Dog Sitting Oldsmar

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

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Over 204
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: 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 took great care of our cats.

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Catherine E.
Sitter Profile Image: Lydia & Emmitt J.
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Lydia & Emmitt J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
369 reviews
54 repeat clients
6 years of experience
Palm Harbor, FL, 34684

Lydia and Emmett are amazing! They are very communicative and send the most adorable pictures. They are true animal lives and I will never hesitate to leave my beloved pups in their care. If you haven’t booked them yet- do it! You won’t be sorry.

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Joanne T.
Sitter Profile Image: Amber B.
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Amber B.
from
$22
per visit
5.0 out of 5 stars
77 reviews
24 repeat clients
25 years of experience
Tampa, FL, 33635

Amber is awesome. She took great care of our dog and played with her while we were gone. She updated us every visit and cleaned up her potty accident. Will definitely utilize her services again.

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Chris Z.
Sitter Profile Image: Gracie L.
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Gracie L.
from
$20
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
7 years of experience
Tampa, FL, 33626

Gracie is reliable, trustworthy, and a great communicator. Lucy is always happy and well cared for after every visit. We really appreciate the updates and the peace of mind knowing she's in such good hands. Highly recommend!

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Todd S.
Sitter Profile Image: Maureen T.
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Maureen T.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
44 reviews
16 repeat clients
35 years of experience
Oldsmar, FL, 34677

We are so thankful to have Maureen care for our pup. Very professional and caring. We couldn’t ask for a better person to care for our Teddy.

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Sue S.
Sitter Profile Image: Alyssa S.
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Alyssa S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
2 years of experience
Clearwater, FL, 33761

This was the first time Alyssa took care of my cat, and she was awesome! My cat is usually shy around strangers but he took to Alyssa right away. Alyssa went above and beyond to make my cat feel comfortable and loved while also sending me lots of pictures and updates. Would highly recommend!

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Jenny C.
Sitter Profile Image: Heidi H.
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Heidi H.
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Oldsmar, FL, 34677

About: I've pet sitted up North for years, a recent move South has me looking to do the same. Dogs and cats were what I did most but I've had a wide variety of pets myself. I am waitressing currently, so I do shift work. It gives me a lot of free time to do this. My kids are grown so I have more time to spend with fur babies. I have stayed at several peoples homes over the years and hung out/walked/played with and kept safe their fur babies so they could travel without worry.

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

Excellent experience with Lisa! Thorough feedback, updates, and plenty of photos throughout the week! I would definitely trust Lisa with my kitties again.🙂

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Kate D.
Sitter Profile Image: Barbara B.
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Barbara B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
54 reviews
19 repeat clients
30 years of experience
Oldsmar, FL, 34677

Barbara has been so great! Our dog is very timid of new people and she had taken her time with him and been able to win him over. We are so thankful we have found someone to care for our sweet boy!

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Danielle B.
Sitter Profile Image: Tuany L.
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Tuany L.
from
$18
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
16 years of experience
Winding Wood, Safety Harbor, FL, 34695

About: Im a huge animal lover! I was born and raised in Brazil and grew up around different kind of animals. I have experience taking care of old and young dogs and I know they need different kind of attention. I will take great care of your fur baby like it’s my own. I love all kind of dogs no matter the size, breed or health conditions. I will walk, feed, play and give as much love as he needs. I can take him to walk on the beach, run in a park or just play with his favorite toys. I will make sure he feels safe while you are away. I would love to meet you and understand your dog needs. Message me today and we can coordinate a time to meet. Pet care fits naturally into my daily routine! I work from home Monday to Friday, and my flexible schedule allows me to provide plenty of attention and care for pets. Since I spend a lot of time in front of the computer, I enjoy taking break walks throughout the day—perfect for giving dogs some exercise and fresh air. On weekends, I love exploring parks, the beach, and different playgrounds with my son, so if your pup enjoys outdoor adventures, they’ll fit right in! Whether it’s playtime, walks, or cuddle sessions, I make sure pets feel comfortable and loved while in my care. In my home, I provide a safe and comfortable environment for pets. I have a fenced backyard where dogs can play and stretch their legs, and my street is lined with trees for shady, enjoyable walks. I’m also walking distance from Enterprise Dog Park, so if your pup enjoys socializing and running around, we can make that part of their routine (with your approval). I tailor care to each pet’s needs, whether that means frequent potty breaks, playtime, or just a cozy space to relax. My goal is to make every pet feel at home and well cared for!

Sitter Profile Image: Megan M.
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Megan M.
from
$19
per visit
5.0 out of 5 stars
10 reviews
5 years of experience
Tampa, FL, 33635

About: I’ve grown up around animals and caring for them comes naturally to me. I have a 8-month-old puppy, volunteer with shelter dogs through the Humane Society’s Dog Day Out program, and have cared for a bearded dragon for three years. I love adapting my care to each pet’s needs and treat every animal like family. I’m currently in graduate school to become a physical therapist, so staying active is important to me. Walking dogs is one of my favorite ways to take a break from studying and reset. Whether it’s a quick stroll or a longer walk, I love getting outside and giving dogs the exercise and attention they need. Your pet’s safety and comfort always come first. I follow routines closely, pay attention to their needs, and make sure they’re secure and comfortable whether we’re at home or out on a walk. My goal is to give you peace of mind while providing reliable, loving care.

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

I had a fantastic experience with Adriana! She was punctual, respectful, and incredibly trustworthy, which gave me complete peace of mind while I was away. My dog, Shirley, can be a bit particular, but she absolutely loves Adriana—which says a lot! It’s clear she has a natural way with animals, and I appreciated how attentive and caring she was. She followed all instructions perfectly, and I never had to worry about Shirley’s safety or happiness. I will definitely be booking her again and highly recommend her to anyone looking for a reliable and compassionate pet sitter!

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Sarah A.
Sitter Profile Image: Samantha A.
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Samantha A.
from
$15
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
22 years of experience
Tampa, FL, 33635

Samantha went over and above to take care of my two cats. I was completely at ease while I was away, did not waste one minute worrying about them because I knew they were in great hands! I would definitely ask Samantha to come back next time we need someone to take care of Apache and Smokey.

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Patricia K.
Sitter Profile Image: Kelly M.
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Kelly M.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
53 reviews
13 repeat clients
40 years of experience
Tampa, FL, 33615

Kelly was fantastic! She did so great with my two kitties. They are both pretty shy, but Kelly did a great job letting them warm up to her and didn't rush into trying to pet them. One of my cats constantly hides, and by the last day, she actually came out of her hiding spot! I will definitely use her again. Thanks Kelly!

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Heather W.
Sitter Profile Image: Susan C.
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Susan C.
from
$25
per visit
5.0 out of 5 stars
22 reviews
10 repeat clients
20 years of experience
Oldsmar, FL, 34677

Susan did a great job watching our 3 cats! She did 4 drop ins while we were away traveling for the holidays. We came back to a perfectly clean apartment and happy kitties. This was our first time using Rover and it was well worth it. Thanks so much again, Susan!

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Kaylin K.
Sitter Profile Image: Peyton S.
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Peyton S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
82 reviews
29 repeat clients
10 years of experience
Clearwater, FL, 33761

Wow, what a great job Peyton did with my 2 dogs! She went above and beyond. She was able to take my puppy, who is extremely energetic, on a long walk, and my pup is a real puller and pretty strong. I feel confident that my fur babies are in good hands while I am away from home. I am going to book her again for tomorrow morning. 😊

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NoName
Sitter Profile Image: Holly J.
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Holly J.
from
$20
per visit
15 years of experience
Safety Harbor, FL, 34695

About: With two cats of my own, I am dedicated to the love and care each dog needs and deserves. I have also owned multiple dogs the past 20 years and am dedicated to providing love and care. I am able to provide pet care during the weekends and evenings during weekday. I can provide midday care on Mondays and Fridays as well. I ensure to always follow the per owners instructions first. I am thorough and dedicated to providing the best care, service and attention to any animal under my supervision.

Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
211 reviews
31 repeat clients
5 years of experience
Clearwater, FL, 33761

Amanda was great, she sent great pictures and kept us updated on every visit, and we communicated if there were any questions so there were no issues. My cat and bunny seemed happy!

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Christopher B.
Sitter Profile Image: Shelly T.
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Shelly T.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
9 years of experience
Oldsmar, FL, 34677

Very good communication and photos would recommend to anyone

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Thomas H.
Sitter Profile Image: Jenny D.
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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.
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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

Bianca was remarkable. She cared so well for our two dogs and gave us all the peace of mind to enjoy our vacation. Her communication was 10/10 and we loved all the photo updates she sent. Highly highly recommend :)

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Hannah M.
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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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. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 $18.87 per visit (as of July 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 July 2026, there are 6,926 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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