Dog Sitting Osteen
Book a Osteen dog sitter to watch your dog in your sitter’s home or yours.
Over 72 pet parents in Osteen have booked dog sitting
Osteen, Find top rated dog sitting
About: I’ve taken care of pets since I was 8. I had both cats and dogs. I’ve had experience with family pets as heavy as 90 pounds and cats as furry like Persian cats or Sphynx cats which might be a challenge to tend for? I am currently working part time and I can schedule my hours accordingly. That gives me more time to play and tend to your furry family members. I prioritize safety and the comfortability of clients and their pets. When given specific needs for your environment I strive to follow all the requirements to ensure not only the safety but the security of taking care of your pet. I also make sure that other safety precautions/measures are taken when I am within the clients home and when I leave.
“Becca is a very pleasant and engaging person. You can tell immediately that she was an animal lover which brought us comfort while we were away. She was punctual and quick to respond to messages. She took wonderful care of our 3 cats. After losing one of my cats this year I was hesitant to go away. After meeting Becca I felt that they were left in good hands. She sent us messages and pictures with each visit. I strongly recommend her services. We plan on using her again.”
“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: I am kind and gentle and love all animals . I love going for walks, playing and snuggles. I will treat your fur baby like my own. I am currently working but looking to dont his full time seeing pets are my passion. Been in health care for 27 years and looking for a change. I have a fenced in yard. For overnight boarding they will have their own room with all the comforts of home. A nice comfy bed . Some TV to watch a dog show before bed. A night light for no scary dreams a good blanket and toys .I treat my 15 year old dog like a king and will do the same for you .
“Laurie was great with our puppy even though she was a little extra than she normally is. But she took care of everything and more. Would definitely book again!”
“Absolutely fantastic dog sitter! She took wonderful care of my pups, sending regular updates and photos that gave me total peace of mind. My dogs were very happy, well-exercised, and clearly loved. Highly professional, reliable, and genuinely caring-couldn’t recommend more! Will definitely book again.”
About: I have over 5 years of experience caring for dogs of all sizes and temperaments, from playful puppies to senior pets. I provide walks, feeding, bathing, and basic training. Neighbors, friends, and family often trust me to keep their pets safe, happy, and loved when they are away. My focus is always on patience, positive reinforcement, and treating every pet as if they were my own. Although I work full-time, pet care is truly my passion and hobby. I make time in the evenings and weekends to care for pets, providing walks, playtime, and companionship. My schedule allows me to give your pets quality attention, making sure they feel safe and loved while you’re away. I live in a secure apartment with a gated entrance and two friendly, well-socialized dogs that love company. Pets in my care are always safe, supervised, and treated like family. I can crate your dog if needed and follow any special routines to keep them comfortable.
“Hannah (Casey) is fantastic with my year old kittens Maple and Holly. Shes affectionate with them and spends time giving them the attention they need at play time. When I get home everything is taken care of as requested and she's gone above and beyond with little extras like refilling their treat and dry food dispensers, grabbing a delivery of their food, and hiding their catnip when they discovered they could jump on the counter :'D Her photos are also the cutest :)”
“Serena is amazing with my Macchiato. He is thrilled every time she drops in to see him. She also goes above and beyond - cleaning up unfortunate accidents when they happen. The pictures provided always show a smile on my little guy's face. I'm glad to welcome Serena into the family!!”
“I am so thankful to Ashley for always being willing to care for my six babies. She’s amazing and appreciate everything she’s done. She drops in twice a day while I am gone for work and take her time to make sure my babies are well.”
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 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!
“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!”
“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 am a fun dog lover. Animals are my weakness and especially dogs/puppies that love to run and play but also love cuddling. I am available all days, but I do have a job. I have experience with giving dogs medicine and making sure they get taken care of properly. I have had dogs and cats all my life, it was how I was raised to love animals. Your dogs and cats will be able to let of some steam by the walks I provide and if they have toys, we can play with those as well. I also have my own playful dogs and cats that have toys, so toys, food and water will always be provided. Of course, with extra love, hugs and cuddles as well.
“Jason was able to drop in and let my dogs out on very short notice. We did a meet and greet and I thought he was genuine and good with my dogs. He was eager to learn the routines of my animals and made me feel very comfortable leaving them in his care. He is receptive to watching both cats and dogs even those with special needs. I do have a dog that is on medication and wears a diaper/belly band. He did not shy away from learning new stuff. I have since booked him for house sitting with my animals over the holidays.”
About: Since a very young age, I have loved animals and cared for them. My family always had dogs and I seem to be the one to take care of them. I do a work remotely. Giving me the availability to take good care of your furry pet. They will be loved and cared for as another member of my family. Your pet will receive lots of play time, long walks and lots of cuddles. I owned fence in yard of .3 acres. It’s a safe and secure environment. I would send you daily photo and updates via text. If you have any questions in regards to the service that I provide, please feel free to contact me. Remember, your pet is important. Therefore, providing an environment that resembles home when you are not present is important to. Any info you can give me about their daily routine would help me get familiar with your pet. I work remotely meaning I am home full time to attend to your pets needs. I’m only out 6:30-8:30 pm Monday-Thursday for my child’s sport activities. I have a big fenced in yard about .3 acres with cameras outdoors and in. There is always someone home at all times. We do practice cart sleeping for night to make sure everyone is in there safe space.
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
The median cost per visit for dog sitting in Osteen is $20
Dog parents share their Rover experiences - Osteen
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local sitters who will treat your dogs like family
1. Search
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Schedule a free in-person Meet & Greet to find the perfect fit
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Select a filter and find qualifying Osteen sitters!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 $19.7 per visit (as of July 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 July 2026, there are 4,130 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:
- 90% 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.
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