Dog Walking Winter Haven

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

End
Search

Over 55
pet parents in Winter Haven have booked dog walking

Winter Haven, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Sasha G.
Verified Enhanced Background Check
Sasha G.
from
$15
per walk
5.0 out of 5 stars
4 reviews
5 years of experience
Winter Haven, FL, 33881

About: I’ve been a pet owner and caretaker most of my life. I’ve helped or solely taken care of my own pets, family pets and those of friends. I have experience with elderly dogs and puppies big and small, as well as giving oral medications if needed. I make sure to be meticulous and careful especially with the precious fur children of others. My experience with dogs is much stronger than with cats but I certainly don’t mind helping out with kitties:) I just started working, so at the moment availability is a bit limited, I’m free Sundays and Mondays from work. My calendar will be updated as frequently as possible for availability. I make sure to keep a good eye on pets, taking them out regularly and making sure they’re properly fed and cared for, especially should specific needs have to be met. Typically, I spend my time in the home near and around the animals, even if not actively playing or interacting with them. I let pets go on as they normally would, so as to let them stay comfortable, as long as I can keep an eye on them.

Sitter Profile Image: Stephanie D.
Verified Enhanced Background Check
Stephanie D.
from
$15
per walk
12 years of experience
Winter Haven, FL, 33880

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.

Sitter Profile Image: Elizabeth D.
Verified Background Check
Elizabeth D.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Winter Haven, FL, 33881

About: I’ve taken care of my pets for the majority of my life. I enjoy walking, jogging, running, and playing with animals. I provide attention, love, and affection every moment I’m with a pet. I can train animals to do basic commands. Im in school and all of my classes are online. Im available anytime. We can set a meet and greet with your dog or cat. . I treat every animal as I would if they were my own pet. I love all breeds! Your pet will get plenty of exercise and playtime. I’m at home all day because I work from home. I sell puppies. I enjoy spending time with animals. My dogs favorite activities are swimming in the kiddie pool or walking around the block. Im an honest and trustworthy person. You can count on me to be on time! Your pet will be loved! Lots of playtime outside and a lot of cuddles!

Sitter Profile Image: Samantha J.
Verified Enhanced Background Check
Samantha J.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
41 reviews
14 repeat clients
5 years of experience
Winter Haven, FL, 33884

Fast replies and great caregiver

Profile image
Lia D.
Sitter Profile Image: Nikolai L.
Verified Background Check
Nikolai L.
from
$25
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Winter Haven, FL, 33881

About: Introduction Hi, I’m Nikolai. I’m a loving dog and cat dad located in Central Florida. Thank you for your consideration. My pets I have one dog (male, neutered, large breed, 6 years old), and 2 cats (all spayed and neutered, between 7-8 years old). My dog Bobby is very friendly with other dogs and cats. Experience I have over 10 years of experience, personal and professional, taking care of animals. Since I was a kid I’ve lived in multi-pet households and on a farm. I’ve worked as a kennel assistant at an animal clinic in Oregon. My home If you’d like to get to know me (or my home) before scheduling please let me know! I can also provide photos of my home upon request. I live in a quiet area of Winter Haven, lakeside with a few dog parks nearby. My yard is fenced but I always supervise during outside activities. My partner and I both work from home and have flexible schedules. We prefer a day or so notice to book if possible. Thank you! If you have any specific requirements for your pet’s care I would deeply appreciate a note or a message to reference. My goal is to make sure your pets are safe, happy and their needs are met during their visit.

Sitter Profile Image: Dianne F.
Verified Enhanced Background Check
Dianne F.
from
$14
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
35 years of experience
Winter Haven, FL, 33884

About: Dogs, cats, and birds have always been a part of my life! I currently have two beautiful puppies. I will provide morning, afternoon, and evening walks, playtime and feed your pets. I also have experience with my own dogs including senior care and administering medication as needed. I will be happy to send you pictures and videos during my visits. I am currently retired and available to take care of your pets in the morning, afternoon and/or evening. You can just let me know how long you would like me to spend time with your babies! I will come to your home and provide walks, feeding, playtime and medication if needed. I will also send pictures of your pets. I will treat your pets as my own!

Sitter Profile Image: Martina F.
Verified Enhanced Background Check
Martina F.
from
$15
per walk
1 repeat client
5 years of experience
Winter Haven, FL, 33880

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.

Sitter Profile Image: Charlotte R.
Verified Enhanced Background Check
Charlotte R.
from
$15
per walk
2 years of experience
Eagle Lake, FL, 33839

About: I’ve fostered 3 dogs and helped them be rehabilitated, I believe in what’s best for pets and know they are just little babies with fur. I am mainly free all week, if I’m not shopping of course, but I spend all my time with my dog and love spoiling him. I only have Sundays and Wednesdays busy because I am a Christian and attend all the services when I can. My home is one story with a fenced backyard, it is cleaned daily and deep cleaned once a week, the backyard has a tall white fence with a ton of room for dogs to play and potty.

Sitter Profile Image: Meralys R.
Verified Enhanced Background Check
Meralys R.
from
$15
per walk
9 years of experience
Winter Haven, FL, 33880

About: As a lifelong dog lover and owner, I bring a bubbly personality and genuine affection to every pet sitting experience. Your furry friend will be treated like family, with plenty of playtime, cuddles, and care to their unique needs. My availability varies due to my work schedule, but I'm generally quite flexible and can accommodate most requests with advance notice. I'm happy to discuss specific dates and times to find what works best. Your dog's safety and happiness are my top priorities. My home is fully enclosed with a gate for security. They'll have plenty of supervised playtime with my own friendly dogs and will be part of a warm, animal-loving family. I've grown up with dogs, so I understand their needs!

Sitter Profile Image: Ashley R.
Verified Enhanced Background Check
Ashley R.
from
$16
per walk
5.0 out of 5 stars
2 reviews
15 years of experience
Winter Haven, FL, 33881

About: Take a vacation with peace of mind! Your fur baby will be safe, happy, and extra loved! I’ve taken care of dogs of different sizes for over 10 years and cats for 2+ years. I’ve watched pets for friends and family when they’re away! I have two fur babies of my own so feeding, walking & extra love has already been built into my daily routine. I’ll treat your pets as if they are my own. Whether you’re boarding your babies or need a check in, I make sure to provide extra love and attention and make sure that they are happy! ♥️

Sitter Profile Image: Susan M.
Verified Enhanced Background Check
Susan M.
from
$20
per walk
40 years of experience
Winter Haven, FL, 33881

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

Sitter Profile Image: Clewin C.
Verified Enhanced Background Check
Clewin C.
from
$15
per walk
3 years of experience
Winter haven, FL, 33880

About: I've had dogs all my life and currently I have a beautiful little dog who is my life. I like to take good care of them, give them healthy food and take them for walks. My experience with other dogs is beautiful. I have a job from 2 pm onwards, Monday through Friday. I could take care of and walk your dog every morning and have them sleep on the weekends. I would love to board with you and take them for walks in all the parks and areas. I have a fence in my yard and a beautiful little dog for company and a new family with your pet. I make healthy dog ​​food and snacks and they will have special care.

Sitter Profile Image: Mia S.
Verified Enhanced Background Check
Mia S.
from
$20
per walk
5.0 out of 5 stars
11 reviews
1 repeat client
12 years of experience
Winter Haven, FL, 33881

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.

Sitter Profile Image: Adrianna H.
Verified Enhanced Background Check
Adrianna H.
from
$16
per walk
1 year of experience
Winter Haven, FL, 33881

About: Other than my 2 pets that I've had in my life and going to school I don't have much experience with pets, but I will treat any pet as I do my own dog and I'll love to have more experience with pets to add to my veterinary assistant skills. I'm currently working right now so I'll be able to walk dogs on my days off. I'll walk them.in the mornings before it gets too hot. I won't have any pets in my house. I will only walk them around my neighborhood for 10 to 15 minutes so the dogs don't get overheated.

Sitter Profile Image: McKayla P.
Verified Enhanced Background Check
McKayla P.
from
$15
per walk
4 years of experience
Winter Haven, FL, 33884

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!

Sitter Profile Image: Debra A.
Verified Enhanced Background Check
Debra A.
from
$20
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33881

About: I have taken care of animals for years including lots of strays. I have had many varieties and love them all. Can keep dogs and cats. I am willing to help with horses or cows if needed. I am retired now for three years and do volunteer work one day a week on Wednesdays. I do own a small dog, Rudy. He is vibrant and energetic. I have a roomy condo and walk my dog four times a day. We play once a day with balls and he keeps me fit.

Sitter Profile Image: Melina C.
Verified Background Check
Melina C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
39 reviews
8 repeat clients
12 years of experience
Winter Haven, FL, 33881

Melina was amazing and she did a great job. She was super sweet and took wonderful care of my dog. She was always on time, professional and the pictures I got show my dog very happy. I highly recommend and I will definitely use next time. Thank you Melina!

Profile image
Ana Cecilia B.
Sitter Profile Image: Ashley V.
Verified Background Check
Ashley V.
from
$25
per walk
5.0 out of 5 stars
58 reviews
20 repeat clients
9 years of experience
Winter haven, FL, 33881

Ashley was absolutely great. This was my first time using this service and I was a nervous wreck to be honest. My baby is 11yrs old and has always stayed with family while I travel. It’s nice to know that I was able to trust her with my home and my baby and she was very welcoming. I will definitely be using her a lot more frequently.

Profile image
Nicole L.
Sitter Profile Image: Tony S.
Verified Background Check
Tony S.
from
$26
per walk
5.0 out of 5 stars
26 reviews
5 repeat clients
20 years of experience
Winter Haven, FL, 33881

About: Having experience for 20 years with different pets from dogs to reptiles and everything in between. Your pets become a part of my family while in my care. I go above and beyond for yours and their needs. Pet care is what I do best, Its all I do full time. I have many references available upon request. While your pet is here We offer Luxurious pet care, in a cage free home I will keep you updated with photos and videos of your loved pet family enjoying their time spent with me. I also have my yard escape proof, we strive for your pets safety at all times. No dog is too much for me to handle, and I say that with a guarantee. Going above and beyond comes natural to me, whether your pooch needs a bath, nail trim, a good brush, or ears cleaned. Any 4 night+ visit with us results in an included spa bath treatment with only high quality safe products. When interested in locking in dates with us you can message me directly and we can go over care instructions or Training I offer professional petcare needs such as dog training, boarding, dog walks, grooming, pet therapy, weight loss. Professional pet care is my full time career. When you’re pet is boarding with us they will have their own room to call their own along with a comfortable bed, Tv, drinking fountain with only spring water multiple long walks a day In our wonderful neighborhood, if in our yard space it is double fenced allowing for space for play and space for potty in a regularly clean and treated area. That is escape proof and always under my 100% attention.

Sitter Profile Image: Emely C.
Verified Enhanced Background Check
Emely C.
from
$19
per walk
5.0 out of 5 stars
103 reviews
34 repeat clients
10 years of experience
Eagle Lake, FL, 33839

Emely is so sweet with Samson and Samson is always so excited to go on his walks with her. She offered a free walk during our meet and greet to see how Samson would do with her (which is something I truly appreciate because I knew she was taking the time to learn about Samson’s commands and what would be helpful for her during their walks together). Emely is always on time and shares the sweetest photos of their run/walk time together. I have full trust and faith in Emely to care for Samson especially during a time in my pregnancy when I cannot take him out long and he is too heavy for me to walk alone. She also brought some of her own treats and was fully prepared on her first walk with Sam. I would absolutely recommend her for your pups needs and care. She’s so loving and great with Sammy.

Profile image
Cindy P.
1 / 1
View more

The median cost per walk for dog walking in Winter Haven is $20

Dog parents share their Rover experiences - Winter Haven

1 / 1
5.0 out of 5 stars

Bonnie is great with dogs! My dog was very timid of her at first but warmed up quickly with Bonnie. I highly recommend her to anyone looking for a dog sitter!

Profile image
Michelle J.
Dog Walking
5.0 out of 5 stars

Koda and I were pleasantly impressed with Bonnie’s performance and if she will have us we might try this again. I loved getting happy pictures of Koda and felt safe with Koda in her care.

Profile image
Karen C.
Dog Walking
1 / 1
Find pet care near you

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 walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog walking - Winter Haven

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winter Haven average 3
repeat dog walking clients

FAQs for Dog Walking - Winter Haven

Frequently asked questions about Rover

The average cost for Dog Walking in Winter Haven on Rover is $16.05 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking 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 Dog Walking. For more information on service fees, click here .

As of August 2026, there are 2,438 sitters on Rover offering Dog Walking across Winter Haven. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Winter Haven. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Winter Haven.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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.

Every walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in Winter Haven. On Rover:

  • 93% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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 dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge