Pet Sitting & Drop Ins in Grand Crossing, 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 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: Coretta S.
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Coretta S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 243 reviews
89 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

“Coretta is absolutely fantastic! She took such great care of my cat, providing regular updates and making sure everything was perfect. My cat seemed so happy and relaxed when I returned, which is a testament to the loving and attentive care she received. I highly recommend Coretta for anyone looking for a reliable and caring pet sitter!”

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Chandra E.
Sitter Profile Image: Claire P.
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Claire P.
from
$15
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Woodlawn, Chicago, IL, 60637

About: I've been taking care of my family dog and a neighbors cat since I was in high school. Since then I have grown a lot as an animal care taker. I have gotten the opportunity to volunteer with the SF SPCA for about two years. There I learned a lot of skills specifically for when it comes to taking care of dogs. Things ranging from best walking practices, how to teach them basic commands and how to interact with reactive dogs. While doing that I also gained some regular four legged clients. Overall I really enjoy spending time with pets but currently don’t have the ability to have one of my own so pet sit to fill that pet shaped gap. Since I am WFH my schedule is pretty flexible when pet sitting I can play with and/or take the pet out for multiple breaks a day. Also because of that my schedule is pretty flexible generally to take care of a pet. Since I am not able to have pets in my apartment I like to try to be as respectable to the pet and space I am in when taking care of an animal in their house.

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

“Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!”

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Anna R.
Sitter Profile Image: Aiden F.
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Aiden F.
from
$20
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
7 years of experience
Chicago, IL, 60637

“Personable and Kind”

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Dawn V.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
7 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

“Evan is responsive and responsible. He kept me up to date on my cats' progress and is pleasant to work with.”

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Yolaine D.
Sitter Profile Image: Manuela G.
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Manuela G.
from
$12
per visit
5.0 out of 5 stars
• 24 reviews
7 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: Mia L.
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Mia L.
from
$20
per visit
5.0 out of 5 stars
• 19 reviews
5 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: 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 excellent. She is reliable and great with our big and small dogs. We plan to ask her to help our dogs every time we need a dog walker or drop in visit.”

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Carol D.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$25
per visit
4.6 out of 5 stars
• 61 reviews
36 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: Daniela M.
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Daniela M.
from
$25
per visit
4.9 out of 5 stars
• 39 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: Rina S.
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Rina S.
from
$25
per visit
4.8 out of 5 stars
• 32 reviews
11 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

About: “With over 10 years of experience caring for dogs of all breeds, sizes, and personalities, I’ve had the joy of looking after pets for family, friends, and neighbors. From playful puppies to senior companions, I know how to provide the right balance of love, attention, and reliable care. Every dog I care for is treated like part of my own family—with plenty of cuddles, walks, and tail-wagging fun!” Available full-time to give your pets all the love, walks, and attention they nee any day of the week They will not lack anything, they will enjoy it all the time. Your pet’s safety and happiness are always my top priority. I provide responsible and loving care in a clean, safe environment, while also being mindful of nature during walks and outdoor time. With me, your furry friend will be in caring and reliable hands.

Sitter Profile Image: Nikki J.
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Nikki J.
from
$18
per visit
5.0 out of 5 stars
• 32 reviews
9 repeat clients
15 years of experience
Kenwood, Chicago, IL, 60615

“We were so grateful for Nikki caring for our two cats during our extended vacation. Both cats are very anxious with strangers, and one of our cats has special medical needs. Nikki was extremely gentle and patient during our introductory visit, letting the cats approach her and not trying to force any interaction. She handled the food, water. medication, litter, and play during our vacation and updated us every day. She was also really responsive to changes and updates. Thank you Nikki!”

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Erin B.
Sitter Profile Image: Bola A.
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Bola A.
from
$35
per visit
4.9 out of 5 stars
• 161 reviews
54 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

“Bola’s wonderful! We’re glad to have her support with our dogs.”

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Elizabeth & Monica H.
Sitter Profile Image: Lynettra L.
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Lynettra L.
from
$12
per visit
4.9 out of 5 stars
• 42 reviews
17 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: Christopher C.
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Christopher C.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
4 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

“Christopher was very accommodating and pleasant to work with!”

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Scott B.
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
• 69 reviews
24 repeat clients
8 years of experience
Chicago, IL, 60619

“Jayden is the best, so kind and attentive and thoughtful! We love seeing all the cute pictures they take, and our two picky cats love Jayden’s care and company.”

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Ari Z.
Sitter Profile Image: Brianna J.
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Brianna J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 49 reviews
12 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

“Brianna is simply the best! We’re so lucky we met her and for all the great care she’s given our pup, Bear, throughout 2025. This most recent stay was no exception. She is always on time, provides great communication (& updates!), and, of course, is so kind and patient with Bear. You’re making the right choice working with her!”

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David P.
Sitter Profile Image: Shakira C.
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Shakira C.
from
$34
per visit
5.0 out of 5 stars
• 46 reviews
9 repeat clients
25 years of experience
South Shore, Chicago, IL, 60649

“Shakira is very personable and quick-witted. My normally reserved cat came right to her which was a great sign and definitely put me at ease that he was in the care of the right person. I look forward to working with her in the future and highly recommend her service.”

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Raushanah N.
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 am currently watching animals as a part time gig as I have a full time job. House sittings are my most popular but I also have many drop in requests as well. 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: Katarina S.
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Katarina S.
from
$17
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve taken care of multiple dogs of varying ages and have always enjoyed it immensely. I no longer have a dog of my own but I would love to make friends with yours. I am working 3 days per week (not a set schedule) and have enough time to spend with some lovely dogs. My schedule changes week to week but I am quite flexible and hopeful we can find a good agreement for dog sitting/walking. My apartment is clean and spacious and perfect for a small/medium dog to stay at and play. I do not own a crate but also would prefer if your dog is properly trained and can tolerate being in open space.

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Grand Crossing pet parents share their Rover experiences

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5.0 out of 5 stars

Maya is AMAZING! This was my kittens first time at home by themselves and I was a little nervous. However, Maya made me feel so comfortable with all the photo updates and promptly responded to any of my texts. I highly recommend her!

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

Lucille is reliable and communicates well.It is much appreciated that she played with Kaia even for a brief moment. We are looking forward to working with her again.

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NORMA L.
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

Jasmine was amazing! They followed instructions, asked questions and gave a thorough summary of what happened each day! Greatly appreciate the thoughtfulness and care put into the time spent with my furry friend. Much appreciated!!

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Jon 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
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
5.0 out of 5 stars

Nikki is sweet, responsible, and exudes positive energy. My cats instantly gravitated to her, and I'm grateful for her flexibility and responsiveness. If you're looking for a local pet-sitter specializing in cats—look no further!

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

Thank you for always taking such good care of the girls! The updates and pictures help us not worry while we are traveling. The next time we travel we will definitely book you again.

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

Herminia was a great help in sitting for my cat while I was away. Very responsive & made sure to show him the love she’d give her own pets.

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Mi-Andre H.
Drop-In Visits
5.0 out of 5 stars

This was our third time booking with Rachel - she is so great with our cats! She’s very responsive and we always know that our kitties are in good hands.

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Ivy Y.
Drop-In Visits
5.0 out of 5 stars

Timothy was great with our sometimes skittish cat. We received daily updates and pictures immediately after all visits. You could tell that our cat liked him and that Timothy understood his nature. Timothy was more than pleasant, great communication, super prompt, and made us feel that our cat was safe and cared for. We would definitely hire him again.

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

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.
Drop-In Visits
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  1. 1. Search

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The median cost per night for pet sitting in Grand Crossing is $55

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Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Grand Crossing on Rover as of Feb 2026 was about $55 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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.