Dog Sitting Crestwood
Book a Crestwood dog sitter to watch your dog in your sitter’s home or yours.
Over 20 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.
“Janae was great, she checked in on our cats for a couple days while we were out of town. We did an initial visit before the booking just to meet her and see how our cats reacted, they instantly took to her which was a relief. She also very kindly pulled in our trash bins while we were away, we did not expect that but very much appreciated! We would definitely book with Janae again.”
About: I have taken care of animals since I was about 10 years old, I’ve been trusted with families as well as family, friends, and family to watch dogs. Ever since I was born, I’ve grown up with a yellow lab, and a Labradoodle, who I currently have still I’ve cared for dogs, my whole life, and understand the importance of finding someone who is reliable and trustworthy to watch your dog. I am a sophomore at the University of Kentucky and home for the summer. I have a Summer job that I work three times a week but I do not work all day, so watching your dog would be a simple task. I understand the importance of making sure your dog is safe and with someone who is trusted, which is why I will ensure to send pictures and give my full attention to your dog whether it’s helping with medicine, which I have to do with my current dog understanding its behaviors.
About: I am a calm, patient, and responsible person with a healthcare background. I helped care for a medium-sized adult dog for about two months, including feeding, walking, and providing companionship. I pay close attention to routines, safety, and comfort, and I understand the importance of reliable care. I am committed to treating every pet with kindness, patience, and respect. I am currently waiting for my nursing license transfer, which gives me a flexible schedule and plenty of time to care for pets. I am available throughout most weekdays and weekends and can accommodate a variety of visit times. I enjoy spending time with animals and can provide reliable care, companionship, feeding, playtime, and check-ins while you are away. I understand that every pet has its own routine and personality. During each visit, I will follow your instructions carefully to ensure your pet feels safe, comfortable, and cared for in their familiar environment. I can provide feeding, fresh water, litter box cleaning, walks, playtime, and companionship. As someone with a healthcare background, I pay close attention to details and take responsibility for your pet’s well-being and safety.
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.
“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.”
“Mary took great care of my cat, provided updates and photos, and even noticed that the toilet was running, let me know, and kindly assisted in turning off the water for me.”
About: Hey! My name is Megan. I have had the privilege of working with animals for the past two years. I have a pretty diverse background which includes a year of experience in a veterinary clinic, where I assisted with feeding, walking and companionship with the dogs. In addition, I’ve spent time taking care of horses delving into the equestrian world. Recently, I have been pet sitting and doing drop ins for friends and family, which consists of feeding, walking and playing with the dogs. I have also owned both dogs and cats throughout my entire life! I am currently in school on Tuesdays and Thursdays from 9-12ish. So my schedule is pretty open and flexible. I do work as a pharmacy technician 1-2 days a week sometimes but if I am pet sitting I typically do not do that. While I don’t provide any services in my house I am a very kind and approachable. I feel this creates a safe environment for the pets and a trustworthy environment for the owners.
“This was our first time trying Rover and Rebecca immediately made me feel comfortable with booking drop in visits. She is polite and friendly and wanted to meet my two big dogs right away, and they instantly liked her! At the end of each visit Rebecca provided a report card and super cute pictures to let us know how the dogs and the house were. I would recommend Rebecca to anyone thinking about trying Rover!”
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
About: Hello! I’m a tenured physics Professor and a lifelong animal lover. I currently care for three cats of my own and have many years of experience caring for both cats and dogs. I have experience caring for senior pets and understand the importance of routines, medication schedules, and paying close attention to changes in behavior and health. I am patient, reliable, detail-oriented, and committed to making pets feel safe and comfortable while their owners are away. As a professor, I bring professionalism, responsibility, and strong communication to every pet-sitting job. My schedule is especially flexible during evenings, weekends, holidays, and university breaks. Whether you need house sitting, drop-in visits, dog walking, feeding, litter box cleaning, or care for senior pets, I will treat your pets and home with the same care and respect I give my own.
“Cecelia was great. Jeck and Terra loved her. She was on time and made me feel incredibly comfortable. This was the first time I have used a service to take care of my beasties. I will be using Cecelia whenever I need to travel. Thank you Cecelia!”
About: As a graduate student and lifelong animal lover, I bring both reliability and genuine care to every pet I work with. I have experience caring for dogs and cats, and I’m especially comfortable with larger breeds and pets with unique personalities. I have my own 8-year-old chow-shepherd mix, so daily long walks, patience, and attentive care are already a huge part of my routine. I also have experience caring for senior pets and understand the importance of slower pacing, medication routines, mobility awareness, and extra comfort and patience. Whether your pet loves active walks, playtime, cuddles, or simply calm companionship, I tailor my care to their individual needs and personality. I’m dependable, observant, communicative, and committed to making sure your pets feel safe, loved, and comfortable while you’re away. Pet care fits very naturally into my routine since I already spend a lot of time walking and caring for my own dog every day. I currently have full availability on Wednesdays and weekends (Saturday and Sunday), and I’m also available for evening walks and drop-ins on weekdays between 7–9 PM. I genuinely enjoy being active, spending time outdoors, and giving animals attention and care, so incorporating pet care into my weekly schedule is something I truly look forward to. I adapt my care to each pet’s individual routine and needs to help them feel as comfortable and stress-free as possible. Whether that means long walks, playtime, feeding schedules, giving medicine, potty breaks, check-ins, cuddle time, or simply providing calm companionship, I’m happy to do it all. I know how important consistency is for pets, so I always aim to follow the owner’s instructions closely while giving every animal plenty of attention, patience, and care.
“Nick went above and beyond while watching our two pups while we were out of town!! They’ve never been so comfortable with a sitter before. Communication was fabulous and he always took the time to send detailed updates and pictures. I would 100% recommend!”
“I wish I could give Cassidy TEN stars! She was extremely attentive to every detail, sent video updates each time she visited, and the dogs LOVED her! I highly recommend her to anyone!”
About: 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.
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?
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog sitting - Crestwood
Select a filter and find qualifying sitters offering dog sitting.Sitters in Crestwood average 6 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 July 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 July 2026, there are 1,157 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.
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