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.
“Will hire again! Janae took such good care of our dogs and cat. Provided so much piece of mind to know while we were gone they were well taken care of. Communication was great!!”
About: Not only have I worked with animals my whole life I also work with dogs specifically with a rescue organization called AdoptMeBluegrass. I help with their animal care weekly and am part of their foster program. My family and my own dogs have welcomed hundreds of others into our home and always provide excellent care. I am a local landlord and typically only go out to work at the pet adoption center for AdoptMeBluegrass. I have no set work hours. I spend my time with the dogs. I have a double fenced property on a dead end street. Dogs love the 3/4 dedicated dog yard for them to play. We have crates and boarding pens and can make your pet feel right at home. I’m a treats giver so let me know if there is something they can’t have or any other dietary restrictions. I can also come to your pet for services while you are away.
“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!”
“Nicole was wonderful! She was happy to come by and meet the dogs (and me) in advance, and upon meeting her I had no reservations about having her watch our pets in our home. She sent photos while we were gone and was very communicative. Would highly recommend!”
“Halie was a wonderful pet sitter! She was prompt, communicative, and thoughtful, providing daily photos and updates that gave me peace of mind knowing my kitty was in great hands. She went above and beyond to ensure my cat was well cared for and left my home very clean and tidy. I truly appreciate her attention to detail and reliability. I highly recommend Halie and will absolutely invite her back!”
“Emily was amazing. She watched our dogs all day while we were busy with holiday plans. She sent lots of pictures and was so intentional around care. My dogs are a bit reactive and she did great catering to their quirks. She's super friendly, great at communicating and overall and excellent pet sitter for anyone's pets.”
“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!”
About: I am kind and loving. I love to sit with my dog and talk to her. People have said i am a dog whisperer and i get along with them easily. I have a lot of free time in my daily and weekly routine. I love being around animals and can be with them all day. I love my dog, she sleeps with me at night, she says with me when there are thunderstorms because she gets scared, and we like to play together.
“Nicole could not have been better to work with. She gave us regular updates, shoed up early and was very flexible with our last minute booking. She even left us baked goods when she left! Will be booking with her again if we can!”
“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!”
“Jena is the best. She sat with my fur babies for a couple of days and they loved her. Maddie doesn't warm up to ppl but she did with her. She will be my go to whenever I go out of town.”
“We didn’t get to use Diane this time. Our 14 year old Border Collie, Mouse, passed right before Diane was supposed to sit. My husband ended up canceling his trip and stayed home with our cats. However, Diane was very professional and friendly during our meet and greet and extremely empathetic upon finding out about Mouse.”
About: I grew up on a farm so I've been around animals my whole life. I have plenty experience with kittens and puppies all the way up to our older babies. I have worked previously at the Pet Station Country Club and at Petsmart so you know that your animals will be well taken care of. I have experience with medications and any special care that animals need. If you're looking for a good sitter that will treat your animals like my own, I'm your person I'm currently working part time and so I will have time for your fur babies from 6am- 9pm Thursday-Friday and 6am-1pm on Saturdays. I'm hoping to get more availability on here soon. I will treat your pet like they are my own family. With me, you can trust that your pet will be safe, Safety and Fun are always my top priorities.
About: I was raised in a home with pets. My mother was a dog trainer, show dog champion, and breeder so I have life-long pet experience. I have cared for hamsters, fish, dogs, cats, birds, horses, rabbits and turtles. I currently have a male mini-dachshund who sleeps with me and is my best buddy. I’m retired and available most days of the week or weekends. I am available for long-term stays or drop-in visits when you just need someone to provide a potty break or a mid-day walk. I know that when I need a dog sitter, I prefer someone to stay in my home that allows my little buddy to stay in his normal surroundings, so I get it and will do the same for you and yours. However, if you prefer I board your pet, I have a fenced yard and allow pets on furniture, unless you have trained your pet to not be allowed on furniture. My home is clean and non-smoking.
“Andrea was absolutely wonderful and I couldn’t ask for a better person to watch over my precious baby… And she did this with little notice so if you’re looking for someone amazing , flexible please reach out to Andrea for any pet needs… Sugar and I thank you and appreciate you so much… We will use you again”
About: I’ve taken care of and owned dogs of all kinds my entire life. Although I don’t currently have a pet my friends and family have relied on me to walk, feed, and administer meds to their pets. My love of dogs makes being a sitter on rover the perfect job! I currently work full time two days from home and two in the office with one day off each week. My in office days are typically from 8:30-4:30 I have a fenced in yard and live in a dog walking friendly neighborhood. It will not be an issue to crate your dogs or let them roam my home freely whichever keeps with your normal routine.
The median cost per night for house sitting in Crestwood is $50
Pet parents share their Rover experiences - Crestwood
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?
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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 to book house sitting
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 of House Sitting in Crestwood is $32 per night as of November 2026. Most bookings cost between $30 and $33 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 706 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Crestwood. On Rover:
- 92% of sitters can help with special care needs
- 95% 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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