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

Over 16 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.
“Kathryn was so wonderful! She took great care of our senior cat with special needs, and our rowdy, energetic young beagle mix. She kept in touch every day, and sent lots of photos. Our house can get a little messy with my cats litter boxes, plus he's a bit incontinent. But we returned home to an immaculate house, with very happy fur babies. We're so grateful, and will definately book Kathryn again! 100%”

“Thank you for caring for Baby. It gave me such a peace of mind while I was away. Thank you so much for the toy for baby, that was such a kind gesture! Would hire again”

“Tara is fabulous with my cat. I appreciated how much time and energy she spent playing with Jim Catsby. She sent me awesome photos and a video of their time together. Tara really cares about Jim, and leaving him happy. I’m grateful for her passion for pets and their care. She is motivated to give our pets the best experience possible.”

“Lisa is so sweet and great at communicating ! She stayed with our fur babies for four nights while we were out of town and they were their normal happy selves when we returned. So appreciate of her! :)”

“My pets were well taken care of! First time for us to have overnight care, we weren't worried at all. When we came home my pets didn't seem to miss us! We will use his services again!”

About: I have grown up with dogs and cats and have experience caring for both. I have my own pet dog who is a 10 year old mixed breed. I have administered medications and am comfortable caring for pets with special needs. I am a college student and am free for the summer. Have plenty of time to spend with your pets. I like going on walks with my dog clients and am happy to offer pets and treats to your fur baby while you are away. I can provide companionship, walks, feeding and toileting for your pets. Comfortable with both dogs and cats and can assist with any special needs they may have.

About: I've been taking care of dogs and cats for family and friends for the past 15 years and I've had two professional pet sitter jobs, One for a golden retriever for a few years and I've dog sitted for two pitbulls. I also grew up with 3 large dogs a Rottweiler, German shepherd and English Mastiffs. I'm currently on disability with autism spectrum and I have a lot of free time, I mostly play video games and play basketball at the park and the gym. I usually stay in the front room with the pets and let them outside or take them on walks depending on what people want me to do.

About: I’ve always loved taking care of my furry and not so furry friends!! I grew up in a home full of dogs and a vast range of animals such as reptiles, amphibians, and other aquatic life etc. I’m currently working from home so my schedule is generally open as far as Monday-Friday. I’m available throughout the entire weekend as well. I like to keep the animals in my care on a schedule so they aren’t stressed, I prioritize (the animal’s) comfortability and structure because that’s just what makes sense. It’s my duty to ensure your furry friend can have fun AND be safe so please bombard me with any and all information!!!
About: I was born and raised with Dobermans by my side, but my expertise does not just span large dogs--but also small dogs, puppies, seniors, cats, and other furry friends. I’ve been a reliable pet sitter, taking care of my friend’s and family’s cats and dogs. I’ve ensured they’re well-fed, entertained, and they have taken care of business 💩. I’ve stayed at homes and made drop-in visits, so I can provide flexible care. I understand that your pets are like family members, so I’ll treat them with the same patience and respect they deserve! I am currently working part time at an office and applying for other jobs. I have a lot of extra time on my hands and I am looking to fill it by spending time with animals and getting my steps in! I am open for last minute bookings!!! I prioritize your pet’s comfort by following your specific care routine. My process begins by gaining your pet's trust through a calm, patient approach, ensuring they feel safe before we dive into anything. I like to keep the line of communication open with the pet parent to ensure transparency throughout the whole process. I maintain a consistent schedule for feeding, potty breaks, and affection to minimize any anxiety they may face without their typical routine away from parents.
About: Animals have been a part of my life for as long as I can remember. I grew up surrounded by dogs of all sizes and breeds, from a beloved Cocker Spaniel to two Giant Schnauzers and later a Pit Bull. Each one helped shape my love and understanding of animals and taught me how unique every pet’s personality can be. Today, I’m the proud owner of a French Bulldog who keeps me on my toes and a pet snake, giving me experience caring for both traditional and exotic pets. I’ve also spent time around cats through friends and family and am comfortable caring for feline companions as well. While attending Ball State University, I volunteered at local animal shelters, helping care for animals and supporting their daily needs. Whether your pet is energetic, shy, playful, or senior, I understand the importance of providing patience, attention, and loving care. I treat every animal as if they were my own and strive to make them feel safe, happy, and loved while you’re away. Pet care is already a part of my daily routine, as I currently care for my own pets and understand the importance of consistency, attention, and reliability. I work as a State Farm agent in Chicago’s West Loop, and because it is a family-owned business that my family manages and operates daily, I have some flexibility within my schedule when needed. During the week, I am available for pet care before work, after work, and during my lunch break. Depending on the day and my workload, I may also have additional flexibility to accommodate specific care needs. On weekends, I typically have more availability and can provide extra time and attention for walks, drop-in visits, overnight care, and companionship. I am careful not to overbook myself because I believe every pet deserves quality care and attention. When I accept a booking, you can trust that I have the time and availability to provide dependable, attentive care and ensure your pet remains safe, comfortable, and happy while you’re away. At this time, I’m unable to offer boarding services in my home due to my own pets. However, I am happy to provide a variety of other services, including drop-in visits, dog walking, overnight stays, and personalized in-home pet care. My goal is to ensure your pets remain comfortable in their familiar environment while receiving the attention, companionship, and care they deserve. Whether your pet needs playtime, feeding, medication administration, exercise, or simply a reassuring presence while you’re away, I am committed to providing safe, reliable, and compassionate care tailored to their needs.
“Rowan was excellent with my husky! He came over to meet her and familiarize himself with her routine, and he was very great with communicating his schedule and giving me updates on my dog. Would highly recommend Rowan!”

About: I have experience with 2 Boston terriers of my own, as well as dog sitting for puppies and senior dogs! I am comfortable with giving medication and am able to walk the dogs every day! I have been taking care of my dogs since I was 13! I am currently in limbo, waiting for a new job and wanted to hop on here to help with furry friends! I do plan to continue working on Rover part time! I have been pet sitting by word of mouth for friends and family for about 7 years! I think it’s important that every pet family knows that they can have a caring and trustworthy individual taking care of their pets! <3 I have two dogs at home who I love very much! Ella is almost 11 and rose is my baby from COVID who is 6. So I have also dog sat for plenty of friends and family who have dogs of all ages and sizes! So, have plenty of experience with dogs!
About: Hi, I’m Chanty. I’m based in Oak Forest and love spending time outdoors with dogs. I had a Yorkie for 15 years, so I’ve cared for dogs through all stages of life. I’ve also helped care for pit bulls, rescued young pups, and regularly look after my sister’s Maltese. I treat animals like family. I care for them with the same love and attention I’d give my own, playing and interacting with them based on their needs and energy, while also keeping up with routines, cleanliness, and any special needs they may have. I understand how much trust it takes to leave your dog with someone new, so I am happy to meet you and your pup beforehand. I also make it a point to keep you updated during visits with photos, messages, and anything else that would help you feel connected and reassured while you’re away. I get around by bike and offer nearby walks and drop-ins full of play, love and personalized care. Whether your pup needs adventure, calm companionship, or even just a bath, I’d love to help out! Pet care fits easily into my routine because I work freelance online and create my own schedule. I’m very flexible and can adapt week to week to meet your needs, whether you need a regular walker or occasional drop-ins! When I’m in someone else’s home or caring for their pet, I treat it all with the same respect I treat my own. You can trust that I will follow whatever routines or instructions you give me, and I always leave things clean and as I found them. I try to really tune into each animal’s mood and needs so they feel safe, comfortable, and cared for.
“Laura stayed at our house for 2 days while we were out of town- took care of an older cat and dog, plus 2 box turtles. She was very attentive to their needs, took great care of them. The pets appeared very happy with her ! I also appreciated that she texted me photos and updates. She is a very nice person, I will ask her again to pet sit .”
“Janet did an amazing job taking care of my dog, Max! She made sure he got plenty of long walks, kept me updated with great communication, and gave me peace of mind while I was away. It was clear that she genuinely cared about him and treated him like her own. I highly recommend Janet to anyone looking for a reliable and caring pet sitter, and I will definitely be booking her again the next time I need someone to take care of Max!”


About: Dogs are my favorite animal! Why? Because they are loyal, caring, fun and you already know this because you own one! :) I have a shepherd mix who I love dearly. I used to volunteer at West suburban humane society, and have dealt with dogs of all sizes and temperaments. I feel comfortable around dogs and have lots of experience. I treat them like a member of the family. I love all animals, so if you have cats rabbits etc I will not be bothered. I have been around dogs since childhood and working with dogs is a dream of mine. If your dog needs medicine I have experience with that as well. I am extra gentle with senior dogs and can keep up with puppies I have a flexible schedule so I can work with your schedule. We can discuss your pets needs so I can accommodate your schedule easily. I follow owner instructions precisely and ask questions if anything seems unclear. Pet safety is always my number one priority. If I think a pet may not be safe for anyone I always reach out to the owner.

About: Its not just a job for me it's a passion and your furry family deserves the best care because, that's what I deliver. it's a worry free zone with me and I'm willing to come to your home for walking pet sitting and over night stays while your away Fido and fluffy can play. I'm looking forward to meeting your pets and build a trusted relationship so, I can be your go to pet sitter without hesitation. I hope you will consider me for your future travels or busy work days. I have 4 years of experience and it's not just a job for me. my references are provided upon your request and I hope that I hear from you on the future. thanks for your consideration.
The median cost per night for house sitting in Crestwood is $50
Pet parents share their Rover experiences - Crestwood
Ariel did a great job caring for my dog and cat. She sent pictures fir me to see what they were doing. She walked my dog, she loves to go for walks. This is my second time having Ariel stay at my house to care for my pets. I will be asking her again because I am very happy with her care.
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.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
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Popular requests for house sitting - Crestwood
Select a filter and find qualifying sitters offering house sitting.Sitters in Crestwood average 4 repeat house sitting clients
FAQs for House Sitting - Crestwood
Frequently asked questions about Rover
The average cost for House Sitting in Crestwood on Rover is $45 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of July 2026, there are 7,891 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 Rover Guarantee , 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 Rover's Trust & Safety page .
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 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.
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
- 94% 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.







