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.
“Ross is great. Trust worthy. Stevie had fun with Ross while we were away for few days. Ross left our house clean and organized just as we left it. Really glad we found him to help us with our fur baby.”
“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!!!”
“Emma was amazing! She kept me updated constantly on how my dog was doing and provided excellent care. I came home to a very happy dog. Very grateful for all her help!”
“We have used Tabitha for drop in visits in the past and recently used her for house sitting while we were out of town. She did a great job as always and provided updates and photos during her stay. We will continue to use her again!!”
“We recently had the pleasure of having Gabriella care for our dog, Mo, while we were out of town for five days visiting our son and his family. She was absolutely wonderful! Gabriella not only watched Mo, but also housesat for us, which gave us tremendous peace of mind. She showed a kind heart and genuine love for animals, paid close attention to detail, and asked thoughtful questions to fully understand Mo’s routine. She followed every instruction perfectly and went above and beyond—playing with Mo, taking him outside, brushing him, and sending us regular picture updates so we could see how happy he was while we were away. On top of caring for Mo, Gabriella kept the house clean and orderly. Her positive attitude, responsibility, and reliability made the entire experience stress-free. Most importantly, Mo clearly adored her—it was obvious he felt loved and cared for. We highly recommend Gabriella to anyone looking for a trustworthy, attentive, and compassionate pet and house sitter. We couldn’t be happier with the care she provided!”
“Joanna is the best! She stayed with our dog for just under a week in our home and took the best care of her. Our pup has pretty severe separation anxiety and requires medication and Joanna made sure she was comfortable and cared for. Sent lots of pictures and daily updates. When we got home, our house was spotless and just as we left it. We will definitely be using her services again!”
“Jenna is outstanding. She really took care of our fur babies. Very considerate of our home. Very professional sending updates every day. This lady is the real deal when it comes to loving animals.”
“Kaitlyn sends daily photos of my pup Betti lounging, cuddling, and sunning. In other words, content. I had a stressful time getting home with several delayed flights and missed connections. Kaitlyn was understanding and supportive and stayed beyond the original booking time to ensure Betti was okay.”
About: Comfortable with puppies, dogs, and elder dogs. Pets are your nonbiological children and deserve to be treated as such. Whether it’s playing, walking, or bathing, any way their wellbeing can be enhanced, I will strive to provide it. Because of my experience, I comfortable with dogs of any size and age. Over the years, the understanding that each fur baby is special and has their own speed the give their trust has been the corner stone when interacting with any animal. Whatever you want/need, pet bathing, walking, sitting, nail clipping, I am more than happy to accommodate. If you have multiple dogs, I am comfortable with up to 3 large dogs(100+), 4 medium dogs(50-99), or 6 dogs under 50 pounds at once. Additionally, I understand that life happens, and I am more than happy to ease your pain by offering my services with 0 advanced notice. However, I do have a full-time job so weekday activities after 7 am and before 4:30 pm will not be able to be offered if the care is required outside the hours of 11 am and 1 pm. If there are any questions, please let me know as I am always willing to jump at the opportunity to help any animal to the best of my ability. I have a full time job mon-fri 0730-1600. I can do over nights during weekdays, but will only be able to provide feeding and bathroom breaks around noon. My weekends are pretty open and I will be able to provide full time care and everything that entails It takes a lot to scare me off. I spent 3 years caring for an 80 pound dog aggressive dog and 1 year caring for a 100 pound dog aggressive dog. I am also comfortable around dogs that are aggressive/territorial as I understand the extra level of respect, prep, and understanding they require. It’s not their fault and often times it’s a symptom that can be fixed through gaining their trust
“Paige is a wonderful person who truly enjoys spending time with my dog. She is punctual and dependable. I can tell how much she enjoys being with my dog, as I shows in her actions. Paige takes my dog on walks and sends me pictures while she is caring for my dog. I give Paige a Five out of Five rating!!”
“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!”
“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!”
“Julie was awesome! This was our first time using Rover, and it turned out great! Julie took very good care of our Neeko, and our house. Julie sent loads of pictures and set our minds at ease that she had everything under control. We will definitely ask Julie to come back.”
“Preston was amazing with the boys! She communicated well, took great care of our dogs and left the house super clean! Very pleased and will be a repeat customer! Highly recommend!”
“Allison did a wonderful job watching our two furbabies while we were out of town. We got daily updates and pictures about their adventures. She took them on daily walks and gave them plenty of cuddles.”
“Anne was great with Zenna and did a wonderful job accommodating my scheduling needs. She updated me daily and gave Zenna the attention and exercise she craves😊 I’ll use her again for sure.”
“Absolutely wonderful. Lauren was attentive, communicative, and loved my babies exactly the way I would have. She provided many photos and updates. So pleased with the excellent service and will be utilizing her again!”
“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.”
About: I have grown up to having personally experienced of caring for different types of animals and the fact I have a loving family and enjoy being around animals. Every pet deserves a life filled with joy, comfort, and good health. Much like humans, pets thrive on consistency and care. A healthy daily routine not only improves your pet’s physical well-being but also nurtures emotional stability and trust. From feeding schedules to mental stimulation, small daily habits can make a big impact. Let’s explore the essential components of a daily routine that can help your pet live a longer, healthier life—tail wags and purrs The effect of a companion animal on well-being is on par with regularly meeting with friends and family. I am Board of Pharmacy License in Pet Pharmacy.
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 August 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 August 2026, there are 759 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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