Pet Sitting Winter Haven
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 336 pet parents in Winter Haven have booked pet sitting
Winter Haven, 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.
“Bonnie is wonderful! She took care of my cat, dog, and bearded dragons while I was out of town. My animals loved her. She kept everything cleaned up with the animals and they were happy when I returned home.”
“Melinda was fantastic with our cats and went above and beyond! Highly recommend her watching over your cats, and I'll be using her services again for our next trip!”
About: I have years of personal experience caring for my own fur babies, as well as experience working in an emergency vet. I am comfortable handling pets who need a little extra TLC due to their health or personality, and nothing makes me happier than giving owners the assurance that their fur family is in good hands💜 I currently have two cats, Dobby and Chai, and I have experience with all ages of pets :) I can care for exotic pets as well (I personally have several invertebrates as well as a blue tongue skink and an African house snake!) I do work full time, so I am not currently able to provide 24/7 services. I currently work overnight (usually Monday and Thursday) but also work Saturday during the day almost every week as well. Please reach out to me with any questions regarding my schedule and how I can best accommodate your babies! I will follow any and all instructions left for me to the letter, as I would want someone to do the same for my pets.
About: I have loved pets since I was very young. I used to take care of my brother's dog and my friends. Whenever I could, I would visit my friends to be with their dogs. I am a teacher, so I have a lot of patience with hyper pets! I am currently a teacher, so I can work Mon-Fri after 4 and on the weekends any time. During the summer and holidays, I am more flexible. I make sure that if the dog or cat needs to go out to potty, I take them out. I also walk the dogs/cats and play with them as I keep them company. I try to make sure they are safe and happy! I am not allergic to any pets.
“Lindsey did a great job. She took great care of my dog and informed me if she had any questions or concerns with my pet and was patient with her as well. Thank you Lindsey for taking care of her! Greatly appreciated!”
About: I have taken care of dogs since I was little, I even started washing dogs for my neighbors when I was 13. I have been around dogs since I was little and just got a cat. I love animals and meeting new types of dogs and cats! I work part time during the day but I have plenty of free time during the week and on weekends. I have very good time management and I am able to work around my schedule. I take in to account what the environment is when I care for pets such as if there is fenced yard or near a busy road.
About: I'm a true animal person, and my home proves it. Sir Rocco, my 5-year-old Lab, is my shadow, and our three cats, Nala, Nico and Goldie, keep things lively. My favorite part of caring for pets is getting to know their little personalities: the dog who has to sniff every mailbox, or the cat who pretends not to care but always ends up in your lap. A while back I took in a scared, semi-feral kitten. It took time, gentle hands, and a lot of patience before he let me hold him, and now he follows me around the house. That's how I approach every pet. I let them warm up at their own pace, and I never rush a nervous one. I've cared for pets at every stage of life. I love the silly, curious energy of puppies, and I'm happy to reinforce their potty routine and good habits while you're away. Older dogs have a special place in my heart too. I'm happy to slow down for their pace, keep them comfortable, and give them extra love. I'm also experienced giving medications, whether it's a pill tucked into a treat or a set schedule, so you can trust your pet won't miss a dose. When I'm with your pet, they get my full attention. That means real walks, belly rubs, fetch, cuddles, whatever makes them happy. I'll keep their routine just the way you like it and send you photos so you can see them enjoying their day. I want you to come home to a happy, well-loved pet and feel completely at ease while you're gone. My schedule is flexible, which means I can work around what you and your pet needs instead of the other way around. Whether you need regular walks during the week, drop-in visits while you're at work, or someone to stay with your pet while you travel, just send me a message and we'll find times that work. I always give your pet unhurried, focused time, and I'll do my best to help with last-minute requests too. I care for pets in their own home, where they feel most comfortable. I treat your home like it's my own: I follow your house rules, keep things tidy, and always lock up and double-check doors and gates before I leave. On walks, your dog stays leashed and close, and I keep an eye out for other dogs, hot pavement, and anything they shouldn't eat. At our Meet & Greet, I'll get your vet's info and an emergency contact so I'm prepared for anything. Your pet's safety and your peace of mind always come first.
About: I've always had dogs and cats all my life, I volunteer with Polk bully project to walk the dogs and have cared for neighbors pets for many years. I work from home and can come over during my lunch and after I get off. I don't work weekends. Happy to drop in for whatever they need. I have two cats currently and have had many different breads of dogs. I volunteer with Polk bully project to take the dogs out for a doggie day.
About: I have past professional babysitting and nannying experience and I believe if you can leave your child under my care than a pet should be the same! I've had 2 German shepards that I have trained myself along with countless other doggies I've watched and taken care of I’m reliable, detail oriented, and flexible with scheduling. Whether you need a quick drop-in visit, daily walks, overnight care, or extended pet sitting, I’m committed to providing dependable care and giving you peace of mind while you’re away. I am a college student so my schedule is wide open. I have experience caring for dogs and cats of all ages, sizes, and personalities. From daily walks and playtime to feeding, administering medications, cleaning up, and sticking to your pet’s routine, I understand that consistency is key to keeping them happy and stress free. My goal is to care for your pet as if they were my own.
About: I'm a dedicated stay-at-home dog mom who loves caring for pups of all ages, from playful puppies to sweet senior dogs. I am trained in pet first aid and CPR so your furry family member will always be in safe hands. Whether it's belly rubs, walks or cuddle time, I treat every dog like I would my own. I am currently a stay at home dog mom so my schedule is pretty flexible. A natural part of my daily routine revolves around feeding schedules, potty breaks, walks, playtime and lots of cuddles. I will care for pets in my home as if they were my own! They will enjoy a safe environment with regular potty breaks, walks and play time.
About: As a proud U.S. Navy Veteran, I bring patience, responsibility, and genuine love for animals to every pet I care for. I have experience caring for and training dogs in animal shelters and on base, along with providing monthly grooming for family and friends for over 10 years. I can assist with basic grooming, reinforce obedience commands, and provide plenty of attention, exercise, and companionship. I treat every dog as if they were my own, with their safety, comfort, and happiness as my top priorities. I look forward to caring for your fur baby! 🐾🤍 I love taking walks with my dogs and also help care for my mother’s dogs. I believe dogs thrive with consistency, positive reinforcement, and a good routine. 🐾 I help reinforce good behaviors and keep a consistent schedule for walks, meals, and playtime, so your pup knows what to expect and feels happy, comfortable, and secure. Your pup will feel right at home in my cozy 3-bedroom townhome, complete with a fully fenced backyard where they can safely roam, play, and enjoy some freedom! I’m an active person who enjoys taking long daily walks, so your furry friend will get plenty of exercise, fresh air, and adventure. Most importantly, they’ll receive lots of love, attention, and plenty of tail-wagging fun! ❤️
About: Hello! My name is Emily. Animals are my life! I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in Pet Care is from having my own pets and caring for family, friends and Working as a kennel technician in a pet resort. I am available mostly everyday and I can be flexible! I can provide care in the mornings, afternoons, and evenings while also sending updates throughout. I have a fenced in backyard for my fur babies to run around in. I feed, and walk my animals everyday . I give them plenty of attention and play time!
About: Hi! I’m Jay, a dependable, trustworthy animal lover who understands that pets are family. I take pride in being reliable, attentive, and treating every dog as if they were my own. I have a flexible schedule outside of my full-time career, allowing me to provide walks, drop-in visits, and quality one-on-one attention. Whether your dog needs a quick potty break, an energetic walk, or someone to keep them company while you’re away, you can count on me to be there on time and provide exceptional care. I’m comfortable with dogs of all sizes and personalities, from playful puppies to senior dogs who need a little extra patience and care. I’ll follow your pet’s routine closely, including feeding schedules, medications (if needed), exercise, and any special instructions you provide. When your pet is with me, you’ll receive regular updates, photos, and messages so you can relax knowing they’re safe, happy, and well cared for. My goal is simple: earn your trust by providing dependable service and giving your pet the love, attention, and care they deserve. I look forward to meeting you and your furry family member! I have a German Shepard/lab dog so taking care of your fur baby will blend right in with our daily walk sessions when the weather allows us to do so. Your for baby will be an excellent hands with the help of our dog Jacob. We have a huge backyard which is more than enough room for the babies to play. Not to worry they are never left unattended
“Isabella did a great job taking care of our senior cat. She communicated right away when Punkin was too stressed and anxious to give her medicine. She suggested another way which worked well. The communication every day through Rover eased my mind about leaving Punkin by herself. We will definitely be using Isabella again.”
“She was absolutely incredible!! She brought my dogs to my wedding and was so helpful there. Everyone loved her and said she did amazing with them! When she brought them back home she picked up and did our dishes so we didn’t come home to a mess after our wedding ? We will definitely use Amber in the future and recommend her to our family and friends.”
The median cost per visit for pet sitting in Winter Haven is $20
Pet parents share their Rover experiences - Winter Haven
Dianne has been absolutely wonderful with our dogs! She is incredibly kind, dependable, and clearly has a genuine love for animals. She has been so caring and patient with our elderly dog while also keeping up with our younger, energetic one. You can immediately tell that Dianne is simply a good, caring person, and we feel completely comfortable knowing our dogs are in her hands. We highly recommend her!
What a great experience with Rover !! 😍 Aubrey is the Best ! Friendly professional and very accountable ❤️She came to our home for a meet and greet and I immediately knew our “Jack” was in good and loving care in our absence! Communication could not have been better ! Five stars !! Will definitely use her and Rover again !
I would like to say that Christy M. did a great job watching our three Cockatoos and two rabbits. She was able to assist us on short notice as our other pet sitter was unable to watch our pets due to illness. She was great with our pets and was very attentive to their needs. She would message me when she arrived and was always on time and she would message me pictures of our pets as well. She even took out the trash and left our home neat and tidy. I would definitely recommend her and plan to use her in the future.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
How to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Winter Haven
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winter Haven average 6 repeat pet sitting clients
FAQs for Pet Sitting - Winter Haven
Frequently asked questions about Rover
The average cost of Pet Sitting in Winter Haven is $18 per visit as of October 2026. Most bookings cost between $16 and $28 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,554 sitters on Rover offering Pet Sitting across Winter Haven. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Winter Haven. On Rover:
- 90% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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