Dog Sitting in Oldsmar

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

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Top rated Oldsmar dog sitters

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

Lydia took excellent care of our puppy, Daisy. She sent lots of photos and gavr lots of updates. We look forward to her caring for our pup again ??

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Tiffany R.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
206 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: Lisa R.
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Lisa R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
118 reviews
26 repeat clients
26 years of experience
Safety Harbor, FL, 34695

My cats got amazing care and attention from Lisa . We are definitely going to be returning customers 😊!!! They were fed and cleaned on time and she spent enough time with them to make sure that they are ok !!!

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Daniela D.
Sitter Profile Image: Gracie L.
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Gracie L.
from
$20
per visit
5.0 out of 5 stars
10 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: Tuany L.
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Tuany L.
from
$18
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
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: Lily D.
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Lily D.
from
$18
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
4 years of experience
Tampa, FL, 33635

Lily was absolutely fantastic! She is such a gem and my pets loved her!!

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Kiersten E.
Sitter Profile Image: Jennifer C.
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Jennifer C.
from
$22
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
26 years of experience
Westchase, FL, 33626

Jennifer is simply the best. She is so caring and loving towards our animals. She goes the extra mile to ensure they feel loved while we’re away at work. She even cleaned up a few accidents when she totally didn’t have to. I will definitely not think twice about hiring her again, she’s our forever sitter!

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Shelby W.
Sitter Profile Image: Martha & Brett B.
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Martha & Brett B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
200 reviews
88 repeat clients
20 years of experience
clearwater, FL, 33761

I️ am absolutely thrilled how well taken care my Dog was while I️ was away I️ received multiple texts and pictures assuring me that Henry was walked and fed: I️ highly recommend Martha and Brett!best dog sitters!

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Michelle P.
Sitter Profile Image: Donna M.
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Donna M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
84 reviews
20 repeat clients
7 years of experience
Tampa, FL, 33635

I could not be happier with my experience of having Donna helping me while I was out of town; I beyond appreciate the time and attention that she gave to my babies. The time and effort did not go unnoticed, and I'm thrilled that I found someone I can trust to help out when I travel. Thank you, Donna, for everything! It was clear from the pictures you send that Toothless and Tate loved spending time with you. I'll 100% be reaching out the next time I need someone to watch them :)

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Paige K.
Sitter Profile Image: Claudia A.
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Claudia A.
from
$22
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
30 years of experience
Tampa, FL, 33635

About: Dogs aren’t just pets—they’re family. With a calm, loving energy and attention to detail, I treat every dog as my own. Whether it’s playtime, cuddles, or a quiet walk, I tailor care to each pup’s needs. Reliable, warm, and experienced—your dog will feel safe and loved with me. My flexible schedule means your pet gets more attention, not less. I don’t work regular hours, so I’m often home for walks, feeding, and playtime throughout the day. Your dog won’t be left alone for long stretches—they’ll enjoy companionship, comfort, and consistent care, just like they deserve. My apartment is a calm, clean, and pet-friendly space—perfect for your dog to feel safe and relaxed. With no other hazards, your pup gets all the attention.

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

My Australian Shepherd can be a handful and Barbara was wonderful with him. She won him over in a heartbeat and managed him with skill and grace :-) I had some extended work days so she came over every day for dog walks and play time. She was always on time, sent me lots of photos and a nice report of their activities every day. I have already requested that she be my in-home dog sitter this summer while we are away. I highly recommend Barbara; your pup(s) will love her :-)

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Karen G.
Sitter Profile Image: Jennifer T.
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Jennifer T.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
11 reviews
9 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: 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: Joshua L.
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Joshua L.
from
$16
per visit
4.9 out of 5 stars
15 reviews
5 repeat clients
20 years of experience
Tampa, FL, 33635

About: Hi I’m Josh. I recently moved to Tampa from California. I have a one year old golden doodle and before I had two dogs of my own for 15 years that just recently passed away. I was in the Air Force for 8 years and now I work in advertising sales. I am very active and I love being in the outdoors. I love taking dogs on walks. I am very relaxed and have no problem allowing your furry friend to be on the furniture or to sleep in bed with me. I work from home, so your pet will always have company . I am the only one in the house so I will make sure to give your animal tons of love. I work from home so your pet will have constant love and care. I provide constant care and walks throughout the day. I have a nice dog park in my complex. I provide constant affection and take them on walks throughout the day. I follow whatever instructions given by each owner. I also will provide photos of their stay while they are here.

Sitter Profile Image: Susan C.
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Susan C.
from
$25
per visit
5.0 out of 5 stars
21 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: 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.
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: Julia W.
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Julia W.
from
$22
per visit
5.0 out of 5 stars
43 reviews
7 repeat clients
30 years of experience
Oldsmar, FL, 34677

Julia did a great job taking care of our cat! We got lots of pictures and everything went really smoothly. Julia is very friendly and great with pets!

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Aaron G.
Sitter Profile Image: Melissa U.
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Melissa U.
from
$20
per visit
5.0 out of 5 stars
37 reviews
14 repeat clients
5 years of experience
Palm Harbor, FL, 34685

Melissa is top notch. Very responsive and very kind. She politely told me she had another pet sitting obligation booked but was able to stop by afterwards which worked even better for me. My boy is older and does not walk stairs real well and she boosted him up the stairs from behind as well. Absolutely everything you hope for when you come on Rover. 5 stars would not be enough. Thank you Melissa!!

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Jason G.
Sitter Profile Image: Stephanie H.
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Stephanie H.
from
$20
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
OLDSMAR, FL, 34677

Stephanie was great and so communicative! Will definitely book her again

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Nico J.
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Oldsmar dog parents share their Rover experiences

1 / 1
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

Bianca is great with our 3 cats & 2 dogs. Nothing to worry about while we’re out of town, she’s got it covered spending time with each pet & going on walks. We’ve hired her multiple times highly recommend!

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Brianna B.
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

Jennifer was great! Very responsive and flexible with setting up our visit. She was even able to give our yellow lab his insulin shot. Will definitely use her again!

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Brittany L.
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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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Oldsmar dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Oldsmar.

Rover makes it easy to find Oldsmar dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.