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: The dog in my pictures was Winnie. She was my first dog and was a rescue from Tuscaloosa while I was finishing up my last year at The University of Alabama. Although she was more of a couch potato, she was a great learning experience for how to handle shelter dogs and dogs in general. We had another dog and a cat as well in the house with never any issues….even whenever Alabama lost believe it or not. I prefer the later afternoon and night shifts due to the fact I work in an office every day. Weekends and holidays I am free all day. I prefer to use the client's yard or take them to a park. My yard is only size appropriate for smaller dogs but still fenced in if your dog is not very active.
About: I have grown up with dogs and cats and have experience caring for both. I have my own pet dog who is a 10 year old mixed breed. I have administered medications and am comfortable caring for pets with special needs. I am a college student and am free for the summer. Have plenty of time to spend with your pets. I like going on walks with my dog clients and am happy to offer pets and treats to your fur baby while you are away. I can provide companionship, walks, feeding and toileting for your pets. Comfortable with both dogs and cats and can assist with any special needs they may have.
“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.”
About: I am caring and patient, and will provide plenty of walks and playtime for your dog. I have raised two dogs to a healthy old age, as well as having provided short-term care for dogs of friends and family. I require a meet and greet for new clients before booking. I may also request a short trial visit (ie 2 hours) for new client boarding. My schedule is flexible so I can accommodate your pet's needs and provide them plenty of attention and care. I love all types of pet personalities! My home has lots of windows for your dog to sit and look outside, a nice neighborhood for walks and a big unfenced yard. I also have an open-door crate if your dog likes that sort of space. Your dog will always be leashed when outside.
“I give Iman 5 stars times 20. This is my first time using Rover and I selected Iman for home drop in visits for the week I was on work related travel. To say I was nervous is an understatement. However, from the time I met Iman I knew she was the right choice. I perceived her to be a gentle, compassionate and honest person. This was important to me considering the temperament of my fur babies. One is a rescue due to abuse and none have ever been border and I wanted them to stay in the comfort of their own home. Yes I got that vibe from just meeting her. Very positive ora and energy. Iman exceeded my expectation. My 4 fur babies took to her right away and she cared for them as I would. You can tell this is not just work for Iman it’s what she loves. She absolutely has a love for and way with animals.t antisocial cats were even drawn to her. She made sure the house was locked and secured each time and that the alarm was set. I will definitely continue to utilize her services for my fur babies. I can’t express my gratitude enough for having such an amazing and outstanding sitter. Also, they loved her dog food. ❤️”
About: Your pet's safety and comfort are my absolute top priorities. I'm highly responsible, observant, and will strictly follow all specific feeding, walking and household instructions. I work full time M-Th and remotely on Fridays. My afternoons are pretty flexible though. My weekends are also open. I work in University Park and live in Oak Forest. I don't have the capacity to bring pets into my home. I have an older cat who relishes being the one and only fur baby!
About: Hi! My name is James and I used to have a dog named Banks who I first adopted back in 2015. I took care of him for many years until we had to sadly put down. My girlfriend and I love to take care of dogs as she currently works at an animal hospital and she always tells me about her experiences there. I’ve taken care of animals ever since I was 10 and I am currently involved at 4 Paws for Ability where I volunteer with service dogs. I am a current college student so my schedule is very flexible during the summer and I can accommodate you and your pups needs! I’ve been handling dogs for years and currently walk and sit multiple dogs around my neighborhood. I love all furry friends and would love to be able to take care of yours! I’m currently working part time, but I have a very flexible schedule. I am free all day on weekends and would love to spend my time with your pups! I have a fully fenced yard with plenty of grass and a deck. With new clients, I like to schedule a meet and greet to go over all the details of the booking and any other important details.
“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.”
“I would love to say that Ethel is the only sitter I have tried, and I am honestly never going to try another person. My cat is always well taken care of when I am gone. Ethel communicated with me everyday and always has. Thank you!”
“It was initially unsettling for me to find and hire a dog sitter for my very shy dog. Mark answered my prayers and was definitely up for the challenge!! He was calm, trustworthy and reliable. He had patience and compassion with Bella. What a great relief for me that I had absolutely no worries hiring this great pet sitter. Bella was well taken care of. I loved the uploaded picture he sent of Bella in the backyard. I will surely continue to book my pet sitting needs with Mark. I highly recommend him as he is awesome at what he does!!”
About: I have experience with 2 Boston terriers of my own, as well as dog sitting for puppies and senior dogs! I am comfortable with giving medication and am able to walk the dogs every day! I have been taking care of my dogs since I was 13! I am currently in limbo, waiting for a new job and wanted to hop on here to help with furry friends! I do plan to continue working on Rover part time! I have been pet sitting by word of mouth for friends and family for about 7 years! I think it’s important that every pet family knows that they can have a caring and trustworthy individual taking care of their pets! <3 I have two dogs at home who I love very much! Ella is almost 11 and rose is my baby from COVID who is 6. So I have also dog sat for plenty of friends and family who have dogs of all ages and sizes! So, have plenty of experience with dogs!
About: I have taken care of dogs since I was a child. I am a school psychologist and very in tune with animals and people and have a passion for taking care of others, especially dogs. I believe dogs truly make a house a home. I am off for the summer so have all day to take care of your pet. I enjoy walking and playing with dogs and would love to spend my summer with your fur baby. I have a fenced in yard. I have three teenage pet lovers who will also shower your dog with attention. I enjoy walking your dog if that is something your pet likes to do. I have a safe neighborhood with trails nearby. I will always be interested in your pet's personality. For example how they get along with other dogs and humans and I will always have their best interest in mind. I work full time but am off during the summer so I have plenty of time to play with your dog. During the school year I am not home from 7:30- 3:30 Monday - Friday. Howeyour family loves weekend visitors. I have a fenced in yard so your dog can play outside. I would like them to bring their own bed or crate so they feel secure at night.
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 had two dogs of my own that I trained and loved dearly. I have doggy sat for friends and family for years, and haven't meet one I didn't fall in love with. I am comfortable with all ages, special needs and administrating meds as well as basic training. If you have any further questions feel free to ask. Sincerely, Tricia Curley I work part time, so that leaves plenty of time to help with you pup! Right now my availability is for Tuesday and Thursday. I like to keep my weekends open. Lots of patience,love and attention 💖 In clients homes, I follow the pups routine, it is key to their happiness 😊 along with consistency. Also, I have watched MANY different breeds.
“katy was so great with our two dogs. she had great communication and notes with photos so we knew what they were up to during the check-ins. she's very sweet and i can tell she really cares for the animals she cares for!”
“Rachel did an excellent job with Monarch. Rachel kept me up to date and took pictures. Rachel took good care of Monarch, played with him, walked him, gave him his meds and fed him. This was my second attempt at home visits while away with Rover and my first went really bad. But Rachel has restored my trust and I will definitely use her services again.”
About: Hello. My name is Vanessa and I am a huge dog lover. I don’t see dogs as pets but more like family members. I’ve had 10+ years experience dogsiting for some friends dogs ranging from teacup Yorkies to Pitbulls. I have also been a dog owner to Rottweilers, American Eskimos and Shih-tzus. I don’t mind giving references if you need them to verify my work. I am a very sweet energetic and responsible person who promises to care for your dogs as best as I can and give them all my love as if they were my own. I take my responsibilities very serious and promise to follow any guidelines given to me and to keep your dogs safe. I am also willing to care for any other pets you have in the home. Being in the presense of dogs is a wonderful feeling and I will do anything in my power to make them feel comfortable and loved while you are away. If you have any questions feel free to ask. I can’t wait to meet your wonderful furry friends. I work on weekdays but am available to work around your schedule and im off weekends to accommodate any weekend travel you have as well. I am willing to follow any guidelines as far as how you would like your pets taken care of. I want to make sure you are always at ease when you leave your pets with me.
The median cost per visit for dog sitting in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
This was my first time using Rover for my 2 dogs and Keira was Great! From my first request to the time she completed the drop in visits she was very professional. She was prompt with responding to me and extremely polite. I appreciated all the communication with updates and pictures. I will definitely ask Keira to help us again in the future.
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.
Meet local sitters who will treat your dogs like family
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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 Drop-In Visits - Crestwood
Frequently asked questions about Rover
The average cost for Dog Sitting in Crestwood on Rover is $17.76 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of August 2026, there are 11,696 sitters on Rover offering Dog Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Crestwood stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 short introductory meeting between you, your dog, 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.
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 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.
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