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
“We were very pleased with the service Stephanie provided for our Jack. I knew he was well cared for as she kept us updated with progress and pictures. We will be glad to use Stephanie as Jack's caregiver in the future. Kathy M.”
“Very happy with Patrycja. She dog sat last weekend and I felt she gave my Ivy a great amount of attention and exercise. She even washed the sheets before she left, which was an unexpected bonus! Would definitely use her again.”
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 is wonderful! She stayed at our house with our 14 year old dog while we were on vacation for almost two weeks. She took amazing care of our special guy and kept us updated everyday. She was also incredibly respectful of our space. We will absolutely use her services in the future.”
“Cheyenne took amazing care of our pup! He was sick right before we left for almost 2 weeks and she administered all his medications, sent us lots of photo/video updates and was super responsive. Highly recommend!”
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: Hello! I am a natural animal-lover so I became a vet assistant 🐾I have personal experience with labs, lab-german shepherd mixes, Rhodesian ridgebacks, toy poodles, german shepherds, and pitbulls. I also have experience with cats and volunteered at a cat rescue. I have also had a hamster, Guinea pig, and many fish. Currently, I have a bully mix, a russian tortoise, three cats, a fish tank, two frogs and two guinea pigs! I can’t wait to meet your furry family members! :) I currently work full-time at a clinic but am available during my lunch hour (mid-day) for walks and drop-ins. My regular availabilty is as follows: Sunday: open Monday-Friday: 5am-7am, 6:30pm-9pm Saturday: 5am-7am, 1:30pm-9pm Please check my calendar for specific dates or feel free to send me a message. I can easily crate your dog if needed. I also have experience with dogs on and off leash. I am also available to scoop litter boxes, pick up poop, and refill water/food bowls when requested. I have a lot of experience administering medication and will do so upon request.
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.
“Words cannot express how much Brit O. saved not only our last-minute pet care worries, but also the side worries of our home during the 4th of July holidays. Our dog sitting friend unfortunately cancelled 48 hours before we were scheduled to depart for Florida last week and I found Rover via Instagram and its one of the best happy accidents we've ever had. Our dog is the only child we currently have and getting multiple updates throughout the day, with each picture of him appearing happy, calm, and even sleeping put the business we had to do out of state that much more stress-fee. A side bonus is we think he was 'showing off' for her as apparently, he had zero accidents, that's a one in a million for him. I give 20 out of 10 stars and your pet would be blessed to have her as your dog and home sitter.”
About: I have taken care of dogs since I was 9 years old. I have walked them, bathed them, cuddles , massages, gave medications you name it. I absolutely love the feeling and genuine love that dogs give so I protect and love them at all cost! A stay home wife with no children home currently, so I’m free a lot! Needing a new hobby I enjoy to consume my days now. I have small babies so the house is already baby proofed! Also can purchase whatever is needed to make them feel comfortable! Not big on dogs being in crates and cages but if that’s what your prefer that can be arranged as well! Long as the dog is comfortable I am happy!
“Jennifer was very patient with my three dogs, and took care of them as of they were her own. She managed their medications and even gave shots every other day. I would have appreciated more updates from her, but if she needed anything, she did reach out.”
About: I’ve been around dogs of all shapes and sizes essentially my entire life. I’ve dog sat for a multitude of family friends as well as caring for my own dogs at home extremely well from training them in their puppy stages all the way to caring for them in their senior lives. I genuinely love all dogs and would be more than happy to help love yours as well! I’m currently a commuting student at DePaul University in Chicago, meaning I travel in and out of the city most of the morning. However, my afternoons are almost always free and I have no classes on Friday’s or during weekends so I’m even more available during them. I help care extensively for my own dog at home as well as having experience caring for dogs in an overnight stay setting with various family friends as well, so staying overnight for a dog is no issue in anyway to me.
About: I was always had furry siblings but have graduated to a cat mama. I enjoy creating personal heavens for our companions. Reliable, punctual and kind. I have a full-time job that pays the bills but I am looking for ways to feed my soul. Overnights are great as well as drop ins. I would prefer to host at client's homes as my current home does not allow dogs. Willing to board or take cats overnight. Let's make it a sleepover!
“Thank you so much for caring for my fish, pups, and plants. I hope you were comfortable. I would definitely book again. I would even like to see your band play again. I really enjoyed the last time. I follow you on Facebook so maybe I’ll see one that’s close. Be well, Angelique”
“Michelle was GREAT! I had care for my dog Tyson fall through last minute and she was a lifesaver. Replied right away, kept me updated throughout the weekend and took great care of him 😊 even brought her dog over to play which he loves! Would absolutely reach out to her again if I ever needed help!”
About: Experience with all kinds of pets and reptiles. Will be treated with upmost care. I can provide a number of services including bathing, walking, feeding, cutting nails/grooming and any special requests from you. I do work a full time job between the hours of 6am and 3pm but any time after that I am free to tend to any needs you or your pet needs. I will have a designated play area for your fur babies if any needed. I will update with pictures and calls if needed. I will follow any schedule given.
The median cost per night for house sitting in Crestwood is €50
Pet parents share their Rover experiences - Crestwood
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. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
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 of House Sitting in Crestwood is $45 per night as of November 2026. Most bookings cost between $33 and $109 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 November 2026, there are 7,458 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 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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:
- 87% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 95% 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.
Connect anywhere with the Rover app
