Pet Sitting & Drop Ins In Grand Crossing

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 Grand Crossing 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: Brianna B.
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Brianna B.
from
$10
per visit
5.0 out of 5 stars
6 reviews
4 years of experience
Hyde Park, Chicago, IL, 60615

Brianna was super communicative, timely, and cared well for my cat while giving detailed updates! Would book again!

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Ria M.
Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$34
per visit
5.0 out of 5 stars
77 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60619

Roxy was responsive, arrived as scheduled, and checked on our pets as requested. I also appreciate Roxy bringing in our mail packages that were left at the door. Thank you!

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Jen D.
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: 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: Deanna L.
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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: 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: 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 F.
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Dominique F.
from
$25
per visit
4.6 out of 5 stars
69 reviews
38 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique is really great always dependable I am a returning customer and as long as she’s doing this she is the only person I will trust with my dog son.

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jacquelynn D.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
43 reviews
15 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

Evan, was great! Very communicative and took great care of our pooch.

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Jessica S.
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: 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: 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: Daniela M.
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Daniela M.
from
$25
per visit
4.9 out of 5 stars
41 reviews
11 repeat clients
4 years of experience
Avalon Park, Chicago, IL, 60619

Daniela is great! She is very responsive and my dogs really enjoy her.

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Anna D.
Sitter Profile Image: Alexa B.
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Alexa B.
from
$30
per visit
4.8 out of 5 stars
9 reviews
4 repeat clients
3 years of experience
Chatham, Chicago, IL, 60619

About: I have experience with dogs with anxiety who use medication, needy/clingy dogs, and dogs with disabilities. I am extremely thorough and patient in case something goes wrong with them and I maintain a calm demeanor at all times. When it comes to instructions, please provide a brief, detailed description of your pet's daily routine and I'll follow it to the letter. I'm currently a graduate student at CSU; summers are a slow period for me. I am more than willing to babysit pets for as many nights, walks, feeding times as needed. During school time I will do walks, feeding visits and the occasional overnight weekend stay. I am committed to your pet's comfort level and will adapt to their schedule to the best of my ability. I will spoil them rotten because I absolutely love all dogs and cats of all shapes and mannerisms. Even if they hate me. If I am confused about anything regarding your pet's behavior, such as licking paws, over-grooming, an increase in urination, I will let you know about it as soon as I see it. I also LOVE talking to the pets so I will have full-on conversations with them. I'm especially good with repeat visits so if you are interested in having a one-time sitter for the next few years, I'm MORE than willing to take up that responsibility. Familiarity is very important with pets and as mentioned before, I am focused on the pet's comfort.

Sitter Profile Image: Amiriunna A.
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Amiriunna A.
from
$25
per visit
2 years of experience
Chicago, IL, 60649

About: I've taken care of my personal dogs and my cats over the years since I was 10. I've also cared for family pets, including babysitting, bathing, feeding, and caring for them. Ive even groomed my own dog. I do everything! I am currently on break, so I have loads of free time for your pet pals. They will be my top priority when they are in my care! Walks and sitting are enjoyable with me, I can train and easily keep it fun with your pet pals. I bathe, groom, and do so much more amongst other things!

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: Tamya O.
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Tamya O.
from
$25
per visit
4 years of experience
Woodlawn, Chicago, IL, 60637

About: I have hands-on experience caring for dogs of all sizes, breeds, and energy levels, including active and strong working breeds. I focus on creating a safe, structured, and stress-free environment while making sure every dog gets the attention, exercise, and care they need. I’m comfortable with walks, feeding schedules, crate routines, basic obedience reinforcement, and handling energetic dogs with patience and consistency. Pet parents can expect dependable communication, regular updates, and someone who genuinely treats their dogs like family. Your dog’s safety, comfort, and routine come first. A typical day includes structured walks, playtime, exercise, water breaks, feeding according to your instructions, and plenty of attention. I keep a calm and clean environment while making sure each dog gets the right balance of activity and rest based on their personality and needs. I’m especially comfortable with active and strong breeds, so dogs that need confidence, structure, and engagement are in good hands. Whether your pet needs a relaxed companion, exercise, or consistent care while you’re away, I aim to make the experience stress-free for both you and your dog. You’ll receive updates, photos, and quick responses throughout the stay so you always know how your dog is doing.

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.
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Grand Crossing pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Brianna was super communicative, timely, and cared well for my cat while giving detailed updates! Would book again!

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Ria M.
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

Evan did a wonderful job watching our cat for a long weekend. He was communicative and responsive, which made us feel comfortable and confident that our cat was in great hands.

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

Jasmine R was awesome. Thorough and punctual. My kitty was happy and my home was just as I left it. I will use her services again.

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Stacey S.
Drop-In Visits
5.0 out of 5 stars

Called before to establish clear, detailed communication for her checklist. Walked my dog and sent update videos/pictures as she completed her checklist throughout the service.

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Jonte' W.
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

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

Megan took care of our cat regularly for two weeks, and we couldn’t be happier with her help. Our cat has a very sassy and cautious personality, but Megan managed to win her over, which honestly says a lot. She was able to pet her and even got her to play, which is not easy at all. We are very grateful to Megan for her care, patience, and reliability. It gave us great peace of mind knowing our cat was in such good hands. We would absolutely recommend her to anyone looking for a caring and trustworthy pet sitter.

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Anastasiia P.
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

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 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 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

Anna was an amazing help with checking in on my cat Missy while I was away! Anna is great with introverted cats and made sure to respect Missy’s boundaries, while still giving her great care. Will definitely rebook with Anna in the future!

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Olivia H.
Drop-In Visits
5.0 out of 5 stars

Synclaire was so kind, communicative, and great with our cat. Could not ask for a better cat sitter!

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Nicholas K.
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

Anna's easy-going and responsible demeanor put my mind at ease while traveling. I'm grateful that she has experience with energetic cats and could offer extra play time where needed. Everything went smoothly, and she helped me modify the schedule when I needed to return a bit early. I will definitely be working with Anna again!

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Clayton L.
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
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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Grand Crossing 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 Grand Crossing.

Rover makes it easy to find Grand Crossing 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.