Dog Sitting Crestwood
Book a Crestwood dog sitter to watch your dog in your sitter’s home or yours.

Over 22 pet parents in Crestwood have booked dog sitting
Crestwood, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: I have had dogs all my life. I currently have two golden retrievers who run my world! One is 4 and the other is 8 months old. I am available to stay at your house overnight and during long periods of time. I am a full time ultrasound student in Louisville but my school schedule is very flexible so I can come home to let the pups out multiple times per day! I am currently a full-time sonography student in Louisville, but my class schedule is very flexible. I am also available all weekends. I am able to stay overnight and take your pups out multiple times per day. I have two golden retrievers of my own (they are cared for by my dad when I am gone so they would not be coming with me) and they are SPOILED rotten. I will make sure your pup is the same! I am very active and love going on walks so that would be a part of our daily activities.
“Jian looked after my cats for two weeks when I was on vacation. She did absolutely amazing job and my cats loved her so much. She communicated very promptly, super gentle to my babies and maintained everything exactly as I expected. She also sent me pictures and videos every visits. Highly recommended.”

About: I’ve loved animals since I was a kid. My partner Jacob and I have 3 yorkies, a cat, a mini pig, and hedgehogs. We have experience with reptiles and arachnids as well. We love all critters, no matter the species! Our home is quite large, with space to give shy animals some quiet time if need be, but we also have no qualms with sharing our beds or couches if your pets want to snuggle up. Our yard is fully fenced, and our animals are always monitored when outdoors. Rest assured, we will treat your babies like our own! I work from home, and have the luxury of creating my own schedule on a daily basis. As such, I’m able to spend as much time as I need to with your babies. My large backyard is fully fenced. Outdoor time is always monitored personally, even if it’s raining. We have three yorkies in our home, and a mini pig who stays outside (except during the winter). We allow animals on our furniture, if they want to join us, or they can lounge where they’re comfortable. We have enough space to keep animals separated in different rooms if the client requests it.
About: I own my own dog, who is well trained, along with caring for neighbors dogs, and training. I have puppy sat at my own home for multiple nights. In my free time I watch a lot of dog training videos and love to do animal research. I enjoy cats while I do have limited experience. I am a full time college student however, I have my evenings free on Mondays, Wednesdays, and Fridays, and weekends work great for me as well. I love training and I am extremely passionate about animals research so I love to learn more. I am detail oriented, and I have a dog of my own and have pet sat before so I have experience. I am really good with communication and respond frequently and in a timely manner, and I am relatively flexible with timing if need be.

About: I was a three times a day dog walker for an elderly neighbor. When she passed I took ownership of dog. Now I am looking for some new clients. I work from home and dog walk. I have the time to give to your pup tons of walks, play with them, and give lots of kisses. Fridays are dog park day! I can play with your dog in your home. Give your pup a break from the crate and have me walk and get play with your dog.
About: Comfortable with puppies, dogs, and elder dogs. Pets are your nonbiological children and deserve to be treated as such. Whether it’s playing, walking, or bathing, any way their wellbeing can be enhanced, I will strive to provide it. Because of my experience, I comfortable with dogs of any size and age. Over the years, the understanding that each fur baby is special and has their own speed the give their trust has been the corner stone when interacting with any animal. Whatever you want/need, pet bathing, walking, sitting, nail clipping, I am more than happy to accommodate. If you have multiple dogs, I am comfortable with up to 3 large dogs(100+), 4 medium dogs(50-99), or 6 dogs under 50 pounds at once. Additionally, I understand that life happens, and I am more than happy to ease your pain by offering my services with 0 advanced notice. However, I do have a full-time job so weekday activities after 7 am and before 4:30 pm will not be able to be offered if the care is required outside the hours of 11 am and 1 pm. If there are any questions, please let me know as I am always willing to jump at the opportunity to help any animal to the best of my ability. I have a full time job mon-fri 0730-1600. I can do over nights during weekdays, but will only be able to provide feeding and bathroom breaks around noon. My weekends are pretty open and I will be able to provide full time care and everything that entails It takes a lot to scare me off. I spent 3 years caring for an 80 pound dog aggressive dog and 1 year caring for a 100 pound dog aggressive dog. I am also comfortable around dogs that are aggressive/territorial as I understand the extra level of respect, prep, and understanding they require. It’s not their fault and often times it’s a symptom that can be fixed through gaining their trust
“Ian did an amazing job watching Crew while we were away. Throughout every step of the process he was communicative and exceptionally prompt! He asked great questions about our dog's care before we left and reached out to us while watching him with updates and pictures. When we met in person, it was clear Ian and Crew got along great. Wonderful experience, we will use Ian again!”
About: Grew up with 2 dogs when I was kid. I can’t wait to take care of your dogs like they are my own family pet I’m currently active duty army. I am available all weekends. During weekday I can check on your fur baby after work around 5 o’clock. ❤️ I live in an apartment. I love going on walks and watching over pets. My home had nothing hazardous for them to get in to
“Our dog loves her daily check-ins from Molly! Molly is great about taking her on a short walk and giving her some love. Will definitely keep using her services and wouldn’t hesitate to recommend her to friends and family.”


“Lydia came by for a visit before helping us our with our 1 year old, 100 lb puppy who had recently gone thru surgery. Mavericks had lots of energy and excitement for a puppy in a c-collar; But, Lydia was both willing and able to handle him and provide the breaks in the day he needed. We all look forward to having Lydia help us again in the future. Our puppy loved her visits and we loved the pictures she shared with us. Thanks Lydia!”


About: I grew up with dogs and cats in and outside the home. Even had my own cat (Princess) for five years before she passed. I’ve never been paid to take care of animals for people outside the family but I’ve done plenty of animal care for family members. I am on my off season for work till August 26th. My daily routine for when I’m off work like this is going to peddlers malls, parks, and hanging out inside reading or watching shows. Usually free during the week any time and the weekends I am generally more busy. I do not have the facilities to bring any pets back to my apartment but I always respect people’s wants for their pets especially since you’d be paying me to do a good job.
About: What sets me apart from others sitters? Well I don’t always sit. I get up and move around making sure your favorite gets the exercise they need and deserve. It’s important to me that I give my clients value. While pet setting I can also help clean and organize for extra compensation. I want you to return to your home and pet satisfied and unburdened. I spend the time to build rapport with your pet so that they are happy and healthy. We can look at each other’s schedules and see if it works. If it does awesome!!! Yay for Us. If not we can figure something out. I even have some friends on this app that I can refer. I can accommodate your pet in just about anyway that you need. You just let me know of specifications and I can assist them. Within means that is.
About: I’ve worked in animal shelters for more than a decade! Experienced with difficult behaviors, including arousal, resource guarding, stranger issues, and more. I use positive reinforcement only. Let me know what treats your pup prefers (or any allergies, special diets) so I can come equipped. I have dogs, cats, and exotic pets of my own. I love animals have dedicated my life to their wellbeing. I’m a skilled handler, my own dogs all present their own challenges (especially on walks). Experienced in administering medications, including injectables. I run with my dogs and would love to run with a client’s dog who is up for it! I’m also up for hikes, long walks, or just a slow stroll for my senior dog friends. Cannot accept client where I will need to use a shock collar, sorry. I work from home and have a lot of flexibility to be home or check in on animals. I love to walk and be outside, so if you pets enjoy sunbathing while I'm on zoom calls, they'll love my set up! I have a fully-fenced half acre yard and friendly animals. For drop ins and services in your home, I will follow your instructions to a tee!
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: I have over 18 years of hands-on experience working with animals and take pride in providing safe, knowledgeable care for every pet I work with. I’ve trained multiple dogs in behavioral rehabilitation and personal protection, which has given me strong skills in reading body language and handling a wide range of temperaments. I also have experience working as a veterinary technician, so I’m comfortable monitoring pets for health concerns and administering medications if needed. In addition to dogs and cats, I have extensive experience training and handling horses, which has helped me develop patience, consistency, and a deep understanding of animal behavior. I truly care about the animals in my care and believe every pet deserves attentive, reliable, and compassionate treatment while their owners are away. I work from home so I have all the hours to dedicate to your pets and provide the best care possible. Book with me today! I have a full fenced in farm with the ability to keep your furbaby separate from other animals or the ability to let your fur babies play with others. Crates are available as well.
“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.”


About: I ran my mother’s pet care business for 2 years and am now working independently. I can easily build rapport and trust with any pet, and can handle all sizes and temperaments. Currently working Monday through Saturday from 6am to 7pm. This is my only job at the moment so my availability is wide open and I will accept same day bookings. I build trust and respect with any pet I encounter. I’ll ensure everyone’s care needs are met, and give your pets plenty of love and attention to hold them over until they see you next.
The median cost per visit for dog sitting in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
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?
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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 dogs like family

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Popular requests for dog sitting - Crestwood
Select a filter and find qualifying sitters offering dog sitting.Sitters in Crestwood average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Crestwood
Frequently asked questions about Rover
The average cost for Dog Sitting in Crestwood on Rover is $16.65 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 Dog 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 Dog Sitting. For more information on service fees, click here .
As of September 2026, there are 1,142 sitters on Rover offering Dog 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.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Crestwood choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Crestwood with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Crestwood. On Rover:
- 96% of sitters can help with special care needs
- 99% can help with giving oral medications or injections
- 100% 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.
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.





