Dog Sitting Kissimmee
Book a Kissimmee dog sitter to watch your dog in your sitter’s home or yours.

Over 572 pet parents in Kissimmee have booked dog sitting
Kissimmee, 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: For the last 5 years, I have loved taking care of dogs for other people. I've had both big and small dogs throughout my life, which has taught me how to adapt to different energy levels and needs. Right now, I'm the proud owner of a small but ferocious Chihuahua, so I know exactly how to win over dogs that might be a little stubborn or protective. I will always make sure your pet feels safe and understood while you are away. I work as a mental health counselor and manage my own schedule, which gives me plenty of flexibility to integrate pet care smoothly into my week. I have a deep love for animals and actually view pet sitting and dog walking as a great way to decompress and practice self care. Spending time with your dog is the perfect way for me to recharge while making sure they get the excellent care and attention they deserve. When caring for your dog in your home, safety and trust are my top priorities. Navigating life with my own protective Chihuahua has taught me the importance of patience, reading body language, and respecting a dog's boundaries. I apply the same calm, understanding approach I use in my counseling work to ensure your pet feels secure and relaxed at their own pace. I am deeply respectful of your space, meticulous about locking doors and avoiding hazards on walks, and committed to following your specific safety routines perfectly.
About: Tristan is a Kissimmee local with experience caring for dogs of all sizes, ages, experiences and personalities. He does not currently reside with a dog in the home, so your four-legged pal is welcome anytime. I work full time Monday-Friday, 9-5, so I am available on the weekends and in the evenings. If boarding or sitting for several days, your dog may be alone for a standard work day. I do have one roommate who is a fellow dog-lover and Rover sitter (with an opposite schedule) who is happy to assist while I am away. I live on the second floor of a condominium with a small staircase. There is no gated or fenced-in yard, but plenty of grassy areas to take care of business and get some exercise. There is a handful of dogs in the community, but all are leashed by their owners.
“Alex was awesome with our deaf Australian shepherd, Max. He was still recovering from a surgery so he was mostly in the house and she did a great job keeping him engaged and his spirits up. We loved the daily updates with pictures and videos, seeing Max so happy and having fun playing with Alex really let us enjoy our vacation and not worry. We have already made plans to book Alex again.”

About: What sets me apart is a lifetime of hands-on experience with dogs. I’ve been around dogs since I was two years old and have spent years caring for dogs of all breeds, sizes, ages, and temperaments. I’ve personally owned both large and small breeds, trained all of my own dogs, and developed a strong understanding of canine behavior, body language, and individualized care. I’m also experienced with proper nutrition and feeding routines, including specialized diets and raw feeding, and I know how important it is to follow each dog’s routine exactly. I treat every dog as if they were my own, providing safe, reliable, and personalized care so you can have complete peace of mind while you’re away. Currently I am not working so I have complete flexibility to fit your needs for your pup even if that is last minute. I provide quick responses and open communication. As of now I cannot offer daycare or boarding in my home but I always treat my clients home as I would treat my own with the upmost respect and care for their property. I will be as diligent and detailed as possible when entering your home and caring for your pet.
About: I've taken care of dogs since a kid and since I moved away and left mines behind I would love to take care of your baby to feel like home I have a job work from 12 pm to 7 pm and have saturdays and thursday off. please be aware of this in case you don’t want your baby to be alone with anyone other than me <3 also trying to make a bit of more money on the side so i can pay for my college tuition do thank you for choosing me 🥰 I love to play with them, walk, bathe, pet and will take any request that you can provide if needed! your baby is in good hands

About: I have hands-on experience caring for dogs of different sizes and personalities through friends, family, and regular pet sitting. I’m comfortable with feeding routines, walking schedules, playtime, and basic commands. I’m patient, attentive, and always focused on making pets feel safe, happy, and loved. I also provide updates with photos so owners feel at ease while they’re away. My schedule is flexible, which allows me to provide consistent and reliable care throughout the week. I’m available for morning, afternoon, and evening visits, including weekends. Pet care fits naturally into my daily routine, and I make sure each pet gets the time, attention, and care they deserve without rushing. Safety is my top priority. I always follow the owner’s instructions carefully and make sure pets are secure, comfortable, and supervised at all times. During walks, I use secure leashes and stay alert to the environment. In the home, I maintain a clean, calm, and safe space. I also send regular updates with photos to keep owners informed and reassured.
“Ashleigh is amazing. We She came by before to ensure our husky Roxy could become acquainted with her. We asked her to drop in twice a day and she provided us with pictures. Roxy got in plenty of play time and no accidents in the house. I would highly recommend Ashleigh in the future.”

“I can’t say enough great things about my experience with Ruelayne! She is dependable, polite, and cares takes such great care of my puppy. Ralphie, absolutely loves her—she takes the time to play with him, keep him engaged, and make sure he feels comfortable and happy. She’s so personable and easy to communicate with, which gave me so much peace of mind while I am at work. She comes everyday to check on my bay and sends great messages, pictures, and videos. I feel like she treats my puppy as if he is her own. I would highly recommend Ruelayne to anyone looking for a trustworthy and caring dog sitter. Melissa”

About: More than just a daycare — your dog joins me for countless outdoor adventures and play, gets showered with love, and makes memories while you’re away 🐾 Caring for dogs isn’t just my routine. I work from home, which means I get to spend my whole day doing what I love, hanging out with dogs and giving them adventure and an active lifestyle along with plenty of love and cuddles 🐾 Please note: My daycare hours are 6am-7pm. Any care needed beyond 7pm will be charged at my overnight boarding rate. For boarding Drop off after 1pm + Pick up before 1pm. Care outside of those hours will have an additional charge of daycare ($30) My large, fully-fenced backyard is a safe paradise where dogs can run freely, play, explore, and be themselves in a secure outdoor space! It’s like their own private dog park 🐾

“It was my first time using Rover for my beagles. So I was a little nervous. But everything went great and Jackie was great with them. I like the convenience of the beagles being able to stay at their own surroundings. I will definitely book another visit.”

About: I've been taking care of a variety of pets since I was 10 years old. Since I've gotten older, I've developed a love for training dogs basic obedience and my favorite thing is teaching them to walk on a leash! I'm currently working a full-time job but since I'm so close to home and have an hour lunch, I can make the time to spend my lunch hour at home to check in on my pets throughout the weekdays. Weekends I'm completely free to hang out with any animal I will care for! I have two very chill and friendly cats living in my home that will keep your fur baby company if they stay with me. For your home, I would love to play with any pet you may have! I love playing with every size dog and every variety of cats. I'll also be sure to send you photo updates of them so you can be sure they are being well taken care of :D
About: Hi! I'm Melanie, a lifelong animal lover who has lived with pets my entire life. I know exactly how much love, attention, and patience our furry best friends need. When doing drop-in stays, my absolute priority is making sure your pet feels incredibly loved, safe, and comfortable while you're away. I treat every check-in with the highest level of care to ensure they are happy and doing well. For walks, I focus on giving them a fun, refreshing break where I am entirely patient with their pace, whether they love to run or want to stop and sniff every single thing! Your pet's happiness and peace of mind are everything to me I’m currently working part-time so I have extra time on my hands to fit walks with your dogs onto my schedule! I’m available certain dates but can possibly fit weekends depending what time I work. I have a fenced back yard for your pups safety and a park in my neighbors big enough for your pup to run around all day!

About: I’ve always loved being around animals, and I currently have a dog of my own. I’ve cared for dogs, cats, parrots, and rabbits, and I understand that every pet has unique needs. I know how important patience, routine, and a calm environment are to helping pets feel safe and comfortable. I’m responsible, caring, and I always keep owners updated with photos and messages so they can feel relaxed while they’re away. I have a flexible schedule, and there is usually someone at home throughout the day. This allows me to give pets plenty of attention, follow their routine, and keep owners updated with photos and messages. Your dog’s safety and comfort are my top priorities. I have a fenced yard and only accept one client at a time, so every dog gets my full attention. I carefully follow each owner’s instructions, provide a calm and loving environment, and make sure every dog feels safe, comfortable, and at home.
About: Caregiving is a calling and a special gift I've had for as long as I can remember. I've been trusted with the care of many animals, my own, neighbors, friends, and families since very young. I am always willing to learn more. While I am searching for the next move in my career path, I have ample time to spend with my family, enjoy the company of my friends, and work on small business ideas- this being one of them. I would love to spend more time around animals while I better myself in every aspect. Caring for a life typically means giving more than food, water, bathroom breaks or on occasion medications. It's understandable that some pets can dysregulated by their owners absence. For this reason I do my best to keep their space familiar and comfortable. The pets I care for are all shown compassion and patience while their pet parents are away. Updates, pictures and videos can be sent upon request.

“Rachel is incredibly caring and communicative. This was our first time leaving our pets for this long (a week) and they were in great hands. The pets didn't make it all that easy on her and she handled it with such grace and truly went above and beyond. There are no words to describe how appreciative and impressed we are. We will be booking Rachel again, happily.”


About: I stand out as a pet sitter through my strong attention to detail, reliability, and genuine understanding of animal behavior—especially with cats. I take the time to learn each pet’s personality, routines, and preferences so they feel comfortable and stress-free while in my care. I am highly dependable, follow instructions closely, and communicate clearly with owners, providing updates and peace of mind. My calm, patient approach helps build trust with even shy or anxious pets, ensuring they feel safe and well cared for at all times. I effectively balance pet sitting with a full-time job by maintaining a structured schedule, clear communication, and strong time management. I focus on providing reliable care during mornings, evenings, and weekends, ensuring each pet receives consistent attention and care. By setting clear expectations with clients and staying organized, I am able to deliver dependable, high-quality pet care without compromising my other responsibilities. I provide high-quality care to my own pets by maintaining consistent routines, including regular feeding schedules, clean living environments, and daily attention. I closely monitor their behavior and health, ensuring any changes are addressed promptly. I prioritize their comfort, safety, and emotional well-being by giving them patience, affection, and proper enrichment. My hands-on experience caring for my own pets reflects my reliability, responsibility, and genuine commitment to animal care.
About: I've been pet sitting for a little over 10 years now. It started with my own 2 dogs, then around my neighborhood where I walked, fed, and sometimes bathed their pets and now have been pet sitting for surrounding towns for over 7 years. I currently have 2 dogs and 3 cats of my own, I am Pet CPR certified and ready to bring the same love and care I give to my animals to yours. I am currently employed by Disney and work currently 2:45-11:15 Monday- Friday with Saturday and Sundays off which is perfect for watching your pets that you consider family. I do not watch other peoples pets in my own home as I have 5 animals but more than happy to follow your pets schedule in their own home! I am able to give dedicated time to your pet to allow for seamless transition for when you want a night out or going on vacation! If your pet(s) have special needs and requests I would be more than happy to follow those, pets are always more comfortable in their own environment and I want to make your pet comfortable while I am with them!
“We hired Nyla to help socialize our new rescue dog. Daisy is fear aggressive with strangers. Nyla is extremely patient doing drop in visits almost daily. Slowly getting Daisy to trust her even with incessant barking. We’re on the 4th visit and she started playing with her. Nyla is extremely punctual, patient and sweet considering Daisy’s demeanor at first.”

The median cost per visit for dog sitting in Kissimmee is $20
Dog parents share their Rover experiences - Kissimmee
Rachel is incredibly caring and communicative. This was our first time leaving our pets for this long (a week) and they were in great hands. The pets didn't make it all that easy on her and she handled it with such grace and truly went above and beyond. There are no words to describe how appreciative and impressed we are. We will be booking Rachel again, happily.

We had a fantastic experience with our Layne. She checked in on our two miniature schnauzers three times a day and was reliable. Layne's communication was excellent — every visit came with updates and great photos that gave us total peace of mind while we were away. Our pups were clearly comfortable and well cared for. We look forward to having her stop in again to check on our dogs in the future. Highly recommend!
I can’t say enough great things about my experience with Ruelayne! She is dependable, polite, and cares takes such great care of my puppy. Ralphie, absolutely loves her—she takes the time to play with him, keep him engaged, and make sure he feels comfortable and happy. She’s so personable and easy to communicate with, which gave me so much peace of mind while I am at work. She comes everyday to check on my bay and sends great messages, pictures, and videos. I feel like she treats my puppy as if he is her own. I would highly recommend Ruelayne to anyone looking for a trustworthy and caring dog sitter. Melissa

Natalia was a perfect fit with Luna. She was prompt, communicated very effectively, was very dependable, and presented the consummate professional image. I highly recommend Natalia for anyone who needs a reliable, professional, dependable pet sitter and walker who presents credibility.

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
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog sitting - Kissimmee
Select a filter and find qualifying sitters offering dog sitting.Sitters in Kissimmee average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Kissimmee
Frequently asked questions about Rover
The average cost for Dog Sitting in Kissimmee on Rover is $19.26 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 4,993 sitters on Rover offering Dog Sitting across Kissimmee. 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 Kissimmee 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 Kissimmee 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 Kissimmee 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 Kissimmee. On Rover:
- 90% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 98% 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.










