Dog Sitting Oldsmar
Book a Oldsmar dog sitter to watch your dog in your sitter’s home or yours.
Over 218 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.
About: I love animals and have been surrounded by dogs and cats my whole life. Not only do I care for my two dogs (Gilbert and Bella!) but I have a lifetime of experience taking care of dogs and cats for my friends and family. I specialize in walking dogs and have experience walking in heavily populated areas, although I prefer to take dogs to parks and surround them by nature when I can. I am perfectly comfortable working with multiple dogs, but I am equally comfortable working with a single dog and keeping others from approaching if that is what the dog needs. Walking a dog is about what the dog needs, not what the people or surrounding dogs want. Sometimes that is a busy walk or trip to the dog park for socialization, and sometimes that is a quiet solo walk. Additionally, I am always prepared with snacks, water, and poop bags on my walks. I am also comfortable doing drop-in visits for some playtime, feeding, and/or a bathroom break. I am happy to provide the care that your pet needs! I work from home, part-time, so I have a very flexible schedule! I am happy to work with your pet in the early mornings, middle of day, or in the afternoon. I am available some evenings, but this fluctuates and might change day-to-day. I will always bring water, snacks, poop bags, and extra leashes & collars with me. I am happy to walk your dog by themselves or with other dogs. Similarly, I am happy to take your dog to a dog park for some off-leash exercise and socialization, but it is ultimately up to you! I am happy to accomodate whatever your pet needs.
About: As a lifelong dog lover and owner for 10 years, I’m now embarking on a new chapter after 24 wonderful years in Chicago. Following a long career in advertising sales, I’m seeking a slower-paced, more fulfilling path — one that lets me combine my reliability with my love for animals. At 49, I bring maturity, responsibility, and genuine care to every pup I watch, ensuring your they are looked after as if they were my own. Also, the doodle you see in some pics is my amazingly chill, gets along with every living thing, sidekick Lambeau. So please note your dog(s) must be okay with other dogs. I'm currently taking some time off and won't be going back to remote work until the fall '26, at the earliest. So I'm very flexible with my time at the moment. I live in an apartment complex (2 bed / 2 bath) with a huge unfenced grassy area off my lanai, that Lambeau and I call our own backyard. I also live across the street from John Chesnut park, in the Tarpon Woods area so Lambeau and I spend lots of time at that huge dog park and/or exploring the various trails. So if you're open to that as well, I'll gladly take your pup(s) over there for some adventures.
“Laura went above and beyond, even moving some packages that were delivered while I was away. Gunther was pleased to have Laura checking on him and giving the gifts of wet food and treats.”
About: I have loved and cared for dogs and cats my entire life, and would be happy to help take care of yours! I am comfortable with small, medium, large, and extra large sized dogs of all ages and have experience walking and pet sitting all sizes. I am an active person and thoroughly enjoy walking/swimming with dogs as well! My family raises seeing eye dogs for the blind, and working with such wonderful animals is a passion of mine. I understand that leaving a family member at home while you’re away can be difficult for both you and your dog, so I hope to alleviate some of that stress for you. Please feel free to reach out to me with additional questions. I am excited to meet you and your fur babies! I work from home and have a fenced yard! I can take frequent potty breaks and/or walks, and have the flexibility to be attentive to your pets needs throughout the day. I have a friendly black lab who loves everyone to keep your fur baby company. I also have a pool if your pup likes to swim!
“Jasmine was AMAZING!!! She took wonderful care of our sweet baby while we were out of town! Loved getting the updates and pictures from each visit! Highly recommend and would definitely use her again!”
About: I have a love for all animals big, small, young and old. I have 4+ years of professional pet caring experience and currently volunteer at an animal rescue weekly. I have managed a pet resort which included care for animals that were just there for the day or sometimes weeks at a time. The types of animals included puppies, senior dogs/cats, and dogs/cats that just need a little extra understanding and love. I have 3 dogs and 2 cats of my own and they have taught me that every single animal is different and truly understanding them isn’t something you learn in a book, you gain that knowledge by listening to them…and their humans of course! I am currently volunteering at an animal rescue and during the week I work with children in the afternoons. Emergencies happen, plans change and I am more than happy to help ease the stress that can come with finding care for your animals. While taking care of a dog in their own home, I know it is their space and I absolutely respect that. I do not interrupt the routine, and will do things just as they are done in their home so it is stress free.
About: I have a lot of experience caring for dogs and truly love spending time with animals. I am patient, responsible, attentive, and understand that every pet has different needs and personalities. I have a Husky of my own, so I have plenty of experience with energetic, playful, and strong-willed dogs. I am comfortable with feeding, walking, playing, giving attention, and making sure pets feel safe, happy, and cared for. I will treat your pet like my own. 🐾❤️ Pet care is my full-time commitment, so I have a very flexible schedule and plenty of time to dedicate to your pets. I’m available throughout the week and can provide the attention, care, exercise, and companionship your dog needs. I’m happy to work around your pet’s routine and specific needs. I provide a safe, clean, and comfortable environment for every pet in my care. I have experience caring for dogs, including my own Husky, so I understand the importance of patience, supervision, exercise, and attention. I will always follow your pet’s routine and specific needs.
“Helen did a great job with drop in visits for our dogs while we were staying in a motel. She was very familiar with area, which helped us a lot. Helen was on time for her visits and sent us pictures of our pups. We will definitely use her again.”
“She was awesome. Very professional abd caring . She wrnt above the call of duty when our front door lock would not open for her. She had our emergency contacts already notified and everything went smooth. She communicates quickly and help us feel better with leaving our newly adopted cat in her hands. She's great. Very sweet and very soft and gentle with the cats.”
About: I have extensive experience taking care of dogs. I have had 2 family dogs and have taken care of them ever since I was 12 years old. I’ve potty trained, walked, fed, and bathed them. I’m reliable, communicative, and committed to making your pet feel safe and happy while you’re away. I’m available on the weekends any time throughout the day. I am busy throughout the weekdays but I can also do evenings on Friday after 5 pm. I care for every dog like they’re my own—whether I’m stopping by your home or taking them out for a walk. I make sure each visit is filled with love, play, and attention to their routine. From potty breaks and water refills to belly rubs and tug-of-war, I tailor my care to fit your pup’s energy and needs. You’ll always get updates, photos, and peace of mind while you’re away!
“Jennifer was very attentive and patient with my ginger tabby. She kept up great communication, kept everything clean and well maintained and made every effort to make my baby comfortable. My cat was very well taken care of and I would absolutely recommend Jennifer to any one.”
“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!”
About: I have owned and taken care of dogs all my life. I have owned 7 dogs now over the last 4 decades. I have also had several friends and family ask me to watch their dogs for them. I have a full time work from home job that allows me plenty of available time to watch your pup! My wife is also work from home. Between she and I, the pup would have multiple people helping to care for your loved one. I have a fenced yard and also lots of safe street in my neighborhood. I also have a friendly dog in our family and 3 kids to help your pup feel welcome and keep your fur baby company. I have plenty of floor space inside if you prefer crating is needed. 7 Days a week. 24 hours a day. 365 days per year. My wife and I work from home. Very flexible and very available. If we go on vacation I have several good Sitter’s I will be able to share with you. I think of safety for your dog at all times. As a rover sitter Rover covers your dog with insurance. Also I have a fully fenced in yard. I use location monitoring attached to the collar. I use baby gates for indoor safety. I never accept a dog that will be unsafe for the warm, fun, safe culture we maintain around our home. Also I’m certified in Dog CPR and Dog First Aid. I’ve volunteered for pet adoption agencies including SPCA and other Dog Rescues. Other pet certifications include: PSI-CPPS, ESA, NAPPS, Dog Daycare Owner Cert by IAP, Pet Sitting Cert by Udemy, Fear Free Pet Sitter Cert. Plus over 40 years of experience sitting, fostering, adopting, and loving all kids of dogs.
About: I’ve had dogs since I was 2 years old. I love them. I love all animals. I treat my own like they are my children. NO spankings, ever, only positive reinforcement. Animals speak to you, if you just listen. I believe a dog and their owner have a special bond and trust based on routine and established habits, boundaries, and routines, and will follow any directions explicitly and with care. I’m here for you! I am free most any day or time, even odd hours or holidays. I need only a few hours notice, usually, in order to make a visit. I can only come to you or take your pup to a park or walk, as my apartment doesn’t allow for visitors, unfortunately. I can feed, water, give treats, play, walkies, cuddles, and of course lots of scratches and belly rubs! I even have a pet stroller if you have an older or disabled pet who wants to get out, but has issues walking!
About: I grew up with pets and have always loved caring for them. I enjoy giving each one attention, love, and care, treating every pet like they’re part of my family. I’m a recent college graduate who works at a hospital and have a few days off each week to spend loving on pets, playing with them, and making sure they feel happy, safe, and comfortable while keeping up with their usual routines! In my home, I have a friendly golden retriever who gets along with any dog and a cat who’s used to having other pets around. I have a big yard for play, though it is not fenced, so all outdoor time is supervised. We also live in a walkable, dog-friendly neighborhood, so pets get plenty of safe walks and outdoor adventures. I enjoy giving pets a part-time companion while making sure everyone has their own space and feels comfortable.
“Stephanie is fantastic! 🐶💕 I couldn’t have asked for a better person to watch over Domino. Stephanie has such a kind heart and went above and beyond each check in making sure Domino got lots of love and attention. She also sent amazing updates with pictures and details about their time together. Having Stephanie looking over Domino gave me such a big peace of mind that allowed me to enjoy my vacation worry free! 10/10 recommend Stephanie 🐾💌”
About: Hi! I’m Angelee, and I’ve spent the last 6 years ensuring pets stay happy, healthy, and tired out while their humans are away. Whether it’s a high-energy hike for your Lab or a patient, quiet visit for a shy senior cat, I tailor my care to every animal's unique personality. I currently work a full time 8 hours a day, so about every 8 hours I can take care of your pet and walk when I get home and feed. Before I leave for work I will feed and let out and play for a few until it’s time. I do not have a fenced in area but I do have a ground leash that give your pets the ability to run around and sniff out different areas.
About: I’m a hardworking and caring person who absolutely loves animals, especially cats and dogs. I’ve had plenty of experience caring for pets and pet sitting in the past, and I truly enjoy spending time with them. Dogs bring so much joy into life, and I’d love to bring a little joy into theirs while you’re away. I enjoy running and taking long walks, so if your dog loves exercise, I’d be more than happy to join them. Every dog deserves love, no matter their age, and it would be my pleasure to care for them. Cats, with their calm and unique personalities, hold a special place in my heart too. I’ll make sure your cats feel loved, respected, and cared for while you’re away. Thank you for considering me to look after your furry family members! I currently on a teacher on summer break and have open availability! So take that mid week trip to Disney or to a water park! I will respect the space that I am in. This is your pets territory so I will ensure that it is well respected. Making sure they feel comfortable and safe is my number one priority.
“Justine took such great care of my little man. He is a high energy dog with a medically restricted diet. It is very important to adhere to his feeding instructions. She did an amazing job caring for him and went above and beyond to make sure he was comfortable when he had some separation anxiety! Such a relief to have a dependable and trustworthy person to care for my boy!!!”
The median cost per visit for dog sitting in Oldsmar is $20
Dog parents share their Rover experiences - Oldsmar
Thank you so much. Bianca did a wonderful job took lots of photos of Bandit and kept me informed. She also had been super flexible as I went out for the weekend and was gonna stay the night but ended up canceling and she was very accommodating with her schedule. She’s the best!!! Would 100% recommend to family and friends.
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 $19 per visit as of October 2026. Most bookings cost between $15 and $28 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 6,895 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 .
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 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
- 93% 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 , 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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