Dog Sitting Crestwood

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

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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.

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Sitter Profile Image: Mallory R.
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Mallory R.
from
$14
per visit
5.0 out of 5 stars
4 reviews
8 years of experience
Louisville, KY, 40243

She was amazing and took great care of our dog

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Josh M.
Sitter Profile Image: Jenna S.
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Jenna S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
128 reviews
29 repeat clients
40 years of experience
Louisville, KY, 40245

Jenna is the best!! Chuckie loves her!!!

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Ingrid N.
Sitter Profile Image: Kylie B.
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Kylie B.
from
$14
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Louisville, KY, 40223

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.

Sitter Profile Image: Jian D.
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Jian D.
from
$25
per visit
5.0 out of 5 stars
4 reviews
40 years of experience
Louisville, KY, 40223

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.

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Ke X.
Sitter Profile Image: Alyssa A.
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Alyssa A.
from
$16
per visit
5.0 out of 5 stars
4 reviews
15 years of experience
Middletown, KY, 40243

About: I was fortunate enough to be raised in a home with a variety of animals! I have had dogs my entire life, and cats for the last decade, with bunnies, frogs, hamsters, hermit crabs, and more along the way! Anyone who knows me, knows how important my pets are to me. They are more than pets, they are my family! I have had big, medium, and small dog breeds, and worked with cats with all different personality types and backgrounds. I understand how important it is to have peace of mind with the person responsible for your family members when you're away, and with me you will never doubt that your fur babies are being spoiled! Working with me, you'll find that I can accommodate any request or 'weird pet quirk' that you may throw my way. I find that animals respond well to my calm and genuine nature, and it provides enjoyment for me as well! I just recently got engaged and am hoping to help fund my wedding and future home, please reach out if you have any questions or special requests! I am also known to send probably too many pictures while you're gone, for that extra reassurance that all is well! I look forward to becoming a part of your village, please don't hesitate to reach out for all pet and house care needs! I work from home as a mental health professional and create my own schedule, so pet care can fit very easily into my routine. I will be as flexible as possible with the families I work with, and communication will never be a concern! At this time, in order to protect my own fur babies and yours, I will not be bringing client's pets' into my own home. I find that pets are more comfortable in their own environment most of the time, and I would rather keep their comfort a priority. I follow directions provided by the families on how to best keep their pet comfortable with a new person entering their space. Reading their behavior and body language is so important!

Sitter Profile Image: Janae T.
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Janae T.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
8 years of experience
Louisville, KY, 40299

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.

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Kimberly V.
Sitter Profile Image: Ethan W.
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Ethan W.
from
$10
per visit
8 years of experience
Louisville, KY, 40245

About: If your dog thinks every walk is an Olympic event, I'm ready for the challenge. I've been walking dogs in my neighborhood for 9 years and have two dogs of my own, so I know that every dog has a different personality. From energetic pullers to squirrel chasers to dogs who get excited when they see other pups, I've learned how to stay calm, patient, and in control while making sure they have fun. I'm comfortable giving medications, providing overnight care, and adapting to each dog's unique personality and needs. At 21, I have the energy for long walks and active dogs, but also the patience and experience to handle more challenging situations safely and calmly. I treat every dog as if they were my own and work hard to make sure they get the exercise, attention, and care they deserve. I’m currently a college student and also working full-time as an intern at a civil engineering firm, so my schedule is pretty structured during the day. The best times for me to care for pets are in the afternoons and evenings. At my home, I make sure pets feel comfortable, safe, and part of the routine. I stick to their usual schedule as much as possible. This includes feeding, walks, playtime, and any medications they need. I also make sure they get plenty of attention and don’t feel stressed while I'm away. In a client’s home, I try to keep things as normal as possible for the pet. I follow all instructions carefully, whether that’s feeding times, walks, meds, or special care. I always make sure they have fresh water, a clean space, and enough exercise and attention. I treat every pet like they’re my own and keep owners updated so they know their pet is doing well!

Sitter Profile Image: Alexa J.
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Alexa J.
from
$15
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Louisville, KY, 40243

As always, Alexa did a great job with my cat Murphy! She is very understanding when it comes to his sassy attitude, and shenanigans. She will always be our #1 sitter choice!

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Kilee W.
Sitter Profile Image: Mary R.
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Mary R.
from
$20
per visit
5.0 out of 5 stars
28 reviews
8 repeat clients
35 years of experience
JEFFERSONVILLE, IN, 47130

Mary went above and beyond to care for our cat. Our cat is very skiddish around new people, but Mary took her time to be patient and let Callie warm up to her. We really appreciated her thoroughness and reliability. Followed all instructions to a tee and provided great daily updates. Highly recommend booking Mary!

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Emily S.
Sitter Profile Image: Anna P.
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Anna P.
from
$25
per visit
5.0 out of 5 stars
3 reviews
4 years of experience
Louisville, KY, 40241

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.

Sitter Profile Image: Lydia B.
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Lydia B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
94 reviews
23 repeat clients
8 years of experience
Louisville, KY, 40243

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!

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Carol G.
Sitter Profile Image: Kyra C.
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Kyra C.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
41 reviews
12 repeat clients
3 years of experience
Crestwood, KY, 40014

Kyra did an amazing job with my cat, Aria. She communicated well through the app as to how my cat reacted and what she played with the days she dropped in!

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Shannon O.
Sitter Profile Image: Rebecca Y.
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Rebecca Y.
from
$16
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
20 years of experience
Louisville, KY, 40243

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!

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Jackie G.
Sitter Profile Image: Julie C.
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Julie C.
from
$15
per visit
20 years of experience
Louisville, KY, 40241

About: I have grown up to having personally experienced of caring for different types of animals and the fact I have a loving family and enjoy being around animals. Every pet deserves a life filled with joy, comfort, and good health. Much like humans, pets thrive on consistency and care. A healthy daily routine not only improves your pet’s physical well-being but also nurtures emotional stability and trust. From feeding schedules to mental stimulation, small daily habits can make a big impact. Let’s explore the essential components of a daily routine that can help your pet live a longer, healthier life—tail wags and purrs The effect of a companion animal on well-being is on par with regularly meeting with friends and family. I am Board of Pharmacy License in Pet Pharmacy.

Sitter Profile Image: Anne A.
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Anne A.
from
$25
per visit
5.0 out of 5 stars
30 reviews
7 repeat clients
25 years of experience
Louisville, KY, 40223

Thankyou Anne for taking care of my sweet babies Cooper and Ollie. I love that you sent me so many pictures, I can tell that the boys loved you, and were probably so glad to see a familiar face. I will definitely use you again. Thankyou again so much!!

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Lisa H.
Sitter Profile Image: Kelsey M.
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Kelsey M.
from
$20
per visit
12 years of experience
Louisville, KY, 40241

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!

Sitter Profile Image: Molly W.
Verified Background Check
Molly W.
from
$20
per visit
5.0 out of 5 stars
89 reviews
36 repeat clients
11 years of experience
Louisville, KY, 40245

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!

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Caroline H.
Sitter Profile Image: Makayla P.
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Makayla P.
from
$16
per visit
2 years of experience
Middletown, KY, 40243

About: I have been a kennel attendant since February of 2025 but I have been around animals my whole life I love creating a positive experience for your furry friend. I treat every pet as my own, keeping a safe and consistent routine. I can maintain high-energy pets with active play time enrichment along with maintaining a clean secure environment. I am vigilant in observing pets for any signs of distress. I follow pre-discussed plans, and immediately communicate any issues. I’m currently working a few days a week so I can stop in anytime after 6:30 everyday or we can set specific times on Tuesday Wednesday/Friday Saturday! I’m only available to clients homes. I constantly give owners updates as needed any laundry or extra task they ask to be completed gets done!

Sitter Profile Image: Kei P.
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Kei P.
from
$25
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
12 years of experience
Louisville, KY, 40242

Kei did an amazing job at setting my mind at ease when I had to go away for work. Went above expectations and came home to a very happy cat, look no further if you need a sitter

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Tyler E.
Sitter Profile Image: Lauren T.
Verified Background Check
Lauren T.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
9 years of experience
Louisville, KY, 40241

About: A Lifetime of Loving Dogs 🐾 Dogs have been a huge part of my life for as long as I can remember! I’ve grown up with dogs of all different breeds, sizes, ages, and personalities, so I understand that every pup has their own unique needs, quirks, and routines. 🐶❤️ I’ve also been dog sitting and house sitting for many years, caring for pets while their families are away. I’ve done everything from quick stays to extended house-sitting stays, and I genuinely love getting to know each dog and making them feel comfortable in their own routine and environment. Whether your pup needs lots of playtime and walks, a little extra attention and cuddles, or simply a calm and loving companion while you’re away, I’m happy to give them the care they deserve. I treat every dog like they’re my own and understand how important it is to feel completely comfortable with the person caring for your fur baby. My goal is simple: happy pups, happy pet parents, and plenty of tail wags! 🐾💕

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The median cost per visit for dog sitting in Crestwood is $20

Dog parents share their Rover experiences - Crestwood

1 / 1
5.0 out of 5 stars

I was very satisfied with the love and care they gave my dogs . I will use Brandon wife / Rover again ECLLENT CARE

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loretta w.
Drop-In Visits
5.0 out of 5 stars

Sarah did the most incredible job for us! She was just perfect for our family. So kind and caring and did the best job taking care of our beloved babies!! She is AMAZING!!

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Elizabeth O.
Drop-In Visits
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Popular requests for dog sitting - Crestwood

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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 August 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 August 2026, there are 1,163 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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