Dog Sitting Oldsmar

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

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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.

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Sitter Profile Image: Paula C.
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Paula C.
from
$20
per visit
1 year of experience
Oldsmar, FL, 34677

About: While I’m just starting professionally, I’ve always loved dogs and have one of my own who means the world to me. Caring for my own pup has taught me patience, responsibility, and how much love and attention dogs truly need. I may not have formal experience yet, but I bring genuine care, energy, and a deep love for all dogs to every walk and playtime. I’ll treat your pup like family because that’s what they are. I’m excited to get into pet care not just as a job, but because it’s something I truly enjoy and feel passionate about. I’m a full-time college student and also work full time, but my schedule is very flexible. I’m usually available after noon most days, and sometimes before 3 PM, depending on whether I have an opening or closing shift at work. I’m committed to working diligently to fit in any and all pups that need me, and I’ll do my best to accommodate your dog’s needs with care and consistency. At home, my dog and I enjoy daily walks, usually twice a day, and we always make time for play before and after work. He’s truly part of the family and gets all the love and attention he deserves, and I believe every pup should have that same level of care. I’ll make sure they always feel safe and loved, I always prioritize each dog’s comfort, routine, and happiness as if they were my own.

Sitter Profile Image: Melissa U.
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Melissa U.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 357 reviews
141 repeat clients
10 years of experience
Palm Harbor, FL, 34685

“As a first-time Rover user, I am impressed with my experience with Melissa! I have two needy cats, one of them needing additional medical care due to being a senior. Melissa was prompt, thorough, and made sure my cats stayed as in-routine as possible while we were away for a couple of days. She would message me when she would arrive or leave and provided a full report card of their activity (including some amusing photos) during each drop-in, which gave me peace of mind. I would recommend Melissa to anyone needing pet care, and I will use her again in the future when I need someone to keep my lonely cats company while we’re out of town.”

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Sara V.
Sitter Profile Image: Lisa R.
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Lisa R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 123 reviews
26 repeat clients
26 years of experience
Safety Harbor, FL, 34695

“Lisa was amazing! This was my first time using this app and it far exceeded my expectations. Lisa sent us daily pictures and updates that made missing our kitty so much easier 💚 I felt like my cat was in the absolute best care possible and we are so grateful to Lisa. I can't recommend her enough! We will certainly use her again the next time we leave town. Thank you Lisa!!”

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Julia M.
Sitter Profile Image: Avery B.
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Avery B.
from
$14
per visit
2 years of experience
Oldsmar, FL, 34677

About: I have pet sit for about two years through family friends, I am reliable, responsible and fun! I enjoy helping my community with pet care! I work M-SAT, but once I am out of work I go straight to pet sitting when needed. I still fit it in my routine! I care for clients pets in their homes. I am good with their feeding schedules, as well as going on walks or outside and playing!

Sitter Profile Image: Kate R.
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Kate R.
from
$20
per visit
4.5 out of 5 stars
• 3 reviews
12 years of experience
Oldsmar, FL, 34677

About: I have volunteered at pet shelters, boarded and babysat dogs, and have encountered all different types of behaviors. All of them need love and attention. I’m working part time remotely and have plenty of time to take care of pets. I am available everyday of the week to follow any schedule or routine that your pet might need. I can take pets on short or long walks, spend time with them, and adhere to any routine that your pet finds comfortable. I can keep you updated on your pets day as well.

Sitter Profile Image: Dylan G.
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Dylan G.
from
$15
per visit
5 years of experience
Clearwater, FL, 33761

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.

Sitter Profile Image: Regan C.
Verified Enhanced Background Check
Regan C.
from
$15
per visit
4 years of experience
Oldsmar, FL, 34677

About: I’ve been pet sitting for about 4 years now. I love any animals, and am happy to help with yours!! I’ve also taken care of tortoises, bearded dragons, fish, hedgehogs, birds, and hamsters as well!! I work part time and am a full time student, I only go to school two days a week so I have plenty of free time during the weeks and between school and work to hang out with your pets!! I always be sure to keep eyes on your pets to make sure they’re not getting into anything and I take them out often, make sure they’re always fed and walked, and i love to play with them as well!!

Sitter Profile Image: Barbara B.
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Barbara B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 55 reviews
20 repeat clients
30 years of experience
Oldsmar, FL, 34677

“Barbara is amazing! Had her come by for a visit to get my dog more comfy with her watching him overnight next week. She’s so loving and compassionate towards him.”

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Rebeca D.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
• 220 reviews
33 repeat clients
5 years of experience
Clearwater, FL, 33761

“Amanda is such a wonderful cat sitter. She allows me to actually enjoy my vacations away from our beloved cats because she is so reliable, trustworthy, communicative, and connects with our shy, anxious kitties. They absolutely adore her and she takes the best pictures. My shy, skittish cat sat on her foot last visit!!! This is a big deal. I couldn't recommend Amanda more highly!”

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Kayla K.
Sitter Profile Image: Laura P.
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Laura P.
from
$14
per visit
5 years of experience
Palm Harbor, FL, 34684

About: Lifelong dog and cat owner! Trusted with shy pets and have consistently earned praise for building quick connections with lovely animals that usually dislike strangers! I’m currently working part-time at the zoo so I’ll have plenty of time to hang out with your babies and care for them! I can crate your pets if necessary, provide treats (that you’ve authorized), and give them plenty of attention! I’ll also adhere to all the rules provided for the care of your babies.

Sitter Profile Image: Adriana D.
Verified Enhanced Background Check
Adriana D.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 44 reviews
18 repeat clients
15 years of experience
Palm Harbor, FL, 34683

“Adriana was great!. She hit if off immediately with my three-month old Shihpoo, and her first visit had accompanying photos and a report of Roisin's activities. I will use her again!”

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Rowena M.
Sitter Profile Image: Gracie L.
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Gracie L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 15 reviews
5 repeat clients
7 years of experience
Tampa, FL, 33626

“Great job, Gracie- our kitties were healthy and happy when we came home!”

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Kristen M.
Sitter Profile Image: Elyse D.
Verified Background Check
Elyse D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 37 reviews
20 repeat clients
25 years of experience
Misty Springs, Clearwater, FL, 33761

About: My first job, at age 12, was pet sitting/dog walking. I've had pets my entire life ranging from dogs and cats to rodents, fish, and reptiles. I currently have 4 cats. I have experience with older dogs and cats as well kittens and puppies. I've also spent years working in customer service so no request will be too much. I have plenty of time for walks and playtime. I can keep up whatever routine your pet is used to. I live near a dog park and can take your pup if they like to play with other dogs If your dog doesn't like cats, my cats can easily be kept separate in my room. They spend most of their day sleeping in there anyway

Sitter Profile Image: Dorothy M.
Verified Enhanced Background Check
Dorothy M.
from
$15
per visit
1 repeat client
1 year of experience
Tampa, FL, 33635

About: I am a dog lover looking to give you exceptional service! I have a 75lbs pit bull mix who is the love of my life. I love all dogs and would love to care for yours! I work as a server so my hours are short and very flexible. I’m good for drop ins and overnights as your pet will not be alone for long. I’m usually always with my pet. From morning walks, to breakfast, to midday cuddles, to afternoon walks, to dinner time, to late night cuddles. I’m typically against crating unless I am not able to supervise. I love just having the dog around and playing with them

Sitter Profile Image: Regina B.
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Regina B.
from
$23
per visit
4.9 out of 5 stars
• 39 reviews
13 repeat clients
16 years of experience
Oldsmar, FL, 34677

“Regina was wonderful to my sweet Casper while I was away. Highly recommend!”

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Kimberly H.
Sitter Profile Image: Jenny D.
Verified Enhanced Background Check
Jenny D.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Oldsmar, FL, 34677

“My pets love Jenny! She is is a great pet sitter!”

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Melanie T.
Sitter Profile Image: Jayden G.
Verified Enhanced Background Check
Jayden G.
from
$25
per visit
5.0 out of 5 stars
• 49 reviews
14 repeat clients
5 years of experience
Westchase, FL, 33626

“Jayden did a great job watching our two poms. We would recommend her!”

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JeffandSheila T.
Sitter Profile Image: Donna M.
Verified Enhanced Background Check
Donna M.
from
$25
per visit
5.0 out of 5 stars
• 92 reviews
21 repeat clients
7 years of experience
Tampa, FL, 33635

“Great care again with Donna! She’s really winning over our shy kitty and the others already love her! Very thorough, caring and great communication!! Highly recommend Donna for your pet care needs!!”

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Karen P.
Sitter Profile Image: Deanna M.
Verified Enhanced Background Check
Deanna M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 39 reviews
3 repeat clients
18 years of experience
Tampa, FL, 33625

“Luna and I were very happy to meet you today! Luna was at ease and happy during our meet up! Luna is looking forward to see you again this weekend! Thank you so much!”

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Kelly C.
Sitter Profile Image: Adriana J.
Verified Background Check
Adriana J.
from
$30
per visit
5.0 out of 5 stars
• 115 reviews
27 repeat clients
12 years of experience
Tampa, FL, 33635

“Kind and dependable my babies absolutely love her!”

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Yolanda R.
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The median cost per visit for dog sitting in Oldsmar is $20

Dog parents share their Rover experiences - Oldsmar

1 / 1
5.0 out of 5 stars

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.

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William H.
Drop-In Visits
5.0 out of 5 stars

Jayden was outstanding. She did such a great job taking care of our 2 dogs! She was reliable and her communication was excellent! Would highly recommend Jayden!!

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Dana H.
Drop-In Visits
5.0 out of 5 stars

Excellent dog walker! Reliable, professional, and a great communicator. Lucy loves her, and we always know she's being well cared for. She also takes great pictures that brighten our day. Highly recommend!

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Todd S.
Drop-In Visits
5.0 out of 5 stars

Great experience with Lillian. She walked my dog while I was gone. She was very reliable and showed my dog great attention.

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Susanne S.
Drop-In Visits
5.0 out of 5 stars

Lana is incredibly reliable, a great communicator, and cares deeply about our dog. We always feel confident knowing our dog is in such good hands. Highly recommend!

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Todd S.
Drop-In Visits
5.0 out of 5 stars

Lisa is a wonderful sitter amd my boys love seeing her. Her updates are thorough with tons of photos! We are so glad she was able to watch our babies this weekend. Highly recommend to other pawrents.

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Jaclyn S.
Drop-In Visits
5.0 out of 5 stars

Colton did a great job!! One of my dogs is a big barker and Colton has a good touch with hyper dogs. He’s always on time and uses the 30 minute drop-in fully to servicing the dog. I would recommend him for future visits.

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Jacob B.
Drop-In Visits
5.0 out of 5 stars

The BEST rover pet sitter we have booked. Our pets love her and we had piece of mind knowing they were in good hands!

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Daniel V.
Drop-In Visits
5.0 out of 5 stars

Olga is very attentive and caring. She knows exactly how to handle your puppy and any situation that may arise. Highly recommend!

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Gagan S.
Drop-In Visits
5.0 out of 5 stars

Stephanie is great! Super friendly and communicative. The pups loved her. We’ll definitely be contacting her again in the future! ☺️

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Christina D.
Drop-In Visits
5.0 out of 5 stars

Thanks Amber for your excellent care of Mia and your quick response! Super appreciate all your help! Linda P.

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Linda P.
Drop-In Visits
5.0 out of 5 stars

Cloe went above and beyond for Koko and Frosty… both have disabilities and she took great care of them while i was out of town! Always on time! Thank you Cloe!

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Johanna C.
Drop-In Visits
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  • 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?

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  • 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. 1. Search

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Popular requests for dog sitting - Oldsmar

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Sitters in Oldsmar average 6
repeat dog sitting clients

FAQs for Dog Sitting - Oldsmar

Frequently asked questions about Rover

The average cost for Dog Sitting in Oldsmar on Rover is $18.73 per visit (as of September 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 September 2026, there are 6,942 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
  • 96% 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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