Dog Sitting Crestwood
Book a Crestwood dog sitter to watch your dog in your sitter’s home or yours.
Over 6 pet parents in Crestwood have booked dog sitting
Crestwood, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Lisa is attentive and reliable! I had never used Rover before but we needed someone to feed our cats while we were away. I booked Lisa for multiple drop-in visits based on her reviews and I’m very glad I did. She is communicative and caring. Definitely recommend!”
About: As a lifelong animal lover with years of experience in pet care, I understand that every pet has their own unique needs. I pride myself on having a strong sense of animal behavior and adjusting care accordingly to each individual pet’s temperament. I have a great deal of experience with senior pets and/or pets with a strict medication regimen. I understand that these animals often need additional patience and compassion and I am always striving to reliably provide such care. This includes administering edible, topical, and injectable medications. I have experience with dogs of all shapes and sizes as well as cats and small animals (birds, fish, reptiles, etc) so you can rest assured that your beloved critters are in good hands! I do my best to be communicative so I am always willing to discuss any additional details or concerns with my clients. My main goal in pet care is to provide reliable and respectful service that keeps your furry friend happy and gives you peace of mind in knowing they are properly cared for while you are away. I hope that I get to meet you and your pets very soon! Pet care is currently my main focus so my weekly schedule is almost always open. I am extremely flexible with scheduling which means I will be available to do reoccurring visits or extended pet sitting if need be. I have my own transportation so I am happy to make visits that are a bit out of my area as well. I have worked in professional pet care for 7+ years which has including both daily dog walking and overnight house-sitting. Being respectful of my client’s pets and their homes is of utmost importance to me. As well as pet sitting I am more than happy to take on other house-sitting responsibilities such as watering plants and bringing in mail/packages. I always appreciate strong communication and always do my best to provide prompt updates while you are away
“I was able to find Jennifer quickly on the Rover app. I chose her by her profile and her close proximity to where I live. She responded very quickly to our request thru the app. She came for a short visit so we and our doberman could meet her. I wanted her also to feel comfortable with our large dog. We needed someone to come a couple of days around midday to fed, potty, walk and play our very active 8 month old 60 lb dog. We had her come for an hour each day. It was also the first time we were leaving her all day. Jennifer did exactly what was asked and says she looks forward to helping us out again. I know we will use her in the future.”
“Highly communicative and willing to drop by for a meet & greet with our dogs before the sitting date. She’s great to work with and we look forward to having her dog sit again.”
“Desiree was amazing. She came early on to meet us and my cats, and she was very attentive to all their needs when she took care of them. Very happy and will be booking again!!”
About: I have had my dog now for almost 10 years. I used to care for my dog as well as a roommates dog at one point. I can give medications and can provide First Aid/Heimlich if needed. Strong enough to hold back and tame my 60 pound Boxer mix. I’ve also helped care/walk my sisters Great Dane and my friends smaller dogs for 7 years or so. I love animals and if you have other little friends who need care, just let me know what to do and I’ll do it. I work night shift as an ICU Nurse so I’m home all day. I can pop in and check on your babies any time during the day. I would need to know in advance only cause I do eventually sleep during the day. I’m aware you are trusting me with one of the most important members of your family, I’ll be happy to leave a photo and an update of any changes , good or bad, so you can enjoy some peace of mind that everything is alright.
About: I have the most experience caring for kittens and cats of all ages and temperaments. I currently have three cats, each with their own unique age and personality, so I’m comfortable understanding and adapting to different needs. I’ve also owned a dog in the past and have experience providing short-term boarding for both dogs and cats. I truly enjoy getting to know each pet’s personality and making sure they feel comfortable, safe, and cared for while they’re with me. I am currently at home full time, so I have plenty of free time to care for your fur babies. My weekend availability may vary from time to time based on personal travels but am available most weekends! I have 3 female cats in my home currently, all are spayed and up to date on shots. They all are cat & dog friendly - some more curious than others as to be expected but I can always separate my cats from the main living area if needed. I have a yard and plenty of walking paths but not fenced in so a leash will be needed.
“Kelara took amazing care of my 6 cats and was extremely accommodating of their unique needs (different food, separation from each other). Would definitely hire her again next time we're out of town!”
About: Pets have always been a part of my life. From my first fish to my 6 year old Labrador now I can’t ever stop hanging around animals. My neighbours friends and family always say I’m the animal whisperer. Dogs and cats are my primary specialty encompassing walks, play time, meal time, you name it I’ll be able to do it with them. I’m a student athlete so my schedule is pretty flexible to stop in during the days or stop in overnights. I know it can get hectic taking care of animals from my own house so I’m here to make it easier for y’all. Compassion. Treat the animals i’m watching as I’d treat my own. Following the rules the owners set forward will ensure animal and human are happy at the end of the day.
About: Growing up surrounded by pets, I developed a deep understanding of their needs, behaviors, and the patience required to make them feel safe and loved. Whether it’s daily walks, feeding, or just providing companionship, I treat every pet as if they were my own! I’m currently a senior at Dominican University so my flexible schedule allows me to adapt to different routines, ensuring that pets stay comfortable and happy while their owners are away :) With years of experience of caring for my own pets I understand the importance of following routines and recognizing pet behaviors. I like to talk to my clients about routines and dietary instructions before I take care of their furry friend to really get a feel for what is best for them. I have a pretty strict diet with my own dogs so I like to make sure I can trust someone to do the same as I would as well :) Pet owners can rely on me to be punctual, responsible, and communicative, giving them peace of mind knowing their furry friends are in trustworthy hands.
About: I have been watching dogs for a while. Watched 4 dogs at once. If you need me to stay overnight i will for the dogs When i had my dog we took care of her. Walks grooming. Let her be by my side when bedtimes comes around. Miss watching pets Prefer their house. So the pet feels more at home instead of not knowing the surrounding. If there is ever a storm im with the dog overnight .
About: I’ve owned many dogs and have taken care of and pet sit for my family and friends. I really enjoy the company and the energy that animals bring. I will match that energy that they have. I am off of school for the whole summer. So I need something to do during the day so I do not go insane from not having anything to do. I love giving attention to my clients animals and make sure they are having fun and that they are comfortable. I make sure they have used the bathroom and I am also very good at reading the animals body language. I have been around a lot of animals as I’ve grown up.
“Mara is simply the best—highly recommended! My husband and I have never trusted anyone outside of family to care for our two senior dogs. One requires medication, and the other is extremely anxious, so finding the right person felt overwhelming. Mara immediately put us at ease. She took the time to meet with me and my dogs before her scheduled visits and was incredibly patient while I learned how to use the app. Not only is she kind and attentive with my pets, but she is also very capable and handled their somewhat complicated care with confidence. She communicated clearly, letting me know when something came up without causing unnecessary worry, and managed every situation thoughtfully—even things I hadn’t anticipated. Mara is responsive, flexible, and truly easy to work with. When I needed to add a service last minute, she responded right away and accommodated my request without hesitation. I can’t say enough good things—she is trustworthy, compassionate, and incredibly reliable. I wouldn’t trust anyone else with my dogs.”
About: Hi! My name is James and I used to have a dog named Banks who I first adopted back in 2015. I took care of him for many years until we had to sadly put down. My girlfriend and I love to take care of dogs as she currently works at an animal hospital and she always tells me about her experiences there. I’ve taken care of animals ever since I was 10 and I am currently involved at 4 Paws for Ability where I volunteer with service dogs. I am a current college student so my schedule is very flexible during the summer and I can accommodate you and your pups needs! I’ve been handling dogs for years and currently walk and sit multiple dogs around my neighborhood. I love all furry friends and would love to be able to take care of yours! I’m currently working part time, but I have a very flexible schedule. I am free all day on weekends and would love to spend my time with your pups! I have a fully fenced yard with plenty of grass and a deck. With new clients, I like to schedule a meet and greet to go over all the details of the booking and any other important details.
About: I have had and been around dogs since I was a child. Dogs seem to come to me naturally; without fear or hesitation. I honestly believe this is because I approach them with ease and am not forceful. It seemed like a natural step for me to join the Rover community. Ive also been a dog owner and currently have Jazzy who is my beloved Boston Terrier Mix with a big personality and sweet nature. Jazzy and I chose each other and its been an adventure ever since day one! she loves everyone but at times can be a little bossy. I'm well aware of who runs the household! I pride myself on ensuring that Jazzy stays healthy by giving her quality food and treats, Along with that she enjoys her fenced in yard and takes daily walks. We have lots of playtime and cuddles. I'll treat your dog as I would my own. That is my motto as I don't want you to worry or be concerned when you are away from your precious fur baby. I can't replace you, or would never try but rest assured your pet will receive all my tender loving care. I have had the opportunity to care for some dogs on Rover who have become regular clients. The owners have told me that they reach out to me first and hope that I am available. That is a huge compliment and I'm honored that I made such an impact on their four legged friend. All the pets I have met have their own unique personality and what I do as a sitter is simply take them for who they are which includes any little quirks. Canine or human, we all possess them. If you like what you see, let's schedule a meet and greet and see if I'm the right fit for your pet and their needs. Thanks for taking the time to get to know me and read my profile! I work remotely on a part time basis so can be available in the afternoon/evening and do pet sitting on the weekends away from my home. Well I make sure my dog Jazzy is loved and cared for each and every day. I give her good food and healthy treats. Daily walks and preventive meds to keep her healthy and strong.
About: I care for dogs like they're my own. I have 20 years of pet care experience. I am equipped to handle any size dog. I love to take them running , teach new tricks, and overall make them feel like they're at home. Even if your dog is high energy, I will run with them , play games, and keep them entertained for as long as they're under my care. If your dog loves belly rubs, tricks for treats, and needs an enormous amount of attention then look no further. I can provide your dog with the home away from home experience and whether you're at work, or on vacation, your mind can be at ease because your dog will be safe and in good hands. I also do drop-ins and I can watch your dog in your home as well. I currently work from home, 35 hours a week so whether I need to take a dog for a walk or drop ok to feed some cats or dogs , it’s not a problem for me at all. I care for my clients pets as if they were my own. I don’t like to be bored so when your pet is with me , they won’t be bored either ! I’m really active and I love to get the pets the exercise they need and deserve.
About: I am a veterinary assistant with a passion for animal care. I grew up showing animals in 4H, currently have four cats, and have experience with pets of all kinds. My weekend schedule varies for overnight visits but I am able to accommodate requests with sufficient notice. I am also readily available the majority of the time for drop in visits during the weekend. I am very diligent about taking care of your pets and looking after their needs, ensuring their safety, comfort, and happiness. Personally, I keep my pets on a set schedule while making sure they get plenty of playtime.
The median cost per visit for dog sitting in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
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- 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.
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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local sitters who will treat your dogs like family
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Popular requests for dog sitting - Crestwood
Select a filter and find qualifying sitters offering dog sitting.Sitters in Crestwood average 7 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 $17.76 per visit (as of September 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 September 2026, there are 11,642 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:
- 90% 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.
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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