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.

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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.
“Julia did great with our boys! Gave great notes at the end of each check in that let us know our boys were in good hands:) We really appreciate everything Julia did and highly recommend!”


“Tabitha is the greatest! Her communication with us is 100%. She is always reliable and she drops in for visits when she says she will. My two cats are lucky to have her feed them and play with them while we are gone. Highly recommend Tabitha!”

“Gabriella was very invested in our cat’s wellbeing while we were gone and went above and beyond. She made sure he had company and got everything he needed. I really appreciated her time investment and transparent, picture-laden updates at every check-in. Definitely recommended to book her!”

“Brandon was so great with our girls! He & his wife came over a week before we left & met us & our dogs and we knew immediately that we were making the best choice. We received updates & pictures of our girls twice a day & we could tell they were happy & feeling loved. We were gone for a week & our dogs normally don’t eat much at all when we are gone, but they felt comfortable & safe enough with Brandon & Leah that they did! Our trip was so much more enjoyable knowing that our girls were in the best hands! We give them the highest recommendation!”

“Grave was fantastic! She walked my Bugsy while I was recovering from a medical condition, and she did great! She always let me know when she was on her way, and helped me with him when he split a toenail on a walk! Bugsy loved seeing her every day and went with her every time, with no issues! She even carried him a few times when he needed it!!”

“Elizabeth is gentle and calming. She reads the care instructions thoroughly and took excellent care of my 3 fur babies. I hired Elizabeth for future drop-ins and housesitting!”

About: I have nearly 10 years of hands on childcare experience and have cared for pets alongside families for years, so safety, structure, and attentiveness are second nature to me. I understand how much trust it takes to leave your pet with someone, and I take that responsibility seriously. What sets me apart is my calm, patient approach and ability to read behavior cues quickly. I am experienced with puppies and young pets who need structure and consistency, as well as senior pets who require a gentler pace, medication reminders, and extra monitoring. Special skills include: • Puppy basics and reinforcement of training routines • Crate training support • Maintaining structured feeding and potty schedules • Senior pet support and comfort care • Administering oral medications • High energy breed management • Detailed updates with photos and communication you can rely on I treat every pet like they are my own while respecting your household rules and routines. My goal is to make your pet feel safe, loved, and completely at ease while you are away. Pet care fits very naturally into my weekly routine. I work as a nanny, which gives me a structured but flexible schedule. During the school year, I often have breaks in the day while the child is at school or activities, which allows me time for drop in visits, walks, and check ins. I do not work late evenings, and my weekends are typically open, which gives me consistent availability for overnight stays and extended care. Because I’m already in a caregiving role professionally, being attentive, reliable, and routine oriented is built into my day to day life. Caring for animals complements my schedule well and allows me to give pets the time and attention they deserve. I currently provide care in my clients’ homes so pets can remain in the environment where they feel most comfortable and secure. I prioritize keeping their routine as consistent as possible by following feeding schedules, walk routines, medication instructions, and household rules exactly as outlined. I am extremely respectful of your home and treat it with the same care I would my own. Cleanliness, security, and clear communication are very important to me. You can expect reliable updates, photos, and prompt responses while you’re away. My goal is to create a calm, low stress experience so your pet feels safe, loved, and well cared for in their familiar space.

About: First booking receives a custom watercolor portrait of your pup, hand-painted with love, a $60 value! See photos for my artwork 🤎 I’m a lifelong dog lover who has owned a beagle, golden retriever, and most recently our beloved German shepherd. I’ve been dog sitting and walking for over 20 years and truly enjoy spending time outdoors with dogs. I treat every dog like my own and focus on keeping them safe, happy, and well exercised. I work from home, which gives me a flexible schedule and allows me to easily fit pet care into my daily routine. I enjoy getting outside for walks throughout the day, so caring for dogs fits naturally into my schedule. When caring for pets in a client’s home, I make sure to follow their usual routine as closely as possible so their pet feels comfortable and secure. I provide plenty of exercise, attention, and affection, while also making sure they have fresh water, food, and a safe environment. I’m happy to send updates and photos so owners know their pet is doing well.
“Joanna was fantastic, I felt so comfortable on my trip knowing she was taking care of things back home. She gave my girl her meds every day, and got her outside and moving!”

“Kyra was awesome with checking in on my cat, Aria. Even though my cat doesn’t love new people sometimes and seemed to be a little angry and sassy during her visits, Kyra still made sure she was well taken care of and did her best to interact/play with her.”

“Molly was wonderful! She took care of our Bernese Mountain Dog, Franklin. She sent lots of pictures and went above and beyond to care for him. Molly was great with communication and always kept us up to date on how Franklin did during her check-in. I would definitely recommend Molly to help you with your pet needs. I know our Frankie appreciated her visits!”

About: I have 2 dogs of my own, a boxer and a black lab. I’ve had dogs my whole life and I love them. I’ve taken care of my neighbors dogs, cats, chickens, etc. multiple times throughout the years so I’m experienced and reliable! Im available throughout the week and weekends. I am able to be home in the afternoons and evenings and I have my mornings free as well. I have a fenced in back yard, and 2 dogs that love to play. I have 2 crates so my dogs can be put away if needed. I love my dogs and I love having the opportunity to look after other peoples as well!
Over 65 pet parents in Crestwood have booked pet sitting
Crestwood pet parents share their Rover experiences
Wedad was wonderful with our very shy cat. He warmed up to her more quickly than I have seen him warm up to any other stranger. She was communicative with us while we were away, any everything was right where we wanted it to be when we got back (food filled, water full, key hidden, etc.).

Brandon was so great with our girls! He & his wife came over a week before we left & met us & our dogs and we knew immediately that we were making the best choice. We received updates & pictures of our girls twice a day & we could tell they were happy & feeling loved. We were gone for a week & our dogs normally don’t eat much at all when we are gone, but they felt comfortable & safe enough with Brandon & Leah that they did! Our trip was so much more enjoyable knowing that our girls were in the best hands! We give them the highest recommendation!

Sierra did a wonderful job caring for our three Maine Coon cats. She was responsible, loving, and professional during her drop-in visits, and we felt completely at ease knowing our cats were in good hands. We would happily recommend her to anyone needing a reliable pet sitter.

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 Apr 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 Apr 2026, there are 274 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, 87% 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 274 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, 100% offer medication administration, and 93% 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.










