Pet Sitting Crestwood

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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Over 7
pet parents in Crestwood have booked pet sitting

Crestwood, Find top rated pet sitting

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: Kathryn C.
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Kathryn C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 214 reviews
78 repeat clients
3 years of experience
Oak Lawn, IL, 60453

“Kathryn is amazing. She came in to check on my kitty twice while I was on vacation and really went out of her way to make sure my baby was okay.”

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Shania D.
Sitter Profile Image: Danielle N.
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Danielle N.
from
$17
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Merrionette Park, IL, 60803

“Danielle was great with Monarch. She took really good care of him, all of our instructions and showed up for every visit. I know that sounds basic but it is huge. We will definitely use Danielle again and can’t thank her enough.”

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TERESA F.
Sitter Profile Image: Bridget M.
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Bridget M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
10 years of experience
Orland Park, IL, 60462

“We left our cats for the first time, so finding the right sitter was really important to us. We are so glad we met Bridget! She was incredibly friendly, caring, and clearly knows how to approach and interact with cats. I prepared a list and labeled all the supplies, and she followed every instruction perfectly. She also made an effort to get to know each of our cats’ unique personalities, which meant so much to us. Most importantly, our cats loved her! 🐈‍⬛🐈 She made us feel comfortable leaving them in her care, and we couldn’t have asked for a better first experience. We’ve found our go-to cat sitter for the future and would absolutely recommend Bridget to anyone looking for someone trustworthy, attentive, and genuinely caring. Thank you, Bridget! ❤️”

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Merve Y.
Sitter Profile Image: artiss m.
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artiss m.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 38 reviews
11 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

“Artiss was great! Send update pictures and made sure to love on our pets while we were away. Definitely will reach out to her again in the future.”

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Abel&Kaelyn B.
Sitter Profile Image: Emily M.
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Emily M.
from
$17
per visit
4.9 out of 5 stars
• 13 reviews
7 repeat clients
7 years of experience
Oak Forest, IL, 60452

“Emily did an awesome job doing drop-in visits with Sierra. She is great with communication, came for a meet n greet first and followed instructions for the visits. Sierra absolutely loved having her come over to play fetch in the yard, she got belly rubs, fed her treats and made sure she had fresh water before she left. I would absolutely have Emily again…she did a great job all around!”

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Mary Beth K.
Sitter Profile Image: Marissa M.
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Marissa M.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
10 years of experience
Oak Forest, IL, 60452

“Marissa was great! She arrived on time to meet my little pups before I went out of town, and also arrived on time the day I scheduled for her to come let them out. She played with them, took them for a walk, fed them, and changed out a potty pad.”

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Renata M.
Sitter Profile Image: Ethel B.
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Ethel B.
from
$20
per visit
5.0 out of 5 stars
• 119 reviews
41 repeat clients
5 years of experience
Hickory Hills, IL, 60457

“I would love to say that Ethel is the only sitter I have tried, and I am honestly never going to try another person. My cat is always well taken care of when I am gone. Ethel communicated with me everyday and always has. Thank you!”

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Erica S.
Sitter Profile Image: Bob M.
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Bob M.
from
$21
per visit
4.9 out of 5 stars
• 22 reviews
10 repeat clients
20 years of experience
Orland Park, IL, 60462

“Bob has been doing weekly home visits for our dog for over year now! He has never missed a visit and is very reliable. Our pup loves when he comes to visit, I would recommend him to anyone!”

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Allison M.
Sitter Profile Image: Karen P.
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Karen P.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 28 reviews
6 repeat clients
30 years of experience
Tinley Park, IL, 60477

“Karen was wonderful with our 14 year old dog Mollie. She has the heart of gold, a very calming presence about her, and is truly the dog whisperer. Our dog calmed down within minutes of meeting Karen. Karen is an excellent communicator and provides updates upon arrival and departure. We look forward to having her again soon!”

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Sarah C.
Sitter Profile Image: Amber C.
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Amber C.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
32 years of experience
Palos Park, IL, 60464

About: I am caring and patient, and will provide plenty of walks and playtime for your dog. I have raised two dogs to a healthy old age, as well as having provided short-term care for dogs of friends and family. I require a meet and greet for new clients before booking. I may also request a short trial visit (ie 2 hours) for new client boarding. My schedule is flexible so I can accommodate your pet's needs and provide them plenty of attention and care. I love all types of pet personalities! My home has lots of windows for your dog to sit and look outside, a nice neighborhood for walks and a big unfenced yard. I also have an open-door crate if your dog likes that sort of space. Your dog will always be leashed when outside.

Sitter Profile Image: Kaelyn C.
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Kaelyn C.
from
$17
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Markham, IL, 60428

“Kaelyn was absolutely wonderful, scheduled the meet and greet quickly, my fur baby, Juicy, loved her. She sent photos every day, and I could see she was so comfortable with her. Made my trip away from my Juice so much easier to tolerate. Will be booking her moving forward whenever needed. Highly recommend. Juice and I thank you, Kaelyn!”

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Ala M.
Sitter Profile Image: Alejandra A.
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Alejandra A.
from
$15
per visit
5.0 out of 5 stars
• 15 reviews
2 repeat clients
15 years of experience
Oak lawn, IL, 60453

About: I’ve taken care of sunconures, cockatiels, dogs, cats, hamsters and turtles ever since I can remember. Have experience with elderly dogs as well. Love all animals I do work in office from 9-5 Monday-Friday. So during that time not able to walk pets. Other than that I am able to care for them. in my home I have mutiple rooms/big enough house incase the pets need to be kept seperate. If I’m going to your home I’m trust worthy and will not tamper with anything.

Sitter Profile Image: Kelera W.
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Kelera W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 97 reviews
14 repeat clients
9 years of experience
Morgan Park, Chicago, IL, 60643

“Kelera is absolutely wonderful. She was very attentive, detail-oriented, and timely in taking care of my fur babies while I was away. My babies warmed up to her instantly and we certainly won't hesitate to call upon her services again in the future. Kelera is the best!! 👍”

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Della R.
Sitter Profile Image: Kristin S.
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Kristin S.
from
$20
per visit
30 years of experience
Palos Heights, IL, 60463

About: I have cared for dogs my whole life and have also loved and taken care of cats, hamsters, guinea pigs, and rabbits. I know our pets are our family and I will love and respect yours like they are my own. I am off for the Summer and have an open schedule for your beloved pet. After August, I am available after 4:00pm for any pet care needed I am able to provide care, companionship, walks, love, and medications as needed. Please let me know if your pet has anything they don’t like so I can make sure to give the exactly the comfort they are looking for.

Sitter Profile Image: Guillermina L.
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Guillermina L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 119 reviews
38 repeat clients
10 years of experience
Chicago Lawn, Chicago, IL, 60629

“Guillermina was great with my cats. She was able to visit everyday to feed, play and administer supplements. I recommend her for your visits.”

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Daniel G.
Sitter Profile Image: Nina B.
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Nina B.
from
$17
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Oak Lawn, IL, 60459

“Nina was great with our pets, Dodie is shy and stubborn but Nina navigated it well and had great communication. Thank you!”

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Heather N.
Sitter Profile Image: Taj J.
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Taj J.
from
$16
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Tinley Park, IL, 60477

About: I’ve been surrounded by pets all my life, being there for them is all I know now. I made it my passion to be caring of them. I recently left a dog daycare looking for a better way to make dogs comfortable while knowing they aren’t under any other rules than the ones in their very own home. I also am loving the idea of them all getting their own special treatment. I am willing to do early mornings or late nights I’m free all around. I just want every dog or cat to be satisfied. I usually wake up and walk outside to make sure I’m getting proper sunlight and one thing about a pet is they are always down for outside time. I’ll make sure your dog eats and gets hydration in the morning and take them outside to use the bathroom relax or play in the next 30 to 45 minutes for about a hour or two, if it is too hot outside I won’t have them out too long and I will make sure they cool off before giving them water. Your dog will always be safe and okay in my hands I’m very attentive

Sitter Profile Image: Hannah P.
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Hannah P.
from
$15
per visit
10 years of experience
Worth, IL, 60482

About: I've had dogs my whole life, helped with training, and often would dog and house sit for friends and family. I've attended several dog training courses with some of my own dogs, as well as researching and practicing on my own. I've helped a close friend and my sister do basic training with their own dogs. I also have 2 cats, and am careful to adjust treatment of all my animals to their personality and needs! I am available Mon/Tues/Saturday. I can be available Wednesday and Thursday with advanced notice. I am only available Sundays and/or Fridays upon request and with at least 3 weeks notice. I currently work part time in the service industry and am getting ready to go back to school for a career change. My schedule is mostly flexible, but I do have a commitment to my other job as well. I'm happy to work with anyone who needs me during unavailable days, don't be afraid to ask and we can see if we can work it out! My dog is not dog friendly, so I do not do any care at my residence. However, it means I am experienced with dogs who need a bit more awareness in their care than others! I'm attentive and firm, and am willing to go for a 2 hour hike or rest in the house depending on their needs.

Sitter Profile Image: Nancy A.
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Nancy A.
from
$16
per visit
5 years of experience
Oak Forest, IL, 60452

About: I am currently a stay at home mom to a 3 year old toddler. I also have a 6 year old Boston Terrier. Ive been around dogs since I was 8 years old and love how each one has their own personalities. Over the past 5 years I have dog sat and cared for family and friend's dogs while they were on vacation or unable to care for them. I am currently unemployed so my availability is open. I live in Evergreen Park and I'm familiar with city and surrounding suburbs. Let me know how I can help whether it be a check in, walk or boarding. I am currently a stay home mom so my availability is currently open. My son is in preschool and I have a reliable babysitter. Let's chat about how I can fit into your schedule. I live in Evergreen Park, in a very walkable and dog friendly neighborhood. I have a large fenced in yard with dogs living in both next door neighbors houses. I also have a friendly and energetic 6 year old Boston Terrier. He could be seperate, if needed. I am also willing to travel to your home and care for your pet there. Let me know what works best for you.

Sitter Profile Image: Jill R.
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Jill R.
from
$15
per visit
10 years of experience
Morgan Park, Chicago, IL, 60655

About: I love all types of dogs. I’ve cared for dogs for years by watching family members’ pets/house sitting and helping care for my own family’s dogs. I treat every dog like they’re part of the family, making sure they feel safe, loved, and well cared for while you’re away. I work full time Monday through Friday. Available evenings and weekends as it may fit with my life schedule. Depending on the distance, more visits may or may not be feasible. I try to stick with the dog’s normal routine, whether it includes walks or letting them out in your backyard. Also including feedings, giving medications, treat allowances, playtime, etc.

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The median cost per visit for pet sitting in Crestwood is $20

Pet parents share their Rover experiences - Crestwood

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5.0 out of 5 stars

Rachel was amazing! I really appreciated the opportunity to meet her before our time away and see her with our pups. She’s very professional and knowledgeable. Check in pics were great and was incredibly attentive to their needs. We will definitely work with Rachel again and recommend to family and friends!!

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

We’re so grateful we found Kathryn to care for our 10-year-old cat! She sent daily updates, gave her favorite treats and pets, and was very understanding when our schedule changed at the last minute. We highly recommend her! 🩵

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

Kaelyn was absolutely wonderful, scheduled the meet and greet quickly, my fur baby, Juicy, loved her. She sent photos every day, and I could see she was so comfortable with her. Made my trip away from my Juice so much easier to tolerate. Will be booking her moving forward whenever needed. Highly recommend. Juice and I thank you, Kaelyn!

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

Colleen was amazing! She was super attentive to our cat, and she was also very communicative and detailed about their visits. She put our mind completely at ease while on vacation because we knew our cat was in good hands.

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

Stefanie did a great job looking after our 3 cats while we were away! She provided lots of pictures/ videos and updates on how they did which made me feel that they were in great hands!

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Abby P.
Drop-In Visits
5.0 out of 5 stars

Katherine took exceptional care of my cats while I was away. It gave me real peace of mind knowing they were in such good hands. My cats were happy, well-fed, and clearly received plenty of attention. I would absolutely trust Katherine again and highly recommend her services.

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Connie F.
Drop-In Visits
5.0 out of 5 stars

Andria did a wonderful job doing check-ins with my pets. My dog Libby loved her so much. You could tell Andi sincerely loves animals. She was great and I would recommend her to anyone and will certainly use her again when needed.

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

She went beyond my expectations. A pet lover with a kind heart. Felt very comfortable leaving my Stella in her care.

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J D.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Crestwood

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Sitters in Crestwood average 6
repeat pet sitting clients

FAQs for Pet Sitting - Crestwood

Frequently asked questions about Rover

The average cost of Pet Sitting in Crestwood is $18 per visit as of November 2026. Most bookings cost between $18 and $31 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 11,939 sitters on Rover offering Pet Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in Crestwood. On Rover:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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