Dog Sitting Oldsmar
Book a Oldsmar dog sitter to watch your dog in your sitter’s home or yours.
Over 213 pet parents in Oldsmar have booked dog sitting
Oldsmar, 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.
“Christy is so wonderful with our dog Ranger! We couldn't recommend her enough!! She makes our time away more enjoyable knowing he is taken care of so well. Our dog Ranger gets so excited for his Christy visits!! Thank you so much Christy!”
“Kori was great with my Golden Retriever Enzo. She was on time every day while I was gone for a few days! Communicating was great and she followed direction to the letter while caring for my son! Will definitely be Enzo’s step sitter in the future! Recommend to all! Thanks again Kori”
“Trinity was amazing! While I was home for Thanksgiving she did two drop in visits a day for 5 days to check on my cat Jax. Was very communicative and sent me updates each visit as well as photos and videos. She even offered to complete tasks that were not on my list of things to do while I was gone which was greatly appreciated! Definitely will be using Trinity in the future!”
“Colton was very kind and caring and responsive. Watching my two big playful pups. He let me know when he was coming and going every stop I had scheduled. I'd definitely recommend him”
“Leah took great care of our kitty. We were worried about how he’d act with this being it first time having a sitter but he did great and loved hanging out with his new friend! Will book again :)”
“Alyssa is great. My pets take to her very well. She really engages and interacts with my fur babies and ensures she’s mindful to accommodate any requested needs for either of my cats. She’s punctual reliable and communicates well. I’ve had nothing but positive experiences with her!”
“Donna was extremely kind and very understanding of our needs for our pup!! Even when we had to make last minute schedule changes she was able to accommodate and help us out during a short notice. She was extremely professional, came to visit our home and receive instructions and took notes for the drop ins and got to know Milo before our visit. 10/10 recommend, can’t recommend enough!”
“Kara was awesome! We just moved and were not excited to leave our girls so quickly, but had a family wedding in another state. She was thorough and we had no worries about how they were doing with all the updates. We greatly appreciate her care of our ladies especially all the walks they got!”
“Stephanie is so kind and loving , reliable and sweet to our Baby girl Lulu. Our girl loves her dearly and we can relax knowing Stephanie is with her . We feel so blessed to have found her as our sitter. Thank you so much Steph 🙂”
“Kierra was absolutely amazing!! She took great care of my cats while I was away. Any time she had a question she would contact me and go to extra efforts to make everything work. She is very responsive, flexible, and reliable. I highly recommend booking with her!”
The median cost per visit for dog sitting in Oldsmar is $20
Dog parents share their Rover experiences - Oldsmar
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 - Oldsmar
Select a filter and find qualifying sitters offering dog sitting.Sitters in Oldsmar average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Oldsmar
Frequently asked questions about Rover
The average cost for Dog Sitting in Oldsmar on Rover is $18.19 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 6,841 sitters on Rover offering Dog Sitting across Oldsmar. 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 Oldsmar 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 Oldsmar 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 Oldsmar 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 Oldsmar. On Rover:
- 90% of sitters can help with special care needs
- 95% 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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