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.

1 / 1
Sitter Profile Image: Kathryn C.
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Kathryn C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
204 reviews
74 repeat clients
3 years of experience
Oak Lawn, IL, 60453

Very attentive care for my timid cat. Followed all the care instructions very exactly and made sure to seek out my cat in hiding to confirm all was well. Recommended!

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Marcy D.
Sitter Profile Image: Lisa H.
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Lisa H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
118 reviews
34 repeat clients
20 years of experience
Oak Forest, IL, 60452

Lisa is attentive and reliable! I had never used Rover before but we needed someone to feed our cats while we were away. I booked Lisa for multiple drop-in visits based on her reviews and I’m very glad I did. She is communicative and caring. Definitely recommend!

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Gina B.
Sitter Profile Image: Danielle N.
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Danielle N.
from
$17
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
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: artiss m.
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artiss m.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
11 reviews
5 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: Gionna T.
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Gionna T.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
141 reviews
61 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Gionna is absolutely fantastic! My rescue cat, who rarely comes out for anyone except me, followed Gionna around the house while she visited. I have to believe that means she’s a wonderful person!

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Shelby H.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
141 reviews
74 repeat clients
10 years of experience
Midlothian, IL, 60445

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.
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: Colleen K.
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Colleen K.
from
$17
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
2 years of experience
Chicago Ridge, IL, 60415

Colleen did an Excellent and detail attention to my cats, timing, activities with them, and duration of each visit exceeds my expectations! I will definitely look for her next time.

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Oscar C.
Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$20
per visit
7 years of experience
Oak Lawn, IL, 60453

About: I have cared for my dog, Comet for the past 8 years. In addition, I have also cared for about 5 families of pets for a total of 6 dogs, 2 cats, 2 guinea pigs, 1 turtle and 1 axolotl. I am willing to put as much dedication to those I watch after or walk as is requested and am very good, thorough and thoughtful at following directions and taking care of all animals. I do have a part time job in Naperville, so I am available on the days I work before 7 and after 6. Whichever times work the best for the client is what I will abide to. I will treat your home and pets with the utmost care and consideration. I will follow your pets care instructions exactly as you would like.

Sitter Profile Image: Amanda J.
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Amanda J.
from
$20
per visit
4.9 out of 5 stars
302 reviews
122 repeat clients
20 years of experience
Palos, IL, 60464

Amanda is great! From our first meet and greet to official booking she has been. kind, professional and flexible. The animals love her and so do we!

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Stacie M.
Sitter Profile Image: April M.
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April M.
from
$15
per visit
1 repeat client
6 years of experience
Oak Forest, IL, 60452

About: I have experience grooming and administrating medicine to furry friends that don't enjoy the process. Big or small, quiet or loud, friendly or shy I accept all pets and treat them as if they were my own. I babysit full time which includes pet sitting. I have open availability to take last minute bookings. I have the luxury to do this full time and love to work with peoples schedules. I have a fur baby named Micheal Jackson. He is a 5 year old long haired cat. He gets fed a variety of different foods to maintain a healthy diet. Plenty of enrichment activities, and soon a new fur friend?

Sitter Profile Image: Tara W.
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Tara W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
25 reviews
9 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara gave my cat fabulous, attentive care, as always! I’m grateful she always communicates and sends wonderful pictures. It’s the next best thing to being able to visit Jim Catsby myself. Thanks very much!

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Colleen D.
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: Dominique P.
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Dominique P.
from
$20
per visit
4 years of experience
Alsip, IL, 60803

About: I’ve been dog walking for 4 years and truly love caring for dogs of all sizes and personalities. I got 3 dogs myself , 2 Presa Canarios & 1 Maltipoo. I’m reliable, patient, and focused on making sure every pup feels safe, happy, and comfortable during every walk. Whether your dog needs exercise, playtime, or just a little extra attention while you’re away, I treat them like family. Pet care fits naturally into my daily routine as a stay-at-home mom because I have a flexible schedule and spend most of my day active and organized. I enjoy being around animals, and I have free time during the day that allows me to give pets the attention, exercise, and care they need. Whether it’s walks, playtime, feeding, or check-ins, I’m able to make pet care a consistent and reliable part of my weekly routine.I can also do late drop ins. I care for pets by making sure they feel safe, comfortable, and loved while keeping their normal routine as consistent as possible. In my client’s home, I follow all instructions carefully, including feeding schedules, walks, potty breaks, playtime, medications if needed, and any special care requests. I also make sure pets get plenty of attention, patience, and exercise based on their personality and energy level. I always prioritize safety, supervision, and communication with pet parents by providing updates and photos so they feel at ease while away.

Sitter Profile Image: Eudora J.
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Eudora J.
from
$20
per visit
22 years of experience
Alsip, IL, 60803

About: I have had pets my entire life and have been providing pet sitting services for the past 20 years. As an attentive caregiver, I focus on your pets individual personality and needs. I love getting to know new animals and building a trusting relationship! In my many years of experience I have provided dog walks, drop-in visits, and overnight stays. I have experience with animals of all ages and I love getting to engage with your pet and getting to know them! Pet care is my full-time job. I have an open schedule and I'm available holidays, weekends and overnights. Let's schedule a meeting for me to get to know your pet! I will ensure that your pet is in a safe and secure environment with the appropriate food, water, potty breaks and exercise needs met. A list of instructions is requested but not required.

Sitter Profile Image: Bob M.
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Bob M.
from
$21
per visit
4.9 out of 5 stars
21 reviews
9 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: 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: 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: Cynthia S.
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Cynthia S.
from
$17
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Midlothian, IL, 60445

About: I have had and been around dogs since I was a child. Dogs seem to come to me naturally; without fear or hesitation. I honestly believe this is because I approach them with ease and am not forceful. It seemed like a natural step for me to join the Rover community. Ive also been a dog owner and currently have Jazzy who is my beloved Boston Terrier Mix with a big personality and sweet nature. Jazzy and I chose each other and its been an adventure ever since day one! she loves everyone but at times can be a little bossy. I'm well aware of who runs the household! I pride myself on ensuring that Jazzy stays healthy by giving her quality food and treats, Along with that she enjoys her fenced in yard and takes daily walks. We have lots of playtime and cuddles. I'll treat your dog as I would my own. That is my motto as I don't want you to worry or be concerned when you are away from your precious fur baby. I can't replace you, or would never try but rest assured your pet will receive all my tender loving care. I have had the opportunity to care for some dogs on Rover who have become regular clients. The owners have told me that they reach out to me first and hope that I am available. That is a huge compliment and I'm honored that I made such an impact on their four legged friend. All the pets I have met have their own unique personality and what I do as a sitter is simply take them for who they are which includes any little quirks. Canine or human, we all possess them. If you like what you see, let's schedule a meet and greet and see if I'm the right fit for your pet and their needs. Thanks for taking the time to get to know me and read my profile! I work remotely on a part time basis so can be available in the afternoon/evening and do pet sitting on the weekends away from my home. Well I make sure my dog Jazzy is loved and cared for each and every day. I give her good food and healthy treats. Daily walks and preventive meds to keep her healthy and strong.

Sitter Profile Image: Vanessa G.
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Vanessa G.
from
$20
per visit
4.6 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
Grand Boulevard, Crestwood, IL, 60418

About: Hello. My name is Vanessa and I am a huge dog lover. I don’t see dogs as pets but more like family members. I’ve had 10+ years experience dogsiting for some friends dogs ranging from teacup Yorkies to Pitbulls. I have also been a dog owner to Rottweilers, American Eskimos and Shih-tzus. I don’t mind giving references if you need them to verify my work. I am a very sweet energetic and responsible person who promises to care for your dogs as best as I can and give them all my love as if they were my own. I take my responsibilities very serious and promise to follow any guidelines given to me and to keep your dogs safe. I am also willing to care for any other pets you have in the home. Being in the presense of dogs is a wonderful feeling and I will do anything in my power to make them feel comfortable and loved while you are away. If you have any questions feel free to ask. I can’t wait to meet your wonderful furry friends. I work on weekdays but am available to work around your schedule and im off weekends to accommodate any weekend travel you have as well. I am willing to follow any guidelines as far as how you would like your pets taken care of. I want to make sure you are always at ease when you leave your pets with me.

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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

Kathryn was amazing! She took care of my cat shortly after we moved and made sure she felt comfortable in her new space. We were sent lots of pictures!

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Terrin R.
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
5.0 out of 5 stars

Jezebel was kind and attentive. She stopped by to meet the dogs before hand and sent pictures during her drop by visits.

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Amy A.
Drop-In Visits
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local sitters who will treat your pets like family

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Popular requests for pet sitting - Crestwood

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Crestwood average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Crestwood

Frequently asked questions about Rover

The average cost for Pet Sitting in Crestwood on Rover is $17.76 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of September 2026, there are 12,168 sitters on Rover offering Pet Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Crestwood stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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