House Sitting Crestwood
Find a loving house sitter to watch over your pets and your home.
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.
“Janae was incredible! Our trip was a little crazy and she was flexible on both the front end and the back end. She took great care of our large breed, high maintenance doggos,and even went above and beyond when they were needing some extra care. Not only will we use Janae again, we would recommend her to anyone who worries a little extra when they are away from their pets (unless it interferes with our travel times-lol!) For your reference we have a 120 lbs Sheepadoodle (gentle giant) and an 85 lbs Goldendoodle rescue who struggles to warm up to people. Janae was over the top- she took in my packages, watered my plants, and took out our trash. 5 STARS!!!”
“Joanna was amazing! She's a great communicator, sent lots of pictures and took great care of the boys! She's neat and trustworthy and we will definitely have her back!”
“Ross has been absolutely incredible every time he’s cared for our dogs. He goes above and beyond—not only making sure they’re fed and have fresh water, but also taking care of administering medications without any issues. It’s such a relief knowing they’re in safe, capable hands. What really stands out is how much he genuinely cares. He spends quality time with them and treats them like his own, which means everything to us. Our dogs are always happy and comfortable when he’s around. We truly wouldn’t trust anyone else. Highly recommend him to anyone looking for reliable, compassionate pet care.”
“This was our first experience with Rover.com. We were very satisfied with the communication from Tiffany, as well as the care she offered our two dogs and the attention she paid to detailed instructions for our aging terrier. We will certainly book with Tiffany again.”
“Christian is infinitely empathetic, caring, and attentive to your fur babies! He also is extremely conscientious about leaving your home as clean and orderly as he found it- or more so. He brings in your mail, takes out your trash and recycling, brings it back in. He communicates regularly and provides photos that illustrate how your pets are doing when you are away! He washed the bedding on the bed he used while doing an overnight and remade the bed! I can’t recommend him highly enough!”
“Jenna is the absolute best! Our pup loves her and we are able to enjoy our vacations much ORD when we know Jenna is taking care of everything with our pup back home. Highly recommend her!”
“Jared recently watched our two pups and cat and he did such a great job! Our request was very late notice but he was able to accommodate and we were so grateful. Our house was left exactly as we left it too! He also sent us pictures of our animals three times a day. It was so good to see how everyone was taking a liking to him. We will definitely rebook in the future!”
“Kessie not only took the BEST care of my dog Remi but she also took great care of the house. My whole trip away I was at ease knowing he was in great hands and got lots of photos updates throughout the stay. Will definitely be using her again and would recommend to anyone looking for a loving “babysitter” for their four legged friend.”
“James was great. Took good care of my house and dogs. Was very good on communication. My house and dogs were in great shape when I returned, like I had never left. I will be (and already have) be booking with James again.”
“Allie is responsible, trustworthy, and checked in with us daily! She took excellent care of our pup and our home for one week. We are delighted to have met her and hope she will dog and home sit for us again in the future!”
“Kaitlyn was absolutely a saving grace staying at our home and taking care of our fur babies. She is so amazing with our young dogs, energetic, bratty, and crazy as they are. She is patient and our chiweenie (who does NOT like strangers) was napping in her lap within 2 days. (We were SHOOK) She sends pictures several times a day along with any funny moments or important updates. (Which put our minds at ease our entire trip). Our fur babies are our children and having someone who we now trust and is so amazing with them… it’s such a weight lifted. It’s a miracle to find someone like Kaitlyn. 11/10 recommend her!”
“Allison is a dog whisperer! She loves dogs and did an amazing job taking care of my doggo. I would recommend her to anyone. She sent me pictures every day so I felt she was in good hands. We also FaceTimed so I could see and talk to Cookie. Reliable and consistent too.”
“Anna did an amazing job watching my dog, Pearl! She was very respectful, responded quickly to all of my messages, and kept me updated throughout the stay. It gave me peace of mind knowing Pearl was in such caring and reliable hands. I would definitely recommend Anna to anyone looking for a trustworthy pet sitter, and I'd be happy to book with her again!”
About: My number one priority is keeping your animals happy and safe, and my number two priority is making you feel comfortable knowing that your babies are in good hands. I have grown up with animals and have years of experience dog-walking and pet-sitting for all kinds of creatures, from dogs and cats to rabbits and reptiles and beyond. I have experience administrating pills to dogs and cats. I also have experience with dogs that have seizures or epilepsy. I work part-time at the library so I have plenty of time to spend with your pets. Otherwise, my personal work is remote and flexible. I want to know and respect the rules of your house, whether the dog isn’t allowed on the couch, or the cat is restricted to a certain amount of treats, and so on.
“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!”
The median cost per night for house sitting in Crestwood is $50
Pet parents share their Rover experiences - Crestwood
What can I say about Preston. She’s a bright, charismatic young lady who my pups Stella & Duke had the pleasure of being cared for by Ms. Preston for the last 11 days while I was on the other side of the country. Preston was kind to my dogs and they both loved having a new face to get a vacation away from their dad. Preston was in contact with me at all times, she took frequent photos of my dogs daily. She was very neat and cleaned up after herself through the last 11 days when she would drop by to care for my pups. I would highly recommend Preston to care for your animals and will certainly use her services again in the future!
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
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 for House Sitting in Crestwood on Rover is $31.64 per night (as of September 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 September 2026, there are 738 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:
- 97% of sitters can help with special care needs
- 99% can help with giving oral medications or injections
- 99% 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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