Pet Sitting & Drop Ins In Oak Creek At Countryside

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Oak Creek At Countryside pet 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: Bianca V.
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Bianca V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
53 reviews
7 repeat clients
2 years of experience
Oldsmar, FL, 34677

Great first time visiting and my dog is very nervous and difficult to get to know. Bianca did an excellent job and was able to figure out how to get him to go outside and do his business 😊 Thanks You!!

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Ron R.
Sitter Profile Image: Stephanie W.
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Stephanie W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
72 reviews
29 repeat clients
28 years of experience
Oldsmar, FL, 34677

Amazing service. 12/10 would recommend to take care of your animals. Stephanie went above and beyond to take care of our cats and dog to make us feel comfortable during the duration of our trip.

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Mike L.
Sitter Profile Image: Rebecca U.
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Rebecca U.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
208 reviews
88 repeat clients
10 years of experience
Palm Harbor, FL, 34685

Rebecca was wonderful with my two spoiled dogs ! Always punctual, sent pictures and kept us informed about them . I look forward to having Rebecca help us with our dogs again .

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

Alyssa was amazing! She took great care of our three cats, two of which are special needs. She spent quality time making sure they were well fed, cleaned up after, exercised, and loved. Our special needs boys make quite a mess and she endured everything was pristine! I would highly recommend Alyssa! We hope to schedule with her on future trips!

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Ashley W.
Sitter Profile Image: Mia P.
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Mia P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
201 reviews
57 repeat clients
15 years of experience
Clearwater, FL, 33763

Mia did a great job taking care of our two cats. Her communication was great and she left our house just as we left it. We would love to use Mia again to watch our fur babies in the future!

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Rebecca K.
Sitter Profile Image: Elyse D.
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Elyse D.
from
$20
per visit
5.0 out of 5 stars
29 reviews
19 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: Peyton S.
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Peyton S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
74 reviews
26 repeat clients
10 years of experience
Clearwater, FL, 33761

Peyton is always our #1 choice. She’s fantastic, and our pets absolutely love seeing her. Peyton and Rover make going out of town so much easier for pet owners.

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Heath W.
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: 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

Last minute I needed someone to come see my older dog over the weekend and Martha & Brett were great and quickly accepted my drop-in request and were excellent communicators. I’d highly recommend them and their services!

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Sarah A.
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: 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 gets the best pictures while we’re away and you can just tell by the dog’s demeanor in the photos that Amanda does a great job giving them time to do their business, eat, and play a little.

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Kimberly V.
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: Adriana D.
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Adriana D.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
40 reviews
17 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: Laura R.
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Laura R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
107 reviews
17 repeat clients
3 years of experience
Palm Harbor, FL, 34685

Laura was absolutely amazing!!! Very professional and I loved all the videos she sent me. My pups looked so happy!!! I felt so at ease being away knowing she was taking good care of them!! We will recommend her to everyone and continue to use her services in the future!!! Thank you Laura!!!!

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Betsy B.
Sitter Profile Image: Samouila S.
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Samouila S.
from
$18
per visit
5.0 out of 5 stars
29 reviews
8 repeat clients
15 years of experience
PALM HARBOR, FL, 34684

Fabulous. Simply fabulous. Everyone was happy, healthy, and well cared for. Even the blind cats took to Sam. She is very good to everyone in the pack we have here, and a pleasure to talk to. Will definitely use her again if possible.

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Trey A.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$11
per visit
5.0 out of 5 stars
44 reviews
9 repeat clients
50 years of experience
Clearwater, FL, 33759

Jennifer O was the best! It was great to be able to visit my daughter knowing my Willow was being well cared for! She even came over before I left so she would be a familiar face! The daily updates and pics really helped me feel not so far away. I immediately took to Jennifer’s friendly, trustworthy, & knowledgeable air and her gentle, caring nature. I can’t rave about her enough! Your pet will be in good hands with Jennifer O!

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

This was my first time using the Rover app, and Alexandra exceeded every expectation! She provided phenomenal, attentive care for our kitten during our tme away. I loved the daily reassuring photo updates, and our cat was clearly happy and well-cared for. Alex also went above and beyond, picking up all our mail and packages. This provided huge peace of mind. ​If you want reliable, loving pet care and excellent home service, book them immediately.

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Kelley H.
Sitter Profile Image: Aaron B.
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Aaron B.
from
$14
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
35 years of experience
Palm Harbor, FL, 34683

About: I have had a pet in my home since I was born. The first dog I remember was Ginger, then PJ, then Sparkie, then Jenna and Millie, Anja and Argus, then Bonnie and Clyde, and now we have our very friendly buddy, Gustav. They ranged from a miniature Schnauzer and Jack Russels to Rottweilers and German Shepherds. My closest friend's dad bred and trained German Shepherds while I was in high school. I was surrounded by a pack most of my life and loved it. I owned a local pup friendly pub for 14 years and made it a point to great every dog that came in. I am hoping for the chance to see some of those dogs again! My current schedule is very flexible, so I can focus on the pet's care when they need it. I understand that different pets require different things at different times and I am able and willing to accommodate with a bit of forewarning. I have a fenced in yard and a very friendly 10 month old puppy who loves new company. He and I go for walks around our neighborhood daily and we do outings to the park a few times a week. I have 2 cats that are indifferent to dogs and they have their own separate space so they can be alone if they want. I deep clean the litter boxes at least twice a week and would be happy to do the same for your kitties at your home. (Access to a hose outside is very helpful for this) I have room for crates and pets are not left outside unattended. I am very vigilant about picking up poop and want to keep a clean yard for the pups to play in.

Sitter Profile Image: Susan C.
Verified Enhanced Background Check
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: Lorianne A.
Verified Enhanced Background Check
Lorianne A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
333 reviews
107 repeat clients
10 years of experience
Tampa, FL, 33626

Thank you so much for showing waylon all the love, she was on time and treated him and my home like her own! Would def ask her to come again

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Nicole M.
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Oak Creek At Countryside pet parents share their Rover experiences

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5.0 out of 5 stars

Mia was amazing with my dog and sent me pictures everyday along with little notes. 😊 She took on the job somewhat last minute and I felt comfortable and confident that my dog would be well cared for while I was out of town. I will definitely use her again!! 😊

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

Jennifer did a fantastic job caring for my dog while I was out of town. From the moment we connected, she was professional, dependable, and genuinely caring. She kept me updated, made sure my dog was well cared for, and gave me complete peace of mind while I was away. When I returned home, my dog was happy, healthy, and clearly comfortable with Jennifer. It’s obvious she truly loves animals and takes her responsibilities seriously. I would highly recommend Jennifer to anyone looking for a trustworthy and caring pet sitter. I wouldn’t hesitate to have her watch my dog again in the future.

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Steve L.
Drop-In Visits
5.0 out of 5 stars

Brookelynn and Ryan are wonderful! They take amazing care of my cat and house, and I can always count on them. So grateful to have found them 🧡

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

Courtney was a wonderful caretaker for our two cats for a week while we were traveling. She even got our tortoiseshell scaredy-cat who is nervous about everything, especially strangers, to come out of her shell to get plenty of petting, brushing, and play time. Courtney was very communicative and provided lots of detailed updates with pictures. It was so reassuring to know that our cats were being so well taken care of while we were away, by someone they formed a real bond with. We would absolutely recommend Courtney to anyone looking for an enthusiastic and caring person to watch their pets!

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Gabriel T.
Drop-In Visits
5.0 out of 5 stars

First time using rover and so impressed with the person I chose to watch my girl Tesa. Emily made it easy for me not to worry one bit! She provided clear communication, provided update pictures, and documented all the details to make me feel so at ease. Only a few people I can trust with my dog, Emily is trustworthy and my girl’s new dog-sitter anytime I’m gone!

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Jose G.
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

Melissa is reliable and has great communication, we’ve used her every time we’ve went out of town and we are confident that our high maintenance kitties are always cared for while we’re away.

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

Lydia & Emmett did a wonderful job with both of our girls Lilly and Mia - they gave them all sorts of love and played with them - gave Mia her insulin that she needed. I would definitely have them again soon.

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

Stephanie was very attentive to my cats! I always know that they are in good hands with her. Communication was amazing and she sent lots of pictures!!

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Gabby T.
Drop-In Visits
5.0 out of 5 stars

Very professional. On time and sought him out for a photo opportunity which I appreciated since he hides quite a bit.

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

Lisa always takes such good care of our cats. They really love her and get excited every time she pets sits. They normally hide when people come over but always come out for Lisa! We highly recommend Lisa and will keep on rebooking!

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Whitney A.
Drop-In Visits
5.0 out of 5 stars

Maureen is great with my two little guys. I have a picky eater who is also on meds and the other one will eat everything! Maureen handled feeding and medication so well! She clearly has experience with caring for special needs pups 🐶 🩷

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Karen N.
Drop-In Visits
5.0 out of 5 stars

Amanda gets the best pictures while we’re away and you can just tell by the dog’s demeanor in the photos that Amanda does a great job giving them time to do their business, eat, and play a little.

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

Claire is so amazing she sent me photos of every visit I would definitely use her again anything I asked her to do she did with no problem

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

Mason has been great! Excellent communication, excellent relationship with the animals. Will definitely use Mason again and highly recommend him.

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Zak M.
Drop-In Visits
5.0 out of 5 stars

Cassie took great care of my fur babies and was very easy communicating with. Would rebook her in the future.

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Myla F.
Drop-In Visits
5.0 out of 5 stars

Caitlin was great with my dog Oliver! She was communicative and caring and I had no concerns during her drop in visits.

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

Peyton is always our #1 choice. She’s fantastic, and our pets absolutely love seeing her. Peyton and Rover make going out of town so much easier for pet owners.

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Heath W.
Drop-In Visits
5.0 out of 5 stars

Rebecca is always dependable and thorough. Have used her for years. Highly recommend. She has cared for my pooches and kitties.

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

Our cat Jada, got to meet Chelsea when we had to leave town unexpectedly. I am a very protective mom because Jada is not a friendly cat, but Chelsea used her purrsuasion to coax her out from under the bed. It worked marvelously because Jada now has a new adopted mom. Jada loved spending time with Chelsea and I think the feeling was mutual. The photos and videos helped me to feel that we had made a good choice for a pet sitter. Jada met her at the door each visit. Chelsea is a blessing. Do I highly recommend her? YES I SURE DO. Thank you for being there Chelsea when I couldn't.

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Betty T.
Drop-In Visits
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The median cost per night for pet sitting in Oak Creek At Countryside is $22

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Sitters in Oak Creek At Countryside average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Oak Creek At Countryside on Rover as of Jun 2026 was about $22 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Oak Creek At Countryside pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet 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 pet sitters about your booking. Typically, 93% of Oak Creek At Countryside pet sitters respond in under an hour.

Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Oak Creek At Countryside.

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

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet 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 pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.