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

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Top rated Osteen dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: For over a decade, I have taken care of all kinds of dogs from varying backgrounds with the utmost care and love. I have experience following medication routines, dietary specifications, and facilitating engaging activities for your pups’ comfort. I have two of my own fur babies that are my whole life, but they have their unique quirks; I understand how important your favorite family member is, and how necessary it is to have someone capable of adapting to their needs! Currently I’m taking time away from work to take care of family. I have a very open schedule and can stay nights if need be! I’ve seen time and again that it is best to care for dogs where they are most comfortable: in their own home! My goal is keeping your pup on their set routine so they don’t feel any discomfort while their family is temporarily away.
“My animals love Serena. They don’t even notice when I’m gone thanks to this lovely lady! It’s made seeing family and traveling for work a breeze! I always get amazing pictures and updates of my babies during Serena’s visits and it’s a huge help and pleasure to have her every time!”


“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 grew up caring for dogs and I have always enjoyed their company. Other than my families dogs, I have also cared for a friends pets when out of town. Looking for a dog sitter or walker? Use code “CASSIF11738” to get $20 off your first booking with me on Rover: https://www.rover.com/sit/cassif11738 I am currently working from home part-time and so I have plenty of time to spends with your pets. I look forward to meeting you. I do not currently care for pets in my home, but I will come to you. I am available to take them for walks, play, feed, bathe and house sit.

“Laurie stepped in for us last minute and was both prompt and efficient. She kept us updated throughout and sent plenty of photos of our pups while we were out of town, which we really appreciated.”

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
“Becca is wonderful! We’ve used her a few times and she’s really good with our animals (I suspect all animals), she’s communicative and kind. She’s always gone above and beyond. Will continue to use her when needed!”

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
“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: 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!
“Hannah aka Casey was fabulous! Our first time using Rover and so happy we did! Your boy is an old soul and a home body. Prefers people to other dogs and immediately took to Casey. It was wonderful to know he was being so well cared for. Already lining up our next bookings with her!”


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.
About: I've always taken care of dogs. I've had dogs since I was born and have cared for many different types. I've watched over several of my neighbor's dogs. This included taking care of senior dogs and puppies. My husband and I have 1 pup, Buster, a chocolate lab mix. My family has always been open to watching dogs, feeding, walking, and house sitting while families are away. We've fostered puppies as well as having our own litter. Needless to say, I'm open to any dog and love to watch them and meet a new personality. I'm very active, so I love taking dogs out for walks or runs. My husband and I both work. He works from home during the day, and I get home in the early afternoon. I am very comfortable going to your home to take care of your pup where they are comfortable. I also am comfortable bringing them to my house. We’re in a neighborhood with great sidewalks to take dogs out for a fun and safe walk.
“Adriana is fantastic! She is incredibly professional and communicates before, during, and after her visits. She is responsible and reliable, and I know I can trust her to take care of my dog, Milton, when I’m gone for a long day.”

“Above and beyond! 2nd time using her service and I always come back to happy dogs. She does things like close the blinds which I totally forgot. Brought packages in without me asking nor expecting. Robin puts back on the dog diapers. It’s the little things that make coming home so easy!”

“Sabrina did such an amazing job with my 2 cats! I will definitely be using her again in the future!! It was my first experience with rover, I was very nervous at first but I’m so glad I chose this service and Sabrina.”

“Caryna is the dog sitter! We have been using her for 2 years now and our two fur babies love her! She makes sure they are happy and constantly sends us pictures and videos of our dogs when we are away! She will keep our home safe since she stays with our dogs and makes sure to keep everything nice and clean! I would not use anyone else but her to watch my dogs. She really is the best and I am so grateful to have found her on Rover!”

About: Animal lover, and I have cared for all kinds of dogs young and old and I have a fully fenced in backyard and 2 loving dogs for your furry pal to play with. I am available on weekends, mornings and evenings to ensure all animals are taken care of and loved and get all the attention they need Please let me know if your dog is in need of any certain medication. I will ensure they are given the proper care that your furry pal needs.
Osteen dog parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Osteen sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Osteen.
Rover makes it easy to find Osteen dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.




