always

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Che R.
Sitter Profile Image: Tamara J.
Verified Enhanced Background Check
Tamara J.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
248 reviews
86 repeat clients
16 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: Sheccid A.
Verified Enhanced Background Check
Sheccid A.
from
$17
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
New City, Chicago, IL, 60609

About: Hi, I’m Sheccid 👋🏼 As a proud dog mom to my Chi-Beagle, Lily, I know that every pup has a unique personality. Dogs have always been a central part of my life, and l've become great at reading their cues and adapting to their specific needs. I currently live in a relaxed home with my husband and Lily. I work from home, so I'll give your pup plenty of focused attention throughout the day. I'm also lucky to have a fenced-in yard, providing a safe and private space for your dog to play and stretch their legs. I can adapt to all types of temperaments- whether your dog is shy and needs a patient hand or is bold and high-energy. If they enjoy making new friends, Lily is available to join us on our walks for some extra socialization. I am dedicated to building a bond of trust with every dog I meet (and their owner) and look forward to caring for your furry friend! I work part-time from home, so Lily and I will have plenty of time to go on walks, play, and keep your pet company while you’re gone. Although Lily is friendly I never leave them unsupervised or alone for too long. I’m flexible with their needs and can crate or give them their own space if they’re nervous.

Sitter Profile Image: Deanna L.
Verified Enhanced Background Check
Deanna L.
from
$15
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
2 years of experience
Kenwood, Chicago, IL, 60615

About: I treat every pet like family, patient, observant, and caring. I may be new, but I come with love, responsibility, and a pocket of treats Working full time with reduced summer hours, plus weekends & holidays off, I’m available to offer consistent, caring attention and companionship for your pets! :) Pets in my care have access to walking paths, a dog park, a wash station, and designated potty areas. Crate-trained pups are welcome! I keep communication clear because guessing games are for pets, not pet parents

Sitter Profile Image: Kataleya M.
Verified Enhanced Background Check
Kataleya M.
from
$20
per visit
17 years of experience
New City, Chicago, IL, 60609

About: I’ve been taking care of dogs since I was a child. I’ve loved animals since I can remember and I am very passionate about their wellbeing. I have experience with a variety of breeds and with senior care. I have not had a a dog in my home since my 17 year old chihuahua, Taco Bell, passed away last year. He was my heart and with not having a furry friend at home any longer any chance I’ve gotten to interact with any pup since has filled me with so much joy. Pets are family and I will care for yours as if they were my own. I’m just getting started on Rover and my schedule is very flexible. I can work my day around your pet and their needs. If you choose me as a repeat sitter I will gladly adapt to your pets schedule. I care for others pets as if they were my own. I’m currently unable to host pets in my own home but I will gladly take care of your baby in the comfort of their own home. Being in a familiar environment will help your pet feel more at ease and comfortable. I will be mindful and respectful of your space while I am there. I will follow whatever routines you have in place for your pet to ensure their peace and happiness.

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Englewood pet parents share their Rover experiences

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5.0 out of 5 stars

Christina did a great job taking care of my five cats, two of whom zi have medical needs. I really appreciated her daily updates and photos of my boys.

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Susan B.
Drop-In Visits
5.0 out of 5 stars

Maya took great care of both my indoor and outdoor cats while I was away. She was in regular communication with me about whether or not the cats were visible during her drop-ins, as well as how open they were to getting some rubs and TLC. She even brought my dumpsters back into my yard on trash day and made sure packages delivered to my home made it safely inside. Maya is a sweetheart and I absolutely plan on having her care for my babies for my next extended out of town trip!

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Erica M.
Drop-In Visits
5.0 out of 5 stars

Desjana was great for us, fantastic communication and followed all our instructions well. She seemed to get along great with our dog and we would definitely recommend her!

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Lee V.
Drop-In Visits
5.0 out of 5 stars

Rachel was great! We loved having her take care of the girls again and would 1000% book with her again!

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Payton D.
Drop-In Visits
5.0 out of 5 stars

Nikki was so great!! Spent a good amount of time with my cats and they seemed so happy when I got back.

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Katie D.
Drop-In Visits
5.0 out of 5 stars

Lucille is definitely a kind soul and I appreciate her help walking my best friend. I would highly recommend and book again ☺️

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Alison L.
Drop-In Visits
5.0 out of 5 stars

We’re so lucky to have found Jasmine! I have a very territorial cat but her calm demeanor and patience paid off and he got comfortable with her presence.

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Maya C.
Drop-In Visits
5.0 out of 5 stars

Lynettra is very reliable and takes care of cat very well! Grateful to have her as a sitter for him!

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Joanna A.
Drop-In Visits
5.0 out of 5 stars

Cassie is an excellent cat sitter. She took care of my cat while going through some medical stuff, and took the time to make sure her medication was administered correctly and with care, and also to help reassure and update me while I was away. I really appreciate it!

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Katherine R.
Drop-In Visits
5.0 out of 5 stars

Claire is absolutely wonderful. She accepted my request at the last minute and truly cared about my cats’ well-being. She kept me updated throughout the day and made me feel completely at ease. She’s definitely a keeper, and I would highly recommend her to anyone

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Teslyn B.
Drop-In Visits
5.0 out of 5 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 stars

Emily is truly amazing; she did drop-ins on my cat for a little under 2 weeks. My cat is typically on the shy side when it comes to meeting new people but Emily took her time to get to know him. Emily provided a lot of pictures and was quick to respond to any questions. I came home to a clean space and happy pet— I’d definitely recommend her services!

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Nina A.
Drop-In Visits
5.0 out of 5 stars

Rebecca is a kitty whisperer! We are so grateful for her thoughtful care and attentiveness to our cats. Thank you again for being so consistent, responsive, and reliable 🙏🏽

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Danielle W.
Drop-In Visits
5.0 out of 5 stars

This was my second time having Zion take care of my kitties and it won't be the last! She always does an amazing job with them, including looking after my elderly cat with special dietary needs. She is super reliable and communicative. They are always happy and well taken care of when I get back, and I am happy to know they are in great hands :)

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Maia C.
Drop-In Visits
5.0 out of 5 stars

If it were possible to give 6 stars, I would. Fantastic with my pets, persevered in getting to them in very poor weather, and always communicating with a sunny, positive and cheerful personality. Jessica is fantastic.

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Brendan B.
Drop-In Visits
5.0 out of 5 stars

Katerina was an incredible cat sitter, great communication and flexibility! I am very satisfied with my stay and would book again!!

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Meghan G.
Drop-In Visits
5.0 out of 5 stars

Beverly cared for our girl just like we would. She arrived when she said she would, followed our directions and just loved on our fur baby. She is our go to caregiver!

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Devita Jo J.
Drop-In Visits
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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Englewood 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 Englewood.

Rover makes it easy to find Englewood 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.