Pet Sitting & Drop Ins In Countryside Estates

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 Countryside Estates 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: Mia P.
Verified Background Check
Mia P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
202 reviews
57 repeat clients
15 years of experience
Clearwater, FL, 33763

my cat is always happy when I arrive home and I know Mia was there taking care of him because he is in good spirits, Mia is reliable and flexible with timing!

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Jesse R.
Sitter Profile Image: Mackenzie B.
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Mackenzie B.
from
$14
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Clearwater, FL, 33763

About: I’ve cared for dogs and cats of all ages, from energetic puppies to calm seniors. I focus on making pets feel safe, loved, and comfortable while keeping their routines consistent. Whether it’s walks, playtime, or quiet companionship, I treat every pet like my own. I m a full time employee as a school teacher so I am off by 2pm everyday and free for the entire weekend. I will be able to handle your pets care with consistency and dependability. I have a comfortable home with a fenced in yard. I have a dog that does very well with others and loves playing with new friends so your pet will have plenty of company. My home is my pets’ home , they are allowed on furniture and beds so that they can feel comfortable and at ease. I have trails nearby, so there is plenty of new places to explore!

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

Bianca is absolutely amazing!! Both of my babies loved her company so much and were always so happy to see her. She always showed up on time, played outside with them, gave great consistent reports, and gave them so much love. Highly recommend!!

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Ashley B.
Sitter Profile Image: Mason H.
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Mason H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
64 reviews
20 repeat clients
10 years of experience
Greenbriar Club, Clearwater, FL, 33763

Mason is great with my Lola! He has a gift with making dogs feel at ease, which in turns helps me feel at ease. He’s very attentive to her needs, and she enjoys his playful nature and company! We look forward to continued walks/visits/ and stays! Lola will be in great care!

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Sandra K.
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: 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: 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: 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

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: Jennifer O.
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Jennifer O.
from
$11
per visit
5.0 out of 5 stars
45 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: Elyse D.
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Elyse D.
from
$20
per visit
5.0 out of 5 stars
30 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: Alyssa S.
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Alyssa S.
from
$20
per visit
5.0 out of 5 stars
25 reviews
4 repeat clients
13 years of experience
Dunedin, FL, 34698

Alyssa was wonderful to work with. She followed instructions, communicated clearly and often, and really respected my home. My animals really took a liking to her, as did we! I look forward to using her services in the future.

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Lucy S.
Sitter Profile Image: Debbie P.
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Debbie P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
105 reviews
29 repeat clients
10 years of experience
DUNEDIN, FL, 34698

Debbie went above and beyond! Very reliable and a great communicator! We were confident our fur babies were in great hands when she was watching them. Even our shy cat loved her!!

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Ally B.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
417 reviews
121 repeat clients
30 years of experience
Clearwater, FL, 33765

I can’t say enough great things about Jessica! My dogs absolutely love her...I’m in the process of moving (slowly!) & Jess has been such a lifesaver, always accommodating my schedule even on short notice. The welfare & happiness of my dogs are always a priority for her. Her love for animals is obvious. I am truly going to miss her once I’m finished moving!

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Claire S.
Sitter Profile Image: Aditi D.
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Aditi D.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
4 years of experience
Clearwater, FL, 33764

Aditi responded quickly, was communicative, and receptive to all my needs and requests. I needed help taking care of my kitties and bunny during a busy workweek and Aditi was a lifesaver! Thank you! :)

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Emma V.
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

Alex was AMAZING, prompt and our pups loved her. She played with them, ran with them, walked them and made them happy as can be. She even took the time to share photos & a video to put our minds at ease. We are so happy to have found her 🙏🏽🤍

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Kendra &.
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
109 reviews
32 repeat clients
25 years of experience
Dunedin, FL, 34698

Heather was wonderful to come and spend time with my small dog who needed to go out, and a bit of company. Heather is incredibly caring, and an animal lover. My dog was happy and well cared for. Highly recommend Heather to anyone looking for walking or drop ins.

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Lisa S.
Sitter Profile Image: Brookelynn E.
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Brookelynn E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
140 reviews
33 repeat clients
8 years of experience
Dunedin, FL, 34698

I have used Brookelynn before to take care of my cat, Lexi. This past time she stopped in last minute to feed and let out our newly adopted shelter dog. She was very patient with Willie!! Thank u!

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Janelle T N.
Sitter Profile Image: Cassie C.
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Cassie C.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
28 reviews
8 repeat clients
30 years of experience
Clearwater, FL, 33763

Cassie, thank you so much for taking such great care of our kitties! After our horrible experience with our last Rover sitter, we really appreciate the wonderful job you did. You have restored our faith in using Rover.com again! We look forward to booking you again next time we need a cat sitter! Thanks again!

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Ming B.
Sitter Profile Image: Deedra N.
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Deedra N.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
107 reviews
28 repeat clients
14 years of experience
Clearwater, FL, 33765

Deedra was great. She gave me so much feedback. I was shocked to see my shy girl came out and let Deedra pet her! I was so happy. I will definitely be hiring Deedra again!!

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Ally
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Emily S.
from
$20
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
20 years of experience
Clearwater, FL, 33763

Emily is amazing! It was my first time leaving my baby for so long and she was so caring and attentive. I am so grateful for all the pictures and little updates I got. I looked forward to each one! Thank you Emily for making it easy to take a trip and know that my little Willow was taken care of and getting love!!

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Lola M.
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Countryside Estates pet parents share their Rover experiences

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5.0 out of 5 stars

THE BEST!!! I can’t thank you enough, this was my first time booking anything for my dogs and Amanda gave me such a sense of love and safety for my 2 dogs. We love all the pictures sent and will be booking Amanda every time.

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

Mia is amazing! She offered to do a meet and greet before I left town and that was so nice to have the cats see who she was before she came over while their “safe people” weren’t home. Mia sent the most precious pictures, she is very communicative, and I knew my kitties were in safe hands. Highly recommend!

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Emma G.
Drop-In Visits
5.0 out of 5 stars

Alexandra is incredibly professional, friendly, and clearly loves cats. She took amazing care of our cats, gave us total peace of mind while we were away, and treated them with genuine affection and attention. We could tell they were in great hands. We will absolutely ask for her help again next time. ❤️

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Suezia C.
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

We rebooked Christine because she did such an awesome job the first time. Not only was she detailed oriented she spent time coming by beforehand to see if any of the puppies’ routines have changed. She also took great care of our home and when the puppies had the kinds of accidents puppies have she was kind enough to clean up the house and wash the pee pads. Christine is very loving and caring with our pets and is a wonderful resource for us. Please use Christine., you won’t regret it. In fact you’ll be very happy!

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Deanna K.
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

Jessica was OUTSTANDING! We went on a three week vacation and this was my first time using Rover app. Admittedly, I was nervous using the app, but once I met Jessica and went over her reviews I felt confident she would be a good fit. She spent generous time with our kitties so they wouldn’t feel lonely while we were gone. And she sent videos and pics almost every day which put our minds at ease. Then she just went above and beyond: We have a litter robot that malfunctioned while we’re were gone and when she realized she went out and picked up a regular box and litter so the girls wouldn’t make a mess. We didn’t even need to ask, she just did it. Then a few days before the end of the trip, we ran out treats we use for giving meds, she offered to buy more. (After she spent her own money on the litter box we made sure to have amazon deliver some the next day). And finally, she swept and mopped our main living areas and washed the kitty bowls so we could walk into a clean home. ❤️ That was so refreshing after a long trip (and horrible flight back)! She is AMAZING, and we will definitely be using her and referring her services to anyone in need in the future. You rock Jessica!

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

We always feel comfortable leaving our dog in Heather’s care! She is a great communicator, is punctual and detailed!

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Julie P.
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

So caring and communicative-I always know my cats are in great hands when Lisa is taking care of them!

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

My kitty and I love Jeana. With one big problem: she’s a snowbird. When she’s in town, I will book her for sure!

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

Karen is a fantastic dog walker! We love her and will miss her services as she will not be local to our area!

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

Brooke did a wonderful job getting to know our little doggy… She was responsible, reliable, and professional. We received lots of pictures and lots of updates about how our doggie was doing in our absence. This made us feel more comfortable about leaving him. Highly recommended!

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Logan C.
Drop-In Visits
5.0 out of 5 stars

Danielle did an awesome job taking care of my cat Tegan for a few days. Tegan was very happy when I came home 😊 I highly recommend Danielle as a pet sitter!

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

Debbie always takes such good care of Arrow and I cannot imagine having anyone else take care of him when I am away.

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Adrian S.
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

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
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How Rover works

  1. 1. Search

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

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

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The median cost per night for pet sitting in Countryside Estates is $20

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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 Countryside Estates on Rover as of Jun 2026 was about $20 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 Countryside Estates 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, pet sitters on Rover respond in under an hour.

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

Rover makes it easy to find Countryside Estates 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.