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

Over 6 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.
“Corissa was very easy to communicate and work with! She took great care of Roger and made us feel comfortable. We will definitely use her again if needed. Would recommend her to anyone.”

About: Ever since I was little, I’ve loved being around both cats and dogs alike. I have two cats—Milo and Vida (4yrs. Old), and one dog—Gucci, (18yrs.old). Everyone that knows me knows my love for pets, and therefore I’ve become the designated pet sitter! Hahaha. But I don’t mind because this means I get to enjoy their company and affection I own a media production company (Row Productions) so I work from home on my own schedule. I have more than enough time to make room for the furry friends! I am very attentive and loving to my own pets as well as for my clients! I treat every animal as if they were my own pet. Your pet will feel like I’m family once they get accustomed to my presence.
About: I have a strong medical knowledge background, I have cared for sick dogs, cats and rabbits before. I'm very patient with animals. I try my best to give my animals lots of mental stimulations, either a puzzle to work with or a fun catch game to play, there's never a boring day in their life. I look forward to spare the fun and love to your beloved pets too. I work part time and study the rest. My schedule is mostly flexible. We can always try to make things work. Our dogs and boarding dogs will be out for their walk ( unless extreme weather prohibits the walk) 1-2 times a day. In my home, there is a fenced backyard, where the dog could play. I have a room dedicated for dog, and a backup room dedicated for dog training. I have all emergency vet number on speed dial, I also know how to perform CPR/ First aid for pets if accident happens, I'm getting my official pet CPR license right now.
About: I've always loved dogs! As a dog-owner myself, I know the stress of leaving a pet at home, both during the workday and when on vacation, but also what it's like to have the peace of mind that comes with a trustworthy pet sitter. I love giving pet parents that security of knowing their baby is happy and safe while they're away. I have cared for dogs ranging from the puppy stage to senior years. I have experience providing medical care to dogs ranging from post-surgical care such as monitoring for adverse reactions to anesthesia, to facilitating recovery from ACL repair surgery by providing heat/ice to the affected leg and following surgeon's orders for increasing walk length on a variety of terrains to help the dog regain muscle strength. Most recently, I have cared for a senior dog who was partially deaf and had arthritis. That experience taught me to intentionally stay in his eyesight, and to tailor the pace and length of walks and playtime to meet his gait and energy level. My full-time work allows me to be available on a variety of weekdays, evenings, and weekends. Depending on the day, I am either very flexible and can come whenever your pup needs me, or am more limited with evening-only availability. So just ask! I only walk dogs in an escape-proof device such as a Martindale or chain ("choke") collar. I will not walk a dog in a flat collar or harness, even if the device is advertised as 'escape proof' or the dog does not have a history of escaping. This is for my peace of mind as well as yours, and for the safety of your fur baby. In addition, when I am walking your dogs, they are my first priority. I am not on my phone so I can pay attention to my surroundings and the dogs in order to maximize safety for both of us. Finally, to make my time with your fur baby as positive as possible, I require a meet and greet with you and your pet before coming to care for them by myself.
About: Hi there! My name is Samantha! I love animals and I have had various pets throughout my life! i love big and small breeds and have worked with varying temperaments. I would absolutely love to meet your furry best friend and I would give them all the love that I give my 2 fur babies! :) Right now my schedule is wide open, and I have an abundance of free time to play with, care for, and love on your pets! I'm so happy to play with high energy dogs or cuddle with low energy animals however your pet likes it I can make it the setting!
About: I’ve been a dog owner for more than 15 years and grew up with dogs, so caring for them has always been a big part of my life. I genuinely love dogs of all personalities, sizes, and energy levels, and I understand how important it is to have someone you trust caring for your pet. I’m experienced with daily walks, feeding routines, playtime, basic medication, senior dogs, puppies, and of course plenty of attention and snuggles. I’m also comfortable getting to know each dog’s individual routine, personality, and quirks. I know how much I worry about my own dog when I’m away, so I’ll treat yours with the same patience, attention, and love I’d want someone to give mine. I’m available for walks and drop-in visits in the evenings during the week and have more flexibility throughout the weekends. Whether your dog needs a good walk, a potty break, playtime, or just some extra attention and company, I’m happy to work with their normal routine and make sure they’re well cared for while you’re away. For walks and drop-in visits, I’ll follow your pet’s normal routine and any instructions you provide. I’ll make sure they have fresh water, food if needed, potty breaks, exercise, playtime, and plenty of attention and affection. I know every dog is different, so I’ll take the time to learn what makes yours comfortable and happy. I’m also respectful of your home and will always make sure your pet is safe and everything is secure before I leave. And because I know how reassuring it is when someone else is caring for your dog, I’m happy to send photos and updates during every visit!
About: I have taken care of animals my entire life, I am a nature and animal enthusiast at heart genuinely. Would love to help out anyone with their critter I work part time and study in school, I am off school for the summer or so , wanting to hone in on my communication and caregiving skills I have a fenced in yard that I let my cat Kai outside to frolic around , I am pretty relaxed and I often will let the animal decide what they want to do

About: Hello! I've owned dogs since I was 5 and love being a dog owner. Having 3 dogs now I understand one of the difficult parts of owning them is figuring out their care while you're unavailable. This is where I come in! I have years of experience dealing with other people's dogs through teaching obedience classes and house sitting. With my own dogs, I've trained 3 dogs to compete in agility competitions and enjoy spending time with them. I'm available to walk and watch your dog most week nights and some weekends. I'm also available to house sit on the weekends. I am able to brush and bathe your dog if needed as well! I look forward to helping you and your dog with your pet care needs! I'm available most week nights and most weekends for house sitting, walks, and dog sitting in my home. Your pet will have regular potty breaks throughout the day regardless if it's a weekday or weekend! I have a tall fenced in yard with plenty of shade for those hot summer days. Living in Crescent Hills area, there's tons of walking areas nearby so your pet will get the exercise it needs!
About: I’m the person people call when they need someone they can genuinely trust with their fur babies and their homes. I’ve cared for animals for 20 years and for the past 6 years I’ve built a loyal group of repeat clients right here in my community. I’m dependable, flexible with last-minute needs, and comfortable with everything from energetic puppies to seniors who need a little extra patience and attention. I know how much trust it takes to leave your pet—and your home—with someone, and I don’t take that lightly. Pet care is my full-time job, so your pet gets my full attention. My schedule is flexible, and I'm available for overnight stays, weekends, and holidays. I keep pets on their normal feeding, walk, and medication routines, and I send photo updates throughout the day so you always know how they're doing. I know it’s a big deal to trust someone in your home, so I always communicate clearly, follow your instructions, and treat your space with total respect.

About: Keeping tails wagging! With a lifetime of loving my own fuzzy family members, and over ten years of pet-sitting experience, I’ve never met a pet I couldn’t befriend. I provide attentive, dependable care with plenty of playtime and love, so your furry babies stay happy, and you feel at ease. I own a business and make my own work schedule, so I can be available to hang out with your pets as you need me to. I want your babies to feel happy and safe having me in their space, especially when they miss you, so I approach their space with calm and kindness every time. I follow their lead for the duration of the stay to make sure they feel properly cared for during the time that their daily routine is out of place.
About: I grew up with multiple pets, we often called it the "Cook Family Zoo". I've helped take care of many cats, dogs, turtles, fish and even ferrets at one point! I currently have two dogs a terrier/cattle dog mix and a German shepherd/lab mix puppy! They both are rescues and love to cuddle. I volunteer with a local dog rescue and am a proud foster fail. :) I’m passionate about protecting all furry friends and finding the perfect home for each loving animal. I love all animals, big or small, and do my best to be flexible and communicate with you quickly and thoroughly. I hope you will consider me to help take care of your loved ones and I will be sure to give them lots of love while you're away. Currently working full time but have availability on weekends and most evenings to help out! I also have flexibility at work so depending on your needs can make drop in visits and walks during the day. I work from home occasionally too so I can usually be flexible as needed. If visiting your home I would respect your wishes around routine training, diet and behavior. I typically provide photos and/or text updates of your pet so you know they’re doing well and we’ll looked after even when you’re not able to be there!

“Ashley was able to do drop-ins for our cat Peter on short notice and she was very kind. She communicated well and took great care of our boy while we were gone :)”

“I couldn't recommend Kasey enough! She is very responsive and I knew my cats were well cared for while I was away. I appreciate how she took the time to play with and brush my boys - she really went above and beyond.”


“We had a wonderful experience! She came twice a day to let our dogs out while we were away and went above and beyond what we expected. She was reliable, attentive, and took great care of our dogs and cats. She even cleaned up after them when they made messes in the house, which we really appreciated. It gave us such peace of mind knowing they were in good hands while we were gone. We would absolutely recommend her and would definitely book with her again!”

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.
How to book dog sitting

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
It's that easy! All payments are processed through Rover's secured platform.
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 Dog Sitting - Crestwood
Frequently asked questions about Rover
The average cost of Dog Sitting in Crestwood is $18 per visit as of November 2026. Most bookings cost between $18 and $18 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 1,129 sitters on Rover offering Dog Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
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:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 97% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.







