House Sitting Crestwood

Find a loving house sitter to watch over your pets and your home.

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Over 9
pet parents in Crestwood have booked house sitting

Crestwood, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Brandon B.
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Brandon B.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 10 reviews
5 repeat clients
15 years of experience
Louisville, KY, 40245

“Brandon did an excellent job of taking care of out Oreo. He was happy and healthy when we came home. Hope we get to have him take care of our pup again!”

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Katie W.
Sitter Profile Image: Janae T.
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Janae T.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
8 years of experience
Louisville, KY, 40299

“Janae did a great job with our pups. She was communicative and easy to work with. We received numerous pictures and updates throughout the day. I would highly recommend her in the future.”

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Alex J.
Sitter Profile Image: Jenna S.
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Jenna S.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 134 reviews
29 repeat clients
40 years of experience
Louisville, KY, 40245

“Jenna did an amazing job taking care of our dear pets. She was thorough, thoughtful and detailed. She provided excellent updates and ensured everything was properly handled.”

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Joseph L.
Sitter Profile Image: Adam C.
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Adam C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 12 reviews
4 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: Halie S.
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Halie S.
from
$50
per night
10 years of experience
Prospect, KY, 40059

About: I have been dog sitting pups in homes for about 10 years. I enjoy walking with them, playing fetch and snuggles! I ensure waste is cleaned up and feeding schedules are maintained. I also keep your home clean and maintained while you’re away! I currently work full time M-F so weekend work is preferable, I am also available after 330pm most weekdays. I can be in your home with your pets on weekends, full time, beginning Friday late afternoon. I provide care in your home where your pet is most comfortable. I follow feeding schedules closely, provide playtime and snuggles and also enjoy walking when caring for dogs. Additionally I also make sure to keep communication open, should I notice something out of the ordinary or just want to share a moment or photo! I am sure to respect your home during my stay, in return I ask the respect is reciprocated by providing a safe, clean environment and open communication.

Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$150
per night
5.0 out of 5 stars
• 100 reviews
28 repeat clients
5 years of experience
Louisville, KY, 40220

“Emily is an absolute pro! Kind hearted, considerate and our pets loved her! Outstanding communicator, sharing many photos and updates. She’s very tidy and was kind to our home. She’s really good with animals and is just a great person. Highly recommend!”

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Bryan R.
Sitter Profile Image: Lauryn M.
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Lauryn M.
from
$20
per night
3 years of experience
Louisville, KY, 40242

About: Since graduating high school, I’ve worked as a house and pet sitter for neighbors, friends, and family. I’ve pet‑sat on and off over the last few years and am hoping to take on more jobs this summer before starting my senior year of college in August. I’m patient, responsible, and caring, and I truly enjoy spending time with animals. I can’t wait for the opportunity to work with you and your pets! I’m a college student currently on summer break, so I have plenty of free time each day to focus on caring for pets. My schedule is very flexible, and I’m able to give consistent attention and maintain a reliable routine for your pet. I always prioritize safety and comfort, whether that means supervised outdoor play, quiet indoor time, or crating if needed. I follow each pet’s routine closely, keep their environment clean, and make sure they feel secure, loved, and well cared for while you’re away.

Sitter Profile Image: Nicole H.
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Nicole H.
from
$45
per night
5.0 out of 5 stars
• 59 reviews
15 repeat clients
5 years of experience
Louisville, KY, 40222

“If I could give Nicole 10 stars I would! She has prompt and thorough communication and goes above and beyond. My pups had a great afternoon and evening in Nicole’s care! We will definitely use her again and again!”

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Tina L.
Sitter Profile Image: Jena A.
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Jena A.
from
$35
per night
4.9 out of 5 stars
• 16 reviews
7 repeat clients
7 years of experience
Simpsonville, KY, 40067

“Jena was so loving and caring to Remi. I appreciate her flexibility to pet sit on such short notice. I will definitely call Jena again in the near future.”

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Dayle L.
Sitter Profile Image: Dorian P.
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Dorian P.
from
$27
per night
5.0 out of 5 stars
• 1 review
25 years of experience
Jeffersontown, KY, 40299

“Dorian was extremely responsive and great with our dogs.”

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Taylor E.
Sitter Profile Image: Diane D.
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Diane D.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
25 years of experience
Louisville, KY, 40218

“We didn’t get to use Diane this time. Our 14 year old Border Collie, Mouse, passed right before Diane was supposed to sit. My husband ended up canceling his trip and stayed home with our cats. However, Diane was very professional and friendly during our meet and greet and extremely empathetic upon finding out about Mouse.”

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Donna G.
Sitter Profile Image: Kalyn H.
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Kalyn H.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
19 years of experience
Louisville, KY, 40243

“Kalyn was absolutely wonderful with Alice! She sent me updates and cute content every day. I know Alice had a wonderful time with her. As a bonus, the house was spotless when I returned! 10/10”

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Laci P.
Sitter Profile Image: Jeveon M.
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Jeveon M.
from
$27
per night
18 years of experience
Middletown, KY, 40243

About: With 18 years of experience caring for dogs, I understand that every pup has their own personality, routine, and needs. I’ve cared for dogs of all sizes, ages, and temperaments, and I treat every dog as if they were my own. My goal is to provide a safe, loving, and comfortable environment where your dog feels happy and well cared for while you’re away. From walks and playtime to feeding, cuddles, and keeping up with their normal routine, I’m committed to giving your furry family member the attention and care they deserve. With years of hands-on experience, patience, and a genuine love for dogs, you can feel confident knowing your pup is in caring and dependable hands. I’m flexible and happy to work with your dog’s individual routine and needs. I can provide attentive care throughout the day, including regular walks, playtime, feeding, bathroom breaks, and plenty of love and companionship. Your dog’s safety and comfort are my top priorities when caring for them in your home. With 18 years of experience, I understand the importance of maintaining a secure, calm, and familiar environment for every pup. I carefully follow your instructions regarding feeding, walks, medications, doors, gates, and your dog’s daily routine. I make sure your dog is supervised, safely secured when needed, and never placed in situations that could put them at risk. I also treat your home with the same care and respect I would want for my own. I’m attentive to potential hazards, keep doors and gates securely closed, and make sure your dog has a clean, comfortable space throughout my stay. My goal is for you to have peace of mind knowing your home and, most importantly, your furry family member are in responsible and caring hands.

Sitter Profile Image: Caitlyn R.
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Caitlyn R.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Jeffersonville, IN, 47130

“Great pet sitter. She loved our pup as if it were her own. I would totally use Caitlyn again.”

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Rebecca M.
Sitter Profile Image: Valerie C.
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Valerie C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 45 reviews
9 repeat clients
20 years of experience
Shelby Park, Louisville, KY, 40202

About: I’ve taken care of and owned dogs of all kinds my entire life. Although I don’t currently have a pet my friends and family have relied on me to walk, feed, and administer meds to their pets. My love of dogs makes being a sitter on rover the perfect job! I currently work full time two days from home and two in the office with one day off each week. My in office days are typically from 8:30-4:30 I have a fenced in yard and live in a dog walking friendly neighborhood. It will not be an issue to crate your dogs or let them roam my home freely whichever keeps with your normal routine.

Sitter Profile Image: James P.
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James P.
from
$22
per night
5.0 out of 5 stars
• 3 reviews
12 years of experience
Louisville, KY, 40241

“Great🤩🤩🤩🤩🤩Requested him in the App at 10am and he was available and saw him at 7pm. Also it was at a Homewood Suites 🫣🤩 Sent us lots of pictures 🤗 & was very was incredibly efficient and attentive! He proactively asked all the right questions to make sure everything went off without a hitch. Finding someone this reliable on short notice while staying at a hotel was an absolute lifesaver. 10/10 recommend!”

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Brian N.
Sitter Profile Image: Kristina K.
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Kristina K.
from
$30
per night
15 years of experience
louisville, KY, 40241

About: What sets me apart is the genuine love and patience I bring to every pet I care for. I treat each animal like my own—with attention, compassion, and understanding. I have hands-on experience with dogs of all ages, from high-energy puppies needing structure and training reinforcement, to senior dogs who require a slower pace and extra TLC. I’m confident with administering oral medications, managing specific dietary needs, and reading body language to make sure pets feel safe and comfortable. Whether it’s working on basic commands, easing separation anxiety, or just providing a cozy cuddle buddy while you’re away—I adapt to each pet’s individual needs. I also prioritize communication with pet parents, so you’ll always feel in the loop with updates and photos to ease your mind. Pet care is something I naturally build my routine around—it’s not just a job, it’s something I genuinely enjoy. Whether it’s early morning walks, midday playtime, or evening feedings and snuggles, I structure my days to make sure pets are getting the consistent attention and care they need. My schedule is flexible, which allows me to be fully present for each pet I care for. I’m committed to creating a calm, comfortable environment, sticking to their routines as closely as possible, and making sure they feel safe, happy, and loved while you’re away. Whether I’m caring for pets in my home or in yours, my top priority is creating a calm, loving, and safe environment where your pet feels right at home. I stick closely to their usual routine—mealtimes, walks, potty breaks, playtime, and any medications—because I know consistency helps them feel secure. In your home, I treat your space with total respect, keeping everything clean and leaving it just as I found it. I take time to get to know your pet’s personality and needs—whether that means extra playtime, slow-paced walks, or just keeping them company. If pets are staying with me, they’ll have a cozy, pet-friendly space with lots of love, toys, and attention. I keep a close eye on behavior, eating habits, and energy levels, and I’ll always keep you updated with regular messages and photos so you can relax knowing your pet is in great hands.

Sitter Profile Image: Julia H.
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Julia H.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
12 years of experience
Klondike, Louisville, KY, 40220

“Julia couldn't have been any better! She took such good care of my Weimeranner that is 11years old. My house was spotless when I got home and went over and beyond what I ask. Will use her again positively!!”

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Kathy F.
Sitter Profile Image: Haley W.
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Haley W.
from
$45
per night
4.9 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Louisvile, KY, 40291

“Haley did amazing! Very responsive and was great with communication! Will definitely be booking her again. She made me feel at ease leaving my dog with her!”

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destiny g.
Sitter Profile Image: Bennae B.
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Bennae B.
from
$30
per night
4.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Taylor Berry, Louisville, KY, 40208

“She absolutely wonderful with My fur Baby Anthony.”

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Toni Allure B.
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The median cost per night for house sitting in Crestwood is $50

Pet parents share their Rover experiences - Crestwood

1 / 1
5.0 out of 5 stars

Brandon and his wife were great. Great communication, punctual, and took excellent care of my two dogs. Would highly recommend!

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Christine S.
House Sitting
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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 to book house sitting

  1. 1. Search

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

    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.

Popular requests for house sitting - Crestwood

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Sitters in Crestwood average 4
repeat house sitting clients

FAQs for House Sitting - Crestwood

Frequently asked questions about Rover

The average cost of House Sitting in Crestwood is $32 per night as of October 2026. Most bookings cost between $30 and $33 per night. 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 719 sitters on Rover offering House Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Crestwood walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Crestwood maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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.

Yes, you can find sitters who have experience with handling special pet needs in Crestwood. On Rover:

  • 92% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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.

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