House Sitting Crestwood
Find a loving house sitter to watch over your pets and your home.
Over 181 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.
“This was our second time having Tonie watch our animals and I appreciate her SO much. I’m protective of my lil babies, especially having a pupper with particular needs and allergies. She handles our concerns well and adapts when needed. I know my animals are safe in her care. She also is very communicative, which I appreciate! We will continue asking for her support when needed!”
“Zoe did a great job loving my puppies while I was gone. She communicated with me and sent pictures of them during my time away. When I returned home everything was in order and it didn’t even look like she had been here. I will definitely be using her again.”
About: What sets me apart is that I’ve grown up surrounded by animals my whole life—dogs, cats, fish, and even the occasional bunny. Because of this, I’m comfortable with all kinds of personalities and needs. I have experience walking energetic dogs, caring for playful puppies, and making sure senior pets feel safe and comfortable. My background helps me tune in to each pet’s unique routine and give them the same love and attention they’d get from you. I am currently unemployed so I have so much free time to look after & take care of your fur baby! I am looking for side hustles to keep me busy. As of right now, I only have my one cat in my house. If there is a dog in the house he does not pay them any mind really, but I have multiple rooms to keep them separated & I can use a crate/cage as need be. I would give each animal play-time and attention from me regardless. If, I was to watch the animal in my clients home, I would adhere to whatever rules or routines my client has in place.
“Brooklyn was able to help me out last minute and was great. She paid a lot of attention to my dogs and they really liked her. She communicated well and was fully invested in making sure my dogs were well-taken care of while I was gone.”
“Mariah was amazing! She came to our house and watched our 2 dogs for 4 days and did a fantastic job! I got daily updates as well as pictures letting me know how the dogs were doing the whole time. She played outside with them and spent quality time with them! I knew they were in good hands while I was away. She listened to all of the directions and left our house very clean! I highly recommend her and will be using her again for future bookings! If you are looking for someone reliable and trustworthy, book with Mariah!”
“Samantha was fantastic, very communicative & punctual! Our Belly girl was so happy when we got home & it gave us such peace of mind while we were gone knowing she was so well taken care of.”
“This was our first time using Rover. Tracy was excellent and very professional! Our dogs we’re crazy about him at the meet and greet. He also took care of our cats. We arrived back from vacation with happy well cared for pets and a home in perfect order. Thank you Tracy! Rachel K.”
About: I have taken care of dogs around my neighborhood and my own dogs from a very young age in all kinds of breeds and ages. I am currently an online college student working to get side income. I am able to work around lots of times to fit your needs! I will make sure to be attentive to any age dog in your home and provide wonderful enrichment and play time to get the energy out!
“Hannah took such great care of our dog and our home. And she sent lots of photo updates while we were gone! 🥰 I would highly recommend her for any pet sitting needs.”
“I was incredibly hesitant to use another sitter from Rover after a terrible experience the last time but I took a chance with Brandi & Luis because the second I met them during our meet and greet I felt like they would be different and I was right! They were the BEST decision I made for my two doggies! They came right in and actually said hi to my dogs and showed so much interest in them and seemed to love them instantly! They worked with my schedule to do exactly what I needed and stayed at my house the entirety of my time away. I used them over the Fourth of July and one of my dogs does not do well with fireworks so I felt awful leaving her but she couldn’t have been in better hands! They stayed with her the entire time and followed my instructions down to every last word. They sent frequent updates with pictures and there was not a second I was worried my doggies weren’t being loved! They spent their time relaxing on the couch with them just like they do when we’re home and I know they took the absolute best care of them! I can’t wait to use them again if needed and I know my dogs will be THRILLED to see them again. I can’t speak highly enough, this was without a doubt the best Rover experience I’ve had and now I don’t ever want to use another dogsitter because I don’t think you can do better than Brandi & Luis!”
“Franki was fantastic! She took such great care of our pups and home—we felt totally at ease while we were away. Can’t wait to book her again for future trips. Highly recommend! 😊”
“Julia did a fantastic job! We felt completely at ease leaving our babies in her care. She was very attentive to their special needs. And sent pictures of their activities. Should an occasion come up, we will be requesting her services again!! Than you Julia🤗”
About: I’ve taken care of family, friend’s, and neighbor’s dogs of all shapes and sizes! I absolutely love animals, and I’m willing to do whatever your furry friend needs. We have always had pets in our house, including one that needed long term care. If administering medication is what your pet needs, I’m more than familiar with it! I especially love big dogs, but like I said before…I love ALL animals, so please feel free to reach out if you have any questions! I’m currently working part-time, so I’ll have ample time to play with your animals! I run errands for my family as well, so frequent stops would be no problem! I am able to do whatever your dog needs as long as it’s at your own home. We have two cats, and it wouldn’t be smart for me to bring them here. However, walking, feeding, light grooming, and cuddling are all services that I offer!
“Ariana is amazing! She came out to meet Gemma and go over instructions twice before we went out of town. Ariana sent pictures and kept us updated while we were away. We felt very comfortable leaving Gemma in her care! We will definitely book Ariana again!”
About: I have experience in caring for senior and disabled dogs, especially blind ones. I have also reared and house trained two puppies to adulthood and are still with my family to this day. They can walk unleashed (I would never do this with a dog that is not mine!) and even know protective commands. I am currently homebound so you furbaby will have my full undivided attention! I recently lost my senior baby and would enjoy a companion to walk with. I always have leashes and body vest on the door at the ready for any potty breaks and walks, no fence no problem. Stairs and basements will be blocked off all times to ensure safety and rooms will always remain closed. For house guests, we have an end table crate to ensure visibility when I am just resting. There is a regular metal crate and a spare room dedicated to any overwhelmed doggy.
The median cost per night for house sitting in Crestwood is $40
Pet parents share their Rover experiences - Crestwood
Bree is the absolute best sitter we’ve ever had!! This is the second time she’s watched our little guy in our home and the whole time I knew he was in great hands. She sends great pictures, constant updates, and makes sure Baxter is enriched in her care. I would recommend her to everyone I know! Our family is grateful to have you as our sitter!
I can’t say enough good things about Tonie. She stayed with Walter for four days and when I got home, I couldn’t even tell I’d been gone. Walter was calm and happy and everything was absolutely perfect. Tony let me know that they were doing OK every day and I was so grateful to have her watching over Walter in my absence.
We couldn’t have asked for a better dog sitter to watch our baby while we were away for a few days. Rebecca was so caring, attentive and loving with our dog. She provided multiple updates, pictures and videos, and followed all of our care instructions. Our dog loved her and had such a great time with her. We will definitely be using her again. Thank you so much, Rebecca!
Mariah was amazing! She came to our house and watched our 2 dogs for 4 days and did a fantastic job! I got daily updates as well as pictures letting me know how the dogs were doing the whole time. She played outside with them and spent quality time with them! I knew they were in good hands while I was away. She listened to all of the directions and left our house very clean! I highly recommend her and will be using her again for future bookings! If you are looking for someone reliable and trustworthy, book with Mariah!
Natalie was absolutely amazing with our golden retriever, Lola. She kept us updated throughout our trip and sent us pictures and check-ins without us even having to ask, which gave us so much peace of mind. It was obvious Lola was getting lots of love and attention! On top of taking incredible care of Lola, we came home to a spotless house! Natalie is reliable, thoughtful, communicative, and genuinely cares. We couldn’t have asked for a better experience and would recommend her to anyone without hesitation!
Brandi and Luis were amazing with our high maintenance, energetic princess pups. They truly did love my dogs and my home as their own! They loved on my dogs, had great patience and gave endless snuggles and treats! We will be booking Brandi and Luis every time if we can!
This was the second time Natalie watched our girls and she was just as wonderful as the first! She stayed with them, gave them so much love, and we could tell they were so happy and well cared for when we got home. It’s such a relief knowing they’re in such great hands—we’ll definitely continue booking with her!
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Crestwood sitters!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 $39.96 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 232 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:
- 100% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 100% 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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