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.
“Bradley recently provided a drop in visit for our 2 dogs. He was respectful and courteous and our dogs love him. We would not hesitate to use Bradley again should the need arise. Thank you Bradley from all of us”
“Thank you so much for taking such good care of our furbabies while we were away! ❤️❤️ Also thank you for going the extra mile cleaning off and stashing our packages in the bathroom when one of our babies decided it would be fun to pee on and scratch up lol!!! 🫠🤦🏼♀️ Much appreciated and always a pleasure!! ☺️🙏🏼”
“Samantha was absolutely wonderful with our family cats! She was communicative and extremely kind and helpful. We will definitely utilize her services again. Thank you, Samantha for all you do!”
“My boys were well taken care of and I got some cute photos on my trip for peace of mind. Her response time was excellent and I didn’t have a second of worry about my boys. I was able to enjoy my vacation with the knowledge my kitties were shown love and care the whole time. Will definitely book again.”
“Shawnee was awesome! It’s comforting to know your furbaby is in capable hands, and I never doubted her abilities. Daily pictures provided a great connection with Precious while I was away and assured me I made the right choice in trusting Shawnee with my most treasured little companion.”
“Aubrey did a fantastic job taking care of my cat Willow. She was dependable, kept in touch daily with notes and pictures. She provided more that she was asked to do. I will tell all my friends with pets to ask for Aubrey! And I will ask her for all of my future pet sitting needs. Thanks again Aubrey for caring so much for my Willow. Molly T. Winter Haven, FL”
“Ralinda is very descriptive when she visits our pets and always gives plenty of updates with photos! She makes sure to always give them love and play with them for a little bit on top of following our care instructions . She’s very attentive and even our more shy kitty has slowly warmed up to her.”
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
“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.”
“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!”
“Anita is simply the best! Our puppy had an accident in his crate this week and she immediately let us know and cleaned up and helped as best she could. When our puppy was scared of his crate after accident day (seems it was a bit traumatic for him), she was genuinely concerned and very communicative during her visit with him to let us know that he was doing okay. She spent a lot of time with him to make sure he was safe and happy. We appreciate her so much! Every time we say her name to our pup, his ears perk up and his tail wags!”
“David was the first reliable and trustworthy Rover person I experienced in my area. After going through several flakey people it was an absolute blessing to have David care for our senior dog. Everything was perfect and we will be using David as much as his schedule allows!”
About: With over 30 years of unwavering dedication, I am a seasoned pet care provider passionate about fostering a loving and secure environment for your furry, feathery, and even unconventional companions. From dogs and cats to a diverse array of birds, cows, and yes, even skunks, I've embraced every unique challenge with genuine care and commitment. Safety is my top priority, ensuring your pets thrive under my watchful eye. As a compassionate animal lover, I understand the importance of tailoring care to individual needs. I'm not just a caregiver; I'm a devoted listener, ready to accommodate your pet's preferences and your concerns. Trust me to provide the utmost care, flexibility, and a nurturing environment for your beloved pets. The ability to set my own work schedule provides a tailored approach to caring for pets. With the flexibility to adjust my hours, I can meet their specific needs, including feeding, walks, and playtime. Breaks throughout the day allow for regular check-ins, addressing any emergencies promptly. This personalized care not only reduces stress for pets but also eliminates the need for external pet services. The freedom to be actively involved in their daily lives ensures a comfortable routine, fostering a strong bond and peace of mind for both me and your pets. In caring for pets, I extend my services both within my own home and at clients' residences, ensuring a comprehensive and attentive approach. At my home, I provide a range of services such as bathing, meticulous medication distribution, and regular walks tailored to the specific needs of each pet. I create a comfortable and loving environment, prioritizing their well-being. Additionally, when caring for pets in clients' homes, I extend the same level of dedication. This includes administering medications with precision, offering bathing services for hygiene, and taking dogs for invigorating walks. The goal is to mirror the care and routine they are accustomed to, whether in their familiar home environment or within my own space, ensuring a seamless and positive experience for both the pets and their owners.
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 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.
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.
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 Pet Sitting - 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.
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