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
“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!!”

“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!”

“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.”

“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!”

“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.”

“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.”


“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 !”
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.
“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.”

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.
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.
“⭐️⭐️⭐️⭐️⭐️ 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.”

“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.”

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 :)
“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.”

Over 354 pet parents in Winter Haven have booked pet sitting
How Rover works

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. 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. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Winter Haven is $20
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in Winter Haven 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 Winter Haven on Rover as of Dec 2025 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.
As of Dec 2025, there are 381 pet sitters in Winter Haven. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 90% of Winter Haven pet sitters respond in under an hour.
Pet sitters in Winter Haven have an average of 16 years of experience. 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 Winter Haven.
Rover makes it easy to find Winter Haven 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
There are 381 pet sitters in Winter Haven on Rover, so you’re sure to find the perfect match for your pet! In Winter Haven, 100% of pet sitters offer daily exercise, 92% offer medication administration, and 85% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
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.





