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 333 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.
“Shawnee was amazing with our old dog! Our old girl is a very tentative eater and Shawnee would sit on the floor and hand feed her kibble until she got comfortable enough to eat her meal. We were also dealing with fire ants in the yard at the time and I had to keep updating my requests for Shawnee while we treated our yard. Shawnee was so flexible and always did as we asked. I really can’t thank her enough!!”
“Shannon was amazing!! She was very attentive to my big puppies and I can tell she cared for them. She went above and beyond what was expected from me. Definitely someone to choose to watch your babies.”
“Samantha was wonderfully thorough and took very good care of my kitties. She is kind and does the little things like spend time playing with them and giving them catio time!”
“Elizabeth is kind, attentive, and all around a pleasure to book with! She is great at providing individualized care for our two kitties with very different personalities: she is kind and gentle with our shy kitty and makes him feel safe. She also plays with her more rambunctious kitty and helps get her wiggles out. Excited to continue booking with her. 🫶”
About: It will be a honor to become your petsitter ❤️ I have volunteered to provide temporary homes for dogs and cats. I was always the one who took care of the pets when everyone went on trips. You love them, I love them, lets love them ! I am available : Monday to Friday - From 7:00am to 10:00pm. Saturday - From 7:00am to 10:00pm. Sunday- From 7:00am to 10:00pm. On special occasions, I can extend my availability even further to meet your needs. As a dog sitter, I am committed to provide personalized attention to your pet, ensuring their physical and emotional well-being during your absence. Fitting into your daily routine and performing activities both at home and outings to dog parks or the beach. If you wish. My goal here is for your pet to feel comfortable in his or her routine and to have fun. But most of all that you feel at peace and know that your pet is in good hands.
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.
“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 had dogs for 10+ years. Feel free to check out my dogs IG page bolt_and_mr.moo to see the life they live and love. I am currently working as a personal shopper and have time through the day to allow the dogs to have potty breaks and home all nights. I live keeping dogs in their own homes because it helps them keep the routines. I make sure they get feed at the same times and their potty breaks are at the same times as usual. If they have any special needs I also make sure to handle them.
“Outstanding conscientious communication . Photos and updates are great. Lindsey’s commitment to the wellbeing of our precious pets is commendable. I’m so glad she made the time for their tender, loving care!”
About: I love taking out pets out to the park to have fun and play, and as long as the owner permits it, I’ll bring my own dog along so they can play together. Additionally, I make sure the dog does their needs at least 3 times a day. One time in the morning after they eat breakfast, one in the middle of the day after they eat lunch, and one time in the night before they go to sleep. I work full time and I have 2 days off. On Saturdays and Sundays, I am available all day from 6 a.m. to 10 p.m. I am sometimes available on Fridays, so you’d have to advise me 3 days before to see if I can accept your booking. I leave them unleashed in the home and I don’t put them in cages because I believe they should roam free in the house. I play with them for a long time and at night I do it so they can get tired and sleep soundly. I wash their bowls after they eat and make sure their water is clean. I don’t cook for them for safety reasons, so you would have to bring their own food.
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 work full time at an emergency vet, so I I typically work 2 week night shifts and one weekend day shift, usually 10-12 hours each. 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 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 :)
The median cost per visit for pet sitting in Winter Haven is $20
Pet parents share their Rover experiences - Winter Haven
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.
We had a great experience with our sitter! She took wonderful care of our dog, Remi, and kept us updated throughout each visit. It was clear she made an effort to make him feel comfortable and gave him attention, not just the basics. Remi can be a bit particular, but he seemed happy and relaxed after each visit, which says a lot! The communication was great, and I appreciated how easy everything felt, on time, professional, and caring. I’d definitely recommend her to anyone looking for someone dependable and trustworthy to care for their pup. Thanks again for taking such good care of Remi!
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.
Meet local sitters who will treat your pets like family
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 Drop-In Visits - Winter Haven
Frequently asked questions about Rover
The average cost for Pet Sitting in Winter Haven on Rover is $17.76 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of September 2026, there are 2,576 sitters on Rover offering Pet Sitting across Winter Haven. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winter Haven stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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:
- 93% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 97% 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Connect anywhere with the Rover app
