Dog Sitting Winter Haven
Book a Winter Haven dog sitter to watch your dog in your sitter’s home or yours.

Over 202 pet parents in Winter Haven have booked dog sitting
Winter Haven, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: With years of hands on experience in animal care, I’ve had the privilege of volunteering at both wildlife sanctuaries and the SPCA, where I worked with a wide variety of animals in need. My background includes caring for pets of all ages from playful puppies and kittens to senior companions, as well as animals with medical conditions and special needs. I’m deeply committed to providing patient, compassionate, and attentive care, ensuring every pet feels safe, loved, and well looked after, no matter their age or condition. I currently have a full time job as an elementary paraprofessional. I am there from 7:30am-3pm Monday-Friday. I am happy to provide pet care whenever you need it. Whether it’s daily visits, overnight stays, or last-minute help, I’m flexible and ready to accommodate your schedule. Your pet’s comfort and well being are my top priorities, and I’m here to make sure they feel safe, loved, and cared for at all times. I provide loving, reliable care for pets in the comfort of their own home or while out on walks. Whether it's feeding, playtime, administering medication, or just keeping them company, I follow your pet’s routine to help them feel safe and stress free. During walks, I make sure they get the exercise, attention, and care they need, always keeping their safety and happiness as my top priority.
About: My whole life I’ve had a passion for all animals especially dogs. Animals are what genuinely makes me happy and I can’t wait to spread that love with others . I am super patient and loving when it comes to our furry friends! I personally have taken care of many different animals such as cats dogs, chickens, pigs, cows, etc! I love spending time with animals as it is what makes me happy. Contact me if you have any additional questions.😊 I’m currently in school and I have a part time job! So I am available on weekends Saturday’s- Sundays and most holidays!🥰 My calendar will be updated with availability I personally have a dog of my own and we have a fenced in yard with plenty of space for him to run around. I make sure they have a healthy and clean environment so they can strive and play as needed. All animals under my care get much love and needed attention they deserve.
About: I have many years of experience taking care of your fur babies. Any service needed I've stepped up to the challenge. Young puppies who need to get their energy out, old pups who just need some extra loving, big puppies who require a strong grip and extra patience. I also have experience in fostering and rescuing with having rescued over 20 cats/kittens and provided medical and rehabilitative care. I am a veteran with medical experience who is currently in school to receive my bachelors. I’m on summer break right now so I will have plenty of time for any pet and any service they require. I will be flexible to work with any schedule conflicts long term or part time. My goal is to make your life easier! I live in a house. Although I do not have a fenced yard, I live in a beautiful golf course gated community with tons of space for long walks. I do have one cat who is friendly with other pets. If your pet is one to cuddle they will be allowed on beds and couches or if you prefer them to be crated I will follow along with your instructions as well.
About: Dog sitting is more than a job for me- it’s a passion! I’ve spent time with dogs of all sizes, from tiny Terriers to gigantic Great Danes. I’m not just your average sitter; I bring a knack for understanding doggy body language, a talent for getting even the pickiest pups to swallow their pills, and I always carry a bag full of treats (of course!). Whether your dog needs a running buddy, a snuggle partner, or just someone to toss the ball again and again- I’ve got it covered. I pride myself on keeping tails wagging and owners stress free, knowing their fur babies are in the best hands. Since pet sitting is my primary job and I’m currently a college student, my schedule is quite flexible. I can easily incorporate pet care into my daily routine, offering plenty of time for walks, play sessions, and any special needs your dog may have. My evenings and weekends are also free, so I can provide consistent care and attention throughout the week. Safety and trust are crucial when caring for pets in your home. I make sure to follow your specific instructions to the letter, from feeding routines to exercise needs. I will keep your home secure by ensuring all doors and gates are closed and never leave your pet unattended in potentially hazardous situations. I also maintain a clean and organized environment, respecting your space and belongings. Your pet’s well-being is my utmost concern, and I strive to provide the same level of care and attention that you would.
About: I’ve been watching dogs and cats since I was 10. I have a 5 year old Australian Shepard that I got when he was 9 weeks old. I work second shift most weekends but I’m free to walk your pups anytime in the morning. I am able to watch your pups during the week as those are my days off usually I will always go at your animals speed. I have a very friendly Aussie who loves making new friends as well as I do have a fenced in yard for the doggos to run around
About: I’ve had a dog since I was a little kid. I also have watched dogs for my friends. My two oldest daughters head off to college this August. My youngest daughter, she will be 12 in September, loves all animals, but especially dogs. I am looking for a way to have more dogs in our house for my daughter to play with. We have one dog, Marley. However, my mom lives next door and she has two dogs, Daisy and Zoe. They visit often. But when we are watching other dogs, they will not visit. Our goal is to provide a fun, safe environment for your pup while you are away. I am able to watch your fury family member any weekend during the school year or June/July over the summer. I am not available: July 6-9 After July 30, I am back at school. I am available to watch your fury family member Friday (after 3:30) until Sunday evening (anytime.) I have a pool for them to swim in and and fully fenced in area around my house. I have about 40 acres we can take leashed walks on if you would like. We do have a few cows and a horse on the extended acreage. My lab/beagle mix loves to play with dogs. She plays well with both small and large dogs.
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: I grew up caring for many kinds of animals and have always been a lover of nature and wildlife. With our family pets, we often fostered cats and dogs, as well as newborn kittens and puppies. I volunteered for the Animal Welfare League in Port Charlotte, FL, caring for cats and dogs of many varieties for several years. I currently have 4 cats of my own, all rescues which I love dearly! It would be an honor for you to trust me with the care of your pet, and I guarantee that I will love and care for them as if they were my own. I have experience with providing cats with basic, routine medical treatments such as pills, topicals, and liquid medications. Communication is important to me, and I will gladly provide you with any updates or answer any questions you may have while I'm looking after your home or pet. I'm currently seeking more self-employment opportunities, so my availability for daily or weekly sitting services is completely open! If you're looking for regular walks/visits, we can work together to schedule according to your pet's needs. You can rely on me to treat your home and pets with integrity and respect. Ensuring the comfort and safety of your animals is my top priority! I will listen to your unique needs and concerns, and provide attentive care.
“Lia showed up on time and accommodated my cats needs. She sent pictures and communicated very well. I had peace of mind on my trip knowing Alia was taking care of my pet. 10/10 would have her back to take care of him.”

About: I am experienced, responsible, friendly and loved by pets of all ages. Get reliable pet sitting from someone who’s raised a Westie and wrangled puppies. I live and work locally in Lakeland. Available for midday walks and sitting evenings/weekends. I am happy to provide snuggles, walks, park trips, feeding and treats. I previously worked in a pet store providing care for puppies and I currently have a 12 year old Westie. She is very friendly & loves to play with other animals.
About: I've loved taking care of dogs and cats for years. I absolutely love animals and provide all the attention and pet rubs they need! I can take them on walks, play with them outside, feed them, and just overall giving them a fun pet sitter experience! I drive for Uber so my schedule is very flexible, and I am pretty much available any time for your pups/cats to take care of. I’m happy to take care of your fur baby with plenty of walks, playtime, and giving them a fun time! Let me know any special details you would like for them.
“Jeanna has always been an amazing sitter for our furbabies! She is great at being prompt and giving great updates and photos that show your babies are happy and loved. Thank you!!”

About: Growing up I cared for many pets and always wanted to be a veterinarian. Now that my children are older I can finally care for more pets again. This is another way I can do that and help some families out as well! I would love to be there person your family can rely on to help care for your fur babies while you’re away! I live right next to a park and would love to go for walks, play in my large fenced in back yard, or play in the park. I love animals and can’t wait to meet yours 🥰 Currently a stay a home mom I feel like this would be perfect for me and my kids. I would love to use these times as an opportunity to also show them how to care for and be responsible for when it comes to having their own pets. My yard is completely fenced in, and there is plenty of space for your fur baby to run free, outside and inside, and still be safe and secure!
About: I’ve taken care of all kinds of animals ever since I was 5 years old! I’ve taken my time to learn animal behaviors and I can assure your pet will be in good hands. I have had the chance of taking care of multiple animals! Ranging from dogs, cats, goats, pigs, many kinds of birds, reptiles, amphibians and many more. Ive also taken care of many animals of many ages in life. I am mostly always free! I am a student just earning money and experience to become a future veterinarian. I have a great passion for all things animal related so I hope to have the greatest opportunity to take care of your pets! (Hablo español) (I cannot stay overnight!) I am currently a student just earning money and studying. So I am almost always free! (unless my parents planned something.) If anything comes up I will always let you know! I have a dog of my own that is very friendly! If you'd like to socialize your pet I can help! I don't mind buying things to ensure your pets needs are met. (within reason and budget of course)

About: I have grown up with dogs since I was little. I currently have my own dog now. I have experience with dog aggressive dogs to other animals. I am currently working a full time job (42 hours a week) I currently work Noc shift and am going to school. I am usually able to accommodate time of day, that works best for your pup. I have my own fur baby, she is a rot/pit mix we believe. She is animal aggressive i've had her for almost 2 years now. Owning her has helped me gain experience with aggressive behavior in animals.
“She is the absolute best. We love having her as our sitter. Our pups are so happy when she comes home and feel the most comfort with her around. She is very responsible, communicative, and punctual. She gives tons of updates and pictures. She is our most trusted sitter! you can never go wrong choosing Blanca. She is the absolute best! our pups love her more than they love us 😂”

About: I provide loving, reliable care and treat every pet as if they were my own. I have experience caring for dogs and cats of different ages, sizes, and personalities, including senior pets who need extra patience and attention. I understand how important routines are, so I make sure pets feel safe, comfortable, and loved while their families are away. As a pet owner myself, I know the peace of mind that comes from receiving regular updates, photos, and clear communication. Whether your pet enjoys long walks, playtime, cuddles, or simply a calm companion, I adapt to their individual needs and make their well-being my top priority. Pet care is a natural part of my daily routine. I enjoy spending time with animals and make sure they receive the attention, exercise, and affection they need throughout the day. My schedule allows me to be reliable and consistent with feeding, walks, playtime, potty breaks, and any special care instructions. I prioritize each pet’s routine to help them feel comfortable and secure while their family is away. Whether it’s an energetic dog who loves outdoor activities or a senior pet who prefers a quieter pace, I adapt my care to meet their individual needs. When caring for pets in a client’s home, I follow their normal routine as closely as possible to help them feel comfortable and secure. This includes feeding, fresh water, walks, playtime, potty breaks, administering medications if needed, and plenty of affection and attention. I also provide regular updates and photos so pet parents can have peace of mind while they are away. If caring for pets in my home, I create a safe, clean, and welcoming environment for them

About: Although I don’t have professional experience as a pet sitter, I have always had cats and have also had dogs, so I’m very comfortable living with and caring for them. I have also cared for my friends’ dogs on several occasions. I’m a responsible, patient, and caring person. I believe every pet deserves attention, respect, and lots of love. I always make sure they feel comfortable, safe, and cared for while they are with me. 🐾❤️ Trabajo de lunes a viernes hasta las 5:00 p. m., por lo que estoy disponible para cuidar mascotas después de ese horario. Los fines de semana también tengo disponibilidad por horas, tanto en la mañana como en la tarde. Cuando cuido una mascota en la casa de su dueño, me aseguro de seguir su rutina habitual y las indicaciones de su familia. Me gusta brindarles compañía, cariño y atención, además de asegurarme de que tengan comida y agua fresca. También puedo jugar con ellos, sacarlos a caminar si es necesario y mantener limpio y ordenado su espacio.
About: I love all the pets, I have had cats and dogs in the past. I’m very affectionate and attentive. I can handle high energy and tame animals. Code CANDAR06954, https://www.rover.com/sit/candar06954 for 20 dollars off your first booking I’m available anytime in the Lakeland area, I have also extended my radius. I do weekdays and weekends. I can care for your animals multiple times a week if need be. I’m willing to walk dogs around the neighborhood. I cannot bring animals into my home. I’m willing to cat and dog sit also. If the animal needs special care, please let me know.
The median cost per visit for dog sitting in Winter Haven is $20
Dog 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 !
⭐️⭐️⭐️⭐️⭐️ 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.

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?
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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 dog sitting

1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Winter Haven
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winter Haven average 6 repeat dog sitting clients
FAQs for Dog Sitting - Winter Haven
Frequently asked questions about Rover
The average cost of Dog 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 2,477 sitters on Rover offering Dog 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.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winter Haven choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Winter Haven with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Winter Haven. On Rover:
- 91% 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.
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.


