Dog Sitting Osteen

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Over 78
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.

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Sitter Profile Image: Peggy S.
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Peggy S.
from
$20
per visit
20 years of experience
Debary, FL, 32713

About: Animals have always been apart of my life and to me they are little gifts from God. They teach us how to love and how to be kind to others. My experience with animals range from taking care of multiple cats including an older diabetic cat which I gave insulin shots. I have raised yorkies, goldens and duchsands but I really do love all breeds of dogs. I have cared for birds, turtles and bunnies as well. I currently rescued a paralyzed kitten and trained myself to care for this sweet baby by learning to express his bladder and feed him a special diet that will allow him to have a better quality of life. I can promise you that I will love and care for your animals as if they were my own and will respect and honor all pet owners and their wishes for their animals so when you are away from your fur babies you know that they are being cared for by the best. I am a retired Librarian, my schedule is open to provide care for all types of animals when needed at your convenience and I am adaptable. I have a medium sized fenced yard, I live near beautiful Gemini Springs park for walks and fresh air. I have a separated personal pet room for boarding other pet so they feel safe in a new area with lots or toys and soft blankets.

Sitter Profile Image: Alyssah C.
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Alyssah C.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
5 years of experience
New Smyrna Beach, FL, 32168

About: For over five years, I’ve been the go-to pet sitter for friends, family, and neighbors. I’ve cared for everything from energetic puppies to senior dogs who need extra patience and medical attention. My experience includes administering medications, calming pets during storms with comfort crates, and building trust with even the shyest animals. I’ve raised multiple dog breeds—including Dachshunds and Australian Shepherds—as well as cats and even a hedgehog, giving me a broad and compassionate approach to pet care. Your pet’s happiness and safety are my top priorities. I’m currently not working, which gives me the flexibility to offer focused, attentive pet care throughout the day. Whether it’s daily walks, feeding routines, or just keeping pets company, I have the time and dedication to make sure your animals are happy, safe, and cared for around the clock. Pet care isn’t just a side job for me—it’s something I genuinely love and prioritize. I treat every home and pet with the respect and care they deserve. Whether I’m in your space or welcoming pets into mine, I follow your routines closely, keep environments clean and calm, and stay alert to each animal’s specific needs. I’m comfortable with crates, medication routines, and safety measures like keeping doors secure and watching for triggers like storms or loud noises. My goal is always to build trust—with both pets and their people.

Sitter Profile Image: Kaylin M.
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Kaylin M.
from
$16
per visit
5.0 out of 5 stars
• 1 review
3 years of experience
Deltona, FL, 32725

“Kaylin was great! Very communicative. Will definitely book with her again in the future.”

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Kristin M.
Sitter Profile Image: Jeffrey B.
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Jeffrey B.
from
$24
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Sanford, FL, 32773

“Jeffrey took amazing care of Ryla including great walks, fun play time and leaving with Ryla being tired, happy and ready for his return! Will hire again and again.”

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Nancy C.
Sitter Profile Image: Sophia T.
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Sophia T.
from
$20
per visit
10 years of experience
Deltona, FL, 32725

About: Hi! I’m a local, reliable pet caregiver offering dog walking and pet sitting services in the area. I understand how important it is to have someone you can trust with your pets, so I treat every animal like family. I offer flexible scheduling, last-minute availability, and personalized care based on your pet’s needs. Whether it’s daily walks, drop-in visits, or extended care, I’m here to help keep your pets happy, safe, and comfortable. I have a flexible schedule and offer morning, midday, and evening availability. I’m able to fit pet care in between my daily routine, including last-minute bookings when needed. I provide safe, attentive care by following your pet’s routine closely. I’m patient, reliable, and make sure your pet feels comfortable, with updates and photos during visits.

Sitter Profile Image: Tammy L.
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Tammy L.
from
$14
per visit
5.0 out of 5 stars
• 26 reviews
12 repeat clients
8 years of experience
Orange City, FL, 32763

“Tammy is very responsible, has great communication skills, and treat my babies like they are hers. This is the second time I booked her services and I'm completely satisfied. She is always in time, and pay attention to the little things, even the things she doesn't have to. I 100% recommend her.”

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Lisandra A.
Sitter Profile Image: Ryan W.
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Ryan W.
from
$15
per visit
1 year of experience
Sanford, FL, 32773

About: I am an experienced pet walker and sitter with knowledge in dogs and cats, especially senior dogs. No matter what, I believe that all animals deserve respect and care, in any circumstance. I currently have open availability. I would gladly go take care of any pet. Any day or time. I am also happy to do holidays. I like to keep pets I'm looking after close enough to me that I can readily get to them. Just in case they need help.

Sitter Profile Image: Benjamin C.
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Benjamin C.
from
$35
per visit
4.9 out of 5 stars
• 44 reviews
18 repeat clients
25 years of experience
Sanford, FL, 32822

“As always, Benjamin took wonderful care of our doggies, fish, and home. Great job!!”

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Jim H.
Sitter Profile Image: Alexandra C.
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Alexandra C.
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
8 years of experience
Lake Mary, FL, 32746

About: I have taken care of animals for as long as I can remember! I have been apart of the Rover community for around 2 years now. I am constantly around animals and having to commit myself to taking care of them. I am comfortable around all dogs and am willing to adapt and learn how to best care for your animal. When I come to take care of, play with, and walk your dogs I will dedicate my time to loving them. I would love to be able to take them to the dog park where they can also interact with other animals while you're away! I have a pupper of my own his name is Cooper! I am available for drop ins or house sittings when needed! I am also flexible and can accept last minute bookings. When in your home, I would love to take your fur babies for walks, to dog parks, anything you already do with them to make them the most comfortable! I have my mornings and afternoons set aside to accommodate customers and there needs and i am able to have my full attention to make sure every doggo is happy! Making sure doggos are safe and happy by Having my full attention and catering to there needs! As well as making sure the dog is comfortable. Happy dog happy life!

Sitter Profile Image: Jasmynne B.
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Jasmynne B.
from
$10
per visit
4 years of experience
Oviedo, FL, 32765

About: Growing up in Mississippi really familiarized me with animals. I took care of animals as big as giant dogs to animals as fragile as a cat my entire life. I’ve also dog-sat for many people from my community during my high school years, before moving to Florida for college. I’ve job shadowed at the vet clinic as well throughout the years so I know a little when it comes to their health as well. I’m also very familiar with administering medications, as I had to do it multiple times for my family’s dogs. I just want to show your dog love and support! I’m a student full time at UCF, but i’m online for this semester because of the need to travel home occasionally! So, i’m available the entire week for any service, minus the weekend (which would only be dog walking or cat sitting). I really have a flexible schedule! When it comes to my own home, I want not only the client to trust me with their pet but I want the pet to feel comfortable as well. I have no pets with me and the environment is kept very clean and organized. As for my clients home, I would say it’s relatively the same. I would do as they asked and maintain a clean and safe environment. Anything to make them feel comfortable with trusting me with their fur baby!

Sitter Profile Image: Tabitha L.
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Tabitha L.
from
$12
per visit
3 years of experience
Sanford, FL, 32771

About: I am experienced in caring for a variety of different animals, including cats and dogs. I understand that leaving your pet in the care of someone else can be stressful, which is why I make sure to provide a safe, comfortable environment for your pet. I welcome inquiries from pet owners who are interested in my services. If you are looking for a reliable pet sitter who will treat your beloved pet with the love and care they deserve, please don’t hesitate to contact me. I look forward to hearing from you! My availability may vary from time to time, but I am usually available every day except Tuesday and Thursday. Please message me for my availability. My offered services include pet sitting, feeding, administering medication, brushing and bathing. I also offer transporting your pet to appointments. Please message me with any questions or concerns.

Sitter Profile Image: Brooke C.
Verified Enhanced Background Check
Brooke C.
from
$20
per visit
10 years of experience
Casselberry, FL, 32707

About: As a dog lover I have always had dogs in my life! I’m a responsible, caring, and attentive pet sitter who will treat your pets like they’re my own. I’m comfortable with walks, playtime, feeding routines, cuddles, and making sure your pets feel safe and comfortable while you’re away. I am a business owner and make my own schedule! I have flexible availability throughout the week and weekends — open to come to you or have your doggies stay with us! I have a fenced in yard as well as two friendly dogs who love other doggies! I am also able to come to your home and watch your dogs!

Sitter Profile Image: Jazmyn O.
Verified Enhanced Background Check
Jazmyn O.
from
$15
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
7 years of experience
DeLand, FL, 32724

“Jazmyn did a fantastic job! She took really good care of our pets and did a good job following our specific instructions regarding how our pets needed to be cared for.”

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Keith L.
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Amanda S.
from
$13
per visit
15 years of experience
Lake Mary, FL, 32746

About: I’ve had fur babies for as long as I’ve been alive ranging from tiny chihuahuas to large pitties. I love all animals, but have the most experience with dogs. I’m a sucker for a good cuddle or kisses, as I’m sure you can tell from my pictures! I’m available for drop in visits and dog walking visits and would love to have some fun with your pet :) I’m currently working full time Monday-Thursday, but am available on those nights if needed for drop-in visits and at anytime on Fridays and the weekend. I’ll treat your fur baby as if it were my own and provide the love and care they deserve and more! If your pet is anything like mine, they aren’t always comfortable with strangers so I understand the importance of working at their pace and making sure we build trust.

Sitter Profile Image: Jamie D.
Verified Background Check
Jamie D.
from
$20
per visit
5.0 out of 5 stars
• 79 reviews
28 repeat clients
10 years of experience
Longwood, FL, 32750

“Jamie D. is AMAZING! She came over before our scheduled times to meet Leo and Max. Max is very picky about meeting new people and he was in love with her after 2 visits. She is great about keeping you informed and even shares photos from her visit. She'll be the only person I use as long as she's Rover-ing. 🤩”

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Kristal D.
Sitter Profile Image: Eva M.
Verified Enhanced Background Check
Eva M.
from
$15
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
8 years of experience
Longwood, FL, 32750

About: I've taken care of everything from pitties to kitties! I love animals and dream of having my own mini menagerie someday. I've been petsitting reptiles, cats, and dogs since I was 13 years old, and have never run into any issues. I can render any service from medication to enrichment. I currently work part-time, so I'll have plenty of time to spend with your pet. I have no trouble taking a day off from work if the situation calls for it, and can work around medication schedules even on work days. When taking pets out for walks, leashes are a must! Additionally, any potentially dangerous foods or substances will be put safely out of reach of the pet. I set alarms and reminders for feeding, medication, and appointments to make sure everything is done at the proper time.

Sitter Profile Image: Tyler V.
Verified Enhanced Background Check
Tyler V.
from
$16
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
6 years of experience
Orlando, FL, 32820

“Amazing response time! So grateful to have found Tyler on rover”

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Sierra R.
Sitter Profile Image: Conor W.
Verified Enhanced Background Check
Conor W.
from
$11
per visit
4 years of experience
Oviedo, FL, 32765

About: I am an animal scientist with experience in training environmental scent detection canines for a major company. I’ve been caring for animals professionally for 4 years Right now I have availability all day Thursday-Sunday. I’m available pretty much anytime in the morning and afternoon. Evening duties are also possible too. Thank you. I have a small dog and a cat. They are very friendly and get along great with other pets and people. I have a small yard for pets to play in.

Sitter Profile Image: Megan T.
Verified Background Check
Megan T.
from
$22
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
12 years of experience
Deland, FL, 32724

About: As a veterinarian, I pay close attention to detail and have a strong love for animals. I’ve worked at a luxury dog boarding facility, and currently work at an emergency veterinary clinic. Both of these jobs have given me experience in handling dogs from all different realms- hyper to shy and small to large. I treat my dogs as part of the family. I can send videos and photos of your pet too while you’re gone. I enjoy the outdoors- so if you have a young, energetic pup I can tailor walks to burn some energy, or take a slow stroll for an older dog who just needs a potty break during the day. I currently work three 12 hour shifts a week on emergency, so I will only take pets on days I'm not scheduled to work so I can devote my time to them. I have a fenced yard and a young, dog-friendly dog at my house. I can easily crate your dog if needed. I have neighbors who can contact me if any emergencies occur.

Sitter Profile Image: Caleigh H.
Verified Enhanced Background Check
Caleigh H.
from
$14
per visit
5.0 out of 5 stars
• 1 review
3 years of experience
Longwood, FL, 32750

“Caleigh was exceptional from the moment we met her. Minka took to her immediately and Caleigh provided very specific care for our disabled pup. Definitely a resource for future needs!”

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Shari H.
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The median cost per visit for dog sitting in Osteen is $20

Dog parents share their Rover experiences - Osteen

1 / 1
5.0 out of 5 stars

Absolutely enjoyed having Shealeaha come and visit with our boys! She sent me updates throughout the time she came to visit and we used her multiple times the week we were in town. When we come back she will be our first contact!

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Heather J.
Drop-In Visits
5.0 out of 5 stars

Shea was absolutely amazing! Our dogs loved her and she put us at ease while we were away. It was nice seeing the photos while we were away. I will be using her again!

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Geniva W.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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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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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog sitting - Osteen

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Sitters in Osteen average 6
repeat dog sitting clients

FAQs for Dog Sitting - Osteen

Frequently asked questions about Rover

The average cost of Dog Sitting in Osteen is $19 per visit as of October 2026. Most bookings cost between $11 and $27 per visit. On Rover, 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 4,098 sitters on Rover offering Dog Sitting across Osteen. 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 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 .

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 , 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 .

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
  • 94% 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 , 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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