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 231 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 was the first pet sitter we have ever had for our cat Gracie and bird Merrie. She was wonderful!. We felt confident the whole time we were gone that they were well taken care of. We will definitely ask her to take care of them again. Thanks Bonnie.”
“Maryana was an amazing cat sitter - reliable, attentive, and great with my cats. Communication was excellent, and I felt completely at ease knowing they were in such good hands. She went above and beyond and I can’t recommend her enough!”
“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!”
“Shawnee always goes above and beyond when she cares for our kitties! She is very communicative and it’s clear she enjoys spending time with them. We always know they are in good hands with her.”
About: I have been a veterinary technician for 3+ years and counting. We have had pets in our home since I can remember. I have grown up with the love and loyalty that our pets provide and is something that I cherish. I started pet sitting for coworkers and clients for about 2 years now. I love helping fellow pet owners with caring for their pets in a time of need. My favorite thing is gaining trust from pet owners and ensuring that owners have peace of mind when it comes to being away from their pets. Having the medical background that I do also helps to ensure that your senior babies are being taken care of properly. Pets are family. I am currently a full time veterinary technician and work all days (8am-6pm) except Tuesdays, every other Saturdays (only from 8am- 12pm), and Sundays. With my full time schedule, I make sure that a pets needs come first. I will only pet sit for pets that I can guarantee my utmost care. I house sit a lot as well so this is helpful with my full time job. I tend to pet sit close to my job so if I have to leave in the middle of the day to take a dog out, I definitely can. I make sure to follow all written or printed instructions to a T. I also make sure to stay in close contact with owners (not too close to ruin your vacation) to ensure that they are still at peace of mind throughout their time away. I also love to send photos of their pets while they’re gone so they’re not missing out on too much :)
About: I love dogs of all kinds I've had multiple pitbull mixes and even helped care for abused and sick strays. I have a passion for animals and plan on building a career around training and caring for them. I have over 3 years experience of training animals, doing everything from basic obedience to specialized service dog and reactivity training! I love working with and caring for all animals of different kinds and sizes! I am currently working on building my own training business for dogs but my schedule remains open and flexible for any and all of your needs! I treat all dogs in my care as my own as a pet owner myself I understand how hard it can be to trust someone else to care for your babies but rest assured in my care they will be well cared for and I will send regular updates (if requested) about your pets! Any and all instructions left will be followed to the T from play time to walks to cuddles on the couch and maybe even a few treats your pet will be safe well cared for loved and happy in my care
About: I've owned and cared for animals my entire life. From guinea pigs and dogs and cats to horses. Your pet's care, comfort and safety will always be my first priority. I am recently retired so I am readily available to help take care of your fur baby. I am available days, nights and most weekends. At my house I have a fenced yard in a safe neighborhood. At your house I'll follow your rules and guidance for your pet's comfort and safety
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.
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 have always loved being surrounded by animals: dogs (greyhounds/dalmatian), cats, horses, guinea pigs, hermit crabs, and even chickens!! I am passionate about learning about what each individual pet needs and their unique personalities! I truly believe that every single pet deserves the best care, love, and attention and I am the best person to provide that care to your pet while you’re away. I am currently raising a 9 month old puppy (Lunaria aka Luna) that we adopted from a shelter at 6 months! I also have 4 guinea pigs that I love and care for! Feel free to reach out! I am pretty flexible with all schedules. The majority of my availability is in the afternoons or evenings, but anytime of day can be scheduled! I have experience with crate training dogs and do keep my puppy in a crate when I have to leave the house due to her age. I enjoy taking Luna on long walks at local parks and have a back of seat system in place to protect her and my car during travels! It is up to you how you keep your fur babies at home and I am flexible to a variety of approaches!
About: I have grown up around dogs my entire life, so caring for them comes naturally to me! I am comfortable with all breeds and sizes, I have a dog of my own that I walk, play with, and care for daily so I understand what it means to be trusted with such an important job. I have also volunteered at the Humane Society so I have gained experience and been around all types of dogs with different personalities and needs! With me, your pup will get plenty of love, care, snuggles, and walks just like they should! I am currently working on my RBT certification so I am completely open to anything at this moment! My schedule will eventually be Monday-Friday 8-3, but for now I can work with just about anything! I have a fenced in yard, I have plenty of friends with dogs if they need a playmate for the day, and I am extremely active so they will get plenty of exercise if need be!
About: I've always grown up around animals.. I stop to pet every dog passing by.. I just love them and I will love yours as I love my own. I have 2 doggy babies of my own, they are my emotional saviors. My cat baby of 14 years just past away 2 years ago. I know how hard it is to trust in a a stranger but you can trust me. I am currently a stay at home mom of a two month old baby boy, so I have all the time for daily drop ins! I am more than willing to come check in on doggies at houses, feed them and let them go potty. I would also like to walk your dogs as needed!
About: I’ve always been an animal lover and have experience caring for a wide variety of pets, from dogs and cats to farm animals. I’m comfortable with pets of different ages, personalities, and energy levels, and I’m happy to follow your pet’s normal routine so they feel comfortable while you’re away. I have experience with feeding, walks, playtime, giving pets attention and companionship, and keeping up with their individual needs. I’m also comfortable caring for multiple animals at once and have experience with livestock from showing sheep, so I’m not afraid of a little extra work! I’m dependable, attentive, and will treat your pets and your home with the same care and respect I would want for my own. My goal is for you to feel completely comfortable knowing your pets are happy, safe, and well cared for while you’re away. My schedule is flexible, and I enjoy making pet care a regular part of my day. I’m able to dedicate plenty of time to walks, playtime, feeding, and giving your pets the attention they need. Your pet’s safety, comfort, and happiness will always be my top priorities. I know how important it is to trust someone with your furry family members, and I want you to feel completely at ease while you’re away. I take the time to learn each pet’s personality, routine, favorite activities, and any special instructions so I can provide care that feels familiar and stress-free. In your home, I will respect your space, carefully follow your instructions, keep food and water areas clean, maintain litter box cleanliness, and make sure doors and windows are secure. I’m mindful of potential hazards and will never take unnecessary risks with your pet’s safety. I also understand that cats need patience and space to adjust, so I’ll let them approach me at their own pace rather than forcing interaction. Communication is important to me, so you can expect regular updates, photos, and messages while you’re away. I want you to enjoy your time away knowing your cat is safe, comfortable, and receiving attentive, loving care. My goal is to treat every pet as if they were part of my own family and every home with the same respect I would expect for my own..
“I’m so thankful to have found Amber on Rover. Her drop-in visits to care for my two calicos when I travel are exactly what I need. She’s kind, thorough and thoughtful—she even brought in our mail! Her reports and photos are informative and give me peace of mind that my cats are cared for. I’m a repeat customer, and I’ll continue to book services with Amber as long as she’s available.”
About: I’ve had dogs and cats my entire life so I am experienced and I know how to love and take care of four-legged family members! and have dog sat and walked before for people in surrounding neighborhoods. I am a stay-at-home mom and a part-time substitute teacher which means I can be flexible for all of your individual pet needs! I will feed, walk, and play with your pets! I am also willing to do extra services like administering medication or whatever your pet may need!
“We used Stephanie twice now to take care of our fur baby Brandi. She always arrived on time which is very important to us. She played with her and attended to her feedings and litter cleaning with perfection. she is kind and caring with animals and we will continue to use her again and again with no hesitation. if you want a reliable , kind and caring animal loving person to take of your fur babies Stephanie is your person!!”
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 !
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 $17 per visit as of November 2026. Most bookings cost between $14 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 November 2026, there are 2,532 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 Rover's Trust & Safety page.
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 Rover Guarantee, 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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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