Pet Sitting Crestwood
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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.
“Thank you so much for taking good care of our little babies! I appreciate the little walk outing you did for them. I know it’s not easy to get them ready because they get so excited. You’re the best!!”

“Amanda was amazing and so considerate of making the schedule work when she came to take care of our car while we were away! She was so helpful with things she noticed in the house that needed to be taken care of that other people would have paid no attention to and it made our coming home after a long trip so much easier. A million stars and we will be calling her again for sure!”

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.

“Stefanie was a lifesaver when I requested her at the last minute to drop in and feed my cat. She took such good care of Kimber, had great communication and provided regular updates. Really, really appreciate her!”

“Toni was great! Super communicative and helpful while we were out. We appreciate her for helping us on such short notice. My cats were so loved they barely noticed we were gone lol. Definitely recommend!!”

“We couldn't be happier with Patrick's care for our two energetic pups while we were away on vacation. Right away, it was obvious that Patrick cared during the meet-and-greet. He made sure to understand every detail about their needs, routines, and how to give them their medications at lunch. He also made sure to update us on when he arrived and left and sent us photos. It was evident that he genuinely loves pets and takes caring for them seriously. Knowing our dogs were in such capable hands allowed us to enjoy our trip with peace of mind. We highly recommend Patrick to anyone in need of reliable and caring pet care, and we will definitely be utilizing his services again in the future. Thank you, Patrick, for your exceptional care of our furry family members!”

“Tara is fantastic! You can tell she really enjoys her job! She is timely, thorough and loving! Tara took great care of our big boy kitty Bela, she took time to get to know him, Bela loves to play and Tara was great playing with him, above and beyond what was expected! Tara is great with communicating and sending pictures, we felt very comfortable leaving Bela in her care. We will definitely request her again the next time we need care for Bela! We highly recommend Tara W!”

About: As a lifelong animal lover with years of experience in pet care, I understand that every pet has their own unique needs. I pride myself on having a strong sense of animal behavior and adjusting care accordingly to each individual pet’s temperament. I have a great deal of experience with senior pets and/or pets with a strict medication regimen. I understand that these animals often need additional patience and compassion and I am always striving to reliably provide such care. This includes administering edible, topical, and injectable medications. I have experience with dogs of all shapes and sizes as well as cats and small animals (birds, fish, reptiles, etc) so you can rest assured that your beloved critters are in good hands! I do my best to be communicative so I am always willing to discuss any additional details or concerns with my clients. My main goal in pet care is to provide reliable and respectful service that keeps your furry friend happy and gives you peace of mind in knowing they are properly cared for while you are away. I hope that I get to meet you and your pets very soon! Pet care is currently my main focus so my weekly schedule is almost always open. I am extremely flexible with scheduling which means I will be available to do reoccurring visits or extended pet sitting if need be. I have my own transportation so I am happy to make visits that are a bit out of my area as well. I have worked in professional pet care for 7+ years which has including both daily dog walking and overnight house-sitting. Being respectful of my client’s pets and their homes is of utmost importance to me. As well as pet sitting I am more than happy to take on other house-sitting responsibilities such as watering plants and bringing in mail/packages. I always appreciate strong communication and always do my best to provide prompt updates while you are away

About: Ive owned so many variety's of pets from cats and dogs to gerbils, hamsters, mice, and turtles from 8-18 years old. I love animals and will always put their well-being first in any situation. I am currently a student at Fox working towards my Veterinary Technicians License. I speak Spanish and English! I am currently a full time student-but am available between the hours of 5pm-9pm after school hours and available between 6am-8pm on weekends. I know precisely how to read and animals body language and know when something is wrong. An animal can let me know when they feel uncomfortable and I can let the owner know right away. I have handled many shelter animals and pets and can know when something is not right or if they feel uncomfortable.
“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.”

“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!”

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.
“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!”

“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.”

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.
“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!”

About: I have over 13 years experience doing vet assistant and vet technician tasks and skills as a volunteer at The Animal Welfare League in Chicago Ridge, IL. I have been employed as part of the membership and philanthropic department at Lincoln Park Zoo from which I learned a great deal, stemming from my biology classes on taxonomy to zoology, to specific animal facts and conservation of threatened animals. I therefore know a great deal of educational background on animal behavior. I studied psychology and comparitive human psychology/animal behavior with a bachelors in science from IIT. I have grown up with dogs, cats, and ferrets. At Southwest Animal Care Center, I bathed, fed, walked, medicated, and cared for boarding and patient animals. I graduated with my veterinary assistant certificate in 2018. After graduating from IIT, I became a kennel attendant and learned a great deal about how to care for animals. Pet care is a daily task for me as I take care for two little fuzzbutt ferrets, Icarus and Agatha. Icarus often wakes me up with his bushy tailed excitement. I'm lucky to have such wonderful critters in my life. Right now, I am only offering dog walking and off-site at client's home services. From what I've read from the anthropologist book "Inside of a Dog" by Alexandra Horowitz, animals, especially dogs, crave human attention so being attentive to an animal's needs is to me, what's most important. This includes communicating with animals to know when they need a bathroom break, when they want play, when they want affection and cuddles, when they want nappy time, being fed according to what their schedule is, and of course, offering healthy treats (if allowed) and new novel smells, toys, etc. I can manage 4-5 walks per day with one or multiple dogs at a time 5-6 days a week. This is my main job and I'm dedicated to providing top care as if they are my own. I take extra care to be a courteous and contentious guest in the owner's home. I treat my stay with respect and humbly care. You can trust me to provide excellent care and keep everything tidy and clean.

“I was able to find Jennifer quickly on the Rover app. I chose her by her profile and her close proximity to where I live. She responded very quickly to our request thru the app. She came for a short visit so we and our doberman could meet her. I wanted her also to feel comfortable with our large dog. We needed someone to come a couple of days around midday to fed, potty, walk and play our very active 8 month old 60 lb dog. We had her come for an hour each day. It was also the first time we were leaving her all day. Jennifer did exactly what was asked and says she looks forward to helping us out again. I know we will use her in the future.”

“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.”

“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!”

The median cost per visit for pet sitting in Crestwood is $20
Pet parents share their Rover experiences - Crestwood
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.

This was my first time using Rover for my 2 dogs and Keira was Great! From my first request to the time she completed the drop in visits she was very professional. She was prompt with responding to me and extremely polite. I appreciated all the communication with updates and pictures. I will definitely ask Keira to help us again in the future.

This is our second time having Keira care for our cat Bela and we are just as happy if not happier this time (if that's possible)! She is very thorough, caring, clean, friendly and really takes her time playing with our very energetic big fellow! We are very happy with Keira, and highly recommend her, we will definitely request her again! Bela misses her already!

Book with peace of mind
- 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

1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Crestwood sitters!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 July 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 July 2026, there are 12,491 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.







