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 611 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.
“Brooke was great! She watched our 2 cats, one that needed medication. She was super communicative and there were zero issues. She took the time to play with our energetic young cat!”
“Lauren was great! She saved me from worrying about my cats. She was always on time with visits and provided information for every visit. I felt our cats were well cared for...clean and happy! We also looked forward to the daily pictures! Thank you!!!”
“Claire took great care of our dog, Monte, who can be a lot to handle. We were sent pics of him playing on her visits and he looked very well cared for! She was extremely thorough on her visits making sure he was good to go before leaving.”
“Eleanor was fantastic. She reassured us with the report cars and photos. We have older cats so more concern about going on vacation. I highly recommend Eleanor as she clearly loves fur babies. Thank-you!!”
“Anne was absolutely wonderful with our four month old puppy. He loves meeting new people, but is still very energetic (and teething). She was very patient with him and added in lots of playtime to tire him out. We will be highly recommending her to friends and family in the area!”
“Samantha is awesome. She is reliable and our dogs bennie and ruby really enjoy being with her. She does a great job with follow up communications and photos. Thanks again Sam.”
“Sonja was amazing!! She did a great job taking care of my cat. She was so easy to communicate with and made the whole experience so easy. I would highly recommend her!!”
“Ryan took great care of my dog while I was out of town for a week. She stopped by my house 3 times a day and walked my dog in the evenings. She sent me cute pictures which I appreciated. I was so happy that she was in good hands while I was gone.”
“Jessica was great! Communicated well before and during the drop in visits. She cared for my cats as if they were her own, my cats also LOVED her and felt very comfortable. I plan to rebook with Jessica in the future for any other needs! Also she took the cutest photos of my fur babies!!”
“This was our first time using the app so I was nervous, but Micheal made us feel so comfortable. His photos and messages put our minds at ease while we were gone. I would definitely go with him again. Thank you for all your help and taking great care of our pets.”
“This was my first time using Rover and I’m so happy I chose Corrine to help with my fur buddies. She is super bubbly and outgoing. She communicated with me every time she stopped over to let them out and sent photos so I could see them in the yard. She asked great questions and covered everything they needed. I highly recommended her to help with your fur buddies. She took excellent care of mine. I will being using her again!”
“Danny & Jennifer were amazing! I can not recommend them enough. From the daily updates, to our specific accommodations, to the care and love they showed our cats, I truly couldn’t be more grateful for these two! Leaving our cats in the hands of someone else is very stressful, but Danny and Jennifer made it so easy for us to not worry as we knew they were in the best hands possible!”
About: Hello! My name is Haley and I am excited to be able to help you in your pet care experience! I am a proud owner of two cats, a puppy and a snake. I have spent my life growing up around animals and training them as well. I know what love and care is needed for your animals as I will take care of them the same I would take care of mine. I have come to learn that patience, love and fun are the best qualities to have when caring for any animals. I will be sure to take the time and dedication that is needed to ensure your animal feels safe, loved and well taken care of while you are unavailable. If you have any further questions please do not hesitate to ask! * I work with a flexible schedule, which allows me to consistently build pet care into my daily routine. * As a pet owner myself, animal care is already a major part of my everyday life. * I intentionally plan my schedule to give pets reliable attention instead of rushed drop-ins. * I prioritize: * Feeding and fresh water * Playtime and enrichment * Litter box cleaning and maintenance * Medication routines if needed * Quality interaction and companionship * I understand how important consistency and routine are, especially for cats adjusting to new people or schedule changes. * I genuinely enjoy spending time with animals, so pet care feels like a natural and rewarding part of my routine rather than an extra obligation. * I create a calm, safe, and low-stress environment for every pet in my care. * I follow each pet’s normal routine, including feeding, medications, playtime, and comfort preferences. * I respect every animal’s personality and boundaries and never force interaction before they feel comfortable. * I pay close attention to behavior, appetite, energy levels, and overall wellbeing. * I keep litter boxes, feeding areas, and pet spaces clean and sanitary. * I double-check doors, gates, and safety concerns to help prevent escapes or stress. * I provide regular updates and photos so owners feel comfortable while away. * In clients’ homes, I treat both the pets and the space with care, cleanliness, and respect.
“Rachel helped us out with Maybel as she was adjusting to a new routine with our work schedules. Rachel is a repeat sitter with us! Great communication and Maybel is always well taken care of!”
The median cost per visit for pet sitting in Crestwood is $20
Pet parents share their Rover experiences - Crestwood
As always Heather is great with both our cats - the new one who loves to help her with all the activities she's doing (the litter, feeding, etc) and the old one chats to her the entire time about he can't believe we left him (AGAIN) with the new one who is now his cross to bear all by himself.
Nicole did a fabulous dog with our 2 pugs. She is meticulous and shows up on time, every time. Our one pug can be very finicky and does not like to walk. But Nicole is patient and gentle. She always follows my instructions. The dogs love her. I would highly recommend her. She did drop in visits to let the dogs out of their crates, when I was gone from home 8 hours. She also sat outside, under their favorite tree, and let them observe their world.
Sonja is so kind, sweet and genuinely so caring when it comes to my little kitties. She followed (medical) instructions and tended to my babies with care and love. She provided the best, well thought out and thorough updates for each visit! It felt like I never left home. Can’t thank her and recommend her enough!!
Sarah was a wonderful dog sitter for our two older large dogs. She is warm & caring. Sarah was prompt on her visits & sent great pictures of our dogs. We felt very relieved to know that they were being so well taken care of. We will definitely use her to watch them in the future!
This was my first time using Rover to have someone check on my dogs. I was a bit nervous of how it would go since my dogs get scared easily of new people, but Karen was very patient and attentive with them and overall did a fantastic job! She provided updates during each of the check ins and bonded with the dogs as the days went by. I would 100% recommend Karen as a dog sitter and if I need someone to watch my dogs again using Rover, Karen would be my first choice!
Asa was wonderful. I received pictures and updates. She took time with each of my cats as they have to be kept separate. I came home to each of my cats being well taking care of, everything being tidy, and both of the kitties having attention. I am so happy with Asa’s care!
Anne was absolutely wonderful with our four month old puppy. He loves meeting new people, but is still very energetic (and teething). She was very patient with him and added in lots of playtime to tire him out. We will be highly recommending her to friends and family in the area!
Emily was so trustworthy and kind!! She took such great care of our two dogs on short notice, making sure to give them plenty of love, walks, playtime, and following our complicated pill and feeding routine. We have never felt so comfortable leaving town and will definitely ask for her help again in the future!
E was fantastic in taking care of my high maintenance pup! She was friendly, communicative, punctual, diligent, and followed the exact care instructions provided. My dog is a high flight risk and my booking was somewhat last minute, but none of that was an issue and she was professional throughout. I will definitely be booking her next time I need a drop-in or pet sitter!
Lillian did a great job taking care of my cats. Some may think that caring for cats can't be that difficult, but I have had many problems over the years. This time I came home to no problems--everything was clean and cats were healthy and happy. And Lillian is so sweet. I felt very comfortable trusting her as soon as I met her.
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet & Greet
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 $24.42 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 2,815 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:
- 94% of sitters can help with special care needs
- 97% 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 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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