Pet Sitting in Winter Haven

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 Winter Haven pet sitters

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Sitter Profile Image: Bonnie B.
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Bonnie B.
from
$14
per visit
5.0 out of 5.0 stars
23 reviews
7 repeat clients
35 years of experience
Winter Haven, FL, 33881

Bonnie looked after my cat while I was in vacation. She did an incredible job and my cat really enjoyed her company. Bonnie is easy to communicate with and the fact that she has cats of her own made me feel comfortable that she knew how to approach and care for my cat. She updated me throughout the stay on how my kitty was doing which reassured me I had the best sitter possible. Highly recommend!!

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Rick M.
Sitter Profile Image: Hailey C.
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Hailey C.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
63 reviews
28 repeat clients
10 years of experience
Winter Haven, FL, 33880

Hailey was very communicative and made us feel good about leaving our pups for a couple days. She took lots of photos and our dogs were so happy to have the company!

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Allison S.
Sitter Profile Image: Debra A.
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Debra A.
from
$18
per visit
5.0 out of 5.0 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33881

Debra was great and sent lots of pictures! The kitties loved hanging out with her for the weekend!

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Amanda H.
Sitter Profile Image: Aubrey R.
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Aubrey R.
from
$17
per visit
5.0 out of 5.0 stars
68 reviews
23 repeat clients
15 years of experience
Winter Haven, FL, 33880

Aubrey was great and I came home after my trip to a very happy cat! She had great communication with me and I loved viewing the pictures of my cat from each visit. I would highly recommend Aubrey.

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Lauren L.
Sitter Profile Image: Taylor W.
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Taylor W.
Star Sitter
from
$15
per visit
5.0 out of 5.0 stars
8 reviews
5 repeat clients
2 years of experience
Lake Alfred, FL, 33850

Taylor is professional, punctual, communicative and clearly loved animals. Highly recommended and we'll be working with her again in the future!

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Ethan W.
Sitter Profile Image: Samantha J.
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Samantha J.
Star Sitter
from
$19
per visit
5.0 out of 5.0 stars
32 reviews
11 repeat clients
5 years of experience
Winter Haven, FL, 33884

Samantha was an absolute blessing to have in our home. She checked in on our cat, Leia, while my husband and I went overseas for our honeymoon. We felt at such ease having her be the one to look after our fur baby. She carries a calm and kind spirit, and she is extremely detail oriented when she does her check ins. I highly recommend her to anyone seeking a reliable pet sitter!

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Natalie J.
Sitter Profile Image: Mary D.
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Mary D.
from
$25
per visit
5.0 out of 5.0 stars
43 reviews
14 repeat clients
10 years of experience
Winter Haven, FL, 33881

Mary was very good with our two kitties that she had never even met before and she took this job very last minute. She was extremely thorough with letting me know exactly what was happening and made me feel completely at ease even though we have never met in person and she had never met the cats. I definitely recommend her if you want to feel like your pets are taken care of and you don't have to worry! Very caring and kind and you can tell she really cares about the animals she's taking care of.

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Vlada M.
Sitter Profile Image: Ralinda R.
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Ralinda R.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
124 reviews
33 repeat clients
18 years of experience
Haines City, FL, 33844

Ralinda is a very sweet woman that loves her animals. She made sure to let us know when she was there, what they did, and when she left. 5 stars!

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Danielle W.
Sitter Profile Image: Karie E.
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Karie E.
Star Sitter
from
$15
per visit
5.0 out of 5.0 stars
18 reviews
9 repeat clients
5 years of experience
Winter Haven, FL, 33881

Karie was great! she did an amazing job taking care of our fur babies. She followed my care instructions very well. She was also very kind and sweet person. All my cats feel very comfortable with her and I definitely would recommend her to anyone who needs a petsitter and if my husband and I need her again, we’ll definitely book her services.

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yully c.
Sitter Profile Image: Bradley L.
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Bradley L.
Star Sitter
from
$15
per visit
5.0 out of 5.0 stars
248 reviews
87 repeat clients
15 years of experience
Bartow, FL, 33830

Samson absolutely loved Bradley, I will be booking him anytime I go out of time ! Bradley is very responsive and makes me feel better about going on trips and not having to worry if Samson is loved or cared for !

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Meghan D.
Sitter Profile Image: Clewin C.
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Clewin C.
from
$14
per visit
3 years of experience
Winter haven, FL, 33880

About: I've had dogs all my life and currently I have a beautiful little dog who is my life. I like to take good care of them, give them healthy food and take them for walks. My experience with other dogs is beautiful. I have a job from 2 pm onwards, Monday through Friday. I could take care of and walk your dog every morning and have them sleep on the weekends. I would love to board with you and take them for walks in all the parks and areas. I have a fence in my yard and a beautiful little dog for company and a new family with your pet. I make healthy dog ​​food and snacks and they will have special care.

Sitter Profile Image: Christina C.
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Christina C.
from
$20
per visit
5.0 out of 5.0 stars
25 reviews
4 repeat clients
20 years of experience
Auburndale, FL, 33823

We have 4 cats , two who eat special food and one diabetic who needs insulin. Christina has been a rock star of a care giver to our babies. Always in constant communication and going above and beyond to make sure they get the best care while we are away.

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Lou J.
Sitter Profile Image: Amy G.
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Amy G.
from
$20
per visit
5.0 out of 5.0 stars
6 reviews
1 repeat client
15 years of experience
Winter haven, FL, 33880

Amy is great with our two dogs! Very thankful to have her!!

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Michael M.
Sitter Profile Image: Caeley S.
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Caeley S.
from
$13
per visit
20 years of experience
Davenport, FL, 33837

About: Hi there, I’m Caeley! The professional belly rubber, fetch enthusiast, and treat dispenser pro! 🦴🐾 Dogs have been part of my life forever, and I believe every pup deserves to feel like the star of the show. Whether your dog wants an energetic walk, a slow sniffari, or just a buddy to play with, I’m the gal! I’m dependable (you’ll always get updates and photos), careful (safety first, leashes, gates, and routines matter), and a little goofy (because dogs love when you get on their level). Special skills include: • Fluent in “puppy dog eyes” 🥺 • Expert at hiding medicine in PB • Strong arms for tug-of-war, gentle hands for belly rubs At the end of the day, I treat every dog like family, because they are family. 🐶❤️ I’m a nurse intern finishing my studies at Polk State College in Winter Haven. I work part time at the hospital on weekends and I’m only on campus two days a week (Tuesdays and Thursdays). On weekdays, I take my son to and from school, which means I’m available after morning drop off and before afternoon pick up. Even on my class days, I still have about an hour and a half of free time after drop off before heading to campus, which is perfect for quick walks, drop ins, or cuddle visits. With my flexible schedule, your pets always get dependable, loving care without feeling rushed. When caring for pets in their own home, I make sure to follow your instructions closely so your pets stay on their normal routine. I handle feeding, fresh water, walks, playtime, and any medications if needed. I keep a close eye on safety (doors, gates, and leashes) and always send photo updates so you know how your pets are doing while you’re away.

Sitter Profile Image: Diana E.
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Diana E.
from
$20
per visit
5.0 out of 5.0 stars
4 reviews
2 repeat clients
10 years of experience
Winter Haven, FL, 33880

About: Hello! My name is Diana. I’ve had pets my entire life and for the past years I’ve started caring for others in addition to my own. I have experience caring for dogs of different sizes and breeds. I live in an apartment but frequent the dog park, so lots of running around and play time staying here with me and my pet! She is very social and loves to have company, friendly to other dogs and shares toys. I am also known to make homemade dog treats. Let your dog be spoiled by me! I work from home so your baby will get non stop attention! Daycare drop off and pickup hours are between 7 am and 8 pm., Monday through Thursday. Any time after 8 pm would need to be booked as boarding and pickup for the following morning. I offer extended stays as well. I have a 7 month German Shephard Puppy to keep your fur baby company. We like to do outdoor activities such as going to the dog park, going to the beach, and taking walking trails. I can easily crate your need if needed.

Sitter Profile Image: Gregory D.
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Gregory D.
from
$15
per visit
5.0 out of 5.0 stars
4 reviews
15 years of experience
Winter Haven, FL, 33881

⭐️⭐️⭐️⭐️⭐️ Review for Gregory Gregory provided exceptional care for my dog, Sara. He conducted himself with the utmost professionalism and courtesy throughout the entire experience. He consistently kept me informed with regular updates and photos, ensuring I was aware of how Sara was doing and confirming that she received her medication as scheduled. It was evident that he treated her with genuine affection and care, as though she were a member of his own family. I am deeply grateful for the outstanding service he provided and would highly recommend Gregory to anyone seeking a trustworthy and compassionate caregiver for their beloved pets.

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Melissa D.
Sitter Profile Image: Brandie H.
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Brandie H.
from
$22
per visit
5.0 out of 5.0 stars
9 reviews
3 repeat clients
15 years of experience
Winter Haven, FL, 33880

My dogs loved Brandie. Highly recommend her to take care of your fur babies..

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Kim B.
Sitter Profile Image: Ashley W.
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Ashley W.
from
$20
per visit
5.0 out of 5.0 stars
34 reviews
11 repeat clients
13 years of experience
winter haven, FL, 33884

Ashley is THE BEST!!! Our dogs love her and she genuinely loved and cared for them. She is professional, dependable, punctual, reliable, and provided us with excellent communication and photo updates. We HIGHLY recommend her to care for your animal family members.

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Samuel S.
Sitter Profile Image: Alyssa C.
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Alyssa C.
from
$15
per visit
8 years of experience
Winter Haven, FL, 33881

About: I have been working with animals for 8 years. Little bit of everything, from grooming to kennel to veterinary tech. I truly love what I do and have a passion for taking care of your fur babies! ❤️ I love all breeds, sizes and age! I would love to help you out and make things easier for you. If interested please just shoot me a message! Thank you hope to hear from you :) Depending on my schedule for each week. Each week varies for me but I always tend to have time available around my schedule to do pet care. Give them all the love and attention! If you have anything you want me to do specific, just let me know and I will be more than happy to do :)

Sitter Profile Image: Melina C.
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Melina C.
from
$17
per visit
5.0 out of 5.0 stars
29 reviews
8 repeat clients
12 years of experience
Winter Haven, FL, 33881

Melina was great and very thorough. She sent me the cutest photos of our baby Finn and he seemed to like her as well! She communicated very well with us and I would highly recommend her to others.

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Bekah V.
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Over 354
pet parents in Winter Haven have booked pet sitting

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The median cost per night for pet sitting in Winter Haven is $20

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Sitters in Winter Haven average 6
repeat pet sitting clients

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