Pet Sitting Countryside Woods

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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Over 220
pet parents in Countryside Woods have booked pet sitting

Countryside Woods, Find top rated pet 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: Stephanie W.
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Stephanie W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
74 reviews
29 repeat clients
28 years of experience
Oldsmar, FL, 34677

Stephanie is without a doubt the best sitter we have ever had and Bella is 12 years old. Incredibly thoughtful, kind and patient. We love her so much. And my puppies love her even more! Thank you!

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Jennifer B.
Sitter Profile Image: Mia P.
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Mia P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
214 reviews
62 repeat clients
15 years of experience
Clearwater, FL, 33763

Mia was great with our two big dogs. She is punctual and cares for your furry family member with love. Great communication and sends photos and videos so you know your babies are having fun!

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Alicia W.
Sitter Profile Image: Bianca V.
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Bianca V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
66 reviews
9 repeat clients
2 years of experience
Oldsmar, FL, 34677

Bianca was really good with my dogs. They seemed happy when I came back. She sends really sweet pictures and spends a lot of time with the animals. She was also able to come at the last minute to help with the dogs. Highly recommend her to anyone looking for a sitter!

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Tyler S.
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

I highly recommend Rebecca, we love having her watch our cats! Rebecca is very thorough and gives each of our cats the attention that they want and need while we are gone. I always look forward to the daily check-in reports and the pics she sends of the cats playing and interacting with her.

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Jessica W.
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: Adriana D.
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Adriana D.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
40 reviews
18 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: Benjamin S.
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Benjamin S.
from
$20
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
14 years of experience
Palm Harbor, FL, 34684

We are thrilled to find Ben! He is great with our pups, responsible and attentive. He filled us in with all the details needed at drop-in, and I can tell our dogs were excited to see him. Will book again!

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Sarah S.
Sitter Profile Image: Christine B.
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Christine B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
56 reviews
12 repeat clients
40 years of experience
Dunedin, FL, 34683

Christine took care of our three cats for the week of our wedding! She was wonderful, prompt, and made it so we didn’t have worry about little ones while we were off being present during our wedding week. Will definitely be reaching out to rebook in the future :)

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Jeaneva F.
Sitter Profile Image: Alyssa S.
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Alyssa S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
29 reviews
7 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: Peyton S.
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Peyton S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
83 reviews
29 repeat clients
10 years of experience
Clearwater, FL, 33761

Peyton took great care of our lab while we were away. Our dog loved her time with her, and Peyton was very good at keeping us updated. Communication was great! Thank you, Peyton!

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Heath W.
Sitter Profile Image: Adam B.
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Adam B.
from
$20
per visit
4.9 out of 5 stars
47 reviews
20 repeat clients
20 years of experience
Palm Harbor, FL, 34684

About: I have had dogs all of my life, and genuinely love the companionship they bring to my home. I have a rescue dog, Remi, who is an Australian Cattle Dog mix and a Jack Russell mix named Henry. I take the dogs on regular walks and have a fenced yard. I have experience with big, small, pups, and seniors, and breeds ranging from pugs to pit bulls. I am skilled in oral medication, doggy first aid, and can assist in continuing basic training while you are away. I have the flexibility to work from home and can come home for lunch if I need to be in the office on a given day. We have a fenced yard and both Remi and Henry are friendly pups that love to play. I always like to take the dogs on at least one walk a day.

Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$10
per visit
5.0 out of 5 stars
63 reviews
12 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: 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: Cristina R.
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Cristina R.
from
$20
per visit
5.0 out of 5 stars
3 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: Margot O.
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Margot O.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
446 reviews
154 repeat clients
34 years of experience
Palm Harbor, FL, 34684

First time to use a dog sitter and was not disappointed. Margot exceeded expectations. We came home to a happy Lucy (who can be a little anxious), so I know she was well taken care of. Thank’s Margot.

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Laura C.
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
203 reviews
89 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: Aaron B.
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Aaron B.
from
$14
per visit
5.0 out of 5 stars
15 reviews
5 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: Laura R.
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Laura R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
113 reviews
20 repeat clients
3 years of experience
Palm Harbor, FL, 34685

She took such good care of my two dogs! Was in contact with anything she had questions on and was so attentive with them! Absolutely will use her again when we need someone to watch our dogs

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Kimberly D.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
212 reviews
31 repeat clients
5 years of experience
Clearwater, FL, 33761

Amanda is a fantastic sitter and very dependable. She took excellent care of our two kitties and made us feel very comfortable and secure. She gets some awesome pictures and our shy cat warmed to her quickly which demonstrates her special connection with animals.

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Kayla K.
Sitter Profile Image: Debbie P.
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Debbie P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
107 reviews
30 repeat clients
10 years of experience
DUNEDIN, FL, 34698

She took excellent care of our fur baby! She made sure she had fresh food, water, and clean litter. She also gave us thorough updates of how she was doing.

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Brielle M.
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The median cost per visit for pet sitting in Countryside Woods is $20

Pet parents share their Rover experiences - Countryside Woods

1 / 1
5.0 out of 5 stars

The best in the business. The peace of mind I have knowing Melissa is watching after my cat is indescribable. Very very much appreciated

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

Amanda was wonderful! She came by twice today to check on and walk Novi while we were at the beach all day, and it gave us such peace of mind knowing Novi was in great hands. We absolutely love her, and Novi does too! We’re so grateful for how dependable, caring, and sweet she is. Highly recommend!

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

Bianka is awesome! I booked her last minute and she was able to come and walk the dogs. She came for a meet and greet the day before. Great communication and awesome pictures. I will definitely book her again.

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

We invited her twice to have our talk and instructions before we left for 2 weeks. She sent us daily pictures of our dogs and cat from every visits. When she couldn't find the cat one day, we told her it's ok, the cat was raised by the dogs and she goes outside to do her business. Later she found the cat and sent us pictures as proof. We will be using her again whenever we have to leave our pets.

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Josephine D.
Drop-In Visits
5.0 out of 5 stars

Peyton went above and beyond for our fur babies. We could not be happier. She was always on time . Our dog loved her and she even got our cat out from hiding to pet him. We will use her every time . 10 ⭐️

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

Mia did an amazing job taking care of our 5 cats! She was dependable, responsive, and attentive to all requests. Our diabetic cat needed medicine daily and she was able to do that as well. We left for 4th of July feeling relaxed knowing our cats were in good hands.

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

Chloe has been a huge help and a trusted sitter for us for the last year or so. I highly recommend her for your sitting needs. she’s great and a good communicator.

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Christopher D.
Drop-In Visits
5.0 out of 5 stars

Brooklynn is a dependable sitter with great communication. She kept me updated and made everything easy. I’d gladly book her again.

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

Alyssa is hilarious and a total treat for our cats. They love seeing her and the love she brings them!

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Torie M.
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

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

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

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

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

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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Sitters in Countryside Woods average 6
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