House Sitting Crestwood
Find a loving house sitter to watch over your pets and your home.
Over 27 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”
“We had a great experience! Claire was easy to communicate with, kept us updated with photos throughout the stay, and took wonderful care of our dogs. It gave us so much peace of mind knowing our pup was in good hands while on vacation. We would definitely book with Claire again and highly recommend her to anyone looking for a reliable and caring dog sitter.”
“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!”
“Corinne took such great care of our dogs! This was a last minute trip and the first time we left our puppy, so we were nervous. Corinne treated our dogs as her own and we were able to leave and enjoy ourselves knowing the dogs were in good hands!”
“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.”
“Alicia truly is a Super Star Sitter. Right from my first contacts with her everything went so smoothly for me. She was a big help getting me started with using the app but by far her work as a sitter for my two dogs was phenomenal. Along with all the many small things that are so important with watching our dogs. I will be booking her again just as soon as I can. She is awesome. Thank you.”
“Lauryn did an amazing job taking care of my fur baby. Not only was she available on short notice but she kept me updated with pics and check ins. He has some medical issues and she was able to navigate those and alert me as needed. Highly recommend!”
“Tori did a great job. She came by our house prior to her engagement and we went over everything I expected. She was delightful then and paid a lot of attention to my sweet goldendoodle Lucy. During her stay here, she kept me informed as to when she got home and sent me pictures of Lucy looking like she was having a gTori did a great job. She came by our house prior to her engagement and we went over everything I expected. She was delightful then and paid a lot of attention to my sweet goldendoodle Lucy. During her stay here, she kept me informed as to when she got home and sent me pictures of Lucy looking like she was having a great time. The house was left neat and tidy when I got home and I couldn’t be happier. Thank you Tori.reat time. The house was left neat and tidy when I got home and I couldn’t be happier. Thank you Tori.”
“We were very upfront with Marsha that our rescue dog can be slightly aggressive and does not like strangers—we had almost given up on finding a sitter. Although Marsha never rushed the process, always listened to our concerns, and used techniques that helped our pup build trust slowly. She’s a great communicator with lots of messages, pictures and video. It was so nice to be away and not feel concerned. She’s a great sitter for anxious pups!”
“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.”
“Max was a wonderful pet sitter for my pup!! She didn’t even seem that excited that I was home after a week, which let me know she’d been happy and well cared for. Max also provided just the right level of contact - not too little, not too much - while I was away. Highly recommend!”
“Ashely did absolutely amazing with Winnie! I could tell our pup had lots of fun and was well taken care of, and we got lots of pictures and videos of our baby throughout the week!”
“Eleanor did a fantastic job looking after my little princess Pom while I was out of town for the night. Bea was happy when I got home, and Eleanor left my place neat and tidy. Eleanor is great with communication and sent lots of pics. We’re already booked for my next trip!”
“She’s great!! Came over last minute to watch our Frenchie. Very responsive and left the house just like she found it. Sent us pics of the little fur baby and kept us up to speed on everything. Love her!”
“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!”
“Katie was great with my two GSDs while we were away. She cleaned up before she left so everything was as we left it and our dogs were happy, healthy and well taken care of. Will definitely be looking for Katie's availability next time.”
“Becky was wonderful and got along well with our 3 dogs of very different personalities. She sent lots of updates and great photos. She was also flexible to help out a little extra when we had some travel delays. Excellent!!!”
“Kristen was awesome with our pups! She sent photos and daily updates. Her messages captured the personalities of our dogs so I know she took the time to be with them. Our home was left well cared for which was so nice to come home to after a long trip. Definitely recommend Kristen!”
“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!”
The median cost per night for house sitting in Crestwood is $45
Pet parents share their Rover experiences - Crestwood
Mallory was wonderful. Mister is an older dog who requires special love and she delivered. She sent Pictures and videos throughout my trip which I very much appreciated. Definitely at the top of m6 list for future sits. Thanks so much Mallory.. from Mister and me!
Chris was amazing! Great communication and some great pics of our pups enjoying their time with him. Our pups were relaxed and happy when we came home and our house was spotless. This was our first experience with Chris and Rover, but it most certainly will not be our last.
We had a great experience! Claire was easy to communicate with, kept us updated with photos throughout the stay, and took wonderful care of our dogs. It gave us so much peace of mind knowing our pup was in good hands while on vacation. We would definitely book with Claire again and highly recommend her to anyone looking for a reliable and caring dog sitter.
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!!!
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.
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 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 $55.5 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 1,700 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:
- 95% 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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