House Sitting Crestwood
Find a loving house sitter to watch over your pets and your home.
Over 20 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.
“We are so grateful for this team! They do such a wonderful job with our Batman who needs special attention and care. Thank you again! They go above and beyond and when you come home you can feel relaxed.”
“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!”
“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.”
“Jo Jo is such a reliable and responsible sitter! We will definitely be asking her to return and sit our boy again :) She keeps us updated and we always feel assured our boy is being taken well care of.”
“Alicia was very polite, responsible, and friendly. She kept us updated with photos and texts during our absence . The dogs seem to love her and I would definitely recommend her service.”
About: I’ve been dog sitting for my neighbors since I was in elementary school. I have also owned my own dogs for all of my life. I pride myself on ensuring that every dog I take care of is given above average care. I make sure that they are walked everyday I am taking care of them and also play with them on top of that. I’ve also helped in the process of raising a puppy, which has taught me even more about what dogs require. I don’t have as much experience with cats but I was a cat sitter for my neighbor throughout all of elementary school and middle school (they moved away). I’m a college student so when I’m home for the summer the only things I have are my part time job. This means I’m very openly available to check on the pets, walk them, and play with them. I typically go to the gym every morning, so they’ll be up early and fed early. I will also walk them daily so they’ll get plenty of exercise throughout the day. I provide reliable, attentive care to each pet i care for. In my home, I create a calm, safe environment with plenty of supervision, lots of bathroom trips, playtime, and rest. There are no kids in my house so it is a very comfortable and calm environment. Even when everyone is home, it’s a comfortable and calm space. In a client’s home, I stick closely to the normal schedule so your pet is as comfortable as possible. I’m respectful of your home, keep things clean, and send regular updates with photos so you are confident your pet is being taken good care of. My goal is always to make your pet feel as comfortable and loved as possible while you’re gone.
“Cara was absolutely fabulous! She provided regular updates (including photos and videos!) of our dogs with their statuses while we were out of town! We felt so comfortable our dogs were in good hands.”
“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!”
“Lauryn took great care of our dogs! She has great communication, quick to respond, and sent daily updates and pictures to us while we were away. We would definitely use her services again!!”
“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.”
“Alex did a great job with my two dachshunds! They can require some extra patience, but he was able to handle them confidently and they melted around him (which is not always the case with new people). I would highly recommend him for your dogs needs.”
“Michael is the absolute BEST dog watcher we have ever had. He just did everything perfectly. He is very dependable and I did not have to worry about a single thing while I was away from my dog. He sent me a lot of photos and he was so good with my dog. I got home and she was so happy. I know she had fun. I will use him going forward for everything. He’s incredible!”
“Our babies were obviously very well cared for and the house was left super clean. Our animals were relaxing comfortably when we got home- literally zero signs of stress. Tori did a great job of keeping us updated every day which helped a lot with our peace of mind. She even brought our mail and packages in so they wouldn’t get rained on! Great experience, would absolutely recommend. It was easily one of our top Rover experiences since joining the app over 2 years ago.”
“Bennett did a wonderful job watching my two dogs while my family was on vacation. He bonded with both of them and helped them be comfortable while we were gone. I will definitely ask Bennett to watch my dogs again.”
“Becky was AMAZING!!! She sent photos and videos every day while I was on vacation and put my mind at ease. She genuinely loved on my fur baby like it was her own, and I came back to a happy, healthy pup! She also took wonderful care of my home. I will 100% be using her in the future! If you’re looking for a reliable, honest, safe and trusted sitter, you will not be disappointed with Becky!!”
About: I have had pets and taken care of other's pets for most of my life! I absolutely adore animals of all kinds. I have been house/pet sitting for the last few years on my own but I'm trying to expand my client base and meet new furry friends! I also have lots of experience with cats! A large portion of my clients prefer overnight stays but I am willing to do drop ins as well. I'd love to hear from you soon. I currently work part time and my schedule is pretty flexible. With notice I can make sure I am able to spend plenty of time with your babies! I have done some house sitting before and never had any complaints! I am also very responsive and I will take good care of your pets and your home. No worries!
The median cost per night for house sitting in Crestwood is $48
Pet parents share their Rover experiences - Crestwood
Allie is AMAZING. The best sitter that has taken care of my senior dog, Lacey. She was so attentive and intentional, following all of the medical specifics that I asked and used excellent judgement (e.g., thinking of the tempurature / time of day to walk Lacey). She communited often and thoroughly; and was very respectful of my home, even cleaned it and refreshed my linens before leaving. I highly highly recommend Allie for the care of you fur-family.
Claire was above and beyond for us! She took the most incredible care of Pebbles and she was so flexible with my schedule changes. She was so patient when our A/C went out while I was gone. She is the blueprint for dog watchers and there is nothing I wouldn’t trust her with! She played with Pebbles and I got a lot of photos. Claire is an ANGEL!!!
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.
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.
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 $38.85 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 1,683 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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