Dog Sitting Osteen
Book a Osteen dog sitter to watch your dog in your sitter’s home or yours.
Over 71 pet parents in Osteen have booked dog sitting
Osteen, 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.
“Haley stopped in to check on our cats for a few days, and we are so grateful! She played and took care of our kitties and sent great notes/pictures each day. We are always missing our cats when we travel, so knowing they were in good hands made us feel so much better. Thank you Haley!”
About: I’m a devoted pet parent with over 10 years of experience caring for my own two dogs and two cats. I understand the unique personalities and needs of each animal and treat every pet as if they were my own. My home is loving, safe, and full of attention, play, and care—so you can feel confident your furry friend will be happy and well-loved while you’re away. Pet care is part of my daily routine as a pet mom of 4 and someone who works from home. My flexible schedule allows me to provide reliable drop-in visits and walks throughout the day. Whether it’s potty breaks, feeding, exercise, or companionship, I make sure your pets get the care and attention they need. Your pet’s safety, comfort, and routine are my top priorities during every visit. I respect your home, follow instructions carefully, and make sure your pet feels secure and comfortable in their familiar environment. Whether it’s feeding, walks, playtime, or medication reminders, I provide dependable care and regular updates for peace of mind
About: I currently have a 3 year old German Shepherd and 1 year old Golden Retriever. I train both of them and my German shepherd is CGCA and CGCU titled through AKC. My German shepherd knows over 30 tricks and is well trained. I love being around animals and love making them happy! I work as a teacher, so I am able to come walk and check in on your pets during breaks like spring, winter and summer. I am comfortable with dogs and have been around many of them. I am familiar with dealing with some reactivity as well. I think all dogs deserve the best!
“Megan is amazing! She went above and beyond for Remi and I. I appreciate her so much. Remi got super comfortable with her immediately and is happy to see her when he does. I would recommend her to anyone!”
About: Hi, I’m Janelie! I know every dog has their own personality, routine, and needs, and I believe they deserve patient, loving care every time we meet. Whether your pup loves long adventures, slow sniff walks, or extra belly rubs, I’ll make sure they feel safe, happy, and well cared for. I’ll also keep you updated with plenty of photos and detailed walk reports, so you always know how your furry family member is doing. As the owner of Walks by Janelie, I’m committed to providing dependable, professional pet care with clear communication and genuine love for animals. Safety is always my top priority, and I treat every dog as if they were my own. ✨ What you can expect: • Reliable, on-time service • Lots of photos and updates • Personalized care for your dog’s needs • Patient with shy, energetic, and senior dogs • Plenty of love, attention, and exercise I’d love the opportunity to meet you and your pup! Pet care fits perfectly into my weekly routine, and I’m committed to providing dependable, consistent service. I am available for evening walks and drop-in visits Monday through Friday after 6:00 PM, all day on Sundays, and Saturdays after 3:30 PM. I do my best to accommodate recurring clients whenever possible and strive to be flexible for last-minute requests when my schedule allows. Your pet’s safety and comfort are always my top priorities. I carefully follow each owner’s instructions, maintain secure leash handling, and pay close attention to every dog’s behavior and surroundings during walks. I treat every home with the utmost respect, ensuring doors and gates remain secure and your pet receives attentive, loving care from start to finish. You’ll also receive updates and photos so you can feel confident knowing your pet is in caring, reliable hands.
“Eleonore was prompt and kept in contact with me during every visit, which was important to me because Marcel is FAMILY!! I travel occasionally, but when I'm home he has his own schedule and I like to keep him on it so he stays a happy dude! It was good to know I had someone who loves animals taking care of my buddy, and I highly recommend Eleonore and will happily use her in the future!”
About: I have 6 babies of my own. I love and cherish fur babies like they are my own and I will absolutely give them all the love in the world. I work at a high school as a paraprofessional I could walk dogs after work at 4 and weekends all day long and summers I’m free all day everyday My babies sleep and go everywhere with me, as if they are human children. Any fur baby in my presence will feel nothing but love and care from me
About: I have 3 years experience working in pet stores as an animal care expert, 2 years as a dog bather, and 1 year as a kennel technician. I have 3 cats and a hound dog currently and have grown up caring for animals! I am a stay at home mom and my husband works from home. This gives me the freedom to leave my house when needed and care for your babies! I am very passionate about proper animal care. I have 4 pets that I adore, and I will treat your baby as if they were my own! I will ensure that any rules or instructions are followed to a T.
“Wow are my 2 cats and myself so happy we found Serena!! This young lady has a gift with animals and she has saved us many times! Totally thrilled and feel safe when she’s taking care of my babies. Would absolutely recommend.”
About: I've had animals all my life and I have to say I like them more than most people!! I'm here to offer your family member a home away from home! A second family of their very own! I can help out with special request weather it be extra play time, walks, baths, learning new tricks or just some extra love while mom / dad are away on vacation or work trips!! No more worrying about leaving part of the family behind alone! Family #2 is here to save the day!! Weather it be just for the weekend or a 2 month summer vacation! Family #2 is here! If anything special is needed for your furry friend please let me know and I'll do my best to help!!
“Alexa is the best! We have Alexa come for dog walks with our 4month old Rhodesian Ridgeback on days that we are at work. She takes her on walks, plays with her & feeds her. Alexa is prompt, easy to communicate with and is amazing with our Rhodesian Ridgeback puppy! She sends picture updates during each visit and has a true passion for animals! I would recommend her to anyone!”
About: I’m a sahm of 4 kids. I do stick to whatever your pet is used to. I’ll feed them as much and as often as needed. Frequent bathroom breaks and outside time. My dog Loki is stubborn at first but he does warm up! My kids enjoy having the extra dogs around and love helping. Give us a try! I’m a sahm of 4 kids and during school, I do drop offs and pickups. But outside school hours while pet sitting, we are home enjoying our furry company I make sure to keep a close eye on them, that if there’s any fighting between dogs, they get separated immediately. Never outside alone. I send daily picture updates throughout the day
About: Ive taken care of mostly pitbulls. I had a an adorable pitbull growing up he was the sweetest. Ive took care of puppies and helped raise them. Im currently working part time and I have a car so distance won't be a problem. I love animals so taking care of and meeting new animals is a dream come true. I can make sure the animals are stimulated correctly and pay attention to them. I will give them plenty of love and be kind to them. I will follow through on all pet parent responsibilities
About: I have about 7 years of pet care experience with dogs of various sizes, as well as cats. Dogs with hearing and /or sight issues, as well allergies, I have experience caring for animals of all sizes. My experience comes from caring for my brothers dog, my nieces dog, as well as some outside clients who went away on vacation, and asked me to pet sit for them! Please Read before reaching out: I do work part time job aside from dog/cat sitting services but I’d be more than happy to accommodate you, and your pet the best way I can. 😊 Animals that can be taken out between 4-8 hours do work best with my schedule. Safety is my absolute top priority! I’d never want to put myself nor your pet in any unsafe situation . I pride myself on following any and all instructions left by the owner as well as making sure your pets are as comfortable as possible. Establishing trust is an extremely important part of the process not only between me and your pet but as well between my self and the owner as well so, I like to schedule meet and greets, and allow us all to get to know each other better when possible!
The median cost per visit for dog sitting in Osteen is $20
Dog parents share their Rover experiences - Osteen
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
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Osteen
Select a filter and find qualifying sitters offering dog sitting.Sitters in Osteen average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Osteen
Frequently asked questions about Rover
The average cost for Dog Sitting in Osteen on Rover is $19.98 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 4,056 sitters on Rover offering Dog Sitting across Osteen. 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 Osteen 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 Osteen 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 Osteen 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 Osteen. On Rover:
- 89% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 97% 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.
Connect anywhere with the Rover app
