Pet Sitting & Drop Ins In Osceola Forest
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Osceola Forest pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I’m new to the area and very picky about who I leave my fur babies with. Thank god I found Brooke who eased my anxiety and took such wonderful care of them while I was away. She is very accommodating and my dogs loved her. Highly recommend!”
“Bryce and his wife were able to come visit my kitty with only a days notice. They took their time to let him warm up to them and sent me pictures and great updates. Thankful to have some peace of mind that he was doing ok while I was gone.”

“Meghan did a wonderful job looking after our cats. She communicated very well and left all in perfect order. Will definitely book her again when we are out of town.”

About: I like to update you on your pet/s every day, how they did and how they played. I also like to send pictures to you of your pet/s and videos for you to enjoy! I'm here to help right when you need me. I enjoy caring for all pet family and updating you with photos or calls of our time together. Reach out for more info. Pet care is heavily dependent on owner instructions and my own care experience. My attention is based on scheduled care and includes daily walks, proper meal preparation and admission, medications as necessary and active/brain play and independent settling.
“Cheyenne was absolutely amazing with our three dogs! Before her week-long stay, she took the time to do a meet and greet, and it was obvious from the start that she genuinely cared about getting to know them and their individual needs. Throughout the entire week, she kept us updated with daily messages and pictures, which gave us so much peace of mind while we were away. When our youngest pup developed an upset stomach, Cheyenne went above and beyond by cooking her rice, making sure she was comfortable, and keeping us informed every step of the way. Not only did she take exceptional care of our dogs, but she also treated our home with incredible care. She cleaned up after them, and on her last day she even cleaned our carpets and mopped the floors so we could come home to a spotless house. That level of thoughtfulness is something you just don’t expect. We couldn’t have asked for a better sitter, and we’ll absolutely be booking with Cheyenne again. As much as I want everyone to know how incredible she is, part of me wants to keep her our little secret! 😂 Highly, highly recommend!”

“Emily was fantastic! She looked after our two cats perfectly and kept us updated with great communication and lots of photos. It’s such a relief to find someone so reliable. Highly recommend!”

“Tania did an amazing job watching over our pets the 4 days we were away. She had great attention to detail, checked in regularly with updates, and followed the instructions perfectly. Aspen seemed to love Tania! We would definitely recommend her to anyone and we plan on having her watch our pets again in the future!”

“Brianna was AMAZING with Winnie! She did a drop-in visit and took such great care of her—played ball with her outside, made sure she had fresh water, and gave her lots of belly rubs and love. 🥰 She also uploaded 3 adorable pictures which made me feel so reassured while being away. I can tell Winnie was comfortable and happy with her. I would absolutely book Brianna again and highly recommend her to anyone looking for someone trustworthy and caring! 💕🐾”

“Erika is calm, trustworthy, and knowledgeable. She has been coming to my house to do midday drop ins for my two sighthounds. They are usually reserved around new people, but Erika won them over right away. Highly recommend!”

“Courtney was always on time, feeding our 4 cats the way she was asked, playing with them and keeping place clean. She was keeping us posted about how they are doing, sending pictures after every visit. We could totally enjoy our few days trip!”

“Great communication with Anna while I was away with my family over Christmas and she kept an eye on my 3 kitties. She came as scheduled and did a great job Would love to use again”

“Stop reading reviews and book Dessirae while you still can! She is amazingly trustworthy and caring. Our pups absolutely love her. We never want to book anyone else.”

About: As a young child in kindergarten , I told my mother I wanted to become a “dog catcher”. I have no idea what that is but I know I have always had a passion for dogs. I have two dogs of my own. I have always had dogs around me growing up so i have a lot of experience on caring for them. I work from home full time . My working days are M-W & then on Saturday. I’ll have plenty of time to watch your pets I have a fenced yard and I also have a little yorkie chihuahua mixed dog that lives with me and gets along well with other animals.
“Chris was awesome and took such great care of my fur babies! I got daily updates and though I know they likely ran and hid when he arrived each day, he let me know he spoke with them and played with their toys for a bit so they could hear. Upon my return, I got a warm welcome from both of The Boys and could tell that they were more relaxed. I didn't get the cold shoulder treatment as I typically do. I will definitely call on Chris again and I would highly recommend him!!”

“Kaja’s is so patient and gentle! My big boy absolutely loved her, we will definitely be booking her again. She gave us time to get some things done without being interrupted.”

About: Hi! I’m Colleen! :) I am very new to the Rover app experience but not to dog sitting! Whether it was a family or friends pups or my fellow coworkers, I’m happy to help! I love to spoil not only my dogs but yours as well! Bring on all the dog cuddles, kisses and tricks! I treat my babies more like human babies and would give the same amount of love to yours. The bigger the dog the better! I have an 8 year old Great Dane named Bella and a 4 year old Husky Mix named Annie. Whatever you need from me, I will make it happen. I’ll walk, baby talk and give your babies all the love in the world. I have a LARGE fenced in BACKYARD and what dog doesn’t love that!? Be sure to expect lots of picture updates from our fun day(s)! I work on Coronado Island M-F. I leave by 7:00am and arrive home no later than 4:30pm. Once home, the back door is wide open for the dogs to run free and have fun. My son and I spend our evenings outside with the dogs running around and playing fetch. I have a large fenced in back yard and two friendly silly dogs to keep your fur baby company. Bedtime is the best time because all dogs are welcome to sleep on the king size bed with me! Cuddles all night!!
Osceola Forest pet parents share their Rover experiences
We have used Brooke a few times now for drop ins for our mini trips, and she has been amazing every time. Dependable, always shows up on time, and has accepted our last minute requests. I absolutely love her detailed reports and all the photos she sends during each visit. It gives a peace of mind knowing our dogs are being well cared for while we are away. Highly, highly recommend Brooke to anyone looking for a trustworthy and reliable sitter!

Brianna was AMAZING with Winnie! She did a drop-in visit and took such great care of her—played ball with her outside, made sure she had fresh water, and gave her lots of belly rubs and love. 🥰 She also uploaded 3 adorable pictures which made me feel so reassured while being away. I can tell Winnie was comfortable and happy with her. I would absolutely book Brianna again and highly recommend her to anyone looking for someone trustworthy and caring! 💕🐾

I was worried my dog would have anxiety and a hard time being boarded in a new environment with loud noises, and unfamiliar people. She hasn’t had much human interaction and barks out of fear. I’m so glad i used Rover and met Joseph, my trip was very relaxing, I didn’t have to worry about Bell and her safety at all. I was in full contact with joseph the entire trip and received photos daily. Highly recommend!!

Popular requests near you
Select a filter and find qualifying Osceola Forest sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Osceola Forest.
Rover makes it easy to find Osceola Forest pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet 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 pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.





