Pet Sitting & Drop Ins in Charter Oaks, Clearwater, FL

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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1.

Caitlin H.

Your pets new best friend!
Largo, FL, 33770
Drop-In Visits, Dog Walking
5.0
104 reviews
34 repeat clients
from
$16
per visit

Caitlin, is amazing! We felt so at ease with her watching my cat Phynn for 10 days while we were out of town. Phynn loves her. She is truly a caring loving person. She feels like family. We will have her again. Thank you Caitlin ♥️

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Sitter Profile Image: Kim L.
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Sitter Profile Image: Kim L.
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2.

Kim L.

Animal lover with lots of patience
Clearwater, FL, 33764
House Sitting, Drop-In Visits, Dog Walking
5.0
31 reviews
14 repeat clients
from
$20
per visit

Kim was awesome! She kept me updated daily and sent me pictures of my fur baby. When she came back to drop off my key my cat ran up to her wanting attention which almost never happens! I definitely will be using her services again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Erika L.
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Sitter Profile Image: Erika L.
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3.

Erika L.

I'm here to love them like you do!
Dunedin, FL, 34698
Drop-In Visits, Dog Walking
5.0
9 reviews
6 repeat clients
from
$14
per visit

Erika is amazing. I have an older cat. I really appreciate the time she spent with Ruby. Each day she sent me a pic and a quick note letting me relax knowing she was taken care of.

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Sitter Profile Image: Debbie P.
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Sitter Profile Image: Debbie P.
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4.

Debbie P.

Tender loving care for your furbaby
DUNEDIN, FL, 34698
Drop-In Visits, Dog Walking
5.0
50 reviews
17 repeat clients
from
$16
per visit

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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Sitter Profile Image: Brooke P.
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Sitter Profile Image: Brooke P.
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5.

Brooke P.

Reliable and patient walker
Palm Harbor, FL, 34684
Drop-In Visits, Dog Walking
5.0
30 reviews
4 repeat clients
from
$17
per visit

We loved Brooke and most importantly so did our Mollie girl! We arranged a meet n greet to make sure she was the right fit and we knew immediately that she would be. Our girl is very senior and we had to have someone who would be kind patient and willing to deal with the unexpected and Brooke was all that! She had our first double visit with her and she was awesome! Can’t go wrong here, just don’t steal her from us 😉

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Sitter Profile Image: Emma V.
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Sitter Profile Image: Emma V.
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6.

Emma V.

Rover 101
Ask about my new client specials!
Clearwater, FL, 33756
Drop-In Visits, Dog Walking
5.0
127 reviews
56 repeat clients
from
$17
per visit

Emma took great care of my dog while I was away. I loved reading the report cards and seeing the pictures she sent. My pup looked so happy! Emma was also very punctual and good at communicating. Thank you!

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Sitter Profile Image: Shauna K.
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Sitter Profile Image: Shauna K.
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7.

Shauna K.

Passionate Pet Care 🍁🦃
Clearwater, FL, 33763
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
63 reviews
17 repeat clients
from
$18
per visit

Shauna is amazing! I’m so happy with her and my two kids (dogs) were very well taken care of while I was away. She is reliable and patient and super sweet. My male dog takes awhile to warm up to people and he absolutely loves ♥️♥️♥️ I will DEFINITELY be booking with Shauna again. Thank you so much :)

Sitter Profile Image: Jennifer G.
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Sitter Profile Image: Jennifer G.
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8.

Jennifer G.

I love all animals, big and small!
Clearwater, FL, 33756
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
5 repeat clients
from
$14
per visit

Jennifer is so nice and I'm glad we found her to do drop in visits. She is patient with my maniac puppy and gave me piece of mind leaving my pup home while I was at work.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Olga P.
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Sitter Profile Image: Olga P.
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9.

Olga P.

Will always show up 👍
Clearwater, FL, 33755
House Sitting, Drop-In Visits, Dog Walking
5.0
116 reviews
23 repeat clients
from
$25
per visit

We really appreciate Olga taking care of our cats while we were gone and always keeping us updated. We were nervous about leaving the cats at home for so long but Olga’s updates and pictures showed us they were being very well cared for so we could relax and enjoy ourselves. Our next trip we will use her again!!

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Sitter Profile Image: Brandi B.
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Sitter Profile Image: Brandi B.
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10.

Brandi B.

Trustworthy & Experienced - Dunedin
Dunedin, FL, 34698
House Sitting, Drop-In Visits, Dog Walking
5.0
66 reviews
16 repeat clients
from
$21
per visit

Brandi was fantastic. She was always precisely on time, and the girls seemed to genuinely enjoy her visits. Highly, highly recommend. She will definitely be our “go to” puppy care provider going forward.

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Sitter Profile Image: Deedra N.
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Sitter Profile Image: Deedra N.
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11.

Deedra N.

Pet Lovers on a Mission
Clearwater, FL, 33765
Drop-In Visits, Dog Walking
5.0
28 reviews
10 repeat clients
from
$14
per visit

My boys seemed super happy when I came home. Followed directions for feeding, played with kitties. I'm very happy and would book again Thank you

Sitter Profile Image: Brookelynn E.
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Sitter Profile Image: Brookelynn E.
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12.

Brookelynn E.

I am very caring for all animals.
Clearwater, FL, 33759
Drop-In Visits, Dog Walking
5.0
75 reviews
20 repeat clients
from
$24
per visit

Brookelynn did a wonderful job taking care of our 4 cats while we were away. She sent pictures and updates everyday. She was very quick to respond to our request. I would highly recommend her and would definitely ask her to watch our fur babies again.

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Sitter Profile Image: Tracy B.
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Sitter Profile Image: Tracy B.
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13.

Tracy B.

Loving Safe Care for your Dog orCat
Coachman Ridge, Clearwater, FL, 33765
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
2 repeat clients
from
$18
per visit

Tracy is an excellent pet sitter. Our dog loves her! She is always looking out for the safety and health of our pet. She takes time to pet him and play with him too. She’s always dependable and prepared. I feel comfortable and confident when I am away, because I know my little guy is in good hands!

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Sitter Profile Image: Samantha G.
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Sitter Profile Image: Samantha G.
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14.

Samantha G.

Your dog’s new best friend
Dunedin, FL, 34698
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
2 repeat clients
from
$15
per visit

We have been having Sam pet-sit for several years and are always happy with the way she takes care of our lab, River. We can rest easy during our travels knowing our best friend is in good hands. Sam is responsible, knowledgeable, flexible and, most importantly, very caring. She stays at our home while we are away and we always return to find it nice and clean. Another bonus is that she keeps us updated while we are on vacation, and sends photos of River enjoying her “staycation”. I would highly recommend her services.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jessica M.
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Sitter Profile Image: Jessica M.
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15.

Jessica M.

Rover 101
Full-time Pet Lover! Available Now!
Clearwater, FL, 33765
House Sitting, Drop-In Visits, Dog Walking
5.0
296 reviews
100 repeat clients
from
$20
per visit

Jessica was great throughout the entire experience! I loved the regular updates and pictures and my boys loved her. I plan to definitely use her again in the future.

Sitter Profile Image: Jaclyn V.
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Sitter Profile Image: Jaclyn V.
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16.

Jaclyn V.

I love animals 🐶🐱
Clearwater, FL, 33755
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
23 reviews
8 repeat clients
from
$20
per visit

Jaclyn was beyond what I expected. She went above and beyond to accommodate me. My baby instantly liked her as did I. For all future needs she will be my only go too. She was prompt, responsive, and a kind soul which I why I know animals take to her (and people). My experience was beyond 5 stars. Thank you so much!

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Sitter Profile Image: Debbie T.
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Sitter Profile Image: Debbie T.
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17.

Debbie T.

Work from home - loving sitter
Dunedin, FL, 34698
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
4 reviews
1 repeat client
from
$14
per visit

Debbie is the most animal-loving person I know honestly. She cares for her own pets like they are her children and personally, if I wanted my animals to be cared for like I care for them I would give them to her. She always plays with my pets and sends me updates about them. Whether I leave them with her for a week or hire her for a single visit I know and trust she will go above and beyond for my pets.

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Sitter Profile Image: Lauren H.
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Sitter Profile Image: Lauren H.
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18.

Lauren H.

Your dogs new best friend
Montclair Lake Estates, Clearwater, FL, 33763
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
58 reviews
21 repeat clients
from
$20
per visit

I am so happy that we have choose Lauren, this is the first time that we left my little ones on the house. Looks like they were comfortable and happy. Lauren thank you so much for the extra help and keeping posted with pics. Looking forward to seeing you again. Great job ✨✨✨

Sitter Profile Image: Liza Marie M.
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Sitter Profile Image: Liza Marie M.
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19.

Liza Marie M.

Rover 101
Sunshine and Puppy Paws
Dunedin, FL, 34698
Drop-In Visits, Dog Walking
5.0
20 reviews
6 repeat clients
from
$22
per visit

Liza took excellent care of my fur baby and went above and beyond to make sure he had everything he needed while I was away. Thank you Lisa!!!

Sitter Profile Image: Steven P.
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Sitter Profile Image: Steven P.
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20.

Steven P.

Dogs&Cats, I wear many caring hats!
Dunedin, FL, 34698
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$14
per visit

Steven cares deeply about the animals he takes care of. His energy and positivity allow him to provide the best care for any animal, cat, dog or reptile.

Search Map

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 5,453 owners have reviewed sitters in Charter Oaks, Clearwater, FL, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Charter Oaks, Clearwater pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Charter Oaks, Clearwater who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Charter Oaks, Clearwater donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Clearwater.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits