Dog Sitting Crestwood
Book a Crestwood dog sitter to watch your dog in your sitter’s home or yours.
Over 6 pet parents in Crestwood have booked dog sitting
Crestwood, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have the most experience caring for kittens and cats of all ages and temperaments. I currently have three cats, each with their own unique age and personality, so I’m comfortable understanding and adapting to different needs. I’ve also owned a dog in the past and have experience providing short-term boarding for both dogs and cats. I truly enjoy getting to know each pet’s personality and making sure they feel comfortable, safe, and cared for while they’re with me. I am currently at home full time, so I have plenty of free time to care for your fur babies. My weekend availability may vary from time to time based on personal travels but am available most weekends! I have 3 female cats in my home currently, all are spayed and up to date on shots. They all are cat & dog friendly - some more curious than others as to be expected but I can always separate my cats from the main living area if needed. I have a yard and plenty of walking paths but not fenced in so a leash will be needed.
About: I've taken care of dogs since we got our first family dogs when I was 8 years old. Justin & Feisty were my first dogs and they were truly the light of my life from such a young age. I have experience with senior dogs as well from my time dog sitting for one of my neighbors. I love puppies and make sure to take them out constantly so that they learn that potty training is a serious business. I'm fairly active and love taking long walks and getting my exercise in, it would be fun to have a furry friend join be from time to time! I'm currently working in data analytics Monday-Friday from 9-5. Outside of that, I'm pretty free. I work from home one day out of the week and I am pretty free on the weekends as well. I am open to do night walks and morning walks as well. I keep a very clean space and love cuddling with pups on my furniture. I stay in a very close knit community at a Condo! There are other dogs around and there is a dog park connected to my community as well. There are plenty of places to walk around in my neighborhood and plenty of grassland as well. Pets are open to freely walk around in my home and are free to jump on furniture if it pleases them! I like to stay active and go on walks, however, I also love to stay in relax and catch up on some shows.
“I will never go to another sitter, ever! She takes care of my cat who is an absolute terror to people, and Ethel is bery kind to her. She goes above and beyond every time I have her!”
About: I love all types of dogs. I’ve cared for dogs for years by watching family members’ pets/house sitting and helping care for my own family’s dogs. I treat every dog like they’re part of the family, making sure they feel safe, loved, and well cared for while you’re away. I work full time Monday through Friday. Available evenings and weekends as it may fit with my life schedule. Depending on the distance, more visits may or may not be feasible. I try to stick with the dog’s normal routine, whether it includes walks or letting them out in your backyard. Also including feedings, giving medications, treat allowances, playtime, etc.
“SO amazing!!!! Gionna is so friendly and such a pleasure to work with. Not only did she take care of everything we needed for our kitty while we were gone but she went above and beyond to accommodate our kitty’s initial shyness and with Gionna’s patience and knowledge of cats, she was able to get her to come out and play/cuddle too!!! Gionna is so great and really helped us to be able to relax and trust our beloved pet was well taken care of while we were gone. Thank you so SO much again for being so awesome Gionna!!!!!!”
About: I've had dogs my whole life, helped with training, and often would dog and house sit for friends and family. I've attended several dog training courses with some of my own dogs, as well as researching and practicing on my own. I've helped a close friend and my sister do basic training with their own dogs. I also have 2 cats, and am careful to adjust treatment of all my animals to their personality and needs! I am available Mon/Tues/Saturday. I can be available Wednesday and Thursday with advanced notice. I am only available Sundays and/or Fridays upon request and with at least 3 weeks notice. I currently work part time in the service industry and am getting ready to go back to school for a career change. My schedule is mostly flexible, but I do have a commitment to my other job as well. I'm happy to work with anyone who needs me during unavailable days, don't be afraid to ask and we can see if we can work it out! My dog is not dog friendly, so I do not do any care at my residence. However, it means I am experienced with dogs who need a bit more awareness in their care than others! I'm attentive and firm, and am willing to go for a 2 hour hike or rest in the house depending on their needs.
“Suzanne took such great care of our pets! She was really communicative and let us know she was concerned about one of our cats not eating (due to missing us.) It was the first time we left our pets in the hands of someone through Rover and Suzanne exceeded our expectations! We are so thankful to her.”
“Kaelyn was absolutely wonderful, scheduled the meet and greet quickly, my fur baby, Juicy, loved her. She sent photos every day, and I could see she was so comfortable with her. Made my trip away from my Juice so much easier to tolerate. Will be booking her moving forward whenever needed. Highly recommend. Juice and I thank you, Kaelyn!”
“Claire bonded well with my cats. She followed feeding instructions and other care suggestions. She is friendly and outgoing and communicates well during visit updates. I highly recommend her for needed pet care.”
About: I care for dogs like they're my own. I have 20 years of pet care experience. I am equipped to handle any size dog. I love to take them running , teach new tricks, and overall make them feel like they're at home. Even if your dog is high energy, I will run with them , play games, and keep them entertained for as long as they're under my care. If your dog loves belly rubs, tricks for treats, and needs an enormous amount of attention then look no further. I can provide your dog with the home away from home experience and whether you're at work, or on vacation, your mind can be at ease because your dog will be safe and in good hands. I also do drop-ins and I can watch your dog in your home as well. I currently work from home, 35 hours a week so whether I need to take a dog for a walk or drop ok to feed some cats or dogs , it’s not a problem for me at all. I care for my clients pets as if they were my own. I don’t like to be bored so when your pet is with me , they won’t be bored either ! I’m really active and I love to get the pets the exercise they need and deserve.
About: I have cared for dogs my whole life and have also loved and taken care of cats, hamsters, guinea pigs, and rabbits. I know our pets are our family and I will love and respect yours like they are my own. I am off for the Summer and have an open schedule for your beloved pet. After August, I am available after 4:00pm for any pet care needed I am able to provide care, companionship, walks, love, and medications as needed. Please let me know if your pet has anything they don’t like so I can make sure to give the exactly the comfort they are looking for.
About: I have experience grooming and administrating medicine to furry friends that don't enjoy the process. Big or small, quiet or loud, friendly or shy I accept all pets and treat them as if they were my own. I babysit full time which includes pet sitting. I have open availability to take last minute bookings. I have the luxury to do this full time and love to work with peoples schedules. I have a fur baby named Micheal Jackson. He is a 5 year old long haired cat. He gets fed a variety of different foods to maintain a healthy diet. Plenty of enrichment activities, and soon a new fur friend?
About: I have had my dog now for almost 10 years. I used to care for my dog as well as a roommates dog at one point. I can give medications and can provide First Aid/Heimlich if needed. Strong enough to hold back and tame my 60 pound Boxer mix. I’ve also helped care/walk my sisters Great Dane and my friends smaller dogs for 7 years or so. I love animals and if you have other little friends who need care, just let me know what to do and I’ll do it. I work night shift as an ICU Nurse so I’m home all day. I can pop in and check on your babies any time during the day. I would need to know in advance only cause I do eventually sleep during the day. I’m aware you are trusting me with one of the most important members of your family, I’ll be happy to leave a photo and an update of any changes , good or bad, so you can enjoy some peace of mind that everything is alright.
“This was Kelera's second time watching my cats and once again she did a wonderful job! We came home to a clean house and happy cats. She also went the extra mile in ensuring my special needs cats were all taken care of and attending to my plants.”
About: I’ve been dog walking for 4 years and truly love caring for dogs of all sizes and personalities.Im also a dog mom to 2 presa carinos & 1 maltipoo. I’m reliable, patient, and focused on making sure every pup feels safe, happy, and comfortable during every walk. Whether your dog needs exercise, playtime, or just a little extra attention while you’re away, I treat them like family. Pet care fits naturally into my daily routine as a stay-at-home mom because I have a flexible schedule and spend most of my day active and organized. I enjoy being around animals, and I have free time during the day that allows me to give pets the attention, exercise, and care they need. Whether it’s walks, playtime, feeding, or check-ins, I’m able to make pet care a consistent and reliable part of my weekly routine.I can also do late drop ins. I care for pets by making sure they feel safe, comfortable, and loved while keeping their normal routine as consistent as possible. In my client’s home, I follow all instructions carefully, including feeding schedules, walks, potty breaks, playtime, medications if needed, and any special care requests. I also make sure pets get plenty of attention, patience, and exercise based on their personality and energy level. I always prioritize safety, supervision, and communication with pet parents by providing updates and photos so they feel at ease while away.
“Marissa was great! She arrived on time to meet my little pups before I went out of town, and also arrived on time the day I scheduled for her to come let them out. She played with them, took them for a walk, fed them, and changed out a potty pad.”
The median cost per visit for dog sitting in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
We had such a great experience with Kathryn watching Marty! She went above and beyond to make sure Marty was happy and well cared for. She even stopped by a few days before to meet Marty, which gave us so much peace of mind. While we were away, she kept us updated with lots of photos, made sure Marty got her dinner, and took her on a walk. It was clear that she genuinely cared about her and treated her like her own. We would absolutely recommend her and will definitely book 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 dogs like family
1. Search
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Popular requests for dog sitting - Crestwood
Select a filter and find qualifying sitters offering dog sitting.Sitters in Crestwood average 6 repeat dog sitting clients
FAQs for Dog Sitting - Crestwood
Frequently asked questions about Rover
The average cost of Dog Sitting in Crestwood on Rover is $18 per visit as of October 2026. Most bookings cost between $18 and $31 per visit. 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 11,613 sitters on Rover offering Dog 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.
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!
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 .
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.
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 .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Crestwood with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
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
- 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.
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.
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