Dog Walkers in Cypress Gardens, FL

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

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Top rated Cypress Gardens dog walkers

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

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Sitter Profile Image: Erika K.
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Erika K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
35 reviews
14 repeat clients
10 years of experience
Winter Haven, FL, 33884

About: I’ve had pets almost all my life right now I have two cats and two dogs. I always try to give them a healthy lifestyle I have recently become a stay at home mom so I have plenty of time to care and play with your fur babies I am available for boarding any day of the week I have plenty of space with a large fenced yard and a covered pool area, crates when needed and plenty of beds to choose from

Sitter Profile Image: Evangelynn S.
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Evangelynn S.
from
$23
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
11 years of experience
Winter Haven, FL, 33884

About: I’ve taken care of cats and dogs for 11 years. I’ve taken care of family and friends pets. I know how important it is to take care of your family member. I’m originally from Colorado. But moved to Florida 10 years ago. I have three dogs and a cat I love dearly. And only want the best for them. I don’t settle for less. They are worth having special moments with all the time. Walking, running, hiking, playing fetch and just lounging out. I know I will do my very best to make your pets happy. I also want to include that I do senior care. And also puppy care one year old or older. Let me know what you need. And I’ll take care of it. While you’re at work or taking a vacation I will update you daily with photos and texts. If you need to call. I’ll happily answer for any questions you might have. Btw I have no problem bringing in the mail, grab the trash cans and bring them back into/by the garage and water your plants while you’re away. 🪴💖 My weekly routine is very flexible. I’m an artist that works from home but also I have a part time job. I can work around my schedule if needed to accommodate your pet. I will come by and have a meet and greet to get the details of what you would like me to do for your pets. At that time I’ll get the details and specific instructions from you. Please let me know if anything that is most important to you. And I will take care of it.

Sitter Profile Image: Lindsey C.
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Lindsey C.
from
$15
per walk
4.9 out of 5 stars
18 reviews
3 repeat clients
7 years of experience
Winter Haven, FL, 33884

Lindsey was great! I hired her for 3 days of twice a day dogs walks. She was on time, polite and worked with my schedule. Would totally recommend and use her again!

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Martha S.
Sitter Profile Image: Samantha J.
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Samantha J.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
40 reviews
13 repeat clients
5 years of experience
Winter Haven, FL, 33884

Fast replies and great caregiver

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Lia D.
Sitter Profile Image: Dianne F.
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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: Crystal C.
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Crystal C.
from
$20
per walk
5.0 out of 5 stars
87 reviews
19 repeat clients
20 years of experience
Winter Haven, FL, 33884

Let me brag on Crystal some because she definitively deserves it!!!! I started using Crystal in August, knowing that there be some times coming up when I would need help with my senior baby girl, Miss Pebbles. I was extremely hesitant to use Rover altogether because I have had a pet stolen with a different service. I told Crystal I was going to be using a GPS on my baby girl and without hesitation, Crystal stated she understood and was not worried and would even take extra photos along their walks together to ease my mind; surprisingly, the other walkers in my area I talked to before Crystal, were not as cool about it and I even had some deny service, all because of the GPS factor. In an attempt to trust another service, and based on what Crystal's reaction was, I decided to give this wonderful person a try. I am so glad I did!!! Our first walk, Miss Pebbles ran to Crystal and she got right down on her level and just loved on her as much as Pebbles would allow. Over the last several months I have increasingly needed to rely on Crystal and without skipping a beat, Crystal has been there, arrived on time, and doted on my baby girl like Miss Pebbles was her own, slowly gaining my trust and making me feel comfortable with her having my baby, and knowing that my baby will return home. Crystal has a way with animals, there's no doubt about it. Miss Pebbles was instantly drawn to her dog walker and since then, now gets excited every time she hears Crystal's name. I truly appreciate all the effort and patience Crystal has had with us and our crazy schedules/schedule changes. Moving forward, I have no problem with Crystal staying at my home with Pebbles and my other furbabies. I wholeheartedly recommend Crystal for your babies. You will not be disappointed as she goes above and beyond and does it all with a smile too! You can tell she enjoys what she does. So from this crazy furmomma to any other furparent out there reading this, hire Crystal! You will be happy that you did!

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Nancy S.
Sitter Profile Image: Javid G.
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Javid G.
from
$22
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33884

About: I’ve been taking care of animals as far as I can remember. such as dogs, cats, birds and fish lol. So trust me when I says your fur babies are in great hands. I have a German Shepard/lab dog so taking care of your fur baby will blend right in with our daily walk sessions when the weather allows us to do so. Your for baby will be an excellent hands with the help of our dog Jacob. We have a huge backyard which is more than enough room for the babies to play. Not to worry they are never left unattended

Sitter Profile Image: Ashley V.
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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.

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Nicole L.
Sitter Profile Image: Melina C.
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Melina C.
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!

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Ana Cecilia B.
Sitter Profile Image: Mary B.
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Mary B.
from
$25
per walk
5.0 out of 5 stars
30 reviews
7 repeat clients
10 years of experience
Winter Haven, FL, 33884

Mary is the best. I trust her completely with my fur baby

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Beatriz P.
Sitter Profile Image: Emely C.
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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.

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Cindy P.
Sitter Profile Image: Hailey C.
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Hailey C.
from
$20
per walk
5.0 out of 5 stars
65 reviews
29 repeat clients
10 years of experience
Winter Haven, FL, 33880

Hailey was fantastic. She was always on time with her visits, provided plenty of photos and went above and beyond to make sure my pet was properly cared for. Would recommend 1000000000%. Thank you!!

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Vince P.
Sitter Profile Image: Devon C.
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Devon C.
from
$14
per walk
1 repeat client
15 years of experience
Cypress Gardens, FL, 33884

About: Hi! I enjoy hiking and spending most of my free time outdoors with my dogs. I have 3 dogs and 2 cats. I love all animals. I’m experienced with dogs of all sizes and I’ve had dogs my whole life. I treat every animal as I would treat my own. I ensure their happiness and safety any time I am with them. My experience with dog sitting includes sitting for family and friends when they go out of town for just one day or up to a week. I also do home check-ins to feed or anything asked for animals during the day. I look forward to meeting you and your pup! I work full time on the weekends. I’m available most Weekdays, but I’m off most of the week. Let me know what days you need! I always ensure the safety of pets. I start with double checking harnesses are secure and leashes are attached. I'm always aware of my surroundings and take extra precautions while walking dogs in the neighborhood.

Sitter Profile Image: Brandie H.
Verified Background Check
Brandie H.
from
$22
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Winter Haven, FL, 33880

Brandie was awesome. She too the time to get to know my two dogs individually and was wonderful. Super trustworthy, accommodating, and great communication! Will definitely be booking her again.

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Caitlyn D.
Sitter Profile Image: Teresa J.
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Teresa J.
from
$30
per walk
4.9 out of 5 stars
46 reviews
4 repeat clients
40 years of experience
Winter Haven, FL, 33884

About: I love dogs and love all their different personalities they all have. They can be groomed by brushing, scratching their bellies, running and playing in the yard. They will get pampered like they were my own. They will have the time of their lives here at the Jones' resort. Caring and pampering for your pets are just a few of the perks that your special pet would experience. They can run, play, corral, lounge and sleep and relax as much as they may need. PS. As much as is allowed, special treats will be given. Your pet will be supervised by an experienced and trained retired Law Enforcement officer. I'm trained in first aide and CPR. I want to thank you in advance for the opportunity to spoil your furry baby! Anyone looking for somewhere close to Lego Land To leave your furry baby. We are here for you.

Sitter Profile Image: stephanie t.
Verified Enhanced Background Check
stephanie t.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
29 reviews
9 repeat clients
38 years of experience
Lake Wales, FL, 33898

About: I've been taking care of dogs since I was 14. Family, friends and neighbors have trusted me to feed, walk, give medications and bathe their dogs. I have many years of experience in caring for all animals. Dogs and cats are not the only pets I cared for, I have cared for lizards, snakes, hamsters, gerbils, chinchilla and Guinea pig I am currently working part time and I will have plenty of time to spend with the pets I care for. I will be able to stay weekends and holidays with your pets. Your pet comes first. They will be a part of my family and give excellent care whether they are staying at home or with me.

Sitter Profile Image: Yereleen N.
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Yereleen N.
from
$25
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Winter Haven, FL, 33884

About: *House sittings do not include overnight care* I love animals, always have, and working and training animals is my dream one day. I am currently in school studying Animal Health and Behavior and have experience working at a pet hospital. I've had pets my whole life (currently own a dog, cat and a turtle) and have taken care of other pets as well, such as my family members pets (a pit bull, two spaniels, a husky and a German shepherd to be specific.) I have encountered many different dog and cat species with varied behaviors at work as well. While you are out you can stay relaxed knowing your pup is being well taken care of! From fetching to chasing, your pup will be getting lots of play time, as well as cuddles and kisses if that's what they like! I am a little bit of a perfectionist and pay attention to details so if your pup needs medication in his food or a strict schedule to follow you can be assured it'll get done just as usual. I’m excited and looking forward to meeting you and your precious pets! I work doing gig deliveries so am avaliable at any time for walks and drop-ins. *House sittings do not include overnight care. I offer a type of day care that will happen at your place so your pet is more comfortable while you are out. I do not offer pets staying in my own home as my own pets are not friendly with their species. I will treat your home with respect and leave everything as I found it.

Sitter Profile Image: Sally R.
Verified Background Check
Sally R.
from
$20
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
25 years of experience
Winter Haven, FL, 33884

Sally did great. On time and stayed in communication

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Beau B.
Sitter Profile Image: Ashley W.
Verified Background Check
Ashley W.
from
$20
per walk
5.0 out of 5 stars
34 reviews
11 repeat clients
13 years of experience
winter haven, FL, 33884

Through thick and thin she’s the absolute best!! Highly recommend!

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Kevin W.
Sitter Profile Image: Paola O.
Verified Enhanced Background Check
Paola O.
from
$40
per walk
2 repeat clients
2 years of experience
Dundee, FL, 33838

About: A few months ago, we lost our boy to cancer. We aren’t ready for a new dog of our own, but love having furry visitors, so I’ve just got myself all set up on Rover. I’m currently a stay-at-home mom. I have time everyday anytime of the day if you need me. I also walk in the morning,afternoon and the evening behind my house I have a lake that’s has a path to walk and it’s 1 mile around the lake. I also have a dog park near by my house. I'm really great with communication. If you have any rules for your fur baby I will follow. I also have three really friendly dogs. I can easily crate your dog if needed (again if that okay with you).

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Over 38
pet parents in Cypress Gardens have booked dog walking

Cypress Gardens dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Simply amazing! Zoey loves her walks with Curtis and we love the giant smiles she has in the pics he sends of their time together. Curtis is kind, patient, flexible and totally jumped in last minute to ensure our sweet girl was taken care of when we had an unexpected family emergency.

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Gina K.
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.

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Karen C.
Dog Walking
5.0 out of 5 stars

Jennifer was very nice and professional and was good with slowly introducing herself to my dogs and they did great with her. Great personality and love for animals which is very important to me.

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Joann G.
Dog Walking
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The median cost per walk for dog walking in Cypress Gardens is $20

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Sitters in Cypress Gardens average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Cypress Gardens on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Cypress Gardens dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,358 dog walkers in Cypress Gardens. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 88% of Cypress Gardens dog walkers respond in under an hour.

Dog walkers in Cypress Gardens have an average of 14 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Cypress Gardens.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 2,358 dog walkers in Cypress Gardens on Rover, so you’re sure to find the perfect match for your dog! In Cypress Gardens, 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.