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.
“Sara is not just a sweet person in general but she was so great with our fur babies while we were out of town, I don’t even think they missed us! She went out of her way to make sure the house and our fish were cared for as well. 🥰”

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.
“Artiss was amazing! She was able to squeeze me in last minute when I really needed someone to watch my dog, and I’m so grateful she did. Communication was great from start to finish, and I felt comfortable knowing my dog was in good hands. I really appreciated how accommodating and dependable she was. I would definitely book with Artiss again! 10/10 would 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: What sets me apart is that I’m a veterinary technician, so I have professional experience caring for animals with a wide range of needs. I’m comfortable administering medications, following specific care instructions, and recognizing potential warning signs of illness or changes in behavior that may need veterinary attention. I know how to assess a situation, monitor pets closely, and communicate with owners if I notice anything concerning. I’m also comfortable caring for puppies who need extra patience, consistency, supervision, and guidance as they learn routines. For senior pets, I understand that they may need a slower pace, extra attention, medication, or additional monitoring to keep them comfortable. Most importantly, I treat every pet as an individual and take the time to learn their personality, routine, and needs. Whether your pet wants lots of playtime and walks or prefers relaxing and cuddling, my goal is to make them feel safe, comfortable, and cared for while you’re away—and to give you peace of mind knowing they’re in experienced hands. Pet care fits naturally into my daily and weekly routine. As a veterinary technician, I’m accustomed to caring for animals and making their health, safety, and well-being a priority. I’m available all day Sunday and Monday, and Tuesday through Saturday from 4:00 PM to 10:00 PM. I can provide feeding, walks, playtime, medication administration, and attentive monitoring based on each pet’s individual needs and routine. When caring for pets in a client’s home, I focus on maintaining their normal routine so they feel comfortable and secure while their owner is away. I follow feeding, walking, exercise, medication, and care instructions closely, while also providing plenty of attention and companionship. As a veterinary technician, I’m experienced with administering medications and monitoring pets for changes in behavior or potential signs of illness. I take their health and safety seriously and will communicate with the owner promptly if I notice anything concerning. I also make sure pets receive appropriate exercise, playtime, bathroom breaks, and plenty of love and attention. My goal is for every pet to feel safe, comfortable, and well cared for in their own home.
“Katalina was great while watching our dog and cat! She was responsive and left our home spotless! Thank you for helping us get away for a few days… not easy to do with 3 kiddos these days. It was such a relief to not have to worry about the animals. I would def recommend her!”

“Victoria was fantastic to work with!! She was super responsive and took great care of the pets. We loved getting the best photo updates from her, and the animals looked super happy. We're looking forward to working with her again soon!”


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.

About: I've been a dog lover my whole life. I've always had Labrador Retrievers and I am loving and caring I will take good care of your dog as if they were mine. Can keep you updated with pictures and anything else you would need at any time. So I'm used to bigger dogs I'm also okay with smaller dogs. My house is very dog friendly. I am also used to giving medications and special diets. I know how special dogs are. Thank you. Let me know what is needed for you and your pup or pups. Would love to help out and make sure your dog is well taken care of. I have a fenced in yard, and at your home I am extra cautious and will make sure your dog is happy and well cared for.
“Miguel is an amazing petsitter and great human being!! He helped me out on short notice, being extremely communicative, thoughtful, and detail oriented in his care for my pets. I highly recommend him to other pet owners looking for someone who enjoys energetic animals like my two border collies. Thanks again Miguel!”

About: I am a verified walker on the app Wag, as well as having over 3 years experience working in animal care. I have been pet sitting for family, friends, and customers on another dog walking app for over 2 years. I work part time so I have a lot of availability! This summer is completely open for me since my nannying job stops for the summer! I have a completely fenced in yard, reliable transportation, a clean background check and I am more than willing to clean up after any mess your pup may make while you aren't home!
About: I have taken care of dogs of every kind since I was young. I grew up with dogs my whole life. My friends and family would always call me knowing I was a reliable pet sitter I am starting working 4 days a week on night shift! I am available for all your morning and afternoon walks or drop ins while you are at work! I like to come home to my pups and tire them out before work and when I get home taking them for long walks and extra play time! I am off Sunday-Tuesdays and then on weekends I make sure spend them playing with my two dogs When pets come over we have plenty of space for them to run around, we have a big fenced in yard. We have plenty of space in the house for them to play or spread out when they are tired of all the play.
“Diane is amazing! Our dog Juni is really tough. She's petrified of strangers and sometimes nips. She's very slow to warm up and sometimes won't even let sitters let her outside. There have been times when she boycotted eating for days, and even when we have family watch her, she's often sick for days after we get back because of stress. Diane worked with Juni and treated her with kindness, patience, and understanding. She gave her space and even did some emotion/body coding work with her which I thought was really cool. She treated our house with respect and we returned to it spotless. I felt very safe and comfortable having her stay in our home, and I think Juni did too. She was in great spirits when we got back and she even had a great few days of eating, no stress sickness. We so appreciate Diane's willingness to work with her! In addition, she was very communicative and thorough when it came to the details/logistics of the stay, and came by in advance to meet us and Juni. I would recommend Diane to anyone.”

About: Hi! I’m Jocelyn, a dependable and caring pet sitter based in Chicago. I have experience caring for cats, dogs, turtles, and guinea pigs, and I treat every pet like they’re part of my own family. Whether your pet needs walks, playtime, feeding, medication, or just lots of love and attention, I’m committed to making them feel safe, happy, and comfortable while you’re away. I understand every pet has a unique personality, and I take the time to learn their routine so they feel at ease. I work from home, which gives me a flexible schedule and allows me to provide attentive care throughout the day. Because I’m home most of the time, pets receive plenty of supervision, companionship, potty breaks, walks, playtime, and affection. I can easily accommodate their normal routine to help them feel comfortable and stress-free while you’re away. Your pet’s safety and comfort are always my top priorities. I provide a clean, calm, and pet-friendly environment where they can feel at home. I carefully follow each owner’s instructions regarding feeding schedules, medications, exercise, and routines. Whether I’m caring for your pet in my home or yours, I’ll treat them like family and provide regular photo and video updates so you can have peace of mind.
About: I've had dogs my whole life, helped with training, and often would dog and house sit for friends and family. I've attended several dog training courses with some of my own dogs, as well as researching and practicing on my own. I've helped a close friend and my sister do basic training with their own dogs. I also have 2 cats, and am careful to adjust treatment of all my animals to their personality and needs! I am available Mon/Tues/Saturday. I can be available Wednesday and Thursday with advanced notice. I am only available Sundays and/or Fridays upon request and with at least 3 weeks notice. I currently work part time in the service industry and am getting ready to go back to school for a career change. My schedule is mostly flexible, but I do have a commitment to my other job as well. I'm happy to work with anyone who needs me during unavailable days, don't be afraid to ask and we can see if we can work it out! My dog is not dog friendly, so I do not do any care at my residence. However, it means I am experienced with dogs who need a bit more awareness in their care than others! I'm attentive and firm, and am willing to go for a 2 hour hike or rest in the house depending on their needs.
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 on Rover is $45 per night as of October 2026. Most bookings cost between $33 and $109 per night. 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 7,552 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.
<b>Tip:</b> 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:
- 87% of sitters can help with special care needs
- 92% 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.







