House Sitting Crestwood
Find a loving house sitter to watch over your pets and your home.
Over 25 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.
“Sharon took wonderful care of our Batman. Ensuring he was eating and taking his meds. She provided feedback and was responsive. I feel comfortable with her staying in my home and at ease he will be ok. Thanks again”
“Maya was amazing! She checked in on Joey multiple times throughout the day and was great at updating me with pictures of them playing, going on walks, or just hanging out at the house. She was very trustworthy and did a great job communicating. Joey loved her and was in great spirits when I got home from my trip. I will definitely be rebooking Maya for future pet care.”
“Kat was great! I was in a last minute crunch to find a sitter and she came through eager and experienced! 🙌🏽 The meet and greet went well and she handled my big 97lb baby beautifully. Plenty of updates and the house was clean upon return. Would definitely recommend. Thanks Kat!”
About: I love and treat my dogs like family, and will do the same for yours! Growing up, I had experience with all types of dogs in my household! From hyper, playful and energetic, to calm, quiet, and shy, there was no shortage of variety as to the type of dog my family adopted, and was definitely no shortage of unconditional love I gave them! My experience with dog walking and sitting goes back to high school. I was always that family friend you'd call to care for your pets while you were on vacation! Whether it's 1 dog or 3 dogs at a time, no pup is ever left out, and I always balance my attention to each dog and their needs, ensuring their safety and well-being at all times. There is no shortage of love and attention from me when it comes to your dogs! Having 2 large dogs of my own, I understand the need for finding someone you can wholeheartedly trust to care for your fur baby (or babies). I am comfortable around dogs of all shapes and sizes! Both of my dogs have anxious tendencies, and one in particular can be very reactive, nervous, and sometimes aggressive, but through trust, patience, and love, I have been able to develop a loving and nurturing bond with them both, and have no doubt I can do the same with yours! I hope to meet your dog(s) soon! 🫶🏼🐶🐕 I can provide daily care for your dog(s) or cat(s) - whatever their needs may be! My schedule is very flexible and can easily be worked out to whatever your needs may be! I trust and understand the importance of keeping people’s homes their safe spaces for their pet(s)! I will follow any and all guidelines or expectations you have for your home whenever I am there to care for your furry friends! I always treat other’s homes like my own - with love and respect!
“Porter is EXCEPTIONAL! Pebbles ADORES him! I read on here that he was very dependable (which was the biggest thing I was looking for). My experience with him was that he’s very dependable, he’s very dedicated to my pet’s care and safety, he kept my home clean, and I came home to a very happy pet. I could tell she had so much fun with him! I could not have asked for a more positive experience. Thank you, Porter!”
“Alicia was great! Very responsive and timely. Took excellent care of our elderly dog, sent daily updates with pictures, and left the house in great condition! We were very pleased!”
“Ryan was a wonderful companion for our dog Bailey. She played Frisbee and tug with her daily. She communicated with us every day with pictures. I felt very confident that Bailey was well cared for while we were gone. I'm so happy to have found her!”
“We were nervous about leaving our fur babies having had a negative experience (not through Rover) in the past but Cara was amazing! She took the time to meet us and our puppies ahead of time, rolled with it when our one dog became two as we adopted our dog’s littermate only two weeks beforehand. She was super communicative sending us pictures and videos. We knew our dogs were getting lots of love and that our house was well cared for!!! I hope we can book Cara again in the future.”
“Alex bonded with my dog Sunny as she started following him from room to room. I made me happy since she is a very shy dog that does not easily take to people. Alex did a great job with her and I will hire him again should I go out of town. He was very professional and kept me updated about how she was doing and sent pictures. As a side note he even found my lost TV remote. Thanks Alex”
“Another successful booking with Chloe for our 3 pups! I received daily photos/videos, daily medication was administered, and the pups were in great spirits upon our return. You can tell they were well cared for.”
“Alex and Christina were very sweet. They sent lots of updates and spent a lotttt of time with our separation-anxiety cat while we were away for the week, and she seemed perfectly content when we returned home! We were glad to have them to help us!”
“Louise can be a temperamental dog and Mac was extraordinarily patient with her. Before I knew it he was giving her belly rubs. He was also respectful of our house and left the place just as we left it. I'd absolutely use him again.”
“Tori was amazing. Our little critters were engaged and happy upon our return. Her constant communication, pictures and feedback made our trip stress free - knowing the cats (and the house) was in good hands. I’ve already put Tori on speed dial for my next trip. Totally would recommend her services to anyone!!”
“Sarah did an amazing job taking care of my dog, Kobe! She was super communicative, sent lots of updates and pictures, and made me feel completely at ease while I was away. Kobe looked so happy and well cared for. I would absolutely recommend her and would love to work with her again!”
“Booking a pet sitting with Ryleigh was super quick and easy. Communication both on and off the app was clear, fast, and informative. She was friendly and paid extra attention to our pets needs. I'd recommend Ryleigh for any of your pet service needs!”
“Ashley was amazing! It was a little rough for her and Cooper in the beginning but they both worked through Cooper's issues.I got updates several times a day which I loved. She made sure that Cooper felt safe which was my biggest priority and when she left I think my house was a little cleaner than when I left for vacation. I would definitely recommend Ashley and will be calling her again in the future.!!!”
“Latasha was wonderful! From the beginning she came for a meet and greet and got down on the floor with my Percy! She asked very specific questions about his routine and wanted to ensure he was as comfortable as possible. During her stay she was very interactive with Percy. Took him on outings and walks and made sure he had plenty of play time and attention. On a night of a storm she let Percy sleep in bed with her to help comfort him!! Any concerns she had she messaged me immediately. She was great about sending updates and pictures to make sure I felt he was in good hands which definitely decreased my worries. Latasha treated my home with respect and left my home just as she found it. She even helped me with my newly planted garden to ensure it stayed watered while I was away. I will definitely use Latasha again in the future.”
The median cost per night for house sitting in Crestwood is $45
Pet parents share their Rover experiences - Crestwood
Maya was amazing! She checked in on Joey multiple times throughout the day and was great at updating me with pictures of them playing, going on walks, or just hanging out at the house. She was very trustworthy and did a great job communicating. Joey loved her and was in great spirits when I got home from my trip. I will definitely be rebooking Maya for future pet care.
Clarisa took great care of my 2 senior dogs and one senior cat for a week while I was away for 5 days. She was very sweet my pets, and they were happy and content when I got home as if I had never been gone. Exactly what you hope for! Clarisa was very communicative with me during the trip and sent daily photos of them which is always comforting. I highly recommend her services for your pets!
Jenni was an excellent dog sitter for our 2 dogs. She is friendly and very communicative. We received regular updates with pictures on walks and questions when necessary. Our dogs were happy when we got home and clearly well cared for. I would rebook Jenni again!
Isabel took excellent care of our two dogs in our home while we were out of town for a week. I appreciated her check-ins and pictures. She went above and beyond our expectations. Our dogs are not always the easiest to walk and she still walked each of them every day. Thank you!!!
Corinne took such great care of our senior dog during our week away. It was our first time leaving him with someone other than family, so we were definitely nervous, but she made the whole experience so much easier. She sent us pictures and updates throughout the stay, which gave us so much peace of mind. We could tell he was well cared for and comfortable at home while we were gone. We’d absolutely trust Corinne to watch him again!
Sam and Chris were amazing! I received multiple updates throughout the day along with cute videos. This was their first time watching my fur kids, and I was out of town with little cell service. I fully trusted them to take great care of the animals and our home. The house was immaculate when I got home, and the babies were as happy as could be!
Sarah did an amazing job taking care of my dog, Kobe! She was super communicative, sent lots of updates and pictures, and made me feel completely at ease while I was away. Kobe looked so happy and well cared for. I would absolutely recommend her and would love to work with her again!
As usual Sarah was awesome. I would actually rate her six stars out of five instead of five. I was worried when I left on my 8-day trip because my dog was a little sick and I had to take him to the vet on the Sunday before I left and fortunately the numbers were good enough that the vet felt I could travel and he would be okay. That said Sarah went up to my vet for me and picked up some medication to help him get back on his feet. She was the one making suggestions of what to feed him to get him to eat and I think that's typical of her going above and beyond.
Lucy was great! She communicated well and did a great job with our two little dogs. One of our dogs is very old and wears a diaper at night and Lucy didn't seem to have any problems with her care. All went well and we would certainly recommend her and work with her again.
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 $51.06 per night (as of June 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 June 2026, there are 1,663 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
- 98% can help with giving oral medications or injections
- 96% 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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