Dog Sitting Oldsmar

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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.

1 / 1
Sitter Profile Image: Alexandra M.
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Alexandra M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
145 reviews
25 repeat clients
20 years of experience
Palm Harbor, FL, 34683

alexandra is so siiiiick in the best way! even my most antisocial kitties love her and greet her on arrival 😳 she is always very attentive and provides great notes on her visits :) always my go to girl!

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Elizabeth F.
Sitter Profile Image: Donna M.
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Donna M.
from
$25
per visit
5.0 out of 5 stars
91 reviews
21 repeat clients
7 years of experience
Tampa, FL, 33635

Donna has been an absolutely amazing caregiver for our cat! Poly enjoyed every minute of her time with her. We really appreciated the multiple daily pictures and detailed messages from Donna about Poly each day. She went above and beyond expectations and provided peace of mind to us while away. We will be using Donna again in the future and would highly recommend her to anyone looking for quality care for their fur babies.

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Kimberly M.
Sitter Profile Image: Colton D.
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Colton D.
from
$17
per visit
5.0 out of 5 stars
60 reviews
30 repeat clients
15 years of experience
Tampa, FL, 33626

Once again I was proud to use Colton take care of my two maniac dogs. He checked in promptly when the app when a little haywire and made me feel at ease knowing he had them taken care of. I'm probably going to use his service again next month I feel that confident in him. Thank you!

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Joseph C.
Sitter Profile Image: Julia & Eric S.
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Julia & Eric S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
98 reviews
39 repeat clients
18 years of experience
Seminol Heights, Tampa, FL, 33604

Julia was amazing who agreed on a last minute booking! She watch my precious baby boy while I was at a 12 hr shift! Finding someone that is able to care for a kitten and knowledgeable in medication administration was a relief, made my mind race less and made the weight on my shoulder weigh a little less :) thank you Julia!

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Kayla M.
Sitter Profile Image: Jennifer T.
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Jennifer T.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
20 reviews
14 repeat clients
32 years of experience
Tampa, FL, 33635

Jen was absolutely perfect! Thank you so much for taking such wonderful care of both Parker and Emma. We truly appreciate everything. Jeff & Kim

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Kim & Jeff L.
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: 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: Kierra J.
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Kierra J.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
41 reviews
19 repeat clients
1 year of experience
St. Petersburg, FL, 33716

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!

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

Melissa is wonderful! Our cats are very shy, but we always feel at ease knowing they’re in good hands. Melissa takes great care of them - they’re well-fed, calm, and everything is always clean and tidy when we return. We really appreciate her attention to detail.

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Maksim G.
Sitter Profile Image: Cristina R.
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Cristina R.
from
$20
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
Oldsmar, FL, 34677

About: I’ve been caring for animals my entire life and have always had a deep love for them. Growing up, I was the person friends, family, and neighbors trusted to pet sit, and that’s continued into adulthood. I’ve also worked at a doggy daycare, where I gained hands on experience caring for multiple dogs, understanding different temperaments, and maintaining a safe, structured environment. I have experience with large breeds and am comfortable handling big dogs, as well as administering medication when needed. I’m comfortable with pets of all sizes and I understand how important it is to keep them safe, happy, and on their normal routine. I treat every pet like they’re my own and make sure they get plenty of attention, care, and love while you’re away. I have a flexible schedule and work from home, which allows me to give pets consistent attention throughout the day. Because I build pet care into my daily routine, I’m able to stay attentive, stick to your pet’s schedule, and make sure they’re comfortable and well cared for while you’re away. I provide a calm, structured home environment and intentionally care for only up to two families at a time, allowing every dog to receive plenty of individual attention, love, and care. I offer complimentary meet and greets before every boarding stay so we can get to know each other, discuss your pup’s routine, and make sure we’re the perfect fit. Your pet’s safety, happiness, and comfort are my top priorities. I follow your dog’s normal routine as closely as possible, including feeding schedules, potty breaks, walks, medications (if needed), and bedtime routines. Your pup will enjoy supervised playtime in my spacious backyard, walks, enrichment, plenty of love and attention, and a calm home environment. If they get muddy or messy during their stay, I’m happy to give them a bath with your permission. I provide a clean XL crate and cozy dog bed for dogs that are comfortable using one, but I understand every dog has a different routine. If your pup normally sleeps in bed and you’re comfortable with it, they’re welcome to snuggle up with me at night. My goal is to make every guest feel as safe, loved, and at home as possible. You’ll receive photo updates throughout the day, plus a bedtime photo each evening so you can relax knowing your best friend is happy and well cared for. If I ever notice anything out of the ordinary, I’ll contact you right away.

Sitter Profile Image: Deanna M.
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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

Deanna was able to accept a last minute booking to watch our Luna, allowing us to spend more time at parents weekend with our daughter at college. We really appreciate Deanna’s photos and updates of our Luna! Thank you Deanna!

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Kelly C.
Sitter Profile Image: Kallie P.
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Kallie P.
from
$16
per visit
5.0 out of 5 stars
52 reviews
24 repeat clients
13 years of experience
Clearwater, FL, 33760

Kallie came by several times a day to check in on our dogs while we were out of town. She fed them, walked them, and played with them. She kept us updated the entire time and sent pictures during her visits, which we always looked forward to. When we came home it was clear they were happy and well taken care of. We would definitely use her again! Thank you!! 😊

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Madison F.
Sitter Profile Image: Sherri K.
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Sherri K.
from
$25
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
40 years of experience
Tampa, FL, 33625

Sherri was helpful and very caring towards Sandy during the drop in visits we booked. She was attentive to details and showed her experience with dogs. Definitely recommend!

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Connie E.
Sitter Profile Image: Angela H.
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Angela H.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
32 years of experience
New Port Richey, FL, 34655

I can't say enough positive things about Angela. She was able to accommodate my last minute trip. She kept in contact throughout the day, provided adorable updates and pictures. Even though I was out of town, I felt my animals were in good hands, and I had peace of mind. I'm actually looking forward to going out of town again because I know my babies will be well taken care of. Thank you Angela!! I appreciate you!

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

Kelly is wonderful! This was our first time using Rover and we were concerned because we have two finicky cats, a boy and a girl. They are loving cats, however they are very apprehensive until they get to know a person. The first time (Kelly) walked in our home they trusted her at first sight. She followed our directions explicitly, she loved and played with the kitties every time she was here, she sent us beautiful pictures so we knew they were safe. She kept our home tidy and neat, she is hands down our ‘go to’ caregiver for our kitty cats!

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Andrea K.
Sitter Profile Image: Cassandra G.
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Cassandra G.
from
$30
per visit
5.0 out of 5 stars
73 reviews
17 repeat clients
20 years of experience
Safety Harbor, FL, 34695

About: Hi! I love animals and I’m caring, passionate and friendly. I have experience with all types of animals, big and small. I’d love to take care of your fur babies too! I’m home all day so I can take care of your pets all day. I can offer baths and nail cuts also for an additional fee. Tips are very much appreciated ❤️🫶🏻 P.s I do NOT have any pets of my own. Please let me know if your pet is not fully potty trained, please bring pee pads if so. Also, if your dog is in heat, there will be an additional fee that will be incurred. I do local pick up and drop off within 5-10 miles for a small fee. Longer distances are open to discussion but do incur a fee for gas/wear and tear. Let me know if you are looking for over 2 weeks and we can adjust pricing for long term. Please be aware there are times I may have other dogs from another family or families. I take great care towards your pet and their safety and happiness is top priority. If your animal is not ok with others, please let me know and confirm with me that I don’t have others during that time. I work from home so I have flexible availability. I can watch pets in my home, during the week or weekends, or in your home for daily walks, care etc. I do not have any pets of my own. Drop off/pick up hours are between M-F 7 am-8 pm. Weekends are 9 am-8 pm. Please message me if you need to pick up or drop off after or before. We may have to reschedule for the day before or after. I have a big home and big yard (empty retention pond) for your pet to run in. I can transport your pet also. I have experience with big and small animals.

Sitter Profile Image: Shaikyla S.
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Shaikyla S.
from
$35
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Tampa, FL, 33615

Shaikyla is so caring and attentive with my senior pup. She’s an excellent communicator as well. Anytime I leave town I feel so much more at ease knowing she’s taking care of my baby

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Brianna H.
Sitter Profile Image: Laura P.
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Laura P.
from
$24
per visit
5.0 out of 5 stars
129 reviews
35 repeat clients
30 years of experience
TAMPA, FL, 33634

Laura has been a great help with helping me with my large German Shepard. With Laura's visits it has reduce my anxiety of leaving my dog home alone for hours when I am out of town. I cannot thank her enough. Tom K.

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Thomas F K.
Sitter Profile Image: Adrianna F.
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Adrianna F.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
55 reviews
15 repeat clients
4 years of experience
Land O Lakes, FL, 34638

Adrianna did such an amazing job! Had to find a last minute sitter and she was super responsive from the start :) Took adorable pics of my babies and I could tell they were comfortable! My boy, who’s usually the biggest scaredy cat, was out and about with her which is a huge thing, it made me so comfortable knowing they had someone who seemed to truly care and love my little guys <3 would def book again!

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Yvanna S.
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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

Above and beyond. Bianca was reliable, thoughtful and thorough. The dogs were happy, and well cared for. Would definitely use Bianca again

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Greg 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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  • 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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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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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 $18.73 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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