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

Over 147 pet parents in Oldsmar have booked dog sitting
Oldsmar, Find top rated dog sitting
“Linda is always so flexible with being able to walk my dog at the last minute. She is very communicative and makes me feel comfortable when I have a day of plans and cannot take my dog out ❤️”

“Daria is reliable and so friendly! Her love for dogs is evident and she cares for my pup so well. She updates me with messages and photos. Definitely will be a repeat customer! Thank you, Daria!”

“Pamela was nothing short of amazing. She stopped by to meet us beforehand to make sure we were comfortable with everything and to make sure she knew exactly what Montgomery needed while we were gone. Would recommend over and over!!”


About: I have had a lot of experience caring for dogs throughout my life with all sizes and breeds. My wife and I work full time from home and able to give a lot of love. She is the "run & play" and I am the "snuggle and cuddle." We have a small rescue puppy who loves to play hard and sleep hard. We do lots of walks and she gets along great with other dogs. We will always do a meet-and-greet before we confirm to watch your pup to make sure it is a good fit. My wife and I are both working full time at home with a lot of flexibility. We try to keep a quiet, easy going home during work hours and playtime or walk every two hours. We are happy to have pups in the bed, furniture, etc. We do request a meet and greet but mostly so we get to know your pup!
“Alex was AMAZING, prompt and our pups loved her. She played with them, ran with them, walked them and made them happy as can be. She even took the time to share photos & a video to put our minds at ease. We are so happy to have found her 🙏🏽🤍”

“Lisa did an amazing job with my babies! It’s not easy finding someone who can deal with a diabetic cat but she did great! She sent lots of pics and videos so I could see that they were well cared for. Even my shy cat warmed up to her right away. I will definitely be using Lisa again! Highly recommend!”

About: I have taken care of dogs in my neighborhood for the past 15 years. And have been a proud father of five dogs myself. I pride myself in meeting the needs of my clients. I am a big proponent of compassion, patience, and reliability. My word is everything to me, and all that I ask is allow me the opportunity to earn your trust. Your animal family member will be treated as one of my own. I am reliable and punctual to a T. My availability is flexible. I am available Monday through Sunday and during any times of the day. As long as you can provide me with enough time, I can make it happen. It will be my mission to meet the needs of your friendly companion. They will be cared for as my own. The time I am of service are to be dedicated to the pet. Ensure they are well fed, nourished, and receive ample excercise as directed.
About: I've been caring for dogs since I was 8 years old and have always had a love for animals. Growing up, I had both dogs and cats, and I've also had cats throughout my adult life. While I don't currently have any pets of my own, I truly enjoy spending time with animals and caring for them as if they were part of my family. I'm a stay-at-home mom to two wonderful children, which gives me a flexible schedule and plenty of time to provide attentive, loving care to your pets. I also think it's important for my children to learn responsibility, kindness, and compassion toward animals, so I love giving them opportunities to safely interact with and help care for pets. Whether your pet needs walks, playtime, cuddles, feeding, or simply companionship while you're away, I would be honored to care for your furry family members and make sure they feel safe, happy, and loved. As a stay-at-home mom, pet care fits very naturally into my daily routine. I have a flexible schedule and spend most of my time at home, which allows me to give pets plenty of attention, supervision, and care throughout the day. My days are already centered around creating a safe, active, and nurturing environment for my children, so adding a pet into our routine is seamless. We spend time outside playing, going for walks, and enjoying fresh air, and your pet would be welcome to join us for those activities if they enjoy them. Whether your pet loves exercise and playtime or prefers a quieter environment with companionship and cuddles, I can easily accommodate their needs. Because I'm home throughout the day, I can stay consistent with feeding schedules, potty breaks, walks, medication administration if needed, and plenty of affection and attention. My goal is to make your pet feel comfortable, loved, and part of the family while they're in my care, while also maintaining the routines they're used to at home. When caring for pets in my home, my priority is making sure they feel safe, comfortable, and loved while maintaining as much of their normal routine as possible. I'm a stay-at-home mom, so your pet will have plenty of supervision, attention, and companionship throughout the day rather than being left alone for long periods. We have a large, fully fenced backyard where dogs can safely play, explore, and get exercise. My family also enjoys taking evening walks together, and if your pet enjoys walks, they are welcome to join us. Throughout the day, I make sure pets have access to fresh water, receive meals according to their regular feeding schedule, and get plenty of opportunities for bathroom breaks, exercise, playtime, and affection. I understand that every pet is different, so I do my best to follow the owner's instructions regarding feeding, routines, medications, exercise, and any special needs. Whether your pet is energetic and playful or prefers a quieter environment, I will make sure they receive the care, attention, and love they deserve while they're in my home.
“I am so happy with Piper and her first visit with my dog Lucy. Communication was amazing. Piper sent the sweetest pictures and it allowed me to just relax and enjoy my day away knowing that Lucy was getting so much attention. I will certainly be rebooking!!”


“Jordyn went above and beyond during our time away and made our cats feel very comfortable. She offered to watch them out on the lanai which I’m sure they loved, brought in packages, and was extremely thorough with asking questions and following instructions. Will definitely rebook!”

“Michele did a great job taking care of my elderly cat who can't walk anymore. I was worried and felt guilty about going out of town for a couple days but she kept my mind at ease with updates for every visit. Definitely recommend.”

About: I have had dogs my entire life, always taking care of them and loving them. I would call myself an animal whisperer as my energy is calming. Having experience and knowledge of animals and breeds, how to care for them with love and respect. I am available for your pet needs whether that be walking, feeding, or house sitting. I look forward to creating a connection with your furniture baby. With your instructions, I will care for your pet as if it were my own, giving it the love and attention needed. I am respectful of your home and space.
“This is the second time Jennifer has taken care of our cat, Ozzy. She’s always dependable and takes great care of him while we’re away. She’s always makes sure he’s well fed and cares for and sends us daily updates to let us know he’s doing well!”

About: I’ve taken care of and walked dogs since 2019! At the time I was living on base, so it was primarily for base population! I am a dog auntie to my best friend’s pup who i watch and play with whenever she is away. I am looking forward to meeting your pupper!! I’m currently in between jobs at the moment, so I’m fairly flexible! When I am back to work I am typically available randomly throughout the week, but I’m sure we can work something out! I can easily crate pups if needed, I will do treat rewarding (if that is how the client prefers), plenty of exercise/play time and ensure bathroom breaks are taken within a timely manner!
About: I’ve had dogs my entire life and have always enjoyed caring for them. I’ve also worked at a dog boarding and daycare facility, which gave me experience with dogs of different breeds, sizes, personalities, and temperaments. Outside of that, I’ve regularly watched dogs for friends and family. I’m comfortable caring for reactive dogs, dogs who need a little extra attention, and special-needs dogs who require medication. I understand that every dog has their own personality and needs, and I make it a priority to provide patient, attentive, and loving care. I currently work Saturday through Monday, which leaves me available Tuesday through Friday for pet care! I have flexibility throughout those days and am happy to work with your schedule whenever possible. I understand that every pet has their own routine, so I’m happy to coordinate visits and care around their needs. I’m also happy to discuss scheduling in advance to make sure everything works smoothly for both you and your pets! I prefer to watch pets in the clients home. I get up in the morning and let the dogs outside if that means taking them for a walk or just letting them in a fenced yard. After they’re fed i can adjust to however active your dog is. We can either go in adventures or sit in the couch all day it’s fine with me!
“Avary is a bright and communicative person with a such wonderful positive energy. Her care of my furbabies was great (and professional), and she was especially attentive to the fact that we just moved to a new place. She was patient and reassuring to them, which made me feel all the more reassured and confident while I was away. Couldn’t have asked for a better sitter!”

About: Hi, I’m Ocean! I’m a Veterinary Technician with over 13 years of hands on experience caring for dogs, cats, and other animals. Working in veterinary medicine has given me the knowledge and confidence to care for pets of all ages, personalities, and medical needs. Whether your pet is energetic and playful, a senior who needs extra patience, or requires medications or special care, you can feel confident knowing they’re in experienced hands. My top priorities are always your pet’s safety, comfort, and happiness. I understand that every pet is unique, so I take the time to learn their routine, provide plenty of love and attention, and keep you updated with photos and messages while you’re away. I treat every pet like they’re my own because I know they’re family. I look forward to meeting you and your furry family members! Pet care is a part of my daily and weekly routine because I already work full-time as a veterinary technician. I’m used to structuring my days around animal care, including feeding schedules, medication times, monitoring behavior, and making sure each pet gets the attention they need. On a typical day, I’m already in a rhythm of caring for multiple animals, so adding pet sitting or drop-ins fits in smoothly before or after work, as well as on my days off. I’m very organized and plan ahead to make sure each pet in my care gets consistent, reliable attention. I’m a calm, reliable, and detail oriented person who understands that every pet has their own personality and needs. Whether your pet needs extra patience, a specific routine, medication, or just some loving attention while you’re away, I’m happy to help. I know how important it is to trust the person caring for your pets, and my goal is to give you peace of mind while making sure your pet feels right at home.

About: Hi! I’m a Pinellas County local returning after spending several years abroad. This past year while living in Germany, I’ve had the absolute privilege of caring for more than 40 pets via Germany’s leading pet-sitting app, where I take great pride in maintaining a 5 star rating and building trust with more than a dozen pet parents that chose to rebook me again and again. I have experience caring for breeds large and small, and pets young and old. From an elderly chihuahua to an 8-week-old Rhodesian Ridgeback, I’ve developed an expertise in understanding dogs of all ages and sizes, interpreting their needs, and ensuring their ultimate comfort and happiness while they’re in my care. I have experience caring for as many as 3 dogs at once, as well as house sitting overnight in the pet’s home and boarding pets over night in my own home. My favorite part of pet sitting is the relationships I get to build with both my pets and their parents. :) Thank you for considering my services—please reach out with any questions! I work remotely for myself, which allows me ultimate flexibility to adapt and coordinate to your schedule and your pet’s needs! My pet parents frequently comment on how helpful it is to them that I’m frequently available for last-minute bookings, as well as maintain flexibility to shift my schedule around, extend time, etc. as needed. The pet’s comfort is my first and foremost priority, which means that the first thing that’s required is that I build trust with the pet. This starts by me asking several questions about the pet, which I will use to adapt my approach to trust-building with your pet (playing with a favorite toy, treats, or simply sitting together at first—every pet needs something different!). I ensure that I stick to the schedule or routine that they are used to, and make sure to send lots of pictures and updates so that you’re always kept in the loop!
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.
How to book dog sitting

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 Dog Sitting - Oldsmar
Frequently asked questions about Rover
The average cost of Dog Sitting in Oldsmar is $22 per visit as of November 2026. Most bookings cost between $12 and $32 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 November 2026, there are 6,941 sitters on Rover offering Dog Sitting across Oldsmar. 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 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 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 Meet & Greet.
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:
- 89% of sitters can help with special care needs
- 93% 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 cancellation policy, 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.







