Pet Sitting 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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Over 25
pet parents in Crestwood have booked pet sitting

Crestwood, Find top rated pet 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: Julia P.
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Julia P.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
34 reviews
12 repeat clients
20 years of experience
Crestwood, KY, 40014

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!

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Samantha B.
Sitter Profile Image: Caitlin N.
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Caitlin N.
from
$18
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
La Grange, KY, 40031

Caitlin was so great with our babies! She was able to get my super shy cat to eat, which is always difficult to achieve with a new person. She was very communicative and made us feel totally at ease.

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Shelby R.
Sitter Profile Image: Gabriella R.
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Gabriella R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
68 reviews
19 repeat clients
19 years of experience
Louisville, KY, 40245

Gabriella was phenomenal! We have 2 bully breed dogs and she reached out to come meet them beforehand and while watching them she hung out with both dogs and gave them love while we were away. Will definitely be using again!

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Erin G.
Sitter Profile Image: Maria H.
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Maria H.
from
$17
per visit
5.0 out of 5 stars
29 reviews
2 repeat clients
5 years of experience
Crestwood, KY, 40014

Maria is wonderful!! So communicative and loving with our fur babies!!

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Michelle R.
Sitter Profile Image: Alyssa G.
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Alyssa G.
from
$22
per visit
10 years of experience
Crestwood, KY, 40014

About: Every week I take shelter dogs on enriching field trips, helping them burn energy, explore new places, and just be dogs. That same care and attention is what I bring to every client's pup. I hold a Dog Shelter Handling Certificate and have my RECOVER Pet CPR certification, and I've worked with all kinds of dogs: high energy wrestlers, anxious sweethearts, and everything in between. I have experience with puppies, adults and elderly dogs alike, big and small! With me, your dog gets: -Fun, enriching outings tailored to their personality -Plenty of affection and individual attention -Detailed updates with photos after every visit My goal is for every dog (and their humans!) to feel happy, safe, and cared for. I look forward to meeting you and your furry friend! I work pet care into my daily routine and plan my schedule around walks and drop in visits. I prioritize reliability and consistency so pets stay comfortable and on their normal routine. I enjoy being active and flexible, so it’s easy for me to fit pet care in consistently during the week. I focus on making pets feel engaged through exercise, play, enrichment toys/treats, and lots of attention. I always try to stick closely to your pet’s normal routine and any instructions you provide including crating and I’ll send detailed updates with photos so you can feel confident your pet is in good hands.

Sitter Profile Image: Andrew S.
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Andrew S.
from
$14
per visit
1 repeat client
20 years of experience
Crestwood, KY, 40014

About: I’ve worked with dogs for over 20 years, with much of that time spent walking and handling shelter dogs—especially those that are anxious or unsure. That experience taught me how important calm, structure, and consistency are in helping dogs feel more confident. I run Trail & Heel, a dog training and adventure-based care service in Louisville. I focus on practical, real-world training—whether that’s working with puppies, improving leash manners, or helping nervous dogs build confidence. Every walk and interaction is handled with intention. For me, care and training go hand in hand, with the goal of helping dogs become calmer, more reliable, and easier to live with. Caring for dogs is already part of my everyday life, so it fits naturally into my routine. I plan my schedule around the dogs I’m working with so I’m not rushing between visits. That means each dog gets calm, consistent attention and a much better experience overall. Care is always tailored to the dog and the service, but the approach stays consistent: calm, structured, and intentional. In a client’s home, I stick closely to their routine—feeding, potty breaks, exercise, and any specific instructions—while also reinforcing good habits like leash manners, calm greetings, and settling. In my home, I keep the environment structured and low-stress. Dogs get supervised time, appropriate exercise (including trail walks when it’s a good fit), and clear boundaries so they can relax and succeed. I only take on a small number of dogs at a time to make sure each one gets the attention they need.

Sitter Profile Image: Brandon B.
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Brandon B.
Star Sitter
from
$15
per visit
4.9 out of 5 stars
8 reviews
5 repeat clients
15 years of experience
Louisville, KY, 40245

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!

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Stacey S.
Sitter Profile Image: Shaine S.
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Shaine S.
from
$15
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
25 years of experience
Crestwood, KY, 40014

Shaine took care of a feral cat that I have been caring for over the last eight years. Feral cats choose people not the other way around. It was obvious from how close this cat came to Shaine that she is good people. I would recommend Shaine for simple or complicated pet sitting needs.

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Gary S.
Sitter Profile Image: Annie R.
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Annie R.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
133 reviews
46 repeat clients
20 years of experience
Louisville, KY, 40223

Annie was amazing and took great care of our two corgis. She was great at communicating and our pups seemed to have a great time with her!! ❤️

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Rachel P.
Sitter Profile Image: Mary D.
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Mary D.
from
$15
per visit
5 years of experience
Crestwood, KY, 40014

About: Hello! I am a senior at the University of Kentucky. I have grown up around animals my entire life, and I would love the opportunity to take care of your pets! I am currently working part time, and my schedule is flexible. I have the most availability in the evenings, and I am willing to accommodate your schedule. I love to play with animals, and I will be sure to take good care of your pets! I am willing to provide any services needed to ensure that you are comfortable.

Sitter Profile Image: Tabitha J.
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Tabitha J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
615 reviews
233 repeat clients
14 years of experience
Louisville, KY, 40241

Tabitha was clutch and dropped in with last minute notice to take care of Millie before our other sitter could come. Highly recommend. Great communicator!

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Casie W.
Sitter Profile Image: Ping-Jung C.
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Ping-Jung C.
from
$14
per visit
1 year of experience
Louisville, KY, 40245

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.

Sitter Profile Image: Molly W.
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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 is the best. She is reliable, consistent, and takes such good care of our Hampton. He’s getting old and is on medication so we worry when we have to leave him for several days. Our worries are eliminated knowing Molly is visiting him. She is kind, warm, and communicative. We trust her wholeheartedly. Thank you for everything, Molly!

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Athena E.
Sitter Profile Image: Ashlea S.
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Ashlea S.
from
$14
per visit
5.0 out of 5 stars
46 reviews
14 repeat clients
20 years of experience
Louisville, KY, 40222

We’ve used Ashlea for our high energy puppy as well as our 2 cats and she did a great job! Even when the puppy has some excitement pee problems, no issues 😅 she’s very communicative, punctual, and even helped us out for extra house care duties because of an emergency. Completely dependable :)

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Annie R.
Sitter Profile Image: Payton C.
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Payton C.
from
$16
per visit
10 years of experience
Louisville, KY, 40245

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.

Sitter Profile Image: Grace E.
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Grace E.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
76 reviews
14 repeat clients
10 years of experience
Louisville, KY, 40223

Grace was gracious enough to take care of my Teddy at the last minute, providing up to date details and pics on her arrival, time with Teddy, and her departure.

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Gathan B.
Sitter Profile Image: Adam C.
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Adam C.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Crestwood, KY, 40014

About: Not only have I worked with animals my whole life I also work with dogs specifically with a rescue organization called AdoptMeBluegrass. I help with their animal care weekly and am part of their foster program. My family and my own dogs have welcomed hundreds of others into our home and always provide excellent care. I am a local landlord and typically only go out to work at the pet adoption center for AdoptMeBluegrass. I have no set work hours. I spend my time with the dogs. I have a double fenced property on a dead end street. Dogs love the 3/4 dedicated dog yard for them to play on our 6 acres of land. We have crates and can make your pet feel right at home. I’m a treats giver so let me know if there is something they can’t have or any other dietary restrictions. I can also come to your pet for services while you are away.

Sitter Profile Image: Janet G.
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Janet G.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
1 year of experience
Louisville, KY, 40241

Absolutely went above and beyond caring for my fur babies. My family and I will definitely being using Janet whenever we go out a town again and again. Highly recommend!!

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Julie B.
Sitter Profile Image: Joanna N.
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Joanna N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
66 reviews
28 repeat clients
6 years of experience
Louisville, KY, 40223

Joanna had been so nice and loving to our kitties when we were away. She paid attention to every detail and took great care. She spent good time playing with my cats, petting them and giving them lots of love and attention. I was able to put my mind at peace, trusting Joanna with my fur babies. Totally recommend her. ❤️

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Poulomi N.
Sitter Profile Image: Janae T.
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Janae T.
from
$13
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
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.
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The median cost per visit for pet sitting in Crestwood is $20

Pet 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

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.).

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Camden M.
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
5.0 out of 5 stars

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.

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Chandra E.
Drop-In Visits
5.0 out of 5 stars

Gabrielle was awesome with our shy cat Libby. I would recommend Gabrielle as a pet sitter. We are so glad we looked into Rover. Carol M

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Carol M.
Drop-In Visits
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Crestwood average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Crestwood

Frequently asked questions about Rover

The average cost for Pet 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 1,192 sitters on Rover offering Pet 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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