Dog Walking in Winter Haven

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michelle & Kevin & Jeffrey S.
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Sitter Profile Image: Michelle & Kevin & Jeffrey S.
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1. Michelle & Kevin & Jeffrey S.

Pet loving family
Winter Haven, FL, 33880
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
228 reviews
86 repeat clients
from
$17
per walk

Will be using again. Michelle was very sweet and Cooper had so much fun.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Crystal C.
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Sitter Profile Image: Crystal C.
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2. Crystal C.

Loving on pets for a living
Winter Haven, FL, 33884
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
15 repeat clients
from
$20
per walk

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emely C.
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Sitter Profile Image: Emely C.
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3. Emely C.

Rover 101
Love + Fun = the best day
Eagle Lake, FL, 33839
3.6 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
60 reviews
25 repeat clients
from
$19
per walk

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sonia G.
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Sitter Profile Image: Sonia G.
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4. Sonia G.

The doggy whisperer :)
Winter haven, FL, 33880
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$12
per walk

About: Hi my name is Sonia. I am 25 years old and have been caring for pets for a little over 20 years. Growing up I have always had dogs, cats and birds. I have lots of experience in caring for all animals, whether on a farm or a house pet. You name it! I recently got out of the ARMY and I am currently in school working on my degree to become a Veterinarian. In the years prior to the ARMY I volunteered at a local animal hospital caring for the animals who had extended stays. I also have volunteer time with local animal shelters doing dog walks and dropping off items that are needed. I would love to be considered on your dog walking or boarding journey :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melina C.
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Sitter Profile Image: Melina C.
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5. Melina C.

Snuggles & more
Winter Haven, FL, 33881
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$16
per walk

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brianna K.
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Sitter Profile Image: Brianna K.
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6. Brianna K.

Hello I love love love animals!
Winter Haven, FL, 33880
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per walk

About: I’ve taken care of all kinds of animals since I could remember! My grandparents had a farm which made it even easier to care for all those types of animals. I’ve trained multiple dogs I’ve had in the past very easily it seems like to me. I think me and your fur baby would be a great companion! I’m pretty flexible, I work from home overnights. During the days im pretty flexible, I have a 2 Yr. old son who thinks he is a dog himself lol ;). If its an issue arrangement can be made. Other than that we are at your service lol I have a huge fenced in back yard! I have plenty of open space! I even have a back patio that is enclosed as well! I have a park not even 3 minutes away from my house.

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Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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7. Ashley W.

Gentle Care, True Service..
winter haven, FL, 33884
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
11 repeat clients
from
$20
per walk

Ashley has been walking one of my dogs for a couple of weeks now and we are very pleased 🤗 Xena gets very excited whenever she sees her and it’s been so nice to have someone I feel I can trust give her these walks at times that I’m not able to. I will definitely reach out to Ashley as well whenever the need for boarding or a day stay arises.

Sitter Profile Image: Christy M.
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Sitter Profile Image: Christy M.
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8. Christy M.

Animals are better than some people
Winter Haven, FL, 33880
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$15
per walk

Christy would be excellent with any pet. She loves animals. She has even gone to the local shelter to help out with their animals. She is very responsible and trustworthy.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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9. Ana G.

Beloved pets in lovely hands
Winter haven, FL, 33880
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
3 repeat clients
from
$15
per walk

About: I am new to this app but I’ve been taking care of other people pets for a few years now. I love to take care of pets.I know the basic knowledge of animal behavior. I’ve taken care of pets who had medications. I also document everything the pet does so the owner is aware of everything. I have experience taking care of senior dogs and those sweet souls are the best ! I am active so I don’t worry about your pets need for exercise I usually bring them along with me . I will always be watching them so they are not going to leave my site and if anything if it’s okay with the parent I will take them with me so they won’t stay alone. I have no problem of taking care or big or small pets, all is welcomed here. Don’t worry if they are not poorly trained , I also have experience with pets that are not and it’s okay I will try to help to train them when they come hit if they make a mess it’s no big deal I’ll just clean it and try to show them the right way .So bring your pet along and they will have a good time here. They are no dangers or hazards here . This house is welcoming your pet with open arms :) I am currently not working so I am at home all the time so no need of having to worry about find a sitter last minute or one that can work with your hours I am free 24/7 at your service . I do have a big back yard with a fence so they have a lot of room and space to play. I also have one of those built in pools that we don’t use anymore so I usually let my dogs swim in it ( it’s clean with no bleach just straight water) it’s 10 ftX 30 so they also would have a pool they can swim in and don’t worry I will mostly like be in the water with them and if not in the water I will be right beside watching them. I do have cats and dogs but they are friendly. My dogs will love to play with your pets especially cats since they are around them all the time. If you do bring a pet that is not okay with cats that’s fine. I have a crate for them if anything also they will not be together. So no need to worry about that. Your pet is going to be safe here. Also the neighbor is also good, no crimes or bad people in it so that’s a plus :) In the back of the yard and inside the house, there will be no plants that are harmful to our pets nor food. Trust when I say that if your pet has a strict schedule, I AM going to follow that Schedule and not miss one bit.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Susan S.
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Sitter Profile Image: Susan S.
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10. Susan S.

Loving Pet Care with tail wags.🐕🐈
Winter Haven, FL, 33881
3.2 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$20
per walk

Susan schneider is very good at taking care of pets dogs and particular. She has taken care of my 5 dogs.Dogs ranging from small dogs to large German shepherds.And young beagles. She follows directions as far as feeding and frequently walks dogs. I would recommend her to anybody. She does a great job

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Sitter Profile Image: Makenzie M.
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Sitter Profile Image: Makenzie M.
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11. Makenzie M.

Aussie mom and awesome pilot
Winter Haven, FL, 33880
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$15
per walk

Makenzie has watched my cat when I’ve been out of town and has done a wonderful job! I’ve also seen her with dogs, she loves to play with them and take care of them. Would for sure let her watch my kitty again!

Sitter Profile Image: Ashlynn V.
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Sitter Profile Image: Ashlynn V.
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12. Ashlynn V.

Ready to keep your pup smiling
Winter Haven, FL, 33881
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$10
per walk

Ashlynn and her sister did an awesome job! They stepped up on short notice to help my wife and I! Very thankful for their energy and attention to Cooper.

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Sitter Profile Image: Josselin G.
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Sitter Profile Image: Josselin G.
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13. Josselin G.

Pet Lover
Winter Haven, FL, 33880
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$10
per walk

Josselin is awesome with pets! She cares for young pups and geriatric dogs as well! She sees to all their needs, whether it is a matter of grooming, walking, playing or just snuggling…she has that special touch. My dogs love her and are so happy to see her and shower her with kisses. She is extremely responsible! I won’t leave my dogs with just anyone, I never worry about them when they are in her care.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Raechelle K.
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Sitter Profile Image: Raechelle K.
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14. Raechelle K.

Animals are my passion
Winter Haven, FL
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$15
per walk

About: I have had animals in my life for as long as I can remember. I currently have a bearded dragon named Hercules and a German Shepard named Maxx. I have watched many furry & scaley friends over the years. Animals are a passion of mine and I intend to pursue a career in animal care. I am currently only pet sitting. I do NOT book over 2 fur family’s a day so I have plenty of time for them individually. I will follow any instructions given precisely. I will take your fur babies for as many walks as you would like, feed them at the exact time you ask, bathe/groom when asked.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hailey C.
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Sitter Profile Image: Hailey C.
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15. Hailey C.

TREAT yourself to a break 🐶
Winter Haven, FL, 33880
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$25
per walk

Hailey is the best dog walker I know! My dogs have gotten much healthier and happier after they started going on walks with Hailey. They jump for joy every time Hailey comes through the door to greet them! I honestly wouldn’t trust anyone else to treat my dogs as well as Hailey does.

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Sitter Profile Image: Heather S.
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Sitter Profile Image: Heather S.
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16. Heather S.

Because pets are people too 🐾
Winter Haven, FL, 33881
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
30 years of experience
from
$20
per walk

About: I have plenty of time, patience and love to give to your babies. I am extremely attentive, love the outdoors, dog parks, walking, hiking, or just snuggling in PJ’s catching up on True Crime documentaries! Whichever your pet requires, I can shape shift to fit their individual needs 🤍 Currently I am a stay at home daughter taking care of the worlds best mother 🫶🏼 I am home all day and take frequent trips to nature parks, ice cream shops (for a pup cup of course) and dog friendly beach trips. We both love animals ridiculously and treat them like we do our own children. I also have two children ages 10 & 13 who are also HUGE animal advocates and often find all of our animals piled up on their beds at night. Our youngest boy is also the neighborhood dog walker. You can trust that your pets would be in not only a kind and loving environment, but our home is also very well kept, clean, in a beautiful neighborhood with a mile long walking track directly across the street from our home. We have pool for those water bugs and a gate around it for those who aren’t 😊 You can trust your pet will always be safe and in case of an unlikely event, I am CPR/First aid/Life support certified for that extra boost of confidence in your pets care.

Sitter Profile Image: Morgan V.
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Sitter Profile Image: Morgan V.
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17. Morgan V.

Pet Caretaker Extraordinaire
Winter Haven, FL, 33880
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$15
per walk

Morgan has watched my dog and cat multiple times. She’s a very trustworthy person and one of the only ones I trust to stay at my house and care for my animals. Highly recommend for any walks, check-ins, and overnight stays.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tony S.
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Sitter Profile Image: Tony S.
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18. Tony S.

Rover 101
Dog enthusiast/trainer
Winter Haven, FL, 33880
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$30
per walk

Tony has been my go to pet sitter for 5 years now. My dog Apollo loves him so much. They go for bike rides, meet and greets with the neighbors, he grooms his nails and gives him baths every time so I don't get a smelly dog back after all that exercise. He just always goes above and beyond I really couldn't ask for more. Not only has my dog stayed with him, but he has a copy of my key to my home. He is so responsible and always well organized and clean. I love that he always takes the time out to send me updates. He has even taken my dog to the vet because I had to work and had no one to take him. He is just great. Thank you Tony for always being awesome. Apollo can't wait till next week to see you again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Candice R.
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Sitter Profile Image: Candice R.
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19. Candice R.

Happy Partner for Happy Paws 🐾
Winter Haven, FL, 33880
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
151 reviews
51 repeat clients
from
$15
per walk

Candice was super helpful when I was in a pinch! She has helped out a few times and has always done a good job. Reliable and nice.

Sitter Profile Image: Elisabet M.
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Sitter Profile Image: Elisabet M.
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20. Elisabet M.

I LOVE all the toe-beans!
Winter Haven, FL, 33881
0.4 mi. away
Drop-In Visits, Dog Walking
5 years of experience
from
$15
per walk

About: Hi its Eli! I'm love pets, young and old, big and small. We can do walks, hikes, swimming, even to a play day at the park, I am sure I will pamper your pet and he will have lots of fun :).I grew up with dogs and play with them a lot and i took care of dogs and cats from near friends and family also I'm a furry mom of two cats they are my family ! My daily routine is basically going to work from 8:30 to 4 and study from 6 to 9 pm have from 4 to 5:30 to do walks or drop ins and weekends I can do a little more since I'm off ! I live in an apartment and my cats are always indoor so they are always sleeping on the couch or just playing around but my place is safe and confortable. Have a lake across the street!

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Winter Haven Dog Walking ratings

Overall Rating:
5.0 out of 5 stars

Dog walkers in Winter Haven are rated on average 5 out of 5 stars based on 108 reviews.

Rover also offers Dog Walking in:

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Do you think you have what it takes to become a dog walker for Rover? We're always looking for people with a passion for dogs to join us as a dog walker! If you've been thinking about starting up your own dog walking business, or even if you've been doing it on your own for a while, you'll want to check out our easy sign-up process and consider joining the hundreds of awesome dog lovers who use the Rover dog walking platform. When you become a Rover dog walker, you get access to great support, including premium pet insurance, cashless payment (no more worrying about whether you'll get paid on time), and a third party background check to demonstrate your trustworthiness to prospective clients. Join our pack today!

When you need dog walking services in Winter Haven, FL, you'll be amazed at how easy it is to find the ideal dog walker with Rover.com. We take the guesswork out of selecting the perfect Winter Haven dog walking services for your needs. The dog walkers listed on Rover have been reviewed and approved, and - most importantly - they love dogs. In fact, 95% of reviewed stays and walks have a perfect five-star rating. When a dog walker in Winter Haven, FL joins our site, they complete a background check. You'll be able to see that they've passed the background check when you view their individual dog walker profile. No matter what level of support you're looking for, you're sure to find a great fit for all your dog walking needs in Winter Haven, FL with Rover's dog walking services, whether it's a one-time emergency or a daily appointment.

Looking for a quick solution to your dog walking needs when you're short on time? Then you'll love the Rover dog walking app. The Rover app features hundreds of highly rated, trusted dog walkers, and you can scroll through the options or simply rebook your regular dog walker in seconds. Your dog walker can share real-time photo updates via the Rover dog walking app, and with the app's cashless payment feature you'll be able to compensate your dog walker quickly and safely - no need for cash, checks or tips.

You'll also be able to relax when it comes to price, because the cost of dog walking in Winter Haven, FL is surprisingly reasonable. No matter your budget or lifestyle, there's a dog walker on Rover to match your budget. Wondering how much most people pay for Rover dog walking services? The average dog walking rates will give you a good sense of what to expect before checking out the individual dog walkers' rates.

When you use Rover to discover dog walking services in Winter Haven, FL, you'll be surprised at how easy it can be to find a dog walker who's the ideal match for you, your dog, and your schedule. If you're the sort of dog parent who doesn't like to miss a minute of your puppy's day, your dog walker can send you dog walking updates including the time they started and stopped the walk, a map showing the distance and route of their outing, details on food and bathroom breaks, and real-time action shots of your dog's experience. And to give you even more peace of mind, each Rover-booked dog walk includes premium pet insurance, 24/7 support, and a reservation guarantee.

In short, when you book Winter Haven dog walking on Rover, your dog gets the loving care they deserve, and you get to relax knowing that your pet is in good hands.

Dog Walking