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 27
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
• 43 reviews
13 repeat clients
20 years of experience
Crestwood, KY, 40014

“Julia is great! Communicates extremely well, very helpful and understanding, and gave excellent care to our dog, Winston! We would choose her again in a heartbeat.”

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Laurie A.
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. I'm a dog trainer, I fit in Rover appointments among by client work when it's possible to do so. Caring for dogs is already part of my everyday life, so it fits naturally into my routine. 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: Shaine S.
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Shaine S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 10 reviews
3 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: Taylor G.
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Taylor G.
from
$24
per visit
5.0 out of 5 stars
• 44 reviews
14 repeat clients
20 years of experience
Louisville, KY, 40218

“I highly recommend Taylor as a pet sitter/pet walker. Taylor is extremely punctual and has a wonderful relationship with the dogs. Not only does he take them outside for walks, but he also sends pictures to provide updates. Taylor's professionalism and care for the pets make him an excellent choice for anyone in need of pet sitting or walking services.”

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

“Grave was fantastic! She walked my Bugsy while I was recovering from a medical condition, and she did great! She always let me know when she was on her way, and helped me with him when he split a toenail on a walk! Bugsy loved seeing her every day and went with her every time, with no issues! She even carried him a few times when he needed it!!”

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Joann R.
Sitter Profile Image: Natalie S.
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Natalie S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 22 reviews
5 repeat clients
18 years of experience
Crestwood, KY, 40014

“Natalie is awesome! She just jumped right in when I needed her to help me out and went above and beyond to help take care of Winston. I would recommend her to everyone!”

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Natalie F.
Sitter Profile Image: Joanna N.
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Joanna N.
from
$20
per visit
5.0 out of 5 stars
• 84 reviews
35 repeat clients
6 years of experience
Louisville, KY, 40223

“Joanna takes good care of my kitty. She sent us some pictures during our travel. Thanks to her, our travel was with no worries. This is the first time I hire a pet sitter through Rover, and I am pretty satisfied.”

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Luna K.
Sitter Profile Image: Jasmine M.
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Jasmine M.
from
$13
per visit
1 repeat client
1 year of experience
Louisville, KY, 40245

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

Sitter Profile Image: Michael H.
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Michael H.
from
$18
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
20 years of experience
Graymoor-Devondale, KY, 40222

“Michael looked after our dog and cats while we were out of town. He provided the best updates on how they were doing each visit, and sent plenty of photos and videos. They were happy and well looked after the whole time we were away, and we were so glad to have such reliable help!”

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Cara D.
Sitter Profile Image: Jian D.
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Jian D.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
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: 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 dog training and I am extremely passionate about animal research, so I love to learn more. I am detail oriented, I have a dog of my own, and I actively pet sit. 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: Janae T.
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Janae T.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 14 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: Mary R.
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Mary R.
from
$20
per visit
5.0 out of 5 stars
• 39 reviews
11 repeat clients
35 years of experience
JEFFERSONVILLE, IN, 47130

“Mary is an absolutely wonderful pet sitter! She provided exceptional, top-tier service and was incredibly caring and responsible with our cat. It gave us total peace of mind knowing she was in such capable, loving hands. She is professional, trustworthy, and goes above and beyond. Highly, highly recommended!”

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Taylor L.
Sitter Profile Image: Nicole H.
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Nicole H.
from
$22
per visit
5.0 out of 5 stars
• 58 reviews
15 repeat clients
5 years of experience
Louisville, KY, 40222

“Nicole was absolutely outstanding. She checked on, fed, and loved on our two kitties while we were gone for 2 weeks. She took such good care of them! She went above and beyond - took in our packages, took up our trash, and even cleaned up kitty litter that the cats tracked through the house. Her communication was amazing and she sent regular updates and pictures. We felt so comfortable having Nicole at our home while we were gone. We will 1000% have Nicole take care of our animals again!”

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Celine P.
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

“Anne did a wonderful job of caring for our boys. She sent lots of pics, stayed in regular contact with us, and was extremely dependable. During an extreme heat wave, she asked us, then altered her visits so that boys could take walk during cooler hours. I would highly recommend her and will definitely be using her services again!”

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Rayenell M.
Sitter Profile Image: Weiwei D.
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Weiwei D.
from
$25
per visit
2 years of experience
Prospect, KY, 40059

About: I often look after the dogs of our neighbors and friends. Each time after a walk or a bathroom break, I would pat her head and say, "Good girl." She was always overjoyed. While you're at work, I'll look after your pets—feeding them, refreshing their water, taking them for walks, letting them run around outside on the grass, taking them out to relieve themselves, and more. I have three kids, so once they're off to school, I'll have plenty of time to play with your pups! I'm available for boarding on weekdays from 8:30am to 2:00pm. I have a big fenced yard to keep your fun baby company. I live in a very safe community with friendly neighbors. I also have a large fenced backyard where dogs can play. My family doesn't have any pets at home.

Sitter Profile Image: Lilli K.
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Lilli K.
from
$21
per visit
5.0 out of 5 stars
• 6 reviews
18 years of experience
Crestwood, KY, 40014

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.

Sitter Profile Image: Samantha G.
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Samantha G.
from
$20
per visit
10 years of experience
Lyndon, KY, 40222

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!

Sitter Profile Image: Carla F.
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Carla F.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 264 reviews
111 repeat clients
42 years of experience
Louisville, KY, 40242

“Absolutely amazing. I was nervous about having a "stranger" be able to come and go as they please while I was gone, but I felt perfectly at ease with Carla. She did a great job taking care of our cat and made sure to send plenty of pictures showing the cats happiness having her. Around while we were gone. Already booked again!”

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Mike F.
Sitter Profile Image: Kylie B.
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Kylie B.
from
$14
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
5 years of experience
Louisville, KY, 40243

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.

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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

Terri is wonderful! My dogs were comfortable with her right away. She is communicative and accountable. Thank you Terri!

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Carson W.
Drop-In Visits
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
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
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  • 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

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  • 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 pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

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

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Popular requests for pet sitting - Crestwood

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Sitters in Crestwood average 6
repeat pet sitting clients

FAQs for Pet Sitting - Crestwood

Frequently asked questions about Rover

The average cost of Pet Sitting in Crestwood is $17 per visit as of October 2026. Most bookings cost between $16 and $19 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 October 2026, there are 1,156 sitters on Rover offering Pet 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.

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 .

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 , 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:

  • 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.

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 .

sitters on Rover set their own , 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.

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