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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Crestwood pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Eleanor did a wonderful job of taking care of our old cat, Rubble. She communicated daily and Rubble was well cared for. She brought in our mail and our packages, and followed our written requests completely. I hope that she will be available again next time we go out of town.”

“Brooke did a wonderful job of dropping by and taking care of our 3 cats. Even the super shy one she tried her best to connect with and give special attention. For the 2 more forward cats, it was apparent when we got home just how well they handled their first time away from us. She kept us updated on how they all three were doing, and went above and beyond caring for them! All the pictures she sent back really put our minds at ease that they were doing great while we were away. We will definitely be booking with Brooke again for future trips away from home.”

“Kiffin always goes above and beyond for our girl. She will clean up any messes that our pup made while she was alone, always gives her what she needs, and had even been known to stay a few extra minutes for our girl sometimes! It’s Kiffin or no one for our household!”


“Our first time using Rover. We loved how responsive Rachelle is! She followed everything we asked for while gone. Definitely having her back to watch our cat kiddos.”

“Samantha and Christopher were awesome! They took such good care of our 2 cats and sent us tons of pictures with a blurb for each visit telling us how they were doing. I would absolutely use them again!”

“Bennett was so great with our two "high energy", playful, cuddly cats! It was clear how much he genuinely enjoyed spending time with them as if they were his own. Was so happy to have found him and would recommend him to anyone looking for a sitter.”

“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!!!”

“Anne was really sweet and caring with Miss kitty. She has very friendly personality and You can tell she loves animals I totally feel comfortable with her caring for Miss kitty.”

“Katie came every day right on time and reported back immediately about her visit. Our dog appears happy and healthy and we couldn’t be more pleased. Thank you katie. Loved the daily photos too.”


“Ryan is a breath of fresh air after having several poor pet sitter experiences. We are very thankful to have found her, as we are completely at ease during our trips out of town. She is thoughtful, prompt, and thorough. We love her and so do Bonnie and Panda!”

“Alena is so good with my babies while I am gone! She keeps me updated on everything I need to know and makes sure to send me lots of pictures. I will be using her for all future trips if she is available!”

“Mike and Beth are great. Have had several sitters in the past and he was the first sitter that was on top of everything and knew how to follow instructions. He gave awesome updates, which was highly appreciated . Was flexible when I had to make changes to reservation. Highly recommend.”
“Danny and Jennifer were absolutely amazing with our pups for a really extended (two weeks!!) period of time. They came on time every day, twice a day, and saw to their basic needs, of course—food, water, love, play. But they also picked up after them, straightened the house, took the trash to the curb, kept the pups safe in the dorms, did troubleshooting on an AirTag collar, brought packages inside, gave great Rover cards, and clearly just CARED!!! They were great communicators and went WAY above and beyond in pretty much every possible way. Unsurprisingly, our pups love them! I will do everything I can to work with them again for future vacations!!”

“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!!”

About: I’ve had and taken care of dogs my whole life. I only recently, in the past couple of years, started taking care of other people’s pups, and I really enjoy it. Update: I used to only take one family at a time. I will still do that for my regulars, but now I am open to taking more than on family at a time if they are compatible. Since I have no pets of my own, your pup may be the only pup I am watching. I typically have between zero and two that I am watching at any given time. Im a homebody currently working very part time and am very available for your pups. I generally only work 2 days a week from around 9am to 1pm. My husband works from home, so there is almost always someone around to accompany your pup. I typically walk dogs 4 or 5 times a day, as I do not have a fenced yard. I will be sure to check in with you and send photos. Unfortunately I am unable to take pitbulls at this time, as they are not covered by insurance. I hate that, as most pitties are sweethearts.
“Basia is awesome!! She dropped in to walk our dogs for a couple of days, plus a couple of days full time care. She sent pictures and communication during those times. I felt very comfortable leaving our dogs in her care! We will hire her again and highly recommend her!!”

Crestwood pet parents share their Rover experiences
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!
Basia is awesome!! She dropped in to walk our dogs for a couple of days, plus a couple of days full time care. She sent pictures and communication during those times. I felt very comfortable leaving our dogs in her care! We will hire her again and highly recommend her!!

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.
Popular requests near you
Select a filter and find qualifying Crestwood sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Crestwood is $20
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 pet 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.
Sitters in Crestwood average 7 repeat pet sitting clients
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 Crestwood on Rover as of Mar 2026 was about $20 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.
As of Mar 2026, there are 635 pet sitters in Crestwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Crestwood pet sitters respond in under an hour.
Pet sitters in Crestwood have an average of 17 years of experience. Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Crestwood.
Rover makes it easy to find Crestwood 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
There are 635 pet sitters in Crestwood on Rover, so you’re sure to find the perfect match for your pet! In Crestwood, 100% of pet sitters offer daily exercise, 97% offer medication administration, and 97% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
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.










