Pet Sitting Crestwood
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 602 pet parents in Crestwood have booked pet sitting
Crestwood, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Currently I have 3 dogs Chip, Spud and Freddie! They range from 17lb - 110lb and 3-13years old. I have experience with all types of dogs and would love to get to know yours! I have early mornings, evenings and weekends to help care for your animals while you are away or busy! I am happy to take last minute bookings! I will do my best to provide a fun and active outing for your dog during our walk. I am open to any suggestions during my time with your dog including different routes, parks and fetch!
“Eleanor was very responsible and our family felt like she was taking care of our dogs well. We got photos of them every day we were away. She was great about responding and getting in touch with any questions or concerns in a timely matter. We will definitely rebook with her in the future.”
“Nancy and Paul were delightful. They took great care of our four cats, gave them lots of love and attention, and sent us photos and thorough reports each visit. We would absolutely book them again!”
“This was my first time using Rover and I think I hit the jackpot the first time because I got the absolute best people. I missed my cats so much but Rachelle sent so many photos and updates and took amazing care of them. There is no question in my mind that I would even consider using anyone else. She is truly sweet amazing and kind and even returned my keys to me after the visits were finished and made a special extra trip to do so. Thank you so much guys, the kitties seemed so happy when I got home ❤️❤️❤️❤️❤️ ??????”
“Claire took great care of our dog, Monte, who can be a lot to handle. We were sent pics of him playing on her visits and he looked very well cared for! She was extremely thorough on her visits making sure he was good to go before leaving.”
“Katie was so helpful to us and wonderful with our two kitties. I was nervous about leaving a kitten while we went on vacation, but Katie was reassuring and provided lots of feedback and photos so I was able to relax. We would definitely book with Katie again in the future!”
“Ryan took great care of my dog while I was out of town for a week. She stopped by my house 3 times a day and walked my dog in the evenings. She sent me cute pictures which I appreciated. I was so happy that she was in good hands while I was gone.”
“We hired Alex to feed and walk Joey so that my wife and I could attend an out-of-town wedding. He did exactly what we asked, and I would not hesitate to hire him again should the need arise.”
About: I have been taking care of dogs my whole life. My sweet Charlie passed in 2024 and to fill the void, I am now taking care of other people's pets. I am able to administer meds or whatever is needed. I work from home, so I am very flexible in my schedule. I can go to your house for boarding, or your pets can stay here. I love having toys around for the pups to play with. Very pet friendly environment. I do not have any other pets in my home. I only have one booking at a time. I want to make sure to give your fur babies all the love they deserve. Its only me at my home. My son is in college.
“Lexi is amazing! She has great communication and is super reliable and organized with her schedule. Our shy Corgi, Jake, wags his nub now when I tell him, “Lexi is coming today,” in the mornings before I leave for work. I highly recommend her!”
“Anya was amazing with our 14 week puppy. She knew exactly how to help us stay consistent with potty training and teething. She was communicative and always on time. We will miss having her when she goes back to school!”
“Lauryn was absolutely amazing with my dogs! She came for 4 drop in visits over the course of 2 days and I couldn’t be more pleased!! ⭐️⭐️⭐️⭐️⭐️ Highly recommend! I hope to be a return client in the future! Thanks Lauryn!!”
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!
“Emily was fantastic! We have 1 very reactive dog so it is a bit of a challenge to get her acclimated to new people. Emily had such a calming presence and was so patient with our dog. She communicated very well and followed all instructions. We have already booked Emily for more trips and visits.”
About: Nearly three decades experience Wide open availability Have worked with every breed/personality imaginable. Can adapt to any pets needs great or small. Have worked with all ages and medical needs. Medication, food sensitivities, and personal preferences are very important and will be treated with equal priority. I have a very open availability and no spouse or children. I prioritize the pets I'm caring for over other obligations and will be open about any scheduling conflicts. (but that's unlikely to happen) My service involves precise and personalized care depending on the pet's needs and personality. No two pets are the same and each needs to be understood according to their lifestyle.
The median cost per visit for pet sitting in Crestwood is $20
Pet parents share their Rover experiences - Crestwood
As always, the cats were only kind of glad to see us - Heather takes such good card of them - especially our old cat who can't see or hear well. And the house was spic and span! Always a pleasure to come home to our cats/house when Heather has been the sitter.
Claire was wonderful! She was very communicative, flexible, and took great care of Bruno while I was out of town. Bruno takes several medications and occasionally has seizures, so it can be stressful leaving him, but Claire made me feel completely at ease and gave me so much peace of mind knowing he was in good hands. I would absolutely recommend her and will definitely use her again! 🥰🐶
Absolutely loved having Mike care for my senior pets and young puppy. It gave me such peace of mind, especially since this was my first Rover booking. He was thoughtful, very communicative and patient with my 4mo old high-energy pup. I will definitely book him again!
I highly recommend Anna for your in-home pet-sitting needs. It would be difficult to find someone more dedicated to her clients' pets' well-being and happiness, while also providing owners with peace of mind. Anna sends daily updates, asks thoughtful questions, and works hard to build a strong rapport with both pets and their owners.
I can leave town without worry because I know my cats will be taken care of by Samantha and Christopher. They always go above and beyond to take care of our cats. They also watch my family members senior dogs and do a great job. Also they send lots of pictures of the animals and give detailed updates which I really appreciate. 10/10, will absolutely book again
Kelly did an amazing job! Our pups were completely comfortable with her and received wonderful care. She provided updates for every single visit, and the pups looked incredibly happy in all of her photos. Even with our last-minute request, she jumped right in and reassured us that they would be well looked after. Thank you so much!
Kristyn did a phenomenal job watching our boys while we were out of town. Her daily drop-ins came with excellent communication and great photos, giving us total peace of mind. She is thorough, professional, and completely reliable. We will absolutely hire her again and highly recommend her to anyone.
Amy was a life saver! This was our first time using the rover app and she made sure our Dog was very well taken care. She made sure to send us alot of pictures and kept us updated on the daily. Little does she know made my trip stress free knowing our dog was in good hands. I will definitely be using her services again.
This was my first time using Rover to have someone check on my dogs. I was a bit nervous of how it would go since my dogs get scared easily of new people, but Karen was very patient and attentive with them and overall did a fantastic job! She provided updates during each of the check ins and bonded with the dogs as the days went by. I would 100% recommend Karen as a dog sitter and if I need someone to watch my dogs again using Rover, Karen would be my first choice!
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 to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Crestwood
Select a filter and find qualifying sitters offering pet sitting.Sitters in Crestwood average 6 repeat pet sitting clients
FAQs for Pet Sitting - Crestwood
Frequently asked questions about Rover
The average cost of Pet Sitting in Crestwood is $24 per visit as of October 2026. Most bookings cost between $16 and $33 per visit. 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 October 2026, there are 2,745 sitters on Rover offering Pet Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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 .
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Crestwood. On Rover:
- 90% of sitters can help with special care needs
- 94% 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.
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 .
sitters on Rover set their own , 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.
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